PL144948B1 - Method of obtaining novel thienotriazolo-1,4-diazepin-2-carboxylamides - Google Patents

Method of obtaining novel thienotriazolo-1,4-diazepin-2-carboxylamides Download PDF

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Publication number
PL144948B1
PL144948B1 PL1986257602A PL25760286A PL144948B1 PL 144948 B1 PL144948 B1 PL 144948B1 PL 1986257602 A PL1986257602 A PL 1986257602A PL 25760286 A PL25760286 A PL 25760286A PL 144948 B1 PL144948 B1 PL 144948B1
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formula
group
carbon atoms
general formula
atom
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PL1986257602A
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PL257602A1 (en
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Boehringer Ingelheim Kg
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Publication of PL257602A1 publication Critical patent/PL257602A1/xx
Publication of PL144948B1 publication Critical patent/PL144948B1/pl

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/08Bronchodilators
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/08Antiallergic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/02Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/30Hetero atoms other than halogen
    • C07D333/36Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/12Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
    • C07D495/14Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Immunology (AREA)
  • Pulmonology (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Claims (2)

1. Zastrzezenia patentowe 1. Sposób wytwarzania nowych amidów kwasów tienotriazolo-1,4-diazepino-2-karboksy- lowych o wzorze ogólnym 1, w którym Rj oznacza atom wodoru, prosta lub rozgaleziona gru¬ pe alkilowa o 1- 4 atomach wegla, grupe cyklopropylowa, metoksylowa lub atom chloru lub bromu, IU i R*9 które sa jednakowe albo rózne, oznaczaja atom wodoru, prosta lub rozgale¬ ziona grupe alkilowa albo hydroksyalkilowa o 1 - 4 atomach wegla, albo obie grupy Rp i R, razem z atomem azotu oznaczaja 5-, 6- lub 7-czlonowy pierscien, który ewentualnie jako dalszy heteroatom zawiera atom azotu, tlenu lub siarki i przy czym drugi atom azotu jest ewentualnie podstawiony grupa metylowa, R, oznacza grupe fenylowa, przy czym pierscien fenyIowy jest podstawiony atomem chloru lub bromu, zas n oznacza jedna z liczb 0-8, znamienny tym, ze kwas 2-karboksylowy o wzorze ogólnym 2, w którym grupy R- i R« oraz n maja wyzej podane znaczenie poddaje sie reakcji z amina o wzorze ogólnym 3, w którym grupy R2 i R3 maja wyzej podane znaczenie, albo kwas o wzorze 2 przeprowadza w zwykly sposób w halogenek kwasowy albo bezwodnik kwasowy, który nastepnie poddaje reakcji z amina o wzorze ogólnym 3, przy czym Rg i R* maja wyzej podane znaczenie.
2. Sposób wytwarzania nowych amidów kwasów tienotriazolo-1,4-diazepino-2-karbo- ksylowych o wzorze ogólnym 1, w którym R^ oznacza prosta lub rozgaleziona grupe alkilowa o 1- 4 atomach wegla, podstawiona przez atom chlorowca albo przez grupe hydroksylowa, da¬ lej R1 oznacza grupe alkoksylowa o 2 lub 3 atomach wegla lub atom fluoru lub jodu, R~ i R,t które sa Jednakowe albo rózne, oznaczaja razem z atomem azotu 5-, 6- lub 7-czlonowy pierscien, który ewentualnie jako dalszy heteroatom zawiera atom azotu, tlenu lub siarki i przy czym drugi atom azotu Jest ewentualnie podstawiony grupa alkilowa o 2 - 4 atomach wegla, R^ oznacza grupe fenylowa, przy czym pierscien fenylowy jest ewentualnie podstawio¬ ny w pozycji 2 albo w pozycji 2 i 6 grupa metylowa, atomem chlorowca, grupa nitrowa albo grupa trifluorometylowa, albo oznacza grupe oC -pirydylcwa, zas n oznacza jedna z liczb 0-8, znamienny tym, ze kwas 2-karboksylowy o wzorze ogólnym 2, w którym grupy R* i R/ oraz n maja wyzej podane znaczenie, poddaje sie reakcji z amina o wzorze ogólnym 3, w którym grupy Rp i R3 maja wyzej podane znaczenie, albo kwas o wzorze 2 prze¬ prowadza w zwykly sposób w halogenek kwasowy lub bezwodnik kwasowy i te nastepnie poddaje reakcji z amina o wzorze ogólnym 3, w którym Rp i R, maja wyzej podane znaczenie.144 948 R<,-^ N, 2v s V " N-C-(CH2)n -b^IN I I R3' :N R4 WZÓR 1 R1 N. II*, s ^N HO-C-(CH2)n—£Y N WZÓR 2 Ra /R2 HN R3 WZÓR 3 — N WZÓR 3a CH3 \ WZÓR U N — Cl 0 WZtfR 5CH3 HC CH3 \j- / WZÓR 6 144 948 CH3 \ CH- / N- WZdR 7 D- WZÓR 8 CH3-N N- WZOR 10 o- WZdR 9 H WZÓR 11 HrC 5^2 \ N— H5C2^ WZdR 12 0 N — \ / WZÓR 13 N. CH2CH20H CH2CH2OH o WZÓR U WZdR 15144 948 PL PL PL
PL1986257602A 1985-01-25 1986-01-23 Method of obtaining novel thienotriazolo-1,4-diazepin-2-carboxylamides PL144948B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19853502392 DE3502392A1 (de) 1985-01-25 1985-01-25 Neue thieno-triazolo-1,4-diazepino-2- carbonsaeureamide, verfahren zu ihrer herstellung und pharmazeutische zusammensetzungen

