CN106977494B - Substituted pyrazole amide compounds and application thereof - Google Patents

Substituted pyrazole amide compounds and application thereof Download PDF

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CN106977494B
CN106977494B CN201610028679.4A CN201610028679A CN106977494B CN 106977494 B CN106977494 B CN 106977494B CN 201610028679 A CN201610028679 A CN 201610028679A CN 106977494 B CN106977494 B CN 106977494B
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CN106977494A (en
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张来俊
葛家成
葛尧伦
刘羽
王心怡
白复芹
司国栋
刘晓晨
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Hailir Pesticides and Chemicals Group Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings

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Abstract

The invention discloses a substituted pyrazole amide compound, an N-oxide, a salt and a composition thereof, wherein the structure is shown as a general formula I, and the definition of each substituent group in the formula is shown in the specification. The substituted pyrazole amide compound has broad-spectrum insecticidal activity, and can obtain good control effect on aphids, chilo suppressalis, diamond back moths, beet armyworms and the like at very low dosage.

Description

Substituted pyrazole amide compounds and application thereof
Technical Field
The invention belongs to the field of pesticides, and particularly relates to a substituted pyrazole amide compound, an N-oxide, a salt and a composition, and application of the substituted pyrazole amide compound and the N-oxide, the salt and the composition as pesticides in agriculture or other fields.
Background
Anthranilic acid amides (ryanodine receptor inhibitors) are effective insecticides developed in recent years for controlling lepidopteran pests.
The following compounds with insecticidal activity are disclosed in patent WO 03015519:
Figure BDA0000908133180000011
the following compounds with insecticidal activity are disclosed in patent WO 2004067528:
Figure BDA0000908133180000012
all of the compounds disclosed in the above patents (applications) have similarities to the compounds of the present invention, but there are significant differences in structure.
Disclosure of Invention
The invention aims to provide a substituted pyrazole amide compound and an N-oxide or salt thereof, which can control various pests and diseases under a small dosage, and can be applied to control invertebrate pests in agricultural and non-agricultural environments.
The technical scheme of the invention is as follows:
the invention provides a substituted pyrazole amide compound, which is shown as a general formula I:
Figure BDA0000908133180000021
in the formula:
a and B are the same or different and are independently selected from O, S or NRa；Ra＝H、CN、NO2、NH2、NHCH3、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6An alkynyl group;
x is selected from H, halogen, CN, NO2、NH2、CHO、CH＝NOCH3、CH＝NNHCH3、CH＝NN(CH3)2、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C2-C6Alkenyl radicalHalogen substituted C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6An alkynyl group;
z is selected from N or CRb；RbH, halogen or NO2；
R1Selected from halogen, CN, NO2、NH2、CHO、Si(CH3)3、P(CH3)2、P(O)(CH3)2、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl, oxaC2-C8Cycloalkyl, aza C2-C8Cycloalkyl, thia C2-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkylsulfinyl group C1-C6Alkyl, halo C1-C6Alkylsulfinyl group C1-C6Alkyl radical, C1-C6Alkoxysulfinyl C1-C6Alkyl, halo C1-C6Alkoxysulfinyl C1-C6Alkyl radical, C1-C6Alkanesulfonyl group C1-C6Alkyl, halo C1-C6Alkanesulfonyl group C1-C6Alkyl radical, C1-C6Alkoxy sulfonyl C1-C6Alkyl, halo C1-C6Alkoxy sulfonyl C1-C6Alkyl, amino C1-C6Alkyl, amino-halo C1-C6Alkyl, hydroxy C1-C6Alkyl, hydroxy-halogeno-C1-C6Alkyl, mercapto C1-C6Alkyl, mercapto halogenated C1-C6Alkyl, cyano C1-C6Alkyl, cyano-halo C1-C6Alkyl radical, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical、C1-C6Alkoxy halogeno C1-C6Alkyl, halo C1-C6Alkoxy halogeno C1-C6Alkyl radical, C1-C6Alkylthio group C1-C6Alkyl, halo C1-C6Alkylthio group C1-C6Alkyl radical, C1-C6Alkylthio halogeno C1-C6Alkyl, halo C1-C6Alkylthio halogeno C1-C6Alkyl radical, C1-C6Alkylamino radical C1-C6Alkyl, halo C1-C6Alkylamino radical C1-C6Alkyl radical, C1-C6Alkylamino halogeno C1-C6Alkyl radical, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl group, C1-C6Alkylthio carbonyl, halo C1-C6Alkylthio carbonyl group, C1-C6Alkylaminocarbonyl, halogeno C1-C6Alkylamino carbonyl, C1-C6Alkylamino thiocarbonyl, halogeno C1-C6Alkylamino thiocarbonyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl radical, C1-C6Alkylamino carbonyl group C1-C6Alkyl, halo C1-C6Alkylamino carbonyl group C1-C6Alkyl radical, C1-C6Alkylthio carbonyl group C1-C6Alkyl, halo C1-C6Alkylthio carbonyl group C1-C6Alkyl, substituted or unsubstituted aryl C1-C6Alkyl, substituted or unsubstituted aryl halo C1-C6Alkyl, substituted or unsubstituted aryloxy C1-C6Alkyl, substituted or unsubstitutedAryloxy halogeno C of1-C6Alkyl, substituted or unsubstituted arylamine group C1-C6Alkyl, substituted or unsubstituted arylamino halogeno C1-C6Alkyl, substituted or unsubstituted heteroaryl C1-C6Alkyl, substituted or unsubstituted heteroaryl halo C1-C6Alkyl, substituted or unsubstituted heteroaryloxy C1-C6Alkyl, substituted or unsubstituted heteroaryloxy-halogeno C1-C6Alkyl, substituted or unsubstituted heteroarylamino C1-C6Alkyl, substituted or unsubstituted heteroarylamine halo C1-C6Alkyl, substituted or unsubstituted arylcarbonyl C1-C6Alkyl, substituted or unsubstituted arylcarbonyl halogeno C1-C6Alkyl, substituted or unsubstituted aryloxycarbonyl C1-C6Alkyl, substituted or unsubstituted aryloxycarbonyl halo C1-C6Alkyl, substituted or unsubstituted arylaminocarbonyl C1-C6Alkyl, substituted or unsubstituted arylaminocarbonyl haloC1-C6Alkyl, substituted or unsubstituted heteroarylcarbonyl C1-C6Alkyl, substituted or unsubstituted heteroarylcarbonyl halide C1-C6Alkyl, substituted or unsubstituted heteroaryloxycarbonyl C1-C6Alkyl, substituted or unsubstituted heteroaryloxycarbonyl-halogeno C1-C6Alkyl, substituted or unsubstituted heteroarylaminocarbonyl C1-C6Alkyl, substituted or unsubstituted heteroarylaminocarbonyl halo C1-C6Alkyl, substituted or unsubstituted arylcarbonyl, substituted or unsubstituted aryloxycarbonyl, substituted or unsubstituted arylaminocarbonyl, substituted or unsubstituted arylaminothocarbonyl, substituted or unsubstituted heteroarylcarbonyl, substituted or unsubstituted heteroaryloxycarbonyl, substituted or unsubstituted heteroarylaminocarbonyl, substituted or unsubstituted arylC1-C6Alkoxy radical C1-C6Alkyl, substituted or unsubstituted heteroaryl C1-C6Alkoxy radical C1-C6An alkyl group;
R2,R3can be the same or different and is respectively selected from H, halogen, CN and NO2、NH2、CONH2、C1-C6Alkyl, halo C1-C6Alkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylamino, halogeno C1-C6Alkylamino radical, di (C)1-C6Alkyl) amino, C1-C6Alkyl (halo C)1-C6Alkyl) amino, C1-C6Alkylcarbonylamino, halo C1-C6Alkylcarbonylamino group, C1-C6Alkoxycarbonylamino, halo C1-C6Alkoxycarbonylamino group, C1-C6Alkylsulfinylamino, halogeno C1-C6Alkylsulfinylamino group, C1-C6Alkylsulfonylamino, halo C1-C6Alkylsulfonylamino group, C1-C6Alkylcarbonyl (C)1-C6Alkyl) amino, halo C1-C6Alkylcarbonyl (C)1-C6Alkyl) amino, C1-C6Alkoxycarbonyl (C)1-C6Alkyl) amino, halo C1-C6Alkoxycarbonyl (C)1-C6Alkyl) amino, C1-C6Alkylsulfinyl (C)1-C6Alkyl) amino, halo C1-C6Alkylsulfinyl (C)1-C6Alkyl) amino, C1-C6Alkylsulfonyl (C)1-C6Alkyl) amino, halo C1-C6Alkylsulfonyl (C)1-C6Alkyl) amino, C1-C6Alkylthio, halo C1-C6Alkylthio radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl group, C1-C6Alkylaminocarbonyl, halogeno C1-C6Alkylamino carbonyl, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkoxy, halo C1-C6Alkyl carbonyl radical C1-C6Alkoxy radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl radical, C1-C6Alkoxycarbonyl radical C1-C6Alkoxy, halo C1-C6Alkoxycarbonyl radical C1-C6Alkoxy, unsubstituted or substituted amino C1-C6Alkyl, aryl, aryloxy, aryl C1-C6Alkyl, aryl C1-C6Alkoxy, heteroaryl C1-C6Alkyl, heteroaryl C1-C6Alkoxy groups: halogen, cyano, nitro, C1-C6Alkyl, halo C1-C6Alkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylthio or C1-C6An alkylcarbonyl group;
R4selected from H, halogen, CN, CONH2、CSNH2、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C2-C6Alkenyloxy, halogeno C2-C6Alkenyloxy radical, C2-C6Alkynyloxy, halo C2-C6Alkynyloxy, cyano C1-C6Alkyl, cyano-halo C1-C6Alkyl, cyano C1-C6Alkoxy, cyano-halogeno C1-C6Alkoxy radical, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical, C1-C6Alkylsulfinyloxy, halogeno C1-C6Alkylsulfinyloxy, C1-C6Alkylsulfinylamino, halogeno C1-C6Alkylsulfinylamino group, C1-C6Alkylsulfinyloxy C1-C6Alkyl, halo C1-C6Alkylsulfinyloxy C1-C6Alkyl radical, C1-C6Alkanesulfinylamino C1-C6Alkyl, halo C1-C6Alkanesulfinylamino C1-C6Alkyl radical, C1-C6Alkylsulfonyloxy, halo C1-C6Alkylsulfonyloxy, C1-C6Alkanesulfonylamino, halo C1-C6Alkylsulfonylamino group, C1-C6Alkylsulfonyloxy C1-C6Alkyl, halo C1-C6Alkylsulfonyloxy C1-C6Alkyl radical, C1-C6Alkanesulfonylamino C1-C6Alkyl, halo C1-C6Alkanesulfonylamino C1-C6Alkyl radical, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl group, C1-C6Alkylaminocarbonyl, halogeno C1-C6Alkylamino carbonyl, C1-C6Alkoxycarbonyl radical C1-C6Alkoxy, halo C1-C6Alkoxycarbonyl radical C1-C6Alkoxy radical, C1-C6Alkylamino carbonyl group C1-C6Alkoxy, halo C1-C6Alkylamino carbonyl group C1-C6Alkoxy radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl radical, C1-C6Alkylamino carbonyl group C1-C6Alkyl, halo C1-C6Alkylamino carbonyl group C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkoxy, halo C1-C6Alkyl carbonyl radical C1-C6Alkoxy, substituted or unsubstituted aryl C1-C6Alkyl, substituted or unsubstituted aryl halo C1-C6Alkyl, substituted or unsubstituted aryl C1-C6Alkoxy, substituted or unsubstituted arylhalo C1-C6Alkoxy, substituted or unsubstituted heteroaryl C1-C6Alkyl, substituted or unsubstituted heteroaryl halo C1-C6Alkyl, substituted or unsubstituted heteroaryl C1-C6Alkoxy, substituted or unsubstituted heteroaryl halo C1-C6An alkoxy group;
R5,R6can be the same or different and is respectively selected from H, halogen, CN and NO2、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl radicalHalogen substituted C2-C6Alkynyl, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylthio, halo C1-C6Alkylthio radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl group, C1-C6Alkylamino radical, C2-C6Dialkylamino radical, C3-C8Cycloalkylamino, C1-C6Alkylaminocarbonyl radical, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical, C1-C6Alkoxy radical C1-C6Alkoxy, halo C1-C6Alkoxy radical C1-C6Alkoxy radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl radical, C1-C6Alkoxycarbonyl radical C1-C6Alkoxy, halo C1-C6Alkoxycarbonyl radical C1-C6Alkoxy radical, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkoxy, halo C1-C6Alkyl carbonyl radical C1-C6An alkoxy group;
R7is selected from H; c1-C6Alkyl radical, C3-C8Cycloalkyl radical, C2-C6Alkenyl radical, C2-C6Alkynyl, each of which is optionally substituted with one or more of the following substituents: halogen, CN, NO2、OH、C1-C6Alkyl, halo C1-C6Alkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylthio, halo C1-C6Alkylthio radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, phenyl, phenoxy, 5-membered heteroaromatic ring and 6-membered heteroaromatic ring; phenyl, phenoxy, 5-membered heteroaromatic ring, and 6-membered heteroaromatic ring are each optionally substituted with 1 to 3 independent substituents selected from the group consisting of: c1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, halogen, CN, NO2、C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylthio radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylamino radical, C2-C6Dialkylamino radical, C3-C8Cycloalkylamino, C1-C6(alkyl) (cycloalkyl) amino, C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl group, C1-C6Alkylaminocarbonyl radical, C2-C8A dialkylaminocarbonyl group; c1-C6An alkoxy group; c1-C6An alkylamino group; c2-C6A dialkylamino group; c3-C8A cycloalkylamino group; c1-C6Alkylcarbonyl or C1-C6An alkoxycarbonyl group;
