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EP0303506A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Indole derivatives

Assignee: Glaxo Group Ltd
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Filing: 1988-08-12
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Granted: —
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Expires: 2008-08-12
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Abstract

Abstract Compounds are disclosed of formula (I) wherein R₁ represents H or C₁₋₆ alkyl; R₂ represents H, C₁₋6 alkyl, C₃₋₇ cycloalkyl, C₃₋₆ alkenyl, phenyl or phen(C₁₋₃)alkyl in which the phenyl ring is optionally substituted by halogen, C₁₋₄ alkoxy, hydroxy or C₁₋₃ alkyl; R₃ represents H, C₁₋₃ alkyl, -CO₂R₅, -COR₅, -COCO₂R₅ or -CONHR₅ where R₅ represents H, C₁₋₄ alkyl, C₃₋₇ cycloalkyl, C₂₋₄ alkenyl, aryl or ar(C₁₋₄)alkyl in which the aryl group is optionally substituted by halogen, C₁₋₄ alkoxy, C₁₋₄ alkyl or hydroxy) (provided that where R₃ represents -CO₂R₅, R₅ is other than H); R₄ represents H, C₁₋₃ alkyl, C₃₋₆ alkenyl, phenyl or phen(C₁₋₃)alkyl; A-B represents CH-CH₂- or C=CH- D represents -CO- or -SO₂- n represents 0, 1-5; provided that when D represents -SO₂, n is 2, R₃ represents H and R₄ represents H or C₁₋₃ alkyl, R₂ is other than H or C₁₋₆ alkyl; and pharmaceutically acceptable salts and solvates (for example hydrates) thereof. The compounds are indicated as useful for the treatment of migraine, cluster headache, chronic paroxysmal hemicrania and headache associated with vascular disorders. Processes and intermediates for their preparation and pharmaceutical compositions containing them are also disclosed.

Inventors

  • 👤 Alexander William Oxford
  • 👤 Ian Harold Coates
  • 👤 Darko Butina

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-08 21:42
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; A; A61; A61P; A61P25/00; A61P25/04; A61P25/06