Publications (2)

Publication Number Publication Date
PL257602A1 PL257602A1 (en) 1987-05-04
PL144948B1 true PL144948B1 (en) 1988-07-30

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ID=6260695

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Application Number Title Priority Date Filing Date
PL1986257602A PL144948B1 (en) 1985-01-25 1986-01-23 Method of obtaining novel thienotriazolo-1,4-diazepin-2-carboxylamides

Country Status (28)

Country Link
US (3) US4968794A (pl)
EP (1) EP0194416B1 (pl)
JP (2) JPH0633278B2 (pl)
KR (1) KR920010711B1 (pl)
AT (1) ATE42556T1 (pl)
AU (1) AU584663B2 (pl)
CA (1) CA1269373A (pl)
CS (1) CS254992B2 (pl)
CZ (1) CZ410791A3 (pl)
DD (3) DD265799A5 (pl)
DE (2) DE3502392A1 (pl)
DK (2) DK165323C (pl)
ES (3) ES8704949A1 (pl)
FI (1) FI86851C (pl)
GR (1) GR860189B (pl)
HK (1) HK75792A (pl)
HU (2) HU195821B (pl)
IE (1) IE58728B1 (pl)
IL (1) IL77702A (pl)
MX (1) MX9203258A (pl)
NO (2) NO164029C (pl)
NZ (1) NZ214926A (pl)
PL (1) PL144948B1 (pl)
PT (1) PT81898B (pl)
SG (1) SG44292G (pl)
SU (1) SU1402265A3 (pl)
YU (2) YU44280B (pl)
ZA (1) ZA86542B (pl)