R8selected from H, OH, NH2、C(CH3)2CH2S(O)(NH)CH3、C(CH3)2CH2S(O)(NCN)CH3、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical, C3-C8Cycloalkyl radical C1-C6Alkyl, halo C3-C8Cycloalkyl radical C1-C6Alkyl radical, C3-C8Oxacycloalkyl radical, C3-C8Oxacycloalkyl radical C1-C6Alkyl, hydroxy C1-C6Alkyl radical, C1-C6Alkylamino radical C1-C6Alkyl, di (C)1-C6Alkyl) amino C1-C6Alkyl, substituted or unsubstituted pyridyl C1-C6Alkyl, substituted or unsubstituted thiazolyl C1-C6Alkyl, substituted or unsubstituted pyridyloxy C1-C6Alkyl, substituted or unsubstituted pyridylthio C1-C6Alkyl, substituted or unsubstituted pyridylamino C1-C6Alkyl, substituted or unsubstituted morphinyl, substituted or unsubstituted piperazinyl, morphinyl C1-C6Alkyl radical, C1-C6Alkylthio group C1-C6Alkyl radical, C1-C6Alkyl sulfoxide radical C1-C6Alkyl radical, C1-C6Alkyl sulfone radical C1-C6Alkyl radical, C1-C6Alkylcarbonyloxy, C1-C6Alkoxycarbonyloxy, C1-C6Alkylamino carbonyloxy radical, C1-C6Alkylsulfonyloxy, halo C1-C6Alkylsulfonyloxy, C1-C6Alkylsulfonamido, halo C1-C6Alkylsulfonamide group, substituted or unsubstituted arylcarbonyloxy group, substituted or unsubstituted aryloxycarbonyloxy group, substituted or unsubstituted arylaminocarbonyloxy group, substituted or unsubstituted heteroarylcarbonyloxy group, substituted or unsubstituted heteroaryloxycarbonyloxy group, substituted or unsubstituted heteroarylaminocarbonyloxy group, C1-C6Alkylamino thiocarbonyloxy, substituted or unsubstituted arylamino thiocarbonyloxy, substituted or unsubstituted aryl C1-C6Alkoxy, substituted or unsubstituted pyridyl C1-C6Alkoxy, substituted or unsubstituted thiazolyl C1-C6Alkoxy radical, C1-C6Alkylcarbonylamino group, C1-C6Alkoxycarbonylamino group, C1-C6Alkylamino carbonylamino group, C1-C6Alkylamino thiocarbonylamino, substituted or unsubstituted arylcarbonylamino, substituted or unsubstituted aryloxycarbonylamino, substituted or unsubstituted arylaminocarbonylamino, substituted or unsubstituted arylaminothiocarbonylamino, substituted or unsubstituted heteroarylcarbonylamino, substituted or unsubstituted heteroaryloxycarbonylamino, substituted or unsubstituted heteroarylaminocarbonylamino, substituted or unsubstituted heteroarylaminothiocarbonylamino, aminocarbonylamino, C1-C6Alkylamino radical, di (C)1-C6) Alkylamino, substituted or unsubstituted aryl C1-C6Alkylamino, substituted or unsubstituted pyridyl C1-C6Alkylamino, substituted or unsubstituted thiazolyl C1-C6Alkylamino, N (t-Bu) (COPh), N ═ CHN (CH)3)2、N＝C(CH3)2、N＝CHCF3、N＝CHPh、N＝CH(2-Py)、N＝CH(3-Py)、N＝CH(4-Py)；
R9Selected from H, C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl group, C1-C6Alkylaminocarbonyl, halogeno C1-C6Alkylamino carbonyl, C1-C6Alkylamino thiocarbonyl, halogeno C1-C6Alkylamino thiocarbonyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl radical, C1-C6Alkylamino carbonyl group C1-C6Alkyl, halo C1-C6Alkylamino carbonyl group C1-C6Alkyl, substituted or unsubstituted arylcarbonyl, substituted or unsubstituted aryloxycarbonyl, substituted or unsubstituted heteroarylcarbonyl, substituted or unsubstituted heteroaryloxycarbonyl, substituted or unsubstituted arylaminocarbonyl, substituted or unsubstituted arylaminothiocarbonyl, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkoxysulfinyl, halo C1-C6Alkoxysulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkoxysulfonyl, halo C1-C6An alkoxysulfonyl group;
preferred compounds of the invention are: in the general formula I
A and B are the same or different and are independently selected from O, S or NRa；Ra＝H、CN、NO2、NH2Or NHCH3；
X is selected from H, halogen, CN, NO2、NH2、CHO、CH＝NOCH3、CH＝NNHCH3Or CH (CH) NN (CH)3)2；
Z is selected from N or CRd；RdH, halogen or NO2；
R1Selected from halogen, CN, NO2、NH2、CHO、Si(CH3)3、P(CH3)2、P(O)(CH3)2、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl, oxaC2-C8Cycloalkyl, aza C2-C8Cycloalkyl, thia C2-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkylsulfinyl group C1-C6Alkyl, halo C1-C6Alkylsulfinyl group C1-C6Alkyl radical, C1-C6Alkoxysulfinyl C1-C6Alkyl, halo C1-C6Alkoxysulfinyl C1-C6Alkyl radical, C1-C6Alkanesulfonyl group C1-C6Alkyl, halo C1-C6Alkanesulfonyl group C1-C6Alkyl radical, C1-C6Alkoxy sulfonyl C1-C6Alkyl, halo C1-C6Alkoxy sulfonyl C1-C6Alkyl, amino C1-C6Alkyl, amino-halo C1-C6Alkyl, hydroxy C1-C6Alkyl, hydroxy-halogeno-C1-C6Alkyl, mercapto C1-C6Alkyl, mercapto halogenated C1-C6Alkyl, cyano C1-C6Alkyl, cyano-halo C1-C6Alkyl radical, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical, C1-C6Alkoxy halogeno C1-C6Alkyl, halo C1-C6Alkoxy halogeno C1-C6Alkyl radical, C1-C6Alkylthio group C1-C6Alkyl, halo C1-C6Alkylthio group C1-C6Alkyl radical, C1-C6Alkylthio halogeno C1-C6Alkyl, halo C1-C6Alkylthio halogeno C1-C6Alkyl radical, C1-C6Alkylamino radical C1-C6Alkyl, halo C1-C6Alkylamino radical C1-C6Alkyl radical, C1-C6Alkylamino halogeno C1-C6Alkyl radical, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl group, C1-C6Alkylthio carbonyl, halo C1-C6Alkylthio carbonyl group, C1-C6Alkylaminocarbonyl, halogeno C1-C6Alkylamino carbonyl, C1-C6Alkylamino thiocarbonyl, halogeno C1-C6Alkylamino thiocarbonyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl radical, C1-C6Alkylamino carbonyl group C1-C6Alkyl, halo C1-C6Alkylamino carbonyl group C1-C6Alkyl radical, C1-C6Alkylthio carbonyl group C1-C6Alkyl, halo C1-C6Alkylthio carbonyl group C1-C6Alkyl, substituted or unsubstituted aryl C1-C6Alkyl, substituted or unsubstituted aryl halo C1-C6Alkyl, substituted or unsubstituted aryloxy C1-C6Alkyl, substituted or unsubstituted aryloxyRadical halo C1-C6Alkyl, substituted or unsubstituted arylamine group C1-C6Alkyl, substituted or unsubstituted arylamino halogeno C1-C6Alkyl, substituted or unsubstituted heteroaryl C1-C6Alkyl, substituted or unsubstituted heteroaryl halo C1-C6Alkyl, substituted or unsubstituted heteroaryloxy C1-C6Alkyl, substituted or unsubstituted heteroaryloxy-halogeno C1-C6Alkyl, substituted or unsubstituted heteroarylamino C1-C6Alkyl, substituted or unsubstituted heteroarylamine halo C1-C6Alkyl, substituted or unsubstituted arylcarbonyl C1-C6Alkyl, substituted or unsubstituted arylcarbonyl halogeno C1-C6Alkyl, substituted or unsubstituted aryloxycarbonyl C1-C6Alkyl, substituted or unsubstituted aryloxycarbonyl halo C1-C6Alkyl, substituted or unsubstituted arylaminocarbonyl C1-C6Alkyl, substituted or unsubstituted arylaminocarbonyl haloC1-C6Alkyl, substituted or unsubstituted heteroarylcarbonyl C1-C6Alkyl, substituted or unsubstituted heteroarylcarbonyl halide C1-C6Alkyl, substituted or unsubstituted heteroaryloxycarbonyl C1-C6Alkyl, substituted or unsubstituted heteroaryloxycarbonyl-halogeno C1-C6Alkyl, substituted or unsubstituted heteroarylaminocarbonyl C1-C6Alkyl, substituted or unsubstituted heteroarylaminocarbonyl halo C1-C6Alkyl, substituted or unsubstituted aryl C1-C6Alkoxy radical C1-C6Alkyl, substituted or unsubstituted heteroaryl C1-C6Alkoxy radical C1-C6An alkyl group;
R2,R3can be the same or different and is respectively selected from H, halogen, CN and NO2、NH2、CONH2、C1-C6Alkyl, halo C1-C6Alkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylamino, halogeno C1-C6Alkylamino radical, di (C)1-C6Alkyl) amino, C1-C6Alkylcarbonylamino, halo C1-C6Alkylcarbonylamino group, C1-C6Alkoxycarbonylamino group, C1-C6Alkylsulfinylamino, halogeno C1-C6Alkylsulfinylamino group, C1-C6Alkylsulfonylamino, halo C1-C6Alkylsulfonylamino group, C1-C6Alkylcarbonyl (C)1-C6Alkyl) amino, halo C1-C6Alkylcarbonyl (C)1-C6Alkyl) amino, C1-C6Alkoxycarbonyl (C)1-C6Alkyl) amino, C1-C6Alkylsulfinyl (C)1-C6Alkyl) amino, halo C1-C6Alkylsulfinyl (C)1-C6Alkyl) amino, C1-C6Alkylsulfonyl (C)1-C6Alkyl) amino, halo C1-C6Alkylsulfonyl (C)1-C6Alkyl) amino, C1-C6Alkylthio, halo C1-C6Alkylthio radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl group, C1-C6Alkylaminocarbonyl, halogeno C1-C6Alkylamino carbonyl, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkoxy, halo C1-C6Alkyl carbonyl radical C1-C6Alkoxy radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl radical, C1-C6Alkoxycarbonyl radical C1-C6Alkoxy, halo C1-C6Alkoxycarbonyl radical C1-C6An alkoxy group;
R4selected from H, halogen, CN, CONH2、CSNH2、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C2-C6Alkenyloxy, halogeno C2-C6Alkenyloxy radical, C2-C6Alkynyloxy, halo C2-C6Alkynyloxy, cyano C1-C6Alkyl, cyano-halo C1-C6Alkyl, cyano C1-C6Alkoxy, cyano-halogeno C1-C6Alkoxy radical, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical, C1-C6Alkylsulfinyloxy, halogeno C1-C6Alkylsulfinyloxy, C1-C6Alkylsulfinylamino, halogeno C1-C6Alkylsulfinylamino group, C1-C6Alkylsulfinyloxy C1-C6Alkyl, halo C1-C6Alkylsulfinyloxy C1-C6Alkyl radical, C1-C6Alkanesulfinylamino C1-C6Alkyl, halo C1-C6Alkanesulfinylamino C1-C6Alkyl radical, C1-C6Alkylsulfonyloxy, halo C1-C6Alkylsulfonyloxy, C1-C6Alkanesulfonylamino, halo C1-C6Alkylsulfonylamino group, C1-C6Alkylsulfonyloxy C1-C6Alkyl, halo C1-C6Alkylsulfonyloxy C1-C6Alkyl radical, C1-C6Alkanesulfonylamino C1-C6Alkyl, halo C1-C6Alkanesulfonylamino C1-C6Alkyl radical, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl group, C1-C6Alkylaminocarbonyl, halogeno C1-C6Alkylamino carbonyl, C1-C6Alkoxycarbonyl radical C1-C6Alkoxy, halo C1-C6Alkoxycarbonyl radical C1-C6Alkoxy radical, C1-C6Alkylamino carbonyl group C1-C6Alkoxy, halo C1-C6Alkylamino carbonyl group C1-C6Alkoxy radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl radical, C1-C6Alkylamino carbonyl group C1-C6Alkyl, halo C1-C6Alkylamino carbonyl group C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkoxy, halo C1-C6Alkyl carbonyl radical C1-C6Alkoxy, substituted or unsubstituted aryl C1-C6Alkyl, substituted or unsubstituted aryl C1-C6Alkoxy, substituted or unsubstituted heteroaryl C1-C6Alkyl, substituted or unsubstituted heteroaryl C1-C6An alkoxy group;
R5,R6can be the same or different and is respectively selected from H, halogen, CN and NO2、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl group, C1-C6Alkylamino radical, C2-C6Dialkylamino radical, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical, C1-C6Alkoxy radical C1-C6Alkoxy, halo C1-C6Alkoxy radical C1-C6Alkoxy radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl radical, C1-C6Alkoxycarbonyl radical C1-C6Alkoxy, halo C1-C6Alkoxycarbonyl radical C1-C6Alkoxy radical, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkoxy, halo C1-C6Alkyl carbonyl radical C1-C6An alkoxy group;
R7is selected from H; c1-C6Alkyl radical, C3-C8Cycloalkyl radical, C2-C6Alkenyl radical, C2-C6Alkynyl, each of which is optionally substituted with one or more of the following substituents: halogen, CN, NO2、OH、C1-C6Alkyl, halo C1-C6Alkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylthio, halo C1-C6Alkylthio radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, phenyl, phenoxy, 5-membered heteroaromatic ring and 6-membered heteroaromatic ring; phenyl, phenoxy, 5-membered heteroaromatic ring, and 6-membered heteroaromatic ring are each optionally substituted with 1 to 3 independent substituents selected from the group consisting of: c1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, halogen, CN, NO2、C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylthio radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylamino radical, C2-C6Dialkylamino radical, C3-C8Cycloalkylamino, C1-C6(alkyl) (cycloalkyl) amino, C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl radical、C1-C6Alkylaminocarbonyl radical, C2-C8A dialkylaminocarbonyl group;
R8selected from H, OH, NH2、C(CH3)2CH2S(O)(NH)CH3、C(CH3)2CH2S(O)(NCN)CH3、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkoxy radical C1-C6Alkyl radical, C3-C8Cycloalkyl radical C1-C6Alkyl radical, C3-C8Oxacycloalkyl radical C1-C6Alkyl, halo C3-C8Cycloalkyl radical C1-C6Alkyl, hydroxy C1-C6Alkyl radical, C1-C6Alkylamino radical C1-C6Alkyl, di (C)1-C6Alkyl) amino C1-C6Alkyl, substituted or unsubstituted pyridyl C1-C6Alkyl, substituted or unsubstituted thiazolyl C1-C6Alkyl, substituted or unsubstituted pyridyloxy C1-C6Alkyl, substituted or unsubstituted pyridylthio C1-C6Alkyl, substituted or unsubstituted pyridylamino C1-C6Alkyl radical, C1-C6Alkylthio group C1-C6Alkyl radical, C1-C6Alkyl sulfoxide radical C1-C6Alkyl radical, C1-C6Alkyl sulfone radical C1-C6Alkyl radical, C1-C6Alkylcarbonyloxy, C1-C6Alkoxycarbonyloxy, C1-C6Alkylamino carbonyloxy radical, C1-C6Alkylsulfonyloxy, halo C1-C6Alkylsulfonyloxy, C1-C6Alkylsulfonamido, halo C1-C6Alkylsulfonamide group, substituted or unsubstituted arylcarbonyloxy group, substituted or unsubstituted aryloxycarbonyloxy group, substituted or unsubstituted heteroarylcarbonyloxy group, substituted or unsubstituted heteroaryloxycarbonyloxy group, C1-C6Alkylamino thiocarbonyloxy, substituted or unsubstituted arylamino thiocarbonyloxy, substituted or unsubstituted aryl C1-C6Alkoxy, substituted or unsubstituted pyridyl C1-C6Alkoxy, substituted or unsubstituted thiazolyl C1-C6Alkoxy radical, C1-C6Alkylcarbonylamino group, C1-C6Alkoxycarbonylamino group, C1-C6Alkylamino carbonylamino group, C1-C6Alkylamino thiocarbonylamino, substituted or unsubstituted arylcarbonylamino, substituted or unsubstituted aryloxycarbonylamino, substituted or unsubstituted arylaminocarbonylamino, substituted or unsubstituted arylaminothiocarbonylamino, aminocarbonylamino, C1-C6Alkylamino radical, di (C)1-C6) Alkylamino, substituted or unsubstituted aryl C1-C6Alkylamino, substituted or unsubstituted pyridyl C1-C6Alkylamino, substituted or unsubstituted thiazolyl C1-C6An alkylamino group;
R9selected from H, C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl group, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl, substituted or unsubstituted arylcarbonyl, substituted or unsubstituted aryloxycarbonyl, substituted or unsubstituted heteroarylcarbonyl, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6An alkylsulfonyl group;
again preferred compounds of the invention are: in the general formula I
A and B are the same or different and are independently selected from O, S or NRa；Ra＝H、CN、NO2；
X is selected from H, halogen, CN, NO2、NH2Or CHO;
z is selected from N or CRd；RdH, halogen or NO2；
