US 2001/0018449 A1 · 1-(p-thienylbenzyl)imidazoles as agonists of angiotensin (1-7) receptors, processes for their preparation, their use, and pharmaceutical preparations comprising them

Abstract

The invention relates to novel 1-(p-thienylbenzyl)imidazoles of formula (I) 1 where the radicals R(1) to R(6), X, and Y have the meaning indicated in the description, which are potent agonists of angiotensin (1-7) receptors and owing to the production and release of the vasorelaxant, antithrombotic, and cardioprotective messengers cyclic 3′,5′-guanosine monophosphate (cGMP) and nitrogen monoxide (NO) associated with the stimulation of these receptors on endothelial cells are valuable pharmaceuticals for the treatment and prophylaxis of high blood pressure, cardiac hypertrophy, cardiac insufficiency, coronary heart diseases such as angina pectoris, cardiac infarct, vascular restenosis after angioplasty, cardiomyopathies, endothelial dysfunction or endothelial damage, e.g., as a result of arteriosclerotic processes or diabetes mellitus, and also of arterial and venous thromboses.

Claims20

Dependent claims

A compound of formula (I) 34

in which:
R(1) is (1) halogen;
(2) hydroxyl;
(3) (C1-C4)-alkoxy;
(4) (C1-C8)-alkoxy, wherein 1 to 6 carbon atoms are replaced by the heteroatoms O, S, or NH,
(5) (C1-C4)-alkoxy, substituted by a saturated cyclic ether;
(6) O-(C1-C4)-alkenyl;
(7) O-(C1-C4)-alkylaryl;
or
(8) phenoxy, unsubstituted or substituted by a substituent selected from halogen, (C1-C3)-alkyl, (C1-C3)-alkoxy, and trifluoromethyl;
R(2) is (1) CHO;
(2) COOH;
or
(3) CO—O-(C1-C4)-alkyl;
R(3) is (1) (C1-C4)-alkyl;
or
(2) aryl;
R(4) is (1) hydrogen;
(2) halogen;
or
(3) (C1-C4)-alkyl;
X is (1) oxygen;
or
(2) sulfur;
Y is (1) oxygen;
or
(2) —NH—;
R(5) is (1) hydrogen;
(2) (C1-C6)-alkyl;
or
(3) (C1-C4)-alkylaryl;