Families Citing this family (40)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3502392A1 (de) * 1985-01-25 1986-07-31 Boehringer Ingelheim KG, 6507 Ingelheim Neue thieno-triazolo-1,4-diazepino-2- carbonsaeureamide, verfahren zu ihrer herstellung und pharmazeutische zusammensetzungen
ES2037013T3 (es) * 1986-01-21 1993-06-16 Boehringer Ingelheim Kg Procedimiento para preparar tieno-1,4-diazepinas.
DE3610848A1 (de) * 1986-04-01 1987-10-15 Boehringer Ingelheim Kg Neue 1,4-diazepine
PH30676A (en) * 1986-07-22 1997-09-16 Boehringer Ingelhein Kg Hetrazepine compounds which have useful pharmaceutical utility
DE3745135C2 (de) * 1986-10-21 1999-05-12 Korth Ruth Verwendung von hydrophilen Triazolothieno-diazepinen zur Behandlung von Arteriosklerose
EP0268242B1 (en) * 1986-11-17 1992-03-18 Yoshitomi Pharmaceutical Industries, Ltd. Paf-antagonistic thienotriazolodiazepine compounds and pharmaceutical uses thereof
DE3725130C2 (de) * 1987-07-29 1996-12-12 Boehringer Ingelheim Kg Tritium-oder ·1··4·C-markiertes 4-(2-Chlorphenyl)-9-methyl-2-[3-(4-morpholinyl)-3-propanon-1-yl]-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin, Verfahren zu deren Herstellung und deren Verwendung als Radiorezeptorassay sowie zu diagnostischen Zwecken
US5895785A (en) * 1987-10-20 1999-04-20 Ruth Korth Treatment and prevention of disorders mediated by LA-paf or endothelial cells
US4959361A (en) * 1987-12-18 1990-09-25 Hoffmann-La Roche Inc. Triazolo(4,3-A)(1,4)benzodiazepines and thieno (3,2-F)(1,2,4)triazolo(4,3-A)(1,4)diazepine compounds which have useful activity as platelet activating factor (PAF) antagonists
CA1324863C (en) * 1988-01-30 1993-11-30 Minoru Moriwaki Thienotriazolodiazepine compounds and pharmaceutical uses thereof
EP0338993A1 (en) * 1988-04-21 1989-10-25 Sandoz Ag 6-Aryl-substituted-4h-thieno[2,3-e][1,2,4]triazolo [3,4-c][1,4]diazepines
JPH0655673B2 (ja) * 1988-04-27 1994-07-27 シェリング・コーポレーション Paf拮抗薬‐抗ヒスタミン剤の組合せ及び使用方法
US5334592A (en) * 1988-04-27 1994-08-02 Schering Corporation Certain PAF antagonist antihistamine combinations and methods
CA1322367C (en) * 1988-05-17 1993-09-21 Yoshitomi Pharmaceutical Industries Ltd. Thienotriazolodiazepine compounds and pharmaceutical uses thereof
US5221671A (en) * 1988-10-31 1993-06-22 Eisai Co., Ltd. Triazolo-1,4-diazepine derivatives and their use in pharmaceuticals
US5468740A (en) * 1988-10-31 1995-11-21 Eisai Co., Ltd. 1,4-diazepine derivative and its pharmaceutical use
RU2117670C1 (ru) * 1988-10-31 1998-08-20 Эйсай Ко., Лтд. Производные триазоло[1,4]диазепина и способы их получения
FI95708C (fi) 1988-10-31 1996-03-11 Eisai Co Ltd Analogiamenetelmä 1,4-diatsepiinijohdannaisen ja sen farmaseuttisesti sopivan suolan valmistamiseksi
US5304553A (en) * 1988-10-31 1994-04-19 Eisai Co., Ltd. 1,4-diazepine derivative and its pharmaceutical use
US5382579A (en) * 1988-10-31 1995-01-17 Eisai Co., Ltd. Triazolo-1,4-diazepine derivatives and their use in pharmaceuticals
EP0387613A1 (de) * 1989-03-03 1990-09-19 Boehringer Ingelheim Kg Neue Thienodiazepine
DE4010528A1 (de) * 1990-04-02 1991-10-17 Boehringer Ingelheim Kg Praeparativ chromatographisches trennverfahren zur herstellung enantiomerenreiner hetrazepine
CA2083611A1 (en) * 1990-05-31 1991-12-01 David Frederick Woodward Use of platelet activating factor antagonists as anti-pruritic agents
DE4027470A1 (de) * 1990-08-30 1992-03-05 Boehringer Ingelheim Kg Neue hetrazepinoide amide
DE4128579A1 (de) * 1991-08-28 1993-03-04 Boehringer Ingelheim Kg Verwendung von 4-(2-chlorphenyl)-9-methyl-2-(3(4-morpholinyl)-3-propanon-1-y1)-6h-thieno-(3,2-f)(1,2,4)triazolo(4,3-a)(1,4)diazepin zur behandlung der allergischen rhinitis
DE69133083C5 (de) * 1991-11-04 2007-05-31 Korth, Ruth-Maria, Dr.med. Behandlung und Vorbeugung von erhöhten Lyso-PAF-Spiegel mediierten mentalen Erkrankungen mit PAF-Antagonisten
TW219935B (pl) * 1991-12-25 1994-02-01 Mitsubishi Chemicals Co Ltd
DE4200619A1 (de) * 1992-01-13 1993-07-15 Boehringer Ingelheim Kg Verwendung von 4-(2-chlorphenyl)-9-methyl-2-/3(4-morpholinyl)-3-propanon-1-yl/-6h-thieno-/3,2-f//1,2,4/ triazolo/4,3-a//1,4/diazepin zur behandlung der dysmenorrhes
GB9207645D0 (en) * 1992-04-08 1992-05-27 Smithkline Beecham Corp Methods
EP0656004A1 (en) * 1992-08-20 1995-06-07 Cytomed, Inc. Dual functional anti-inflammatory and immunosuppressive agents
US5288514A (en) * 1992-09-14 1994-02-22 The Regents Of The University Of California Solid phase and combinatorial synthesis of benzodiazepine compounds on a solid support
US5302590A (en) * 1992-12-18 1994-04-12 Hoffmann-La Roche Inc. Compounds useful as dual antagonists of platelet activating factor and leukotriene D4
CA2202985A1 (en) * 1994-11-08 1996-05-17 Haruhiko Makino Thienopyridine or thienopyrimidine derivatives and their use
WO1998058930A1 (fr) 1997-06-25 1998-12-30 Nikken Chemicals Co., Ltd. Composes de triazolo-1,4-diazepine et composition medicinale les contenant
AP2501A (en) 2003-05-30 2012-10-22 Ranbaxy Lab Ltd Substituted pyrrole derivatives
US7223167B2 (en) * 2005-04-01 2007-05-29 Cnh America Llc Anti-wind wiper with adjustable extension
EP1948599A1 (en) 2005-11-08 2008-07-30 Ranbaxy Laboratories Limited Process for (3r, 5r)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4- [(4-hydroxy methyl phenyl amino) carbonyl]-pyrrol-1-yl]-3, 5-dihydroxy-heptanoic acid hemi calcium salt
US9638493B2 (en) 2011-11-26 2017-05-02 Orval E. Bowman Pointing devices, apparatus, systems and methods for high shock environments
WO2022101377A1 (en) 2020-11-16 2022-05-19 Boehringer Ingelheim International Gmbh Cyclopentathiophene carboxamide derivatives as platelet activating factor receptor antagonists
CN118414340A (zh) 2021-12-22 2024-07-30 勃林格殷格翰国际有限公司 作为血小板活化因子受体拮抗剂的环戊烷并噻吩甲酰胺衍生物