R1Selected from halogen, CN, NO2、NH2、CHO、Si(CH3)3、P(CH3)2、P(O)(CH3)2、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl, oxaC2-C8Cycloalkyl, aza C2-C8Cycloalkyl, thia C2-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkylsulfinyl group C1-C6Alkyl, halo C1-C6Alkylsulfinyl group C1-C6Alkyl radical, C1-C6Alkoxysulfinyl C1-C6Alkyl, halo C1-C6Alkoxysulfinyl C1-C6Alkyl radical, C1-C6Alkanesulfonyl group C1-C6Alkyl, halo C1-C6Alkanesulfonyl group C1-C6Alkyl radical, C1-C6Alkoxysulfonyl groupC1-C6Alkyl, halo C1-C6Alkoxy sulfonyl C1-C6Alkyl, amino C1-C6Alkyl, amino-halo C1-C6Alkyl, hydroxy C1-C6Alkyl, hydroxy-halogeno-C1-C6Alkyl, mercapto C1-C6Alkyl, mercapto halogenated C1-C6Alkyl, cyano C1-C6Alkyl, cyano-halo C1-C6Alkyl radical, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical, C1-C6Alkoxy halogeno C1-C6Alkyl, halo C1-C6Alkoxy halogeno C1-C6Alkyl radical, C1-C6Alkylthio group C1-C6Alkyl, halo C1-C6Alkylthio group C1-C6Alkyl radical, C1-C6Alkylthio halogeno C1-C6Alkyl, halo C1-C6Alkylthio halogeno C1-C6Alkyl radical, C1-C6Alkylamino radical C1-C6Alkyl, halo C1-C6Alkylamino radical C1-C6Alkyl radical, C1-C6Alkylamino halogeno C1-C6Alkyl radical, C1-C6Alkyl carbonyl radical C1-C6Alkyl, halo C1-C6Alkyl carbonyl radical C1-C6Alkyl radical, C1-C6Alkoxycarbonyl radical C1-C6Alkyl, halo C1-C6Alkoxycarbonyl radical C1-C6Alkyl radical, C1-C6Alkylamino carbonyl group C1-C6Alkyl, halo C1-C6Alkylamino carbonyl group C1-C6Alkyl radical, C1-C6Alkylthio carbonyl group C1-C6Alkyl, halo C1-C6Alkylthio carbonyl group C1-C6Alkyl, substituted or unsubstituted aryl C1-C6Alkyl, substituted or notSubstituted aryl halo C1-C6Alkyl, substituted or unsubstituted aryloxy C1-C6Alkyl, substituted or unsubstituted aryloxy halogeno C1-C6Alkyl, substituted or unsubstituted arylamine group C1-C6Alkyl, substituted or unsubstituted arylamino halogeno C1-C6Alkyl, substituted or unsubstituted heteroaryl C1-C6Alkyl, substituted or unsubstituted heteroaryl halo C1-C6Alkyl, substituted or unsubstituted heteroaryloxy C1-C6Alkyl, substituted or unsubstituted heteroaryloxy-halogeno C1-C6Alkyl, substituted or unsubstituted heteroarylamino C1-C6Alkyl, substituted or unsubstituted heteroarylamine halo C1-C6Alkyl, substituted or unsubstituted aryl C1-C6Alkoxy radical C1-C6Alkyl, substituted or unsubstituted heteroaryl C1-C6Alkoxy radical C1-C6An alkyl group;
R2,R3can be the same or different and is respectively selected from H, halogen, CN and NO2、NH2、CONH2、C1-C6Alkyl, halo C1-C6Alkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylamino, halogeno C1-C6Alkylamino radical, di (C)1-C6Alkyl) amino, C1-C6Alkylcarbonylamino, halo C1-C6Alkylcarbonylamino group, C1-C6Alkoxycarbonylamino group, C1-C6Alkylsulfinylamino, halogeno C1-C6Alkylsulfinylamino group, C1-C6Alkylsulfonylamino, halo C1-C6Alkylsulfonylamino, halo C1-C6Alkylcarbonyl (C)1-C6Alkyl) amino, halo C1-C6Alkylsulfinyl (C)1-C6Alkyl) amino, C1-C6Alkylsulfonyl (C)1-C6Alkyl) amino, halo C1-C6Alkylsulfonyl (C)1-C6Alkyl) amino, C1-C6Alkylthio, halo C1-C6Alkylthio radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6An alkyl group;
R4selected from H, halogen, CN, C1-C6Alkyl, halo C1-C6Alkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C2-C6Alkenyloxy, halogeno C2-C6Alkenyloxy radical, C2-C6Alkynyloxy, halo C2-C6Alkynyloxy, cyano C1-C6Alkyl, cyano-halo C1-C6Alkyl, cyano C1-C6Alkoxy, cyano-halogeno C1-C6Alkoxy radical, C1-C6Alkylsulfinyloxy, halogeno C1-C6Alkylsulfinyloxy, C1-C6Alkylsulfinyloxy C1-C6Alkyl, halo C1-C6Alkylsulfinyloxy C1-C6Alkyl radical, C1-C6Alkylsulfonyloxy, halo C1-C6Alkylsulfonyloxy, C1-C6Alkylsulfonyloxy C1-C6Alkyl, halo C1-C6Alkylsulfonyloxy C1-C6Alkyl radical, C1-C6An alkylcarbonyl group,Halogen substituted C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl, substituted or unsubstituted heteroaryl C1-C6An alkyl group;
R5,R6can be the same or different and is respectively selected from H, halogen, CN and NO2、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6An alkoxycarbonyl group;
R7is selected from H; c1-C6Alkyl radical, C3-C8Cycloalkyl radical, C2-C6Alkenyl radical, C2-C6Alkynyl, each of which is optionally substituted with one or more of the following substituents: halogen, CN, NO2、OH、C1-C6Alkyl, halo C1-C6Alkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylthio, halo C1-C6Alkylthio radical, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6Alkanesulfonyl group, C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, phenyl, phenoxy, 5-membered heteroaromatic ring and 6-membered heteroaromatic ring;
R8is selected fromH、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkoxy radical C1-C6Alkyl radical, C1-C6Alkylthio group C1-C6Alkyl radical, C3-C8Cycloalkyl radical C1-C6Alkyl, halo C3-C8Cycloalkyl radical C1-C6Alkyl, hydroxy C1-C6Alkyl, di (C)1-C6Alkyl) amino C1-C6Alkyl radical, C3-C8Oxacycloalkyl radical C1-C6Alkyl, substituted or unsubstituted pyridyl C1-C6Alkyl, substituted or unsubstituted thiazolyl C1-C6Alkyl radical, C1-C6Alkylthio group C1-C6Alkyl radical, C1-C6Alkyl sulfoxide radical C1-C6Alkyl radical, C1-C6Alkyl sulfone radical C1-C6Alkyl, substituted or unsubstituted aryl C1-C6Alkoxy, substituted or unsubstituted pyridyl C1-C6Alkoxy, substituted or unsubstituted thiazolyl C1-C6An alkoxy group;
R9selected from H, C1-C6Alkyl, halo C1-C6Alkyl radical, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl, halo C1-C6Alkoxycarbonyl, substituted or unsubstituted arylcarbonyl, substituted or unsubstituted heteroarylcarbonyl, C1-C6Alkylsulfinyl, halogeno C1-C6Alkylsulfinyl radical, C1-C6Alkanesulfonyl, halo C1-C6An alkylsulfonyl group;
further preferred compounds of the invention are: in the general formula I
A and B are the same or different and are independently selected from O, S or NRa；RaH or CN;
x is selected from H, halogen or CN;
z is selected from N or CRd；RdH, halogen or NO2；
R1Selected from halogen, CN, NO2、NH2、CHO、Si(CH3)3、P(CH3)2、P(O)(CH3)2、C1-C6Alkyl, halo C1-C6Alkyl radical, C3-C8Cycloalkyl, halo C3-C8Cycloalkyl, oxaC2-C8Cycloalkyl, aza C2-C8Cycloalkyl, thia C2-C8Cycloalkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkylsulfinyl group C1-C6Alkyl, halo C1-C6Alkylsulfinyl group C1-C6Alkyl radical, C1-C6Alkoxysulfinyl C1-C6Alkyl, halo C1-C6Alkoxysulfinyl C1-C6Alkyl radical, C1-C6Alkanesulfonyl group C1-C6Alkyl, halo C1-C6Alkanesulfonyl group C1-C6Alkyl radical, C1-C6Alkoxy sulfonyl C1-C6Alkyl, halo C1-C6Alkoxy sulfonyl C1-C6Alkyl, amino C1-C6Alkyl, amino-halo C1-C6Alkyl, hydroxy C1-C6Alkyl, hydroxy-halogeno-C1-C6Alkyl, mercapto C1-C6Alkyl, mercapto halogenated C1-C6Alkyl, cyano C1-C6Alkyl, cyano-halo C1-C6Alkyl radical、C1-C6Alkoxy radical C1-C6Alkyl, halo C1-C6Alkoxy radical C1-C6Alkyl radical, C1-C6Alkoxy halogeno C1-C6Alkyl, halo C1-C6Alkoxy halogeno C1-C6Alkyl radical, C1-C6Alkylthio group C1-C6Alkyl, halo C1-C6Alkylthio group C1-C6Alkyl radical, C1-C6Alkylthio halogeno C1-C6Alkyl, halo C1-C6Alkylthio halogeno C1-C6Alkyl radical, C1-C6Alkylamino radical C1-C6Alkyl, halo C1-C6Alkylamino radical C1-C6Alkyl radical, C1-C6Alkylamino halogeno C1-C6Alkyl, substituted or unsubstituted aryl C1-C6Alkyl, substituted or unsubstituted aryl halo C1-C6Alkyl, substituted or unsubstituted aryloxy C1-C6Alkyl, substituted or unsubstituted aryloxy halogeno C1-C6Alkyl, substituted or unsubstituted arylamine group C1-C6Alkyl, substituted or unsubstituted arylamino halogeno C1-C6Alkyl, substituted or unsubstituted heteroaryl C1-C6Alkyl, substituted or unsubstituted heteroaryl halo C1-C6Alkyl, substituted or unsubstituted heteroaryloxy C1-C6Alkyl, substituted or unsubstituted heteroaryloxy-halogeno C1-C6Alkyl, substituted or unsubstituted heteroarylamino C1-C6Alkyl, substituted or unsubstituted heteroarylamine halo C1-C6Alkyl, substituted or unsubstituted aryl C1-C6Alkoxy radical C1-C6Alkyl, substituted or unsubstituted heteroaryl C1-C6Alkoxy radical C1-C6An alkyl group;
R2,R3can be the same or different and is respectively selected from H, halogen, CN and NO2、NH2、CONH2、C1-C6Alkyl, halo C1-C6Alkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkoxy, halo C1-C6Alkoxy radical, C1-C6Alkylthio, halo C1-C6Alkylthio, di (C)1-C6Alkyl) amino, C1-C6Alkylcarbonylamino, halo C1-C6Alkylcarbonylamino group, C1-C6Alkoxycarbonylamino group, C1-C6Alkylsulfinylamino, halogeno C1-C6Alkylsulfinylamino group, C1-C6Alkylsulfonylamino, halo C1-C6An alkylsulfonylamino group;
R4selected from H, halogen, CN, C1-C6Alkyl, halo C1-C6Alkyl radical, C1-C6Alkoxy, halo C1-C6Alkoxy, cyano C1-C6Alkyl, cyano C1-C6Alkoxy, cyano-halogeno C1-C6Alkoxy radical, C1-C6Alkylsulfonyloxy, halo C1-C6Alkylsulfonyloxy, C1-C6Alkylsulfonyloxy C1-C6Alkyl, halo C1-C6Alkylsulfonyloxy C1-C6Alkyl radical, C1-C6Alkoxycarbonyl, substituted or unsubstituted heteroaryl C1-C6An alkyl group;
R5,R6can be the same or different and are respectively selected from H, halogen, CN, CF3Or NO2；
R7Is selected from H; c1-C6Alkyl radical, C3-C8Cycloalkyl radical, C2-C6Alkenyl radical, C2-C6An alkynyl group;
R8selected from H,
Figure BDA0000908133180000151
C1-C6Alkyl, halo C1-C6Alkyl radical, C2-C6Alkenyl radical, C2-C6Alkynyl, C3-C8Cycloalkyl, C (CH)3)2CH2SCH3、
Figure BDA0000908133180000152
CH2CH2CH2N(CH3)2、CH(CH3)CH2OH、
Figure BDA0000908133180000153
R9Selected from H, C1-C6Alkyl, halo C1-C6Alkyl radical, C1-C6Alkylcarbonyl, halo C1-C6Alkylcarbonyl group, C1-C6Alkoxycarbonyl or halo C1-C6An alkoxycarbonyl group;
still further preferred compounds of the invention are: in the general formula I
A and B can be the same or different and are respectively and independently selected from O, S or NH;
x is selected from H, F, Cl, Br, I and CN;
z is selected from N or CRd；Rd＝H、F、Cl、Br；
R1Selected from F, Cl, Br, I, CN, NO2、NH2、CHO、Si(CH3)3、P(CH3)2、P(O)(CH3)2、CH3、CH2CH3、CH(CH3)2、CF3、CF2H、CF2CF2H、CH2CF3、CF2CF3A cyclopropyl group,
Figure BDA0000908133180000154
CH＝CH2、CH2-CH＝CH2、CH2CH＝CHCl、C≡CH、CH2-C≡CH、CH2C≡CI、CH2S(O)CH3、CH2S(O)CF3、CH2S(O)2CH3、CH2S(O)2CF3、CH2CN、CH2CH2CN、CH2OCH3、CH2CH2OCH3、CH2OCF3、CH2OCF2H、CH2OCF2CF2H、CH2OCH2CF3、CH2OCF2CF3、CH2SCH3、CH2CH2SCH3、CH2SCF3、CH2SCF2H、CH2SCF2CF2H、CH2SCH2CF3、CH2SCF2CF3、CH2NHCH3、CH2NHCF3、CH2NHCF2H、CH2NHCF2CF2H、CH2NHCH2CF3、CH2NHCF2CF3、CF2NHCH3、CH2Ph、CH2OPh、CH2NHPh、
Figure BDA0000908133180000155
Figure BDA0000908133180000156
CH2OCH2Ph、CH2OCH2Py、
Figure BDA0000908133180000157
R2,R3Can be the same or different and is respectively selected from H, F, Cl, Br, I, CN and C1-C6Alkyl, halo C1-C6Alkyl radical, C2-C6Alkenyl, halo C2-C6Alkenyl radical, C2-C6Alkynyl, halo C2-C6Alkynyl, C1-C6Alkylcarbonylamino, halo C1-C6Alkylcarbonylamino group, C1-C6Alkoxycarbonylamino, halo C1-C6Alkylsulfinylamino, halogeno C1-C6An alkylsulfonylamino group;
R4selected from H, F, Cl, Br, I, CN, C1-C3Alkoxy, halo C1-C3Alkoxy, cyano C1-C3Alkyl, cyano C1-C3Alkoxy, substituted or unsubstituted heteroaryl C1-C6An alkyl group;
R5,R6can be the same or different and is respectively selected from H, F, Cl, Br, I, CN, CF3、NO2；
R7Selected from H, C1-C6An alkyl group;
R8selected from H, CH3、CH2CH3、CH(CH3)2、C(CH3)3、CH2CH＝CH2、CH2C≡CH、C(CH3)2C≡CH、C(CH3)2CH2SCH3、CH2CH2Cl、CH2CH2Br, cyclopropyl,
Figure BDA0000908133180000161
Figure BDA0000908133180000162
CH2CH2CH2N(CH3)2、CH(CH3)CH2OH、
Figure BDA0000908133180000163
Figure BDA0000908133180000164
R9Is selected from H or C1-C6An alkyl group;
further preferred compounds of the invention are: in the general formula I
A and B can be the same or different and are respectively and independently selected from O or S;
x is selected from H, F, Cl or CN;
z is selected from N or CRd；RdH, F or Cl;
R1selected from F, Cl, Br, I, CN, NO2、NH2、CHO、Si(CH3)3、CH3、CF3、CF2H、CH2CF3、CF2CF3A cyclopropyl group,
Figure BDA0000908133180000165
CH2C≡CI、CH2S(O)CH3、CH2S(O)CF3、CH2S(O)2CH3、CH2S(O)2CF3、CH2CN、CH2CH2CN、CH2OCH3、CH2OCF3、CH2OCF2CF2H、CH2OCH2CF3、CH2SCH3、CH2SCF3、CH2NHCH3、CH2NHCF3、CH2Ph、CH2OPh、CH2NHPh、
Figure BDA0000908133180000166
Figure BDA0000908133180000167
CH2OCH2Ph、
Figure BDA0000908133180000168
R2,R3Can be the same or different and is respectively selected from H, F, Cl, Br, CN, CH3、CH2CH3、CH2CH2CH3、CH(CH3)2、CH2F、CF2H、CF3、CH2Cl、CCl2H、CCl3、CFClH、NHCOCH3、NHCOCF3、NHC(O)OCH3、NHSOCF3、NHSO2CF3；
R4Selected from F, Cl, Br, CN, OCH3、OCH2CH3、OCF3、OCHF2、OCH2F、OCCl3、OCHCl2、OCH2Cl、OCHFCl、OCF2CF2H、OCH2CF3、CH2CN、OCH2CN、
Figure BDA0000908133180000171
R5,R6Can be the same or different and is respectively selected from H, F, Cl, Br, CF3、CN；
R7Selected from H, CH3、CH2CH3、CH2CH2CH3、CH(CH3)2、C(CH3)3；
R8Selected from H, CH3、CH2CH3、CH(CH3)2、C(CH3)3、CH2CH＝CH2、CH2C≡CH、C(CH3)2C≡CH、C(CH3)2CH2SCH3、CH2CH2Cl、CH2CH2Br, cyclopropyl,
Figure BDA0000908133180000172
Figure BDA0000908133180000173
CH2CH2CH2N(CH3)2、CH(CH3)CH2OH、
Figure BDA0000908133180000174
Figure BDA0000908133180000175
R9Is selected from H or CH3；
Still further preferred compounds of the invention are: in the general formula I
A and B can be the same or different and are respectively and independently selected from O or S;
x is selected from H, F, Cl or CN;
z is selected from N or CRd；RdH, F or Cl;
R1selected from F, Cl, Br, I, CN, NO2、NH2、CHO、Si(CH3)3、CH3、CF3、CF2H、CH2CF3、CF2CF3A cyclopropyl group,
Figure BDA0000908133180000176
CH2S(O)CF3、CH2S(O)2CF3、CH2CN、CH2CH2CN、CH2OCH3、CH2OCF3、CH2OCF2CF2H、CH2OCH2CF3、CH2SCH3、CH2SCF3、CH2Ph、CH2OPh、
Figure BDA0000908133180000177
Figure BDA0000908133180000178
CH2OCH2Ph、
Figure BDA0000908133180000179
Figure BDA00009081331800001710
