CA2011658A1 - New 1,7-annelated 1h-indole-2-carboxylic acid-n-(1,4-benzodiazepin-3-yl) amides - Google Patents

New 1,7-annelated 1h-indole-2-carboxylic acid-n-(1,4-benzodiazepin-3-yl) amides

Info

Publication number
CA2011658A1
CA2011658A1 CA2011658A CA2011658A CA2011658A1 CA 2011658 A1 CA2011658 A1 CA 2011658A1 CA 2011658 A CA2011658 A CA 2011658A CA 2011658 A CA2011658 A CA 2011658A CA 2011658 A1 CA2011658 A1 CA 2011658A1
Authority
CA
Canada
Prior art keywords
lower alkyl
represents hydrogen
halogen
carbon atoms
annelated
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.)
Granted
Application number
CA2011658A
Other languages
French (fr)
Other versions
CA2011658C (en
Inventor
Harald Waldeck
Werner Benson
Horst Zeugner
Klaus-Ullrich Wolf
Peter-Colin Gregory
Derk Hamminga
Ineke Van Wijngaarden
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.)
Abbott Products GmbH
Original Assignee
Individual
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
Application filed by Individual filed Critical Individual
Publication of CA2011658A1 publication Critical patent/CA2011658A1/en
Application granted granted Critical
Publication of CA2011658C publication Critical patent/CA2011658C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/06Peri-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/06Peri-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D513/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/06Peri-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Compounds corresponding to the formula I
(see above formula) in which R1 represents hydrogen, lower alkyl or cycloalkylalkyl with 4-7 carbon atoms, R2 represents hydrogen, halogen, lower alkyl, lower alkoxy or trifluoromethyl, and R3 represents hydrogen, halogen, lower alkyl or lower alkoxy, or R2 and R3 together denote an alkylenedioxy group, R4 represents cycloalkyl with 5 to 6 carbon atoms, thiophene or optionally substituted phenyl, R5 represents hydrogen or halogen, R6 represents hydrogen, halogen, lower alkyl, lower alkoxy or trifluoromethyl, and Z represents an alkylene chain with 2-4 carbon atoms, which can optionally be mono- or disubstituted by lower alkyl or onto which a 5-6-membered carbocyclic ring can optionally be fused, or represents an -X-CH2-CH2- chain, which have pharmacologically valuable properties, are described, together with a method for their preparation.
CA002011658A 1989-03-08 1990-03-07 New 1,7-annelated 1h-indole-2-carboxylic acid-n-(1,4-benzodiazepin-3-yl) amides Expired - Fee Related CA2011658C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3907389A DE3907389A1 (en) 1989-03-08 1989-03-08 Novel 1,7-fused 1H-indole-N-(5-alkyl-1,4-benzodiazepin-3-yl)-2-carboxamides
DEP3907389.0 1989-03-08

Publications (2)

Publication Number Publication Date
CA2011658A1 true CA2011658A1 (en) 1990-09-08
CA2011658C CA2011658C (en) 2000-05-16

Family

ID=6375778

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002011658A Expired - Fee Related CA2011658C (en) 1989-03-08 1990-03-07 New 1,7-annelated 1h-indole-2-carboxylic acid-n-(1,4-benzodiazepin-3-yl) amides

Country Status (4)

Country Link
CA (1) CA2011658C (en)
DD (1) DD292458A5 (en)
DE (1) DE3907389A1 (en)
ZA (1) ZA901671B (en)

Also Published As

Publication number Publication date
DD292458A5 (en) 1991-08-01
CA2011658C (en) 2000-05-16
ZA901671B (en) 1990-11-28
DE3907389A1 (en) 1990-09-13

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