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PH12303A (en) * 1973-02-08 1979-01-16 Hoffmann La Roche Thienotriazolodiazepine derivatives
DE2503235A1 (de) * 1975-01-27 1976-07-29 Boehringer Sohn Ingelheim Neues verfahren zur herstellung von 8-brom-thieno-triazolo-1,4-diazepinen
US4201712A (en) * 1975-07-16 1980-05-06 Boehringer Ingelheim Gmbh Process for preparation of 6-aryl-4H-s-triazolo-[3,4-c]-thieno-[2,3-e]-1,4-diazepines
AU518438B2 (en) * 1978-04-26 1981-10-01 Boehringer Ingelheim International Gmbh Substituted 6-aryl-4h-s-triazolo-3,4-c-thieno-2,3-e-1,4-diazepines
AU520063B2 (en) * 1978-07-13 1982-01-14 Boehringer Ingelheim International Gmbh Substituted 4h-s-triazolo(3,4-c)thieno(2,3-e)1,4-diazepines
DE3435973A1 (de) * 1984-10-01 1986-04-10 Boehringer Ingelheim KG, 6507 Ingelheim Diazepine enthaltende pharmazeutische zusammensetzungen mit paf-antagonistischer wirkung
DE3502392A1 (de) * 1985-01-25 1986-07-31 Boehringer Ingelheim KG, 6507 Ingelheim Neue thieno-triazolo-1,4-diazepino-2- carbonsaeureamide, verfahren zu ihrer herstellung und pharmazeutische zusammensetzungen
ES2037013T3 (es) * 1986-01-21 1993-06-16 Boehringer Ingelheim Kg Procedimiento para preparar tieno-1,4-diazepinas.
WO1988009333A1 (en) * 1987-05-28 1988-12-01 Yoshitomi Pharmaceutical Industries, Ltd. Thieno(triazolo)diazepine compound and medicinal application of the same
US4959361A (en) * 1987-12-18 1990-09-25 Hoffmann-La Roche Inc. Triazolo(4,3-A)(1,4)benzodiazepines and thieno (3,2-F)(1,2,4)triazolo(4,3-A)(1,4)diazepine compounds which have useful activity as platelet activating factor (PAF) antagonists
US4914096A (en) * 1988-04-21 1990-04-03 Sandoz Pharmaceuticals Corp. 6-aryl-substituted-4H-thieno(2,3-e)(1,2,4)triazolo(3,4-c)(1,4)diazepines

