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US5082839A Expired / Lapsed US ⏱️ 0.0 years remaining

Thieno-triazolo-1,4-diazepino-2-carboxylic acid amides

Assignee: Boehringer Ingelheim GmbH
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Filing: 1990-06-15
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Granted: 1992-01-21
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Expires: 2010-06-15
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Abstract

Abstract The invention relates to new thieno-triazolo-1,4-diazepino-2-carboxylic acid amides of formula I ##STR1## wherein R 1 represents hydrogen, a C 1-C 4 straight-chained or branched alkyl which can optionally be substituted by halogen, preferably C1 or Br, or by hydroxy, cyclopropyl, C 1 -C 3 alkoxy, preferably methoxy, or halogen, preferably chlorine or bromine; R 2 and R 3 , each independently, represent hydrogen, a C 1 -C 4 straight-chained or branched alkyl, C 1 -C 4 hydroxyalkyl or the two groups R 2 and R 3 together with the nitrogen atom represent a 5-, 6- or 7-membered ring which optionally contains a nitrogen, oxygen or sulfur atom as a further heteroatom, the second nitrogen atom optionally being substituted by a C 1 -C 4 alkyl, preferably a methyl group; R 4 represents alpha-pyridyl or a phenyl in which the phenyl ring can be substituted preferably in the 2-position, by methyl, halogen, preferably chlorine or bromine, nitro or trifluoromethyl; n represents one of the numbers 0, 1, 2, 3, 4, 5, 6, 7 or 8; and novel intermediates therefor. The compounds of formula I are useful in the treatment of pathological conditions and diseases in which platelet activating factor is implicated.

Inventors

  • 👤 Karl-Heinz Weber
  • 👤 Albrecht Harreus
  • 👤 Jorge Casals-Stenzel
  • 👤 Gojko Muacevic
  • 👤 Wolfgang Troger
  • 👤 Gerhard Walther

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 02:30
CPC Classifications
C; C07; C07D; C07D495/00; C07D495/02; C07D495/04; A; A61; A61P; A61P11/00; A61P11/08; A61P29/00; A61P37/00; A61P37/08; A61P7/00; A61P7/02; A61P9/00; A61P9/02; C07D333/00; C07D333/02; C07D333/04; C07D333/26; C07D333/30; C07D333/36; C07D495/12; C07D495/14

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 156 words
Thieno-triazolo-1,4-diazepino-2-carboxylic acid amides having the formula ##STR34## wherein R 1 represents hydrogen, a C 1 -C 4 straight-chained or branched alkyl group which can optionally be substituted by halogen or hydroxy, cyclopropyl, C 1 -C 3 alkoxy, or halogen: R 2 and R 3 , each independently, represent hydrogen, a C 1 -C 4 straight-chained or branched alkyl or hydroxyalkyl group or both groups R 2 and R 3 together with the nitrogen atom represent a 5-, 6- or 7-membered ring which optionally contains a nitrogen, oxygen or sulphur atom as a further heteroatom, the second nitrogen atom optionally being substituted by a C 1 -C 4 alkyl group: R 4 represents alpha-pyridyl or a phenyl, in which the phenyl ring can be substituted in the 2-position or in the 2- and 6-positions by methyl, halogen, nitro or trifluoromethyl; and n represents one of the numbers 0, 1, 2, 3, 4, 5, 6, 7 or 8.
Claim 2
Dependent Claim 156 words
Thieno-triazolo-1,4-diazepino-2-carboxylic acid amides having the formula ##STR34## wherein R 1 represents hydrogen, a C 1 -C 4 straight-chained or branched alkyl group which can optionally be substituted by halogen or hydroxy, cyclopropyl, C 1 -C 3 alkoxy, or halogen: R 2 and R 3 , each independently, represent hydrogen, a C 1 -C 4 straight-chained or branched alkyl or hydroxyalkyl group or both groups R 2 and R 3 together with the nitrogen atom represent a 5-, 6- or 7-membered ring which optionally contains a nitrogen, oxygen or sulphur atom as a further heteroatom, the second nitrogen atom optionally being substituted by a C 1 -C 4 alkyl group: R 4 represents alpha-pyridyl or a phenyl, in which the phenyl ring can be substituted in the 2-position or in the 2- and 6-positions by methyl, halogen, nitro or trifluoromethyl; and n represents one of the numbers 0, 1, 2, 3, 4, 5, 6, 7 or 8.
Claim 3
Dependent Claim 23 words
Thieno-triazolo-1,4-diazepino-2-carboxylic acid amides of claim 1, wherein R 4 represents phenyl, 2-chlorophenyl or 2-bromophenyl and n represents the number 1, 2 or 3.
Claim 4
Dependent Claim 59 words
Thieno-triazolo-1,4-diazepino-2-carboxylic acid amides of claim 1, wherein R 1 represents hydrogen, a C 1 -C 4 straight-chained or branched alkyl group, cyclopropyl, methoxy, chlorine or bromine; R 2 and R 3 each independently represent hydrogen, methyl, ethyl, hydroxyethyl or together with a nitrogen atom they represent morpholine; R 4 represents 2-chlorophenyl or 2-bromophenyl; and n represents the number 2.
Claim 5
Dependent Claim 3 words
2-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]-triazolo[4,3-a][1,4]diazepin-2-yl]-ethane-1-carboxylic acid morpholide.
Claim 6
Dependent Claim 3 words
2-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]-triazolo[4,3-a][1,4]diazepin-2-yl]-ethane-1-carboxylic acid morpholide.
Claim 7
Dependent Claim 3 words
2-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]-triazolo[4,3-a][1,4]diazepin-2-yl]-ethane-1-carboxylic acid diethylamide.
Claim 8
Dependent Claim 3 words
2-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]-triazolo[4,3-a][1,4]diazepin-2-yl]-ethane-1-carboxylic acid diethylamide.
Claim 9
Dependent Claim 25 words
A platelet activating factor antagonistic pharmaceutical composition comprising a platelet-activating factor antagonistic amount of a compound of claim 1 and a nontoxic, pharmaceutically acceptable carrier.
Claim 10
Dependent Claim 35 words
A method of treating an individual afflicted with a pathological condition in which platelet activating factor is implicated which comprises administering to the individual so-afflicted a therapeutically effective dose of a compound of claim 1.

References Cited (Backward Citations)

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US4201712A Cited
US4621083A Cited
US4968794A Cited
US4900729A Cited
US4960770A Cited
US4959361A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-01-20 1995-07-22 1996-01-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-01-20 1999-07-22 2000-01-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-01-20 2003-07-22 2004-01-21 $7700.00 Window Closed / Lapsed

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