R2,R3Can be the same or different and is respectively selected from H, F, Cl, Br, CN, CH3、CH2CH3、CH(CH3)2、CH2F、CF2H、CF3、CFClH、NHCOCH3、NHCOCF3、NHC(O)OCH3、NHSOCF3、NHSO2CF3；
R4Selected from F, Cl, Br, CN, OCH3、OCH2CH3、OCF3、OCHF2、OCH2F、OCHFCl、OCF2CF2H、OCH2CF3、CH2CN、OCH2CN、
Figure BDA0000908133180000181
R5,R6Can be the same or different and is respectively selected from H, F, Cl, Br, CF3、CN；
R7Selected from H, CH3、CH2CH3、CH(CH3)2、C(CH3)3；
R8Selected from H, CH3、CH2CH3、CH(CH3)2、C(CH3)3、CH2CH＝CH2、CH2C≡CH、C(CH3)2C≡CH、C(CH3)2CH2SCH3A cyclopropyl group,
Figure BDA0000908133180000182
Figure BDA0000908133180000183
R9Is selected from H or CH3；
In the definitions of the compounds of the general formula I given above, the terms used are generally defined as follows:
unsubstituted means that all substituents are hydrogen.
The number of substituents in the substituted amino group may be 1 to 2.
Halogen: refers to fluorine, chlorine, bromine or iodine.
Alkyl groups: straight-chain or branched alkyl groups, such as methyl, ethyl, propyl, isopropyl or tert-butyl.
Halogenated alkyl groups: straight-chain or branched alkyl groups, the hydrogen atoms on these alkyl groups may be partially or fully substituted by halogen atoms. For example, a haloalkyl group such as chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, or trifluoromethyl.
Alkoxy groups: straight or branched chain alkyl groups attached to the structure via oxygen atom linkages.
Haloalkoxy groups: straight-chain or branched alkoxy groups in which the hydrogen atoms may be partially or completely replaced by halogen atoms. For example, a haloalkoxy group such as chloromethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorofluoromethoxy or trifluoroethoxy.
Alkenyl: straight-chain or branched and may have a double bond in any position, for example a vinyl or allyl group.
Alkynyl: straight or branched chain and may have a triple bond at any position, for example ethynyl or propargyl.
Aryl groups and the aryl moieties in aralkyl, arylalkenyl, aralkynyl, aryloxy and aryloxyalkyl groups include phenyl or naphthyl.
The heteroaryl group referred to in the present invention is a 5-or 6-membered ring containing 1 or more N, O, S heteroatoms. Such as pyridine, furan, pyrimidine, pyrazine, pyridazine, triazine, quinoline, or benzofuran.
The compounds of the present invention may exist as one or more stereoisomers. One skilled in the art will appreciate that when one stereoisomer is present in large concentrations relative to the other stereoisomers, or when it is separated from the other stereoisomers, it may be more active and/or it may exhibit beneficial effects. In addition, one skilled in the art would direct how to isolate, enrich, and/or selectively prepare the stereoisomers. Accordingly, the present invention includes compounds selected from formula I, N-oxides or salts thereof. The compounds of the present invention may exist as mixtures of stereoisomers, individual stereoisomers, or as optically active forms.
The compounds listed in tables 1-262 below are illustrative of the invention and are not intended to be limiting.
Figure BDA0000908133180000191
Table 1, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When F is equal to F, the following compounds are selected, and the serial numbers are 1-1 to 1-709
Figure BDA0000908133180000192
Figure BDA0000908133180000193
Figure BDA0000908133180000201
Figure BDA0000908133180000211
Figure BDA0000908133180000221
Figure BDA0000908133180000231
Figure BDA0000908133180000241
Figure BDA0000908133180000251
Figure BDA0000908133180000261
Figure BDA0000908133180000271
Figure BDA0000908133180000281
Figure BDA0000908133180000291
Figure BDA0000908133180000301
Figure BDA0000908133180000311
Figure BDA0000908133180000321
Figure BDA0000908133180000331
Figure BDA0000908133180000341
Figure BDA0000908133180000351
Figure BDA0000908133180000361
Figure BDA0000908133180000371
Figure BDA0000908133180000381
Figure BDA0000908133180000391
Figure BDA0000908133180000401
Figure BDA0000908133180000411
Figure BDA0000908133180000421
Figure BDA0000908133180000431
Figure BDA0000908133180000441
Figure BDA0000908133180000451
Figure BDA0000908133180000461
Figure BDA0000908133180000471
Figure BDA0000908133180000481
Figure BDA0000908133180000491
Figure BDA0000908133180000501
Figure BDA0000908133180000511
Figure BDA0000908133180000521
Figure BDA0000908133180000531
Figure BDA0000908133180000532
Table 2, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 2-1 to 2-709.
Figure BDA0000908133180000541
Table 3, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝F,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 3-1 to 3-709.
Figure BDA0000908133180000542
Table 4, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Br,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 4-1 to 4-709.
Figure BDA0000908133180000543
Table 5, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CF3,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 5-1 to 5-709.
Figure BDA0000908133180000551
Table 6, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝H,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 6-1 to 6-709.
Figure BDA0000908133180000552
Table 7, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When F is equal to F, the compound with the same substituent as the compound in the table 1 is selected, and the number is 7-1 to 7-709
Figure BDA0000908133180000553
Table 8, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 8-1 to 8-709.
Figure BDA0000908133180000561
Table 9, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝F,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 9-1 to 9-709.
Figure BDA0000908133180000562
Table 10, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Br,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 10-1 to 10-709.
Figure BDA0000908133180000563
Table 11, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CF3,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 11-1 to 11-709.
Figure BDA0000908133180000571
Table 12, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝H,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 12-1 to 12-709.
Figure BDA0000908133180000572
Table 13, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝Cl,R7＝H,R9＝H,R1When F is not satisfied, the same substituents as in Table 1 are selectedThe compound (1) is numbered from 13-1 to 13-709.
Figure BDA0000908133180000573
Table 14, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝CH3,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 14-1 to 14-709.
Figure BDA0000908133180000581
Table 15, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝F,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 15-1 to 15-709.
Figure BDA0000908133180000582
Table 16, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝Br,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 16-1 to 16-709.
Figure BDA0000908133180000583
Table 17, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝CF3,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 17-1 to 17-709.
Figure BDA0000908133180000591
Table 18, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝H,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 18-1 to 18-709.
Figure BDA0000908133180000592
Table 19, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝Cl,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 19-1 to 19-709.
Figure BDA0000908133180000593
Table 20, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝CH3,R7＝H,R9＝H,R1When F is equal to F, the compound with the same substituent as the compound in the table 1 is selected, and the number is 20-1 to 20-709.
Figure BDA0000908133180000601
Table 21, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝F,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 21-1 to 21-709.
Figure BDA0000908133180000602
Table 22, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝Br,R7＝H,R9＝H,R1When F is equal to F, compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 22-1 to 22-709.
Figure BDA0000908133180000603
Table 23, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝CF3,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 23-1 to 23-709.
Figure BDA0000908133180000611
Table 24, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝H,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 24-1 to 24-709.
Figure BDA0000908133180000612
Table 25, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝Cl,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 25-1 to 25-709.
Figure BDA0000908133180000613
Table 26, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝CH3,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 26-1 to 26-709.
Figure BDA0000908133180000621
Table 27, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝F,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 27-1 to 27-709.
Figure BDA0000908133180000622
Table 28, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝Br,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 28-1 to 28-709.
Figure BDA0000908133180000623
Table 29, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝CF3,R7＝H,R9＝H,R1When F is equal to F, the compounds with the same substituent groups as those in the table 1 are selected, and the numbers are 29-1 to 29-709.
Figure BDA0000908133180000631
Table 30, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝H,R7＝H,R9＝H,R1When F is equal to F, the compound with the same substituent as the compound in the table 1 is selected, and the number is 30-1 to 30-709.
Figure BDA0000908133180000632
Table 31, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When Cl is observed, the same substituents as those in Table 1 are selected, and the numbers are 31-1 to 31-709.
Figure BDA0000908133180000633
Table 32, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When Cl, the same substituents as those in Table 1 are selected, and the numbering is 32-1～32-709。
Figure BDA0000908133180000641
Table 33, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝F,R7＝H,R9＝H,R1When Cl is observed, compounds having the same substituents as those in Table 1 are selected and numbered 33-1 to 33-709.
Figure BDA0000908133180000642
Table 34, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Br,R7＝H,R9＝H,R1When Cl is satisfied, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 34-1 to 34-709.
Figure BDA0000908133180000643
Table 35, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CF3,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered from 35-1 to 35-709.
Figure BDA0000908133180000651
Table 36, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝H,R7＝H,R9＝H,R1When Cl is satisfied, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 36-1 to 36-709.
Figure BDA0000908133180000652
Table 37, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered from 37-1 to 37-709.
Figure BDA0000908133180000653
Table 38, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered 38-1 to 38-709.
Figure BDA0000908133180000661
Table 39, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝F,R7＝H,R9＝H,R1When Cl is satisfied, the same substituents as those in Table 1 are selected, and the numbers are 39-1 to 39-709.
Figure BDA0000908133180000662
Table 40, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Br,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered from 40-1 to 40-709.
Figure BDA0000908133180000663
Table 41, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CF3,R7＝H,R9＝H,R1When Cl is observed, the same substituents as those in Table 1 are selected, and the numbers are 41-1 to 41-709.
Figure BDA0000908133180000671
Table 42, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝H,R7＝H,R9＝H,R1When Cl is satisfied, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 42-1 to 42-709.
Figure BDA0000908133180000672
Table 43, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝Cl,R7＝H,R9＝H,R1When Cl is observed, compounds having the same substituents as those in Table 1 are selected and numbered from 43-1 to 43-709.
Figure BDA0000908133180000673
Table 44, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝CH3,R7＝H,R9＝H,R1When Cl is satisfied, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 44-1 to 44-709.
Figure BDA0000908133180000681
Table 45, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝F,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered from 45-1 to 45-709.
Figure BDA0000908133180000682
Table 46, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝Br,R7＝H,R9＝H,R1When Cl is satisfied, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 46-1 to 46-709.
Figure BDA0000908133180000683
Table 47, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝CF3,R7＝H,R9＝H,R1When Cl is satisfied, the same substituents as those in Table 1 are selected, and the numbers are 47-1 to 47-709.
Figure BDA0000908133180000691
Table 48, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝H,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered from 48-1 to 48-709.
Figure BDA0000908133180000692
Table 49, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝Cl,R7＝H,R9＝H,R1When Cl is satisfied, the same substituents as those in Table 1 are shown in numbers of 49-1 to 49-709.
Figure BDA0000908133180000693
Table 50, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝CH3,R7＝H,R9＝H,R1When Cl is satisfied, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 50-1 to 50-709.