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Publication number Publication date
IE58728B1 (en) 1993-11-03
IL77702A (en) 1989-02-28
YU44280B (en) 1990-04-30
DD265899A5 (de) 1989-03-15
NO894640L (no) 1986-07-28
DE3502392A1 (de) 1986-07-31
ES551198A0 (es) 1987-04-16
HK75792A (en) 1992-10-09
DD263063A5 (de) 1988-12-21
KR860005822A (ko) 1986-08-13
HU193624B (en) 1987-11-30
DK46292A (da) 1992-04-06
IE860209L (en) 1986-07-25
NO166646C (no) 1991-08-21
HUT40441A (en) 1986-12-28
KR920010711B1 (ko) 1992-12-14
NO166646B (no) 1991-05-13
SU1402265A3 (ru) 1988-06-07
NZ214926A (en) 1989-04-26
ES557344A0 (es) 1988-07-16
ZA86542B (en) 1987-09-30
YU46049B (sh) 1992-12-21
ES8704949A1 (es) 1987-04-16
EP0194416A1 (de) 1986-09-17
DD265799A5 (de) 1989-03-15
CA1269373A (en) 1990-05-22
YU79987A (en) 1988-06-30
FI860296A (fi) 1986-07-26
EP0194416B1 (de) 1989-04-26
NO164029C (no) 1990-08-22
AU5272886A (en) 1986-07-31
NO894640D0 (no) 1989-11-22
ES557343A0 (es) 1988-06-01
FI86851B (fi) 1992-07-15
PL257602A1 (en) 1987-05-04
US5155103A (en) 1992-10-13
DE3663028D1 (en) 1989-06-01
AU584663B2 (en) 1989-06-01
SG44292G (en) 1992-09-04
ES8802426A1 (es) 1988-06-01
PT81898A (de) 1986-02-01
DK165323B (da) 1992-11-09
US4968794A (en) 1990-11-06
JPH0651704B2 (ja) 1994-07-06
JPH02191281A (ja) 1990-07-27
ES8802523A1 (es) 1988-07-16
YU7886A (en) 1987-10-31
ATE42556T1 (de) 1989-05-15
DK46292D0 (da) 1992-04-06
JPH0633278B2 (ja) 1994-05-02
CZ410791A3 (en) 1993-04-14
DK165323C (da) 1993-03-29
MX9203258A (es) 1992-07-01
JPS61176591A (ja) 1986-08-08
DK36786A (da) 1986-07-26
DK36786D0 (da) 1986-01-24
US5082839A (en) 1992-01-21
NO855260L (no) 1986-07-28
FI86851C (fi) 1992-10-26
HU195821B (en) 1988-07-28
GR860189B (en) 1986-05-26
NO164029B (no) 1990-05-14
CS254992B2 (en) 1988-02-15
FI860296A0 (fi) 1986-01-22
PT81898B (pt) 1988-05-27

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