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EP0303507A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Indole derivatives

Assignee: Glaxo Group Ltd
•
Filing: 1988-08-12
•
Granted: —
•
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 or C₁₋₆ alkyl; R₃ represents H; R₄ represents H or C₁₋₃ 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
  • 👤 Darko Butina
  • 👤 Martin Richard Owen

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-07 15:20
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/435; A61K31/44; A61K31/445; A61P; A61P25/00; A61P25/04; A61P25/06; A61P43/00; A61P9/00

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 51 words
A compound of formula (I) wherein R₁ represents a hydrogen atom or a C₁₋₆ alkyl group; R₂ represents a hydrogen atom or a C₁₋₆ alkyl group; R₃ represents a hydrogen atom or a C₁₋₃; R₄ represents a hydrogen atom or a C₁₋₃ alkyl group; and pharmaceutically acceptable salts and solvates thereof.
Claim 2
Dependent Claim 51 words
A compound of formula (I) wherein R₁ represents a hydrogen atom or a C₁₋₆ alkyl group; R₂ represents a hydrogen atom or a C₁₋₆ alkyl group; R₃ represents a hydrogen atom or a C₁₋₃; R₄ represents a hydrogen atom or a C₁₋₃ alkyl group; and pharmaceutically acceptable salts and solvates thereof.
Claim 3
Dependent Claim 17 words
A compound according to Claim 1 wherein R₁ represents a hydrogen atom or a C₁₋₃ alkyl group.
Claim 4
Dependent Claim 19 words
A compound according to Claim 1 or 2 wherein R₂ represents a hydrogen atom or a C₁₋₃ alkyl group.
Claim 5
Dependent Claim 17 words
A compound according to any of Claims 1 to 3 wherein R₂ represent a C₁₋₃ alkyl group.
Claim 6
Dependent Claim 17 words
A compound according to any of Claims 1 to 4 wherein R₄ represents a C₁₋₃ alkyl group.
Claim 7
Dependent Claim 10 words
N-methyl-3-(1-methyl-4-piperidinyl)-1 H -indole-5-­ethanesulphonamide and pharmaceutically acceptable salts and solvates thereof.
Claim 8
Dependent Claim 10 words
N-methyl-3-(1-methyl-4-piperidinyl)-1 H -indole-5-­ethanesulphonamide and pharmaceutically acceptable salts and solvates thereof.
Claim 9
Dependent Claim 10 words
N,N-Dimethyl-3-(1-methyl-4-piperidinyl)-1 H -indole-5-­ethanesulphonamide and pharmaceutically acceptable salts and solvates thereof.
Claim 10
Dependent Claim 10 words
N,N-Dimethyl-3-(1-methyl-4-piperidinyl)-1 H -indole-5-­ethanesulphonamide and pharmaceutically acceptable salts and solvates thereof.
Claim 11
Dependent Claim 10 words
N-Ethyl-3-(4-piperidinyl)-1 H -indole-5-ethanesulphonamide and pharmaceutically acceptable salts and solvates thereof.
Claim 12
Dependent Claim 10 words
N-Ethyl-3-(4-piperidinyl)-1 H -indole-5-ethanesulphonamide and pharmaceutically acceptable salts and solvates thereof.
Claim 13
Dependent Claim 10 words
N-Methyl-3-(4-piperidinyl)-1 H -indole-5-ethanesulphonamide and pharmaceutically acceptable salts and solvates thereof.
Claim 14
Dependent Claim 10 words
N-Methyl-3-(4-piperidinyl)-1 H -indole-5-ethanesulphonamide and pharmaceutically acceptable salts and solvates thereof.
Claim 15
Dependent Claim 11 words
10 3-(1-Methyl-4-piperidinyl)-1 H -indole-5-ethanesulphonamide and pharmaceutically acceptable salts and solvates thereof.
Claim 16
Dependent Claim 11 words
10 3-(1-Methyl-4-piperidinyl)-1 H -indole-5-ethanesulphonamide and pharmaceutically acceptable salts and solvates thereof.
Claim 17
Dependent Claim 14 words
A compound according to any of Claims 1 to 10 for use in therapy.
Claim 18
Dependent Claim 30 words
The use of a compound according to any of Claims 1 to 10 in the preparation of a medicament for use in the treatment of conditions associated with cephalic pain.
Claim 19
Dependent Claim 44 words
The use of a compound according to any of Claims 1 to 10 in the preparation of a medicament for use in the treatment of migraine cluster headache, chronic paroxysmal hemicrania or headache associated with vascular disorders and in alleviating the symptoms associated therewith.
Claim 20
Dependent Claim 35 words
A pharmaceutical composition which comprises 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.
Claim 21
Dependent Claim 15 words
A pharmaceutical composition as claimed in Claim 14 adapted for oral, parenteral or intranasal administration.
Claim 22
Dependent Claim 23 words
A pharmaceutical composition according to Claim 13 or 14 which is formulated in unit dosage form comprising 0.1mg to 100mg of active ingredient.
Claim 23
Dependent Claim 246 words
A process for the preparation of a compound of formula (I) as defined in Claim 1 or a pharmaceutically acceptable salt or solvate thereof which comprises (A) reducing a compound of formula (II) wherein R₁, R₂, R₃ and R₄ are as defined in Claim 1. or (B) condensing an amine of formula R₁R₂NH (wherein R₁ and R₂ are as defined in Claim 1) with a compound of formula (V) (wherein R₃ and R₄ are as defined in Claim 1), or an acylating agent corresponding thereto or a salt or protected derivative thereof; or (C) cyclising a compound of formula (VI) wherein R₁, R₂, R₃ and R₄ are as defined in Claim 1; or (D) reducing a compound of formula (X) (wherein R₁, R₂, R₃ and R₄ are as defined in Claim 1). (E) subjecting another compound of formula (I) to an interconversion reaction, or (F) in order to prepare a compound of formula (I) in which R₂ represents a C₃₋₆ alkyl group reducing the corresponding compound in which R₂ represents a C₃₋₆ alkenyl group; or (G) subjecting a protected derivative of a compound of formula (I) or a salt thereof to reaction to remove the protecting group or groups; and if necessary or desired subjecting the compound resulting from any of steps (A) to (F) to one or two further reactions comprising: i) removing any protecting groups ii) converting a compound of formula (I) or a salt thereof into a pharmaceutically acceptable salt of solvate thereof.

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