Figure BDA0000908133180000701
Table 51, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝F,R7＝H,R9＝H,R1When Cl is not satisfied, compounds having the same substituents as those in Table 1 are selected and numbered 51-1 to 51-709。
Figure BDA0000908133180000702
Table 52, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝Br,R7＝H,R9＝H,R1When Cl is added, compounds having the same substituents as those in Table 1 are selected and numbered 52-1 to 52-709.
Figure BDA0000908133180000703
Table 53, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝CF3,R7＝H,R9＝H,R1When Cl is observed, compounds having the same substituents as those in Table 1 are selected and numbered from 53-1 to 53-709.
Figure BDA0000908133180000711
Table 54, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝H,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered 54-1 to 54-709.
Figure BDA0000908133180000712
Table 55, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝Cl,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered from 55-1 to 55-709.
Figure BDA0000908133180000713
Table 56, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝CH3,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered 56-1 to 56-709.
Figure BDA0000908133180000721
Table 57, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝F,R7＝H,R9＝H,R1When Cl is satisfied, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 57-1 to 57-709.
Figure BDA0000908133180000722
Table 58, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝Br,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered from 58-1 to 58-709.
Figure BDA0000908133180000723
Table 59, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝CF3,R7＝H,R9＝H,R1When Cl is added, compounds having the same substituents as those in Table 1 are selected and numbered 59-1 to 59-709.
Figure BDA0000908133180000731
Table 60, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝H,R7＝H,R9＝H,R1When Cl is satisfied, compounds having the same substituents as those in Table 1 are selected and numbered from 60-1 to 60-709.
Figure BDA0000908133180000732
Table 61, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When CN is not included, compounds having the same substituent as in Table 1 are selected and numbered from 61-1 to 61-709.
Figure BDA0000908133180000733
Table 62, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When CN is not substituted, the same substituents as those in Table 1 are selected, and the numbers of CN are 62-1 to 62-709.
Figure BDA0000908133180000741
Table 63, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝F,R7＝H,R9＝H,R1When CN is not substituted, compounds having the same substituents as those in Table 1 are selected, and the numbers of the compounds are 63-1 to 63-709.
Figure BDA0000908133180000742
Table 64, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Br,R7＝H,R9＝H,R1When CN is not substituted, compounds having the same substituent as in Table 1 are selected, and the numbers of the compounds are 64-1 to 64-709.
Figure BDA0000908133180000743
Table 65, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CF3,R7＝H,R9＝H,R1When CN is not substituted, the same substituent as in Table 1 is selected, and the numbers are 65-1 to 65-709.
Figure BDA0000908133180000751
Table 66, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝H,R7＝H,R9＝H,R1When CN is not included, compounds having the same substituent as in Table 1 are selected and numbered from 66-1 to 66-709.
Figure BDA0000908133180000752
Table 67, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When CN is not substituted, compounds having the same substituent as in Table 1 are selected, and the numbers are 67-1 to 67-709.
Figure BDA0000908133180000753
Table 68, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When CN is not substituted, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 68-1 to 68-709.
Figure BDA0000908133180000761
Table 69, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝F,R7＝H,R9＝H,R1When CN is not substituted, the same substituents as those in Table 1 are selected, and the numbers are 69-1 to 69-709.
Figure BDA0000908133180000762
Table 70, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Br,R7＝H,R9＝H,R1When CN is not substituted, the same substituent as in Table 1 is selected, and the number is 70-1 to 70-709.
Figure BDA0000908133180000763
Table 71, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CF3,R7＝H,R9＝H,R1When CN is not substituted, compounds having the same substituent as in Table 1 are selected, and the numbers of the compounds are 71-1 to 71-709.
Figure BDA0000908133180000771
Table 72, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝H,R7＝H,R9＝H,R1When CN is not substituted, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 72-1 to 72-709.
Figure BDA0000908133180000772
Table 73, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝Cl,R7＝H,R9＝H,R1When CN is not substituted, compounds having the same substituents as those in Table 1 are selected and numbered from 73-1 to 73-709.
Figure BDA0000908133180000773
Table 74, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝CH3,R7＝H,R9＝H,R1When CN is not substituted, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 74-1 to 74-709.
Figure BDA0000908133180000781
Table 75, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝F,R7＝H,R9＝H,R1When CN is not substituted, the same substituent as in Table 1 is selected, and the number is 75-1 to 75-709.
Figure BDA0000908133180000782
Table 76, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝Br,R7＝H,R9＝H,R1When CN is not substituted, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 76-1 to 76-709.
Figure BDA0000908133180000783
Table 77, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝CF3,R7＝H,R9＝H,R1When CN is not substituted, compounds having the same substituent as in Table 1 are selected, and the numbers of 77-1 to 77-709 are shown.
Figure BDA0000908133180000791
Table 78, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Br,R3＝H,R7＝H,R9＝H,R1When CN is not substituted, the same substituent as in Table 1 is selected, and the numbers are 78-1 to 78-709.
Figure BDA0000908133180000792
Table 79, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝Cl,R7＝H,R9＝H,R1When CN is not substituted, compounds having the same substituent as in Table 1 are selected, and the numbers of 79-1 to 79-709 are shown.
Figure BDA0000908133180000793
TABLE 80, A＝O,B＝O,X＝H,Z＝N,R2＝F,R3＝CH3,R7＝H,R9＝H,R1When CN is not substituted, the same substituent as in Table 1 is selected, and the number is 80-1 to 80-709.
Figure BDA0000908133180000801
Table 81, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝F,R7＝H,R9＝H,R1When CN is not substituted, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 81-1 to 81-709.
Figure BDA0000908133180000802
Table 82, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝Br,R7＝H,R9＝H,R1When CN is not substituted, compounds having the same substituent as in Table 1 are selected, and the numbers of the compounds are 82-1 to 82-709.
Figure BDA0000908133180000803
Table 83, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝CF3,R7＝H,R9＝H,R1When CN is not substituted, the same substituents as those in Table 1 are selected, and the numbers are 83-1 to 83-709.
Figure BDA0000908133180000811
Table 84, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝F,R3＝H,R7＝H,R9＝H,R1When CN is not substituted, the same substituents as those in Table 1 are selected, and the numbers of CN are 84-1 to 84-709.
Figure BDA0000908133180000812
Table 85, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝Cl,R7＝H,R9＝H,R1When CN is not substituted, the same substituent as in Table 1 is selected, and the number is 85-1 to 85-709.
Figure BDA0000908133180000813
Table 86, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝CH3,R7＝H,R9＝H,R1When CN is not substituted, the same substituent as in Table 1 is selected, and the numbers of CN are 86-1 to 86-709.
Figure BDA0000908133180000821
Table 87, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝F,R7＝H,R9＝H,R1When CN is not substituted, compounds having the same substituent as in Table 1 are selected, and the numbers of the compounds are 87-1 to 87-709.
Figure BDA0000908133180000822
Table 88, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝Br,R7＝H,R9＝H,R1When CN is not substituted, the same substituent as in Table 1 is selected, and the numbers of the compounds are 88-1 to 88-709.
Figure BDA0000908133180000823
Table 89, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝CF3,R7＝H,R9＝H,R1When CN is not substituted, the same substituent as in Table 1 is selected, and the number is 89-1 to 89-709.
Figure BDA0000908133180000831
Table 90, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝H,R3＝H,R7＝H,R9＝H,R1When CN is not substituted, the same substituent as in Table 1 is selected, and the number is 90-1 to 90-709.
Figure BDA0000908133180000832
Table 91, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When Br is not included, compounds having the same substituents as those in Table 1 are selected and numbered from 91-1 to 91-709.
Figure BDA0000908133180000833
Table 92, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When Br is not included, compounds having the same substituents as those in Table 1 are selected and numbered from 92-1 to 92-709.
Figure BDA0000908133180000841
Table 93, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When Br is not greater than Br, compounds having the same substituents as those in Table 1 are selected and numbered from 93-1 to 93-709.
Figure BDA0000908133180000842
Table 94, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When Br is not included, compounds having the same substituents as those in Table 1 are selected and numbered 94-1 to 94-709.
Figure BDA0000908133180000843
Table 95, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When the substituent is the same as that in Table 1, the compound is selected as I, and the number is 95-1 to 95-709.
Figure BDA0000908133180000851
Table 96, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When the substituent is represented by I, compounds with the same substituent as in the table 1 are selected, and the numbers are 96-1 to 96-709.
Figure BDA0000908133180000852
Table 97, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When the substituent is the same as that in Table 1, compounds having the same number of 97-1 to 97-709 are selected.
Figure BDA0000908133180000853
Table 98, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When the substituent is I, the compound is the same as the substituent in the table 1, and the number is 98-1 to 98-709.
Figure BDA0000908133180000861
Table 99, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝NO2Then, compounds having the same substituents as those in Table 1 are selected, and the numbers are 99-1 to 99-709.
Figure BDA0000908133180000862
Table 100, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝NO2Then, the compounds with the same substituents as those in Table 1 are selected and numbered as 100-1 to 100-709.
Figure BDA0000908133180000863
Table 101, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝NO2Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of the compounds are 101-1 to 101-709.
Figure BDA0000908133180000871
Table 102, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝NO2Then, the compounds with the same substituents as those in Table 1 are selected and numbered 102-1 to 102-709.
Figure BDA0000908133180000872
Table 103, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2CN, the same substituents as those in Table 1 are selected, and the numbers of the compounds are 103-1 to 103-709.
Figure BDA0000908133180000873
Table 104, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2CN, the same substituents as those in Table 1 are selected, and the numbers of the compounds are 104-1 to 104-709.
Figure BDA0000908133180000881
Table 105, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2CN, the same substituents as those in Table 1 are selected, and the numbers of compounds are 105-1 to 105-709.
Figure BDA0000908133180000882
Table 106, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2CN, the same substituent as that in Table 1 is selected, and the numbers of the compounds are 106-1 to 106-709.
Figure BDA0000908133180000883
Table 107, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝Si(CH3)3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of the compounds are 107-1 to 107-709.
Figure BDA0000908133180000891
Table 108, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝Si(CH3)3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of the compounds are 108-1 to 108-709.
Figure BDA0000908133180000892
Table 109, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝Si(CH3)3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of the compounds are 109-1 to 109-709.
Figure BDA0000908133180000893
Table 110, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝Si(CH3)3Then, the compounds with the same substituents as those in Table 1 are selected and numbered as 110-1 to 110-709.
Figure BDA0000908133180000901
Table 111, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of which are 111-1 to 111-709.
Figure BDA0000908133180000902
Table 112, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH3Then, the compounds with the same substituents as those in Table 1 are selected and numbered 112-1 to 112-709.
Figure BDA0000908133180000903
Table 113, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH3Then, the compounds with the same substituents as those in Table 1 are selected and numbered as 113-1 to 113-709.
Figure BDA0000908133180000911
Table 114, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH3Then, the compounds with the same substituents as those in Table 1 are selected and numbered 114-1 to 114-709.
Figure BDA0000908133180000912
Table 115, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CF3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of which are 115-1 to 115-709.
Figure BDA0000908133180000913
Table 116, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CF3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers are 116-1 to 116-709.
Figure BDA0000908133180000921
Table 117, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CF3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers of 117-1 to 117-709 are shown.
Figure BDA0000908133180000922
Table 118, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CF3Then, the compounds with the same substituents as those in Table 1 are selected and numbered 118-1 to 118-709.
Figure BDA0000908133180000923
Table 119, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When the compound is cyclopropyl, the same substituent as in Table 1 is selected, and the compound is numbered 119-1 to 119-709.
Figure BDA0000908133180000931
Table 120, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When the compound is cyclopropyl, the same substituent as in Table 1 is selected, and the number is 120-1 to 120-709.
Figure BDA0000908133180000932
Table 121, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When the compound is cyclopropyl, compounds with the same substituents as those in Table 1 are selected, and the numbers are 121-1 to 121-709.
Figure BDA0000908133180000933
Table 122, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When the compound is cyclopropyl, compounds with the same substituents as those in Table 1 are selected, and the numbers are 122-1 to 122-709.
Figure BDA0000908133180000941
Table 123, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝
Figure BDA0000908133180000942
Then, compounds with the same substituents as those in Table 1 are selected, and the numbers are 123-1 to 123-709.
Figure BDA0000908133180000943
Table 124, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝
Figure BDA0000908133180000944
Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of the compounds are 124-1 to 124-709.
Figure BDA0000908133180000945
Table 125, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝
Figure BDA0000908133180000946
Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of the compounds are 125-1 to 125-709.
Figure BDA0000908133180000951
Table 126, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝
Figure BDA0000908133180000952
Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers are 126-1 to 126-709.
Figure BDA0000908133180000953
Table 127, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2CF3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of the compounds are 127-1 to 127-709.
Figure BDA0000908133180000954
Table 128, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2CF3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of the compounds are 128-1 to 128-709.
Figure BDA0000908133180000961
Table 129, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2CF3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of which are 129-1 to 129-709.
Figure BDA0000908133180000962
Table 130, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2CF3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of the compounds are 130-1 to 130-709.
Figure BDA0000908133180000963
Table 131, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CF2CF3Then, the compounds with the same substituents as those in Table 1 are selected and numbered as 131-1 to 131-709.
Figure BDA0000908133180000971
Table 132, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CF2CF3Then, the compounds with the same substituents as those in Table 1 are selected and numbered 132-1 to 132-709.
Figure BDA0000908133180000972
Table 133, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CF2CF3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers are 133-1 to 133-709.
Figure BDA0000908133180000973
Table 134, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CF2CF3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of the compounds are 134-1 to 134-709.
