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EP0028833A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Imidazole derivatives, their production and use

Assignee: Takeda Pharmaceutical Co Ltd
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Filing: 1980-11-08
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Granted: —
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Expires: 2000-11-08
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Abstract

Abstract Novel imidazole derivatives of the formula: wherein R 1 is lower alkyl or, phenyl-C 1-2 alkyl which may be substituted with halogen or nitro; R 2 is lower alkyl, cycloalkyl or, phenyl which may be substituted with halogen, lower alkyl, lower alkoxyl or di (lower alkyl) amino, one of R 3 and R 4 is of the formula: -(CH 2 ) n ,-COR 5 in the formula R 5 is amino, lower alkoxyl or hydroxyl and n is integer of 0,1 or 2, and the other is hydrogen or halogen; provided that R 1 is lower alkyl or phenethyl when R 3 is halogen, n is 1 and R' is lower alkoxyl or hydroxyl, and their salts have hypotensive activity.

Inventors

  • 👤 Rurukawa Yoshiyasu
  • 👤 Kishimoto Shoji
  • 👤 Nishikawa Kohei

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-31 09:16
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/54; C07D233/64; A; A61; A61P; A61P9/00; A61P9/12; C07D233/66; C07D233/90

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 116 words
A compound of the formula: wherein R 1 is lower alkyl or, phenyl-C l-2 alkyl which may be substituted with halogen or nitro; R 2 is lower alkyl, cycloalkyl or, phenyl which may be substituted with halogen, lower alkyl, lower alkoxyl or di(lower alkyl)amino, one of R 3 and R 4 is of the formula: -(CH 2 ) n -COR 5 in the formula R 5 is amino, lower alkoxyl or hydroxyl and n is integer of 0, 1 or 2, and the other is hydrogen or halogen; provided that R 1 is lower alkyl or phenethyl when R 3 is halogen, n is 1 and R 5 is lower alkoxyl or hydroxyl, or its salt.
Claim 2
Dependent Claim 116 words
A compound of the formula: wherein R 1 is lower alkyl or, phenyl-C l-2 alkyl which may be substituted with halogen or nitro; R 2 is lower alkyl, cycloalkyl or, phenyl which may be substituted with halogen, lower alkyl, lower alkoxyl or di(lower alkyl)amino, one of R 3 and R 4 is of the formula: -(CH 2 ) n -COR 5 in the formula R 5 is amino, lower alkoxyl or hydroxyl and n is integer of 0, 1 or 2, and the other is hydrogen or halogen; provided that R 1 is lower alkyl or phenethyl when R 3 is halogen, n is 1 and R 5 is lower alkoxyl or hydroxyl, or its salt.
Claim 3
Dependent Claim 21 words
A compound according to claim 1, wherein R is lower alkyl, or phenethyl which may be substituted with halogen or nitro.
Claim 4
Dependent Claim 24 words
A compound according to claim 1, wherein R 3 is hydrogen and R 4 is of the formula - CH 2 -COR 5 .
Claim 5
Dependent Claim 22 words
A compound according to claim 1, wherein R 3 is of the formula -CH 2 -COR 5 and R 4 is halogen.
Claim 6
Dependent Claim 21 words
A compound according to claim 3 or 4 wherein R 1 is benzyl which may be substituted with halogen or nitro.
Claim 7
Dependent Claim 11 words
A compound according to claim 1, wherein R 5 is amino.
Claim 8
Dependent Claim 11 words
A compound according to claim 1, wherein R 5 is hydroxyl.
Claim 9
Dependent Claim 13 words
A compound according to claim 1, wherein R 5 is C 1-3 alkoxyl.
Claim 10
Dependent Claim 11 words
A compound according to claim 1, said compound being 1-benzyl-5-chloro-2-phenylimidazole-4-acetic acid.
Claim 11
Dependent Claim 11 words
A compound according to claim 1, said compound being 1-benzyl-2-n-butyl-5-chloroimidazole-4-acetic acid.
Claim 12
Dependent Claim 11 words
A compound according to claim 1, said compound being methyl 1-(4-nitrobenzyl)-2-phenylimidazole-5-acetate.
Claim 13
Dependent Claim 73 words
A method for producing a compound as claimed in any one of claims 1 to 10 which comprises solvolyzing a compound of the formula: wherein R 1 and R 2 have the same meanings as defined in claim 1; one of R 3' and R 4' is of the formula: -(CH 2 ) n -CN in the formula n is integer of 0, 1 or 2, and the other is hydrogen or halogen.
Claim 14
Dependent Claim 30 words
A pharmaceutical composition which contains an effective amount of a compound as claimed in any one of claim 1 to 10 and a pharmaceutically acceptable carrier, vehicle or diluent therefor.
Claim 15
Dependent Claim 22 words
A compound as claimed in any one of claims 1 to 10 for the use of producing hypotensive activity in a mammal.

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