Angiotensin II antagosist 1-biphenylmethylimidazole compounds and their therapeutic use

  • US 5,616,599 A
  • Filed: 01/26/1995
  • Issued: 04/01/1997
  • Est. Priority Date: 02/21/1991
  • Status: Expired due to Term
First Claim
Patent Images

1. A compound of formula (I):

  • ##STR24## wherein;

    R1 represents an alkyl group having from 2 to 5 carbon atoms or an alkenyl group having from 3 to 5 carbon atoms;

    R2 and R3 are independently selected from the group consisting of;

    alkyl groups having from 1 to 4 carbon atoms;

    R4 represents;

    a hydrogen atom;

    a methyl group;

    an ethyl group;

    oran alkanoyl group having from 1 to 5 carbon atoms;

    R5 represents a group of formula --COOR5a or a group of formula --CONR8 R9,R5a representsa hydrogen atom,an alkyl group having from 1 to 4 carbon atoms,a benzyl group,an alkanoyloxyalkyl group, in which the alkanoyl part has from 1 to 5 carbon atoms, and the alkyl part is a methyl or ethyl group,a cycloalkanoyloxyalkyl group, in which the cycloalkanoyl part has 6 or 7 carbon atoms, and the alkyl part is a methyl or ethyl group,an alkoxycarbonyloxyalkyl group, in which the alkoxy part has from 1 to 4 carbon atoms, and the alkyl part is a methyl or ethyl group,a cycloalkoxycarbonyloxyalkyl group, in which the cycloalkoxy part has 5 or 6 carbon atoms, and the alkyl part is a methyl or ethyl group,a (5-phenyl-2-oxo-1,3-dioxolen-4-yl)methyl group, a (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl group, a (5-ethyl-2-oxo-1,3dioxolen-4-yl)methyl group or a phthalidyl group;

    R8 and R9 are independently selected from the group consisting of hydrogen atoms,methyl groups, ethyl groups, methoxycarbonylmethyl groups, ethoxycarbonylmethyl groups and carboxymethyl groups;

    or R8 and R9 together representa tetramethylene, pentamethylene, 1-carboxytetramethylene or 1-carboxypentamethylene group;

    R6 represents a hydrogen atom,a methyl group, a methoxy group or a fluorine atom or a chlorine atom at the 6-position of the benzene ring;

    R7 represents a carboxy group or a tetrazol-5-yl group at the 2-position of the benzene ring;

    the benzyl ring which bears the substituents represented by R6 and R7 is at the 4-position of the benzyl group to which it is attached;

    and pharmaceutically acceptable salts and esters thereof.

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