Figure BDA0000908133180000981
Table 135, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2S(O)CH3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers of 135-1 to 135-709-
Figure BDA0000908133180000982
Table 136, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2S(O)CH3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of 136-1 to 136-709-
Figure BDA0000908133180000983
Table 137, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2S(O)CH3When compounds with the same substituents as those in Table 1 are selected, the numbers of which are 137-1 to 137-709-
Figure BDA0000908133180000991
Table 138, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2S(O)CH3Then, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 138-1 to 138-709-
Figure BDA0000908133180000992
Table 139, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2S(O)2CH3Then, the same substituent as that in Table 1 is selected, and the numbers of 139-1 to 139-709-
Figure BDA0000908133180000993
Table 140, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2S(O)2CH3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 140-1 to 140-
Figure BDA0000908133180001001
Table 141, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2S(O)2CH3When the compounds with the same substituents as those in Table 1 are selected, the numbers of 141-1 to 141-709-
Figure BDA0000908133180001002
Table 142, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2S(O)2CH3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 142-1 to 142-709-
Figure BDA0000908133180001003
Table 143, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2S(O)CF3When compounds having the same substituents as those in Table 1 are selected, the numbers of which are 143-1 to 143-709-
Figure BDA0000908133180001011
Table 144, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2S(O)CF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 144-1 to 144-709-
Figure BDA0000908133180001012
Table 145, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2S(O)CF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 145-1 to 145-709-
Figure BDA0000908133180001013
Table 146, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2S(O)CF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 146-1 to 146-
Figure BDA0000908133180001021
Table 147, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2S(O)2CF3When the compound is selected from the same substituents as those in Table 1, the numbers are 147-1 to 147-709-
Figure BDA0000908133180001022
Table 148, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2S(O)2CF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 148-1 to 148-
Figure BDA0000908133180001023
Table 149, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2S(O)2CF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 149-1 to 149-709-
Figure BDA0000908133180001031
Table 150, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2S(O)2CF3When the compound is selected from the same substituents as those in Table 1, the numbers are 150-1 to 150-
Figure BDA0000908133180001032
Table 151, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCH3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 151-1 to 151-709-
Figure BDA0000908133180001033
Table 152, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCH3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers of which are 152-1 to 152-
Figure BDA0000908133180001041
Table 153, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCH3When compounds with the same substituents as those in Table 1 are selected, the numbers of 153-1 to 153-709
Figure BDA0000908133180001042
Table 154, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCH3When compounds with the same substituents as those in Table 1 are selected, the numbers of which are 154-1 to 154-
Figure BDA0000908133180001043
Table 155, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCH2CF3When compounds with the same substituents as those in Table 1 are selected, the numbers of which are 155-1 to 155-
Figure BDA0000908133180001051
Table 156, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCH2CF3Then, the same substituents as those in Table 1 are selected, and the numbers of the substituents are 156-1 to 156-709-
Figure BDA0000908133180001052
Table 157, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCH2CF3When compounds with the same substituents as those in Table 1 are selected, the numbers of which are 157-1 to 157-709-
Figure BDA0000908133180001053
Table 158, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCH2CF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 158-1 to 158-709-
Figure BDA0000908133180001061
Table 159, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCH3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 159-1 to 159-709-
Figure BDA0000908133180001062
Table 160, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCH3When selected, the same substituents as in Table 1The material is numbered 160-1 to 160-
Figure BDA0000908133180001063
Table 161, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCH3When the compounds with the same substituents as those in Table 1 are selected, the numbers of which are 161-1 to 161-709-
Figure BDA0000908133180001071
Table 162, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCH3When the compounds with the same substituents as those in Table 1 are selected, the numbers of which are 162-1 to 162-709-
Figure BDA0000908133180001072
Table 163, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When the substituent is CHO, compounds having the same substituent as in Table 1 are selected, and the numbers are 163-1 to 163-709
Figure BDA0000908133180001073
Table 164, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When the substituent is CHO, compounds with the same substituent as in Table 1 are selected, and the numbers are 164-1 to 164-
Figure BDA0000908133180001081
TABLE 165，A＝O,B＝O,X＝H,Z＝N,R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When the substituent is CHO, compounds having the same substituent as in Table 1 are selected, and the numbers are 165-1 to 165-
Figure BDA0000908133180001082
Table 166, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When the substituent is CHO, compounds with the same substituent as in Table 1 are selected, numbered 166-1 to 166-709-
Figure BDA0000908133180001083
Table 167, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝NH2Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of 167-1 to 167-
Figure BDA0000908133180001091
Table 168, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝NH2When the compound is selected from the same substituents as those in Table 1, the numbers of which are 168-1 to 168-709-
Figure BDA0000908133180001092
Table 169, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝NH2When the compounds with the same substituents as those in Table 1 are selected, the numbers thereof are 169-1 to 169-709-
Figure BDA0000908133180001093
Table 170, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝NH2When the compound is selected from the same substituents as those in Table 1, the numbers are 170-1 to 170-709-
Figure BDA0000908133180001101
Table 171, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CF2H is the same substituent as in Table 1, and is numbered 171-1 to 171-
Figure BDA0000908133180001102
Table 172, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CF2H, a compound having the same substituent as that in Table 1 is selected, numbered 172-1 to 172-709
Figure BDA0000908133180001103
Table 173, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CF2H is the same substituent as shown in Table 1, and the numbers of 173-1 to 173-
Figure BDA0000908133180001111
Table 174, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CF2H, a compound having the same substituent as that in Table 1 is selected, and the number is 174-1 to 174-709-
Figure BDA0000908133180001112
Table 175, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCF3When the compound is selected from the same substituents as those in Table 1, the numbers are 175-1 to 175-
Figure BDA0000908133180001113
Table 176, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCF3When the compound is the same substituent as that in Table 1, the numbers are 176-1 to 176-
Figure BDA0000908133180001121
Table 177, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCF3When, compounds with the same substituents as those in Table 1 are selected, the numbers of which are 177-1 to 177-709-
Figure BDA0000908133180001122
Table 178, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCF3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers of 178-1 to 178-709-
Figure BDA0000908133180001123
Table 179, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2CH2CN, the same substituents as those in Table 1 are selected, and the numbers are 179-1 to 179-709
Figure BDA0000908133180001131
Table 180, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2CH2CN, the same substituent as that in Table 1 is selected, numbered 180-1 to 180-709-
Figure BDA0000908133180001132
Table 181, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2CH2CN, the same substituents as those in Table 1 are selected, and the numbers of 181-1 to 181-709
Figure BDA0000908133180001133
Table 182, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2CH2CN, the same substituent as that in Table 1 is selected, and the numbers of CN are 182-1 to 182-709-
Figure BDA0000908133180001141
Table 183, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2CH2OCH3Then, compounds with the same substituents as those in Table 1 are selected and numbered 183-1 to 183-709
Figure BDA0000908133180001142
Table 184, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2CH2OCH3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers of 184-1 to 184-
Figure BDA0000908133180001143
Table 185, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2CH2OCH3When the compound is the same substituent as that in Table 1, the numbers of which are 185-1 to 185-709-
Figure BDA0000908133180001151
Table 186, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2CH2OCH3When the compound is selected from the same substituents as those in Table 1, the numbers are 186-1 to 186-709-
Figure BDA0000908133180001152
Table 187 where a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCF2CF3When the same substituents as those in Table 1 are selected, the compound is numbered 187-1～187-709
Figure BDA0000908133180001153
Table 188, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCF2CF3When, compounds with the same substituents as those in Table 1 are selected, numbered as 188-1-188-
Figure BDA0000908133180001161
Table 189, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCF2CF3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers are 189-1 to 189-709-
Figure BDA0000908133180001162
Table 190, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCF2CF3Then, the compounds with the same substituents as those in Table 1 are selected and numbered 190-1 to 190-709-
Figure BDA0000908133180001163
Table 191, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCF2CF2H, a compound having the same substituent as that in Table 1 is selected, and the number of the compound is 191-1 to 191-709-
Figure BDA0000908133180001171
Table 192, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCF2CF2H, a compound having the same substituent as that in Table 1 is selected, and the number is 192-1 to 192-
Figure BDA0000908133180001172
Table 193, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCF2CF2H is selected from the same substituents as those in Table 1, numbered 193-1-193-
Figure BDA0000908133180001173
Table 194, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCF2CF2H, a compound having the same substituent as that in Table 1 is selected and numbered 194-1 to 194-709
Figure BDA0000908133180001181
Table 195, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCF2H, a compound having the same substituent as that in Table 1 is selected, and the number of the compound is 195-1 to 195-709-
Figure BDA0000908133180001182
Table 196, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCF2H, a compound having the same substituent as that in Table 1, is selected and numbered 196-1 to 196-709
Figure BDA0000908133180001183
Table 197, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCF2H, a compound having the same substituent as that in Table 1 is selected, and the number is 197-1 to 197-709-
Figure BDA0000908133180001191
Table 198, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCF2H, a compound having the same substituent as that in Table 1, numbered 198-1 to 198-709
Figure BDA0000908133180001192
Table 199, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2CH2SCH3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers of 199-1 to 199-709-
Figure BDA0000908133180001193
Table 200, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2CH2SCH3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 200-1 to 200-
Figure BDA0000908133180001201
Table 201, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2CH2SCH3When the compounds with the same substituents as those in Table 1 are selected, the numbers of 201-1 to 201-709-
Figure BDA0000908133180001202
Table 202, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2CH2SCH3When the compounds with the same substituents as those in Table 1 are selected, the numbers of 202-1 to 202-
Figure BDA0000908133180001203
Table 203, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 203-1 to 203-709-
Figure BDA0000908133180001211
Table 204, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCF3When the compounds with the same substituents as those in Table 1 are selected, the numbers of which are 204-1 to 204-
Figure BDA0000908133180001212
Table 205, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCF3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers are 205-1 to 205-709-
Figure BDA0000908133180001213
Table 206, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCF3Then, compounds with the same substituents as those in Table 1 are selected, and the numbers of 206-1 to 206-709-
Figure BDA0000908133180001221
Table 207, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCH2CF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 207-1 to 207-709-
Figure BDA0000908133180001222
Table 208, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCH2CF3Then, the compounds with the same substituents as those in Table 1 are selected, and the numbers of which are 208-1 to 208-
Figure BDA0000908133180001223
Table 209, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCH2CF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 209-1 to 209-709-
Figure BDA0000908133180001231
Table 210, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCH2CF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 210-1 to 210-
Figure BDA0000908133180001232
Table 211, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCF2CF3When compounds with the same substituents as those in Table 1 are selected, the numbers of which are 211-1 to 211-709-
Figure BDA0000908133180001233
Table 212, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCF2CF3When the compounds with the same substituents as those in Table 1 are selected, the numbers of which are 212-1 to 212-
Figure BDA0000908133180001241
Table 213, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCF2CF3When compounds having the same substituents as those in Table 1 are selected, the numbers of which are 213-1 to 213-709-
Figure BDA0000908133180001242
Table 214, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCF2CF3When the compounds with the same substituents as those in Table 1 are selected, the numbers of which are 214-1 to 214-709-
Figure BDA0000908133180001243
Table 215, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCF2H, a compound having the same substituent as that in Table 1, numbered 215-1 to 215-
Figure BDA0000908133180001251
Table 216, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCF2H is a compound having the same substituent as that in Table 1, numbered 216-1 to 216-709
Figure BDA0000908133180001252
Table 217, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCF2H, a compound having the same substituent as that in Table 1, numbered 217-1 to 217-709
Figure BDA0000908133180001253
Table 218, a ═ O, B ═ O,X＝H,Z＝N,R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCF2H, a compound having the same substituent as that in Table 1, numbered 218-1 to 218-709
Figure BDA0000908133180001261
Table 219, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCF2CF2H, a compound having the same substituent as that in Table 1 is selected, numbered 219-1 to 219-
Figure BDA0000908133180001262
Table 220, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCF2CF2H, a compound having the same substituent as that in Table 1 is selected, numbered 220-1 to 220-709-
Figure BDA0000908133180001263
Table 221, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2SCF2CF2H, compounds with the same substituents as those in Table 1 are selected, and the numbers are 221-1 to 221-709-
Figure BDA0000908133180001271
Table 222, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2SCF2CF2When H isSelecting compounds with the same substituents as those in Table 1, the numbers of which are 222-1 to 222-
Figure BDA0000908133180001272
Table 223, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCH2Selecting compounds with the same substituents as those in Table 1 at Ph, with numbers of 223-1-223-
Figure BDA0000908133180001273
Table 224, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCH2Selecting compounds with the same substituents as those in Table 1 at Ph, numbered as 224-1-224-709-
Figure BDA0000908133180001281
Table 225, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2OCH2Selecting compounds with the same substituents as those in Table 1 at Ph, with the numbers of 225-1-225-
Figure BDA0000908133180001282
Table 226, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2OCH2Selecting compounds with the same substituents as those in Table 1 in Ph, numbered 226-1-226-709-
Figure BDA0000908133180001283
Table 227, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝
Figure BDA0000908133180001284
When compounds with the same substituents as those in Table 1 are selected, the numbers of 227-1 to 227-
Figure BDA0000908133180001291
Table 228, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝
Figure BDA0000908133180001292
When the compound with the same substituent as that in Table 1 is selected, the number of which is 228-1 to 228-
Figure BDA0000908133180001293
Table 229, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝
Figure BDA0000908133180001294
When the compound is selected from the same substituents as those in Table 1, the numbers of which are 229-1 to 229-709-
Figure BDA0000908133180001301
Table 230, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝
Figure BDA0000908133180001302
When the compound is selected from the same substituents as those in Table 1, the numbers of which are 230-1 to 230-
Figure BDA0000908133180001303
Table 231, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝
Figure BDA0000908133180001304
When compounds with the same substituents as those in Table 1 are selected, the numbers of 231-1 to 231-
Figure BDA0000908133180001311
Table 232, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝
Figure BDA0000908133180001312
When the compound is selected from the same substituents as those in Table 1, the numbers are 232-1 to 232-
Figure BDA0000908133180001313
Table 233, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝
Figure BDA0000908133180001314
When compounds with the same substituents as those in Table 1 are selected, the numbers of which are 233-1 to 233-709-
Figure BDA0000908133180001315
Table 234, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝
Figure BDA0000908133180001321
Then, the compounds with the same substituents as those in Table 1 are selected and numbered 234-1 to 234-
Figure BDA0000908133180001322
Table 235, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1＝CH2NHCF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 235-1 to 235-709-
Figure BDA0000908133180001323
Table 236, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1＝CH2NHCF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 236-1 to 236-709-
Figure BDA0000908133180001324
Table 237 where a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1＝CH2NHCF3When the compound is selected from the same substituents as those in Table 1, the numbers are 237-1 to 237-
Figure BDA0000908133180001331
Table 238, a ═ O, B ═ O, X ═ H, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1＝CH2NHCF3When the compound is selected from the same substituents as those in Table 1, the numbers of which are 238-1 to 238-709-
Figure BDA0000908133180001332
Table 239, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When F is equal to F, the compound with the same substituent as that in Table 1 is selected, and the compound is numbered as 239-1-239-
Figure BDA0000908133180001333
Table 240, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When F is equal to F, the compound with the same substituent as that in Table 1 is selected, and the number is 240-1 to 240-
Figure BDA0000908133180001341
Table 241, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When F is equal to F, the compound with the same substituent as that in Table 1 is selected, and the compound is numbered 241-1-241-
Figure BDA0000908133180001342
Table 242, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When F is equal to F, the same substituent as in Table 1 is selected as compound No. 242-1-242-
Figure BDA0000908133180001343
Table 243, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When the substituent is Cl, a compound with the same substituent as that in Table 1 is selected, and the number is 243-1 to 243-
Figure BDA0000908133180001351
Table 244, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When the substituent is Cl, the compound is selected from the same substituents as those in Table 1, numbered 244-1 to 244-
Figure BDA0000908133180001352
Table 245, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When Cl, compounds with the same substituents as those in Table 1 are selected, numbered 245-1 to 245-
Figure BDA0000908133180001353
Table 246, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When Cl, compounds with the same substituents as those in Table 1 are selected, and the numbers are 246-1-246-
Figure BDA0000908133180001361
Table 247, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When CN is not substituted, compounds with the same substituents as those in Table 1 are selected, numbered 247-1 to 247-
Figure BDA0000908133180001362
Table 248, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When CN is not substituted, compounds with the same substituents as those in Table 1 are selected, and the numbers are 248-1 to 248-
Figure BDA0000908133180001363
Table 249, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When CN is not substituted, compounds with the same substituents as those in Table 1 are selected, and the numbers are 249-1 to 249-709-
Figure BDA0000908133180001371
Table 250, a ═ O, B ═ O, X ═ Cl, Z ═ N, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When CN is not substituted, compounds with the same substituents as those in Table 1 are selected, numbered 250-1 to 250-
Figure BDA0000908133180001372
Figure BDA0000908133180001373
Table 251, a ═ O, B ═ O, X ═ H, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When F is equal to F, the following compounds are selected, and the serial numbers are 251-1 to 251-980.