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 221 words
A compound of formula (I) wherein R₁ represents a hydrogen atom or a C₁₋₆ alkyl group; R₂ represents a hydrogen atom, a C₁₋₆ alkyl group, a C₃₋₇ cycloalkyl group, a C₃₋₆ alkenyl group, or a phenyl or phen(C₁₋₃)alkyl group in which the phenyl ring is optionally substituted by a halogen atom, a C₁₋₄ alkoxy group, a hydroxy group or a C₁₋₃ alkyl group; R₃ represents a hydrogen atom, a C₁₋₃ alkyl group or a group -CO₂R₅, -COR₅, -COCO₂R₅ or -CONHR₅ where R₅ represents a hydrogen atom, a C₁₋₄ alkyl group, a C₃₋₇ cycloalkyl group, a C₂₋₄ alkenyl group or an aryl or ar(C₁₋₄)alkyl group in which the aryl group may be unsubstituted or substituted by a halogen atom, a C₁₋₄ alkoxy group, a C₁₋₄ alkyl group or a hydroxy group (provided that when R₃ represents -CO₂R₅, R₅ is other than hydrogen) R₄ represents a hydrogen atom, a C₁₋₃ alkyl group, a C₃₋₆ alkenyl group, a phenyl group or a phen(C₁₋₃)alkyl group; A-B represents the group CH-CH₂- or C=CH-; D represents the group -CO- or -SO₂-; n represents zero or an integer from 1 to 5; and pharmaceutically acceptable salts or solvates thereof provided that when D represents the group -SO₂-, n is 2, R₃ is hydrogen and R₄ is hydrogen or C₁₋₃ alkyl, R₂ is other than hydrogen or C₁₋₆ alkyl.
Claim 2
Dependent Claim 221 words
A compound of formula (I) wherein R₁ represents a hydrogen atom or a C₁₋₆ alkyl group; R₂ represents a hydrogen atom, a C₁₋₆ alkyl group, a C₃₋₇ cycloalkyl group, a C₃₋₆ alkenyl group, or a phenyl or phen(C₁₋₃)alkyl group in which the phenyl ring is optionally substituted by a halogen atom, a C₁₋₄ alkoxy group, a hydroxy group or a C₁₋₃ alkyl group; R₃ represents a hydrogen atom, a C₁₋₃ alkyl group or a group -CO₂R₅, -COR₅, -COCO₂R₅ or -CONHR₅ where R₅ represents a hydrogen atom, a C₁₋₄ alkyl group, a C₃₋₇ cycloalkyl group, a C₂₋₄ alkenyl group or an aryl or ar(C₁₋₄)alkyl group in which the aryl group may be unsubstituted or substituted by a halogen atom, a C₁₋₄ alkoxy group, a C₁₋₄ alkyl group or a hydroxy group (provided that when R₃ represents -CO₂R₅, R₅ is other than hydrogen) R₄ represents a hydrogen atom, a C₁₋₃ alkyl group, a C₃₋₆ alkenyl group, a phenyl group or a phen(C₁₋₃)alkyl group; A-B represents the group CH-CH₂- or C=CH-; D represents the group -CO- or -SO₂-; n represents zero or an integer from 1 to 5; and pharmaceutically acceptable salts or solvates thereof provided that when D represents the group -SO₂-, n is 2, R₃ is hydrogen and R₄ is hydrogen or C₁₋₃ alkyl, R₂ is other than hydrogen or C₁₋₆ alkyl.
Claim 3
Dependent Claim 16 words
A compound according to Claim 1 wherein, in the formula (I), D represents the group -SO₂-.
Claim 4
Dependent Claim 20 words
A compound according to any of Claims 1 to 2 wherein, in the formula (I), A-B represents the group -CH-CH₂.
Claim 5
Dependent Claim 24 words
A compound according to any of Claims 1 to 3 wherein, in the formula (I), R₁ represents a hydrogen atom a C₁₋₃ alkyl group.
Claim 6
Dependent Claim 25 words
A compound according to any of Claims 1 to 5 wherein, in the formula (I), R₂ represents a hydrogen atom or a C₁₋₃ alkyl group.
Claim 7
Dependent Claim 20 words
A compound according to any of Claims 1 to 5 wherein, in the formula (I), R₃ represents a hydrogen atom.
Claim 8
Dependent Claim 21 words
A compound according to any of Claims 1 to 6 wherein, in the formula (I), R₄ represents a C₁₋₃ alkyl group.
Claim 9
Dependent Claim 21 words
A compound according to any of Claims 1 to 7 wherein, in the formula (I) n represents 0, 1 or 2.
Claim 10
Dependent Claim 53 words
A compound of formula (Ia) wherein R 1a represents a hydrogen atom or a C₁₋₆alkyl group; R 2a represents a hydrogen atom or a C₁₋₆alkyl group; R 3a represents a hydrogen atom or a C₁₋₃alkyl group; R 4a represents a hydrogen atom or a C₁₋₃alkyl group; and pharmaceutically acceptable salts and solvates thereof.
Claim 11
Dependent Claim 53 words
A compound of formula (Ia) wherein R 1a represents a hydrogen atom or a C₁₋₆alkyl group; R 2a represents a hydrogen atom or a C₁₋₆alkyl group; R 3a represents a hydrogen atom or a C₁₋₃alkyl group; R 4a represents a hydrogen atom or a C₁₋₃alkyl group; and pharmaceutically acceptable salts and solvates thereof.
Claim 12
Dependent Claim 14 words
A compound according to any of Claims 1 to 9 for use in therapy.
Claim 13
Dependent Claim 36 words
A pharmaceutical composition which comprises of at least one compound of formula (I) as defined in Claim 1 or a pharmaceutically acceptable salt or solvate thereof together with one or more pharmaceutically acceptable carriers or excipients.

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