GB1003292A - Improvements in or relating to 4-azathiaxanthene derivatives - Google Patents

Improvements in or relating to 4-azathiaxanthene derivatives

Info

Publication number
GB1003292A
GB1003292A GB4046361A GB4046361A GB1003292A GB 1003292 A GB1003292 A GB 1003292A GB 4046361 A GB4046361 A GB 4046361A GB 4046361 A GB4046361 A GB 4046361A GB 1003292 A GB1003292 A GB 1003292A
Authority
GB
United Kingdom
Prior art keywords
acid addition
substituted
formula
compound
hydrogen atom
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB4046361A
Inventor
Ernst Jucker
Anton Ebnoether
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sandoz Patent Ltd
Sandoz AG
Original Assignee
Sandoz Patent Ltd
Sandoz AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from CH1375760A external-priority patent/CH387638A/en
Application filed by Sandoz Patent Ltd, Sandoz AG filed Critical Sandoz Patent Ltd
Publication of GB1003292A publication Critical patent/GB1003292A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic 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
    • C07D495/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises cis, trans and cis-trans compounds of the general formula <FORM:1003292/C2/1> (wherein R1 represents a hydrogen atom, each of R2, R3, R6 and R7 represents a hydrogen atom or a methyl or ethyl radical and each of R4 and R5 represents a C1- 4 alkyl radical, or R4 and R5 together represent an alkylene radical containing 4 or 5 carbon atoms, which alkylene radical may have interposed an oxygen atom or a nitrogen atom substituted by a C1- 4 alkyl radical, with the proviso that when R5 represents a C1- 4 alkyl radical, two of the symbols R1, R2 and R3 may each represent a hydrogen atom and the third, together with R4, a straight chain alkylene radical containing from 2 to 4 carbon atoms, and with the further proviso that when the 9-substituent is heterocyclic the ring of which it consists or which forms part of it must be a 5-or 6-membered one) and acid addition salts thereof, pharmaceutical preparations containing them together with a carrier, and their preparation by removing the elements of water from a compound of the formula <FORM:1003292/C2/2> optionally followed by acid addition salt formation and/or separation into individual isomers. The starting material may be used in the form of an acid addition salt, and may be prepared by reacting a compound of the formula <FORM:1003292/C2/3> with a compound of the formula <FORM:1003292/C2/4> (wherein Hal represents a chlorine, bromine or iodine atom) and hydrolysing the product, optionally followed by acid addition salt formation. The alkyl-substituted 4-azathiaxanthones are prepared by condensing an appropriately substituted 5-cyano-6-chloro- or bromo-pyridine with an alkali metal thiophenate at an elevated temperature, hydrolysing the resulting substituted 5-cyano-6-phenylmercaptopyridine and cyclizing the product. The compounds of the invention have histamine - inhibiting, narcosis - potentiating and sedative properties; certain of them have adrenolytic or serotonin-antagonistic properties.
GB4046361A 1960-12-08 1961-11-13 Improvements in or relating to 4-azathiaxanthene derivatives Expired GB1003292A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1375760A CH387638A (en) 1960-12-08 1960-12-08 Process for the preparation of new heterocyclic compounds
CH1083561 1961-09-19

Publications (1)

Publication Number Publication Date
GB1003292A true GB1003292A (en) 1965-09-02

Family

ID=25707343

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4046361A Expired GB1003292A (en) 1960-12-08 1961-11-13 Improvements in or relating to 4-azathiaxanthene derivatives

Country Status (4)

Country Link
DE (1) DE1206437B (en)
ES (1) ES272728A1 (en)
GB (1) GB1003292A (en)
LU (1) LU40916A1 (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999037651A1 (en) * 1998-01-21 1999-07-29 Millenium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US6433165B1 (en) 1998-01-21 2002-08-13 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US6509346B2 (en) 1998-01-21 2003-01-21 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US6613905B1 (en) 1998-01-21 2003-09-02 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US7271176B2 (en) 1998-09-04 2007-09-18 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use thereof
US7541365B2 (en) 2001-11-21 2009-06-02 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US7732459B2 (en) 2002-11-13 2010-06-08 Millennium Pharmaceuticals, Inc. CCR1 antagonists and methods of use therefor

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999037651A1 (en) * 1998-01-21 1999-07-29 Millenium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US6329385B1 (en) 1998-01-21 2001-12-11 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US6433165B1 (en) 1998-01-21 2002-08-13 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US6509346B2 (en) 1998-01-21 2003-01-21 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US6613905B1 (en) 1998-01-21 2003-09-02 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US7271176B2 (en) 1998-09-04 2007-09-18 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use thereof
US7541365B2 (en) 2001-11-21 2009-06-02 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US8058287B2 (en) 2001-11-21 2011-11-15 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
US8653096B2 (en) 2001-11-21 2014-02-18 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use thereof
US9663537B2 (en) 2001-11-21 2017-05-30 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use
US7732459B2 (en) 2002-11-13 2010-06-08 Millennium Pharmaceuticals, Inc. CCR1 antagonists and methods of use therefor
US7977350B2 (en) 2002-11-13 2011-07-12 Millennium Pharmaceuticals, Inc. CCR1 antagonists and methods of use therefor
US8394817B2 (en) 2002-11-13 2013-03-12 Millennium Pharmaceuticals, Inc. CCR1 antagonists and methods of use therefor
US9334283B2 (en) 2002-11-13 2016-05-10 Millennium Pharmaceuticals, Inc. CCR1 antagonists and methods of use thereof

Also Published As

Publication number Publication date
LU40916A1 (en) 1962-06-06
ES272728A1 (en) 1962-07-01
DE1206437B (en) 1965-12-09

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