Figure BDA0000908133180001381
Figure BDA0000908133180001382
Figure BDA0000908133180001391
Figure BDA0000908133180001401
Figure BDA0000908133180001411
Figure BDA0000908133180001421
Figure BDA0000908133180001431
Figure BDA0000908133180001441
Figure BDA0000908133180001451
Figure BDA0000908133180001461
Figure BDA0000908133180001471
Figure BDA0000908133180001481
Figure BDA0000908133180001491
Figure BDA0000908133180001501
Figure BDA0000908133180001511
Figure BDA0000908133180001521
Figure BDA0000908133180001531
Figure BDA0000908133180001541
Figure BDA0000908133180001551
Figure BDA0000908133180001561
Figure BDA0000908133180001571
Figure BDA0000908133180001581
Figure BDA0000908133180001591
Figure BDA0000908133180001601
Figure BDA0000908133180001611
Figure BDA0000908133180001621
Figure BDA0000908133180001631
Figure BDA0000908133180001641
Figure BDA0000908133180001651
Figure BDA0000908133180001661
Figure BDA0000908133180001671
Figure BDA0000908133180001681
Figure BDA0000908133180001691
Figure BDA0000908133180001701
Figure BDA0000908133180001711
Figure BDA0000908133180001721
Figure BDA0000908133180001731
Figure BDA0000908133180001741
Figure BDA0000908133180001751
Figure BDA0000908133180001761
Figure BDA0000908133180001771
Figure BDA0000908133180001781
Figure BDA0000908133180001791
Table 252, a ═ O, B ═ O, X ═ H, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When F, the same substituents as those in Table 251 are selected, and the numbers are as follows252-1 to 252-.
Figure BDA0000908133180001792
Table 253, a ═ O, B ═ O, X ═ H, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When F is equal to F, compounds with the same substituents as those in Table 251 are selected, and the numbers are 253-1 to 253-containing 980.
Figure BDA0000908133180001793
Table 254, a ═ O, B ═ O, X ═ H, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When F is equal to F, the same substituent as in Table 251 is selected, and the numbers are 254-1 to 254-980.
Figure BDA0000908133180001801
Table 255, a ═ O, B ═ O, X ═ H, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When Cl, compounds having the same substituents as those in Table 251 are selected and numbered 255-1 to 255-980.
Figure BDA0000908133180001802
Table 256, a ═ O, B ═ O, X ═ H, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When Cl, compounds having the same substituents as those in Table 251 are selected and numbered 256-1 to 256-980.
Figure BDA0000908133180001803
Table 257, a ═ O, B ═ O, X ═ H, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1When Cl, compounds having the same substituents as those in Table 251 are selected and numbered 257-1 to 257-980.
Figure BDA0000908133180001811
Table 258, a ═ O, B ═ O, X ═ H, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When Cl, compounds with the same substituents as those in Table 251 are selected, and the numbers are 258-1 to 258-980.
Figure BDA0000908133180001812
Table 259, a ═ O, B ═ O, X ═ H, R2＝Cl,R3＝Cl,R7＝H,R9＝H,R1When CN is not shown, compounds having the same substituents as those in Table 251 are selected as compounds numbered 259-1 to 259-980.
Figure BDA0000908133180001813
Table 260, a ═ O, B ═ O, X ═ H, R2＝Cl,R3＝CH3,R7＝H,R9＝H,R1When CN is not shown, compounds having the same substituents as those in Table 251 are selected and numbered 260-1 to 260-980.
Figure BDA0000908133180001821
Table 261, a ═ O, B ═ O, X ═ H, R2＝CN,R3＝Cl,R7＝H,R9＝H,R1CN represents a compound having the same substituent as that in Table 251, numbered 261-1 to 261-.
Figure BDA0000908133180001822
Table 262, a ═ O, B ═ O, X ═ H, R2＝CN,R3＝CH3,R7＝H,R9＝H,R1When CN is not shown, compounds having the same substituents as those in Table 251 are selected and numbered 262-1 to 262-980.
Figure BDA0000908133180001823
The compounds of formula I of the present invention can be prepared according to the following method:
the method comprises the following steps:
the compound of the general formula I can be an oxazinone compound shown in the general formula II and R9Lg (Lg is a leaving group, such as halogen, alkyl or aryl sulfonate or alkyl sulfate) to prepare an intermediate II', and reacting with HNR7R8The preparation method comprises the following steps:
Figure BDA0000908133180001831
the second method comprises the following steps:
the compound of the general formula I can be an oxazinone compound and HNR shown in the general formula II7R8Reacting to obtain an intermediate I', and reacting with R9Lg (Lg is a leaving group, such as halogen, alkyl or aryl sulfonate or alkyl sulfate) by reaction:
Figure BDA0000908133180001832
the third method comprises the following steps:
the compound of the general formula I can be prepared from a compound shown in the general formula III and (Cl)3CO)2Reacting CO to obtain intermediate IV, and reacting with R9Lg (Lg is a leaving group, e.g. halogen, alkyl or aryl sulfonate or alkyl sulfate) to produce intermediate V, which is reacted with HNR7R8The intermediate VI is prepared by reaction, and finally the intermediate VI is reacted with pyrazole acyl chloride. Wherein the pyrazolylchloride can be prepared from the corresponding carboxylic acid by conventional methods, e.g. by reaction with thionyl chloride：
Figure BDA0000908133180001841
The definition of each group in the general formula is the same as that of the previous group.
The reaction is carried out in a solvent, suitably selected from, for example, acetonitrile, tetrahydrofuran, diethyl ether, dichloromethane, chloroform, ethyl acetate, dioxane, toluene and the like.
The reaction temperature is between room temperature and the boiling point temperature of the solvent, and is usually 20-100 ℃.
The reaction time is 30 minutes to 20 hours, usually 1 to 10 hours.
The raw material intermediates and sources involved in the preparation method are as follows:
Figure BDA0000908133180001842
oxazinones of formula II are described in general overview by Bioorganic and Medicinal Chemistry 2008,8, 2095-. The preparation method refers to WO03015519 and WO2005118552 methods.
Anthranilic acid compounds of formula III can be prepared from aromatic hydrocarbons in a two-step reaction, as follows: organic Synthesis, Coll.Vol.10.p.23 (2004); vol.79, p.196 (2002); adv.heterocyclic.chem.1975, 18, 1-58; journal of the Brazilian Chemical Society 2001,12(3),273- "324; angew. chem. int. Ed. Engl.1980,19, 222-.
The preparation method of the carboxylic acid compound shown as the general formula VII refers to WO2006062978 and WO 03015519.
The compounds of the general formula I show high insecticidal activity on adults, larvae and eggs of harmful insects in the fields of agriculture, civil use and animal technology. Part of the compounds show better bactericidal activity. The invention therefore also includes the use of the compounds of the general formula I as pesticides and/or fungicides in agriculture and in other fields.
In particular, the compounds of formula I are active against important species of the following families and purposes: lepidoptera (Spodoptera, Cyamopsis, codling moth, etc.). For example, the compound pesticide is very effective to European corn borers, sugarcane borers, apple skin loopers, apple budworms, gypsy moths and the like, has better activity to diamond back moths, and can obtain good effect at very low dosage. Meanwhile, part of the compounds of the invention show better bactericidal activity and can be used for preventing and treating rice blast, cucumber downy mildew and anthracnose.
At the same time, the compounds of the general formula I have low toxicity to many beneficial insects and acarids, mammals, fish, birds and no phytotoxicity.
Owing to their positive properties, the abovementioned compounds can be used advantageously for protecting crops, domestic and livestock animals of agricultural and horticultural importance, as well as the environment in which humans are often exposed, against harmful insects and fungi.
The amount of the compound used to achieve the desired effect will vary depending on factors such as the compound used, the crop to be protected, the type of pest, the extent of infection, the climatic conditions, the method of application, and the dosage form employed.
A dose of 10 g to 5 kg of compound per hectare provides adequate control.
A further object of the present invention is also a method for controlling insects and/or phytopathogenic fungi of crops of agricultural and horticultural importance and/or of livestock and breeding animals and/or of the environment frequented by humans by applying the compounds of the general formula I. In particular, the amount of compound used varies from 10 g to 5 kg per hectare.
For practical use in agriculture, it is often beneficial to use compositions containing one or more compounds of formula I.
Accordingly, a further object of the present invention is to devise insecticidal and/or fungicidal compositions containing one or more compounds of formula I as active ingredients.
The composition can be used in the forms of dry powder, wettable powder, missible oil, microemulsion, paste, granules, solution, suspending agent and the like: the type of composition chosen depends on the particular application.
The compositions are prepared in a known manner, for example by dissolving the active substance or the solvent medium and/or a solid diluent in the presence of an optional surfactant.
Useful solid diluents or carriers are, for example: silica, kaolin, bentonite, talc, diatomaceous earth, dolomite, calcium carbonate, magnesium oxide, chalk, clay, synthetic silicate attapulgite, sepiolite and the like.
Besides water, usable liquid diluents also include aromatic organic solvents (xylene or a mixture of alkylbenzenes, chlorobenzene, etc.), paraffins (petroleum fractions), alcohols (methanol, propanol, butanol, octanol, glycerol), esters (ethyl acetate, isobutyl acetate, etc.), ketones (cyclohexanone, acetone, acetophenone, isophorone, ethyl amyl ketone, etc.), amides (N, N-dimethylformamide, N-methylpyrrolidone, etc.).
Useful surfactants are the sodium, calcium, triethyl or triethanolamine salts of alkyl sulfonates, alkylaryl sulfonates, polyoxyethylene alkylphenols, polyoxyethylene esters of sorbitol, lignosulfonates, and the like.
The composition may further contain specific additives for specific purposes, for example, binders such as gum arabic, polyvinyl alcohol, polyvinyl pyrrolidone, etc.
The concentration of the active ingredient in the above composition may vary within wide limits depending on the active ingredient, the purpose of use, the environmental conditions and the type of formulation employed. In general, the concentration of the active ingredient is from 1% to 90%, preferably from 5% to 60%.
If desired, further active ingredients compatible with the compounds of the formula I can be added to the compositions, for example further acaricides/insecticides, fungicides, plant growth regulators, antibiotics, herbicides, fertilizers.
Several formulation methods are exemplified below:
preparation of a suspending agent: the content of active components in the common formula is 5-35%. Adding water as medium, raw medicine, dispersant, suspending agent and anti-freezing agent into a sand mill, grinding, and making into suspension.
Preparing the aqueous emulsion: the raw medicine, the solvent and the emulsifier are added together to be dissolved into a uniform oil phase. Mixing water and antifreeze agent to obtain uniform water phase. Under high-speed stirring, adding the water phase into the oil phase or adding the oil phase into the water phase to form the aqueous emulsion with good dispersibility. The content of the active component of the aqueous emulsion is generally 5 to 15 percent. To prepare a concentrated emulsion, the compounds of the invention can be dissolved in one or more solvents and emulsifiers added to enhance the dispersion of the compounds in water.
Preparing wettable powder: according to the formula requirement, the technical material, various surfactants, solid diluents and the like are fully mixed and crushed by an ultrafine crusher to obtain a wettable powder product with a preset content (for example, 10-40%). To prepare wettable powders suitable for spraying, the compounds of the invention can be mixed with finely divided solid powders such as clays, non-polar silicates, carbonates and wetting, binding and/or dispersing agents.
Preparing water dispersible granules: mixing and crushing the original medicine, the powdery solid diluent, the wetting and spreading agent, the adhesive and the like, adding water, kneading, adding the mixture into a granulating agent with a screen with a certain specification for granulation, and then drying and screening (according to the range of the screen). Or adding the original drug, the dispersing agent, the disintegrating agent, the wetting agent and the solid diluent into a sand mill, grinding by taking water as a medium to prepare a suspending agent, and then carrying out spray drying granulation to prepare a granular product with the content of 20-30 percent.
Detailed Description
The following specific examples are intended to further illustrate the invention, but the invention is by no means limited to these examples.
Synthetic examples
Example 1: preparation of Compound 1-1
Figure BDA0000908133180001871
To a 25 ml reaction flask, II-1(1.0mmol,0.491g) and 5 ml of N, N-dimethylformamide were added at room temperature, and 0.102 g of 25% aqueous ammonia was added with stirring to conduct reaction at room temperature. After TLC monitoring reaction, the reaction liquid is dropped into 30 ml water, solid is separated out, and 0.315g of product, namely compound 1-1, is obtained after suction filtration, water washing and drying, and the yield is 62%.
Example 2: preparation of Compounds 1-2
Figure BDA0000908133180001872
To a 25 ml reaction flask, II-1(1.0mmol,0.491g) and 5 ml of N, N-dimethylformamide were added at room temperature, and 0.116 g of a 40% aqueous methylamine solution was added with stirring to conduct a reaction at room temperature. After TLC monitoring reaction, the reaction liquid is dropped into 30 ml water, solid is separated out, and 0.334g of product, namely compound 1-2, is obtained after suction filtration, water washing and drying, and the yield is 64%.
Example 3: preparation of Compounds 1-10
Figure BDA0000908133180001881
To a 25 ml reaction flask, II-1(1.0mmol,0.491g) and 5 ml of N, N-dimethylformamide were added under stirring at room temperature3)2CHNH2(1.5mmol,0.089g), reaction at room temperature. After TLC monitoring reaction, the reaction liquid is dropped into 30 ml water, solid is separated out, and 0.336g of product, namely compound 1-10, is obtained after suction filtration, washing and drying, and the yield is 61%.
Other compounds of formula I may be prepared by the preparation methods provided by the present invention.
Melting point and mass spectrometry (ESI) data for a portion of the compounds of formula I are as follows:
compound 1-1: melting point 126-; mass Spectrometry ESI (M/z, M + H)+):505.7/507.7/509.7
Compounds 1-2: melting point 233-; mass Spectrometry ESI (M/z, M + H)+):519.7/521.7/523.7
Compounds 1-3: melting point 205-; mass Spectrometry ESI (M/z, M + H)+):533.7/535.7/537.7
Compounds 1-10: melting point 116-; mass Spectrometry ESI (M/z, M)+H+):547.7/549.7/551.7
Compounds 1-20: melting point 186-188 deg.C; mass Spectrometry ESI (M/z, M + H)+):545.7/547.7/549.7
Compounds 1-21: melting point 211-213 ℃; mass Spectrometry ESI (M/z, M + H)+):559.7/561.7/563.7
Compounds 1-37: melting point 210 ℃ and 212 ℃; mass Spectrometry ESI (M/z, M + H)+):589.7/591.7/593.7
Compounds 1-39: melting point 223-; mass Spectrometry ESI (M/z, M + H)+):630.7/632.7/634.7
Compound 31-1: melting point 145-147 deg.C; mass Spectrometry ESI (M/z, M + H)+):521.7/523.7/525.7
Compound 31-2: melting point 240-242 ℃; mass Spectrometry ESI (M/z, M + H)+):535.7/537.7/539.7
Compound 31-3: melting point 227-; mass Spectrometry ESI (M/z, M + H)+):549.7/551.7/553.7
Compounds 31-10: melting point 122-124 ℃; mass Spectrometry ESI (M/z, M + H)+):563.7/565.7/567.7
Compounds 31-20: melting point 223-; mass Spectrometry ESI (M/z, M + H)+):561.7/563.7/565.7
Compounds 31-37: melting point 250 ℃ and 252 ℃; mass Spectrometry ESI (M/z, M + H)+):605.7/607.7/609.7
Compounds 31-39: melting point 214-; mass Spectrometry ESI (M/z, M + H)+):648.7/650.7/652.7
Compound 91-2: melting point 230-; mass Spectrometry ESI (M/z, M + H)+):581.6/583.6/585.6
Compound 91-10: melting point 127-; mass Spectrometry ESI (M/z, M + H)+):609.7/611.7/613.7
Compound 111-2: melting point 198 and 200 ℃; mass Spectrometry ESI (M/z, M + H)+):515.7/517.7/519.7
Compounds 111-10: melting point 125-127 ℃; mass Spectrometry ESI (M/z, M + H)+):543.8/545.8/547.8
Formulation examples (the amounts of the components added are in weight percent, and the active compound is metered in after being reduced to a hundred)
Example 4 30% wettable powder
Figure BDA0000908133180001891
Mixing the compounds 1-152, various surfactants and solid diluents, pulverizing with a superfine pulverizer to obtain 30% wettable powder
Example 5 20% suspending agent
Figure BDA0000908133180001892
Adding compound 1-218, dispersant, suspending agent and antifreeze agent into a sand mill by using water as a medium, and grinding to prepare the suspending agent.
Example 6 60% Water dispersible granules
Figure BDA0000908133180001893
Mixing and crushing the compounds 1-220, powdery solid diluent, wetting and spreading agent, adhesive and the like, adding water, kneading, adding into a granulator with a 10-100 mesh screen for granulation, drying, and screening (according to the range of the screen).
Example 7 10% aqueous emulsion
Figure BDA0000908133180001901
The compound 1-264, solvent and emulsifier are added together to dissolve into a uniform oil phase. Mixing water and antifreeze agent to obtain uniform water phase. Under high-speed stirring, mixing the water phase and the oil phase to form the aqueous emulsion with good dispersibility.
Example 8 25% suspending agent
Figure BDA0000908133180001902
Taking water as a medium, adding the compound 1-257, a dispersing agent, a suspending agent, an anti-freezing agent and the like into a sand mill for grinding, and preparing the suspending agent.
Example 9 20% wettable powder
Figure BDA0000908133180001903
The compound 1-271, various surfactants, solid diluents and the like are fully mixed and crushed by a superfine pulverizer to obtain a 20 percent wettable powder product.
Examples of measurement of biological Activity
EXAMPLE 10 insecticidal and acaricidal Activity assay
The compounds of the invention can be used to control the following pests:
lepidoptera (moths and butterflies): plutella xylostella, beet armyworm (beet armyworm), cnaphalocrocis medinalis, Nanmei corn seedling spotted borer, brown banded moth species, lychee yao-filiformis, diamond-back diamond-like diamond-back moth, cotton brown banded cabbage moth, Egypt diamond-back moth, cutworm species (cutworm), rice leaf roller (meadow leaf roller), cutworm (black cutworm), diamond-back moth species (cotton bollworm), mango transverse line tail moth, southwestern corn stalk borer, cotton leaf looper (cotton leaf moth), oriental fruit borer (oriental fruit borer), sugarcane borer, cotton bud, butterfly species, Juglans sylvestris, ostrinia (borer), aromatic wood moth (wood cudweed moth), velvet bean moth, silk moth species (borer), fruit tree leaf roller moth, codling moth (apple leaf moth), rose leaf roller, pea pod moth, green fruit seed (yellow pod moth), yellow pod moth (yellow knot moth), yellow knot moth (yellow knot moth), yellow moth (yellow moth), yellow moth seed (yellow moth), yellow moth (yellow moth), yellow moth) species (yellow moth, yellow rice moth, the present invention relates to a method for preventing and treating trichoderma serpentinatum, cabbage looper, cotton leafminer, cutworm (root cutting insect), tobacco budworm, light brown apple moth, plum fruit moth (fruit moth), tenebrio molitor, thin leaf moth (leaf miner), fruit moth (noctuid), primary root cutter, stem borer, peach fruit moth (peach fruit moth), oil palm bag moth, eggplant white wing moth, corn fruit moth (corn borer moth/cotton bollworm), cotton bollworm, rose leaf moth, bean white line root cutter, tomato white moth, fine moth, moth (common grape leaf moth), oriental moth (peach (apricot) fruit borer), cabbage caterpillar, small leaf moth, tomato leaf moth (European corn borer), European corn borer (European corn borer), bean leaf borer, cabbage moth (cabbage moth), cabbage leaf borer (cabbage moth), cabbage leaf moth (cabbage moth), cabbage looper (cabbage looper), cabbage looper (cabbage leaf moth), cabbage looper (cabbage moth, cabbage leaf moth), cabbage looper (cabbage moth, cabbage leaf moth), cabbage leaf moth (cabbage leaf moth ), cabbage leaf moth, armyworm species (cutworm), hydropiper punctiferalis (cnaphalocrocis medinalis), rice stem moth, winter looper, Indian rice leaf spot moth, pink bollworm (pink bollworm), black cutworm, grape leaf spot moth, grape berry moth, african dalbergia, gypsy moth, pink spot moth species (pink borer), mediterranean pink borer, coffee leaf miner, peach leaf miner (apple leaf miner), pink spot moth, wheat moth, marchantia, potato tuber moth, yellow stem borer, pink stem borer, phomopsis species (root borer), soybean looper, glossy privet leaf looper (grape berry moth), spodoptera species (armyworm), grape leaf curl moth, leopard moth, fruit moth, meadow armyworm (fall armyworm), olive oil moth, cabbage caterpillar (imported cabbage caterpillar), Loxatis (looper), looper (spodoptera), looper, armyworm, cabbage moth, grass moth, cabbage looper, grass moth, etc Chlamydomonas, armyworm (noctuid), armyworm, southern spodoptera littoralis (southern armyworm), mythic fungus, pink borer, stem-eating nocturnal species (stem borer), tobacco pink borer (tobacco borer), coffea dull moth, Epimeces species, hornet noctuid species (stem borer), noctuid, inchworm, looper, telangiecta, cupra fusca.
Homoptera (whitefly, aphid, leafhopper, scale): aphid species (aphid), cereal sipunculid, bipolaris avenae (bipolaris mylittae), corn leaf aphid (corn aphid), sonophorus species (aphid), greenhouse whitefly (greenhouse whitefly), eleusine lecanii (black scale), arrowhead clam (arrowhead), barley tube aphid (England wheat aphid), variegated aphid species (aphid), white wing whitefly, ceroplastes species (scale), whitefly species (whitefly), white back planthopper, cupula lecanii (scale), Erysipelothrix striata species (scale), black tail leafhopper (green leafhopper), ebony black sandalwood scale, pyricularia pyricularis (holy jorda), quadlike (skimmit), field cicada species (blowshell), amanita avena (rose aphid), mealybug species (mealybug), green peach leaf, black leaf aphid (seph), black leaf aphid (black mealybug), white tail (mealybug), white tail leaf mealybug) and white leaf, Pythium mythidae, Rhizomucor vitis, Nippon zeae planthopper, Pipis spp, Tocopyrium peltatum (scale), Nilaparvata lugens, Blastomya gossypii, Asparagus pipiens (Asparagus), Coccinum spp, Rosa longula (Rosa), Pink Aphis pomonella, Trionyx brassicae (whitefly), Myzus avenae (Engraulis praecox), Triplophora albonella, Gossypium gossypii, Trionyx lecanii, Ammopsis cerealis (Russian), Cerasirus spp (scale), Trialeurodes spirochaeta, Trialeuroptera (whitefly), Brassica oleracea (cabbage aphid), Phymatomorus major (potato aphid), Trialeurodes filiformica (Sophora gossypii), mango yellow leaf, Cicada (cicada), Cicadae, Coccinum, Lepidium spp, Aleuritis indica (Carpesium), Psidium amanus, Lepidium spp), Pseudocerotis (Ipompholus, Lepidium spp), Pseudocercosphacida (Ipompholus), Aleurotis (Ipompholus), Pseudoceros pellus, Aleurotis (Ipompholus), Aleur, Apple aphid, Lecanicillium lecanii, and eggplant Nepalosiphum lecanii.
Several insects were tested for insecticidal activity using the compounds of the present invention. The method of measurement is as follows:
after the test compound was dissolved in N, N-dimethylformamide, it was diluted to the desired concentration with water containing 0.1% tween 80.
1. The method takes diamondback moth and beet armyworm as targets and adopts an immersion method to determine the insecticidal activity. Mortality of the target was investigated 2-3 days after treatment. Some of the test results are as follows:
when the concentration of the liquid medicine is 20ppm, the death rate of the compound reaches 100 percent for diamondback moth, wherein the compound accounts for 1-2, 1-10, 1-37, 31-2, 31-10, 31-37, 91-2, 91-10, 111-2 and 111-10; the death rate of the compound 1-2, 1-10, 1-37, 31-2, 31-10, 91-2, 91-10, 111-2 and 111-10 to beet armyworm reaches 100%.
When the concentration of the liquid medicine is 4ppm, the death rate of the compound reaches 100% for diamondback moth, wherein the compound accounts for 1-2, 1-10, 1-37, 31-2, 31-10, 31-37, 91-2, 91-10 and 111-10; the mortality rate of the compounds 1-2, 1-10, 31-2, 31-10, 91-2, 91-10 and 111-10 to beet armyworm reaches 100 percent.
When the concentration of the liquid medicine is 1ppm, the death rate of the compound 1-2, 1-10, 31-2, 31-10, 91-2, 91-10 and 111-10 to the diamondback moth reaches 100 percent; the mortality rate of the compounds 1-2, 1-10, 31-2, 31-10, 91-2 and 91-10 to beet armyworm reaches 100 percent.
When the concentration of the liquid medicine is 0.5ppm, the death rate of the compounds 1-2, 1-10, 31-2, 31-10 and 91-2 to the plutella xylostella reaches 100 percent; the mortality rate of the compounds 31-2 and 31-10 to beet armyworm reaches 100 percent.
When the concentration of the liquid medicine is 0.25ppm, the death rate of the compounds 1-2, 1-10, 31-2, 31-10 and 91-2 to the plutella xylostella reaches 100 percent;
when the concentration of the liquid medicine is 0.05ppm, the mortality rate of the compounds 1-2, 1-10, 31-2 and 31-10 to the plutella xylostella reaches more than 80 percent;
according to the method, the compound 1-2 and known compounds chlorantraniliprole and cyantraniliprole are selected for carrying out parallel determination on the diamondback moth killing activity. The results of the experiment are shown in the following table:
table for assaying the activity of killing plutella xylostella:
compound numbering Concentration (ppm) Mortality (%)
1-2 0.025 90
Chlorantraniliprole 0.025 28
Cyantraniliprole 0.025 30
2. Taking aphids as targets, adopting a Potter spray tower spraying method to carry out insecticidal activity determination, and investigating the mortality of the targets 2-3 days after treatment. Some of the test results are as follows:
when the concentration of the liquid medicine is 4ppm, the death rate of the compounds 1-2, 1-10, 31-2 and 31-10 to aphids reaches more than 90 percent;
3. the insecticidal activity is determined by taking chilo suppressalis as a target and adopting an immersion method, and the mortality of the target is investigated 2-3 days after treatment. Some of the test results are as follows:
when the concentration of the liquid medicine is 4ppm, the death rate of the compounds 1-2, 1-10 and 31-10 to chilo suppressalis reaches 100%.
According to the method, the compounds 1-2, 1-10 and 31-10 are selected to be used for carrying out the chilo suppressalis killing activity parallel determination with the known compounds chlorantraniliprole and cyantraniliprole. The results of the experiment are shown in the following table:
striped rice borer killing activity assay table:
compound numbering Concentration (ppm) Mortality (%)
1-2 4 100
1-10 4 100
31-10 4 100
Chlorantraniliprole 4 50
Cyantraniliprole 4 20

Claims (8)

1. A substituted pyrazole amide compound is shown as a general formula I:
Figure DEST_PATH_IMAGE001
in the formula:
a and B are O;
x is H;
z is N;
R1selected from F, Cl, Br, CH3；
R2，R3Can be the same or different and is respectively selected from H, F, Cl, Br, CN, CH3、CH2CH2CH3、CH2F、CF2H、CF3、CH2Cl、CCl2H、CCl3、CFClH；
R4Selected from F, Cl, Br, CN;
R5, R6can be the same or different and is respectively selected from H, F, Cl and Br;
R7selected from H, CH3、CH2CH3、CH(CH3)2；
R8Selected from H, CH3、CH2CH3、CH(CH3)2、C(CH3)3、
Figure 647560DEST_PATH_IMAGE002
；
R9Is selected from H or CH3。
2. The substituted pyrazole amide compound according to claim 1 wherein in formula I,
a and B are O;
x is H;
z is N;
R1selected from F, Cl, Br, CH3；
R2，R3Can be the same or different and is respectively selected from F, Cl, Br and CN;
R4selected from F, Cl, Br;
R5, R6can be the same or different and is respectively selected from H, F, Cl and Br;
R7selected from H, CH3；
R8Selected from H, CH3、CH2CH3、CH(CH3)2、C(CH3)3、
Figure 532339DEST_PATH_IMAGE002
；
R9Is selected from H.
3. The substituted pyrazole amide compound of claim 1 wherein in formula I, a is O, B is O, X is H, Z is N, R1Selected from F, Cl, Br, CH3，R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is selected from CH3、CH(CH3)2、
Figure 799372DEST_PATH_IMAGE002
，R9Is H.
4. The substituted pyrazole amide compound of claim 1, wherein formula I is specifically:
a is O, B is O, X is H, Z is N, R1Is F, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH3，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is F, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH (CH3)2, R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is F, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is composed of
Figure 808392DEST_PATH_IMAGE002
，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is Cl, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is from CH3，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is Cl, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH (CH)3)2，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is Cl, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is composed of
Figure 477271DEST_PATH_IMAGE002
，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is Br, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH3，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is Br, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH (CH)3)2，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is CH3，R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH3，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is CH3，R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH (CH3)2, R9Is H.
5. The substituted pyrazole amide compound of claim 4 wherein formula I is specifically:
a is O, B is O, X is H, Z is N, R1Is F, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH3，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is F, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH (CH)3)2，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is Cl, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is from CH3，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is Cl, R2Is a compound of the formula Cl,R3is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH (CH)3)2，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is Br, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH3，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is Br, R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH (CH)3)2，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is CH3，R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH3，R9Is H; or the like, or, alternatively,
a is O, B is O, X is H, Z is N, R1Is CH3，R2Is Cl, R3Is Cl, R4Is Br, R5Is Cl, R6Is H, R7Is H, R8Is CH (CH)3)2，R9Is H.
6. The use of a compound of the general formula I according to claim 1 as a pesticide in the agricultural field.
7. A pesticidal composition comprising a biologically effective amount of a compound of formula I according to claim 1 and at least one additional component selected from the group consisting of a surfactant, a solid diluent or a liquid diluent.
8. An insecticidal and bactericidal composition, which is characterized in that: comprising a compound of formula I according to claim 1 and an agriculturally acceptable carrier, the active ingredients in the composition being present in an amount of 0.1 to 99% by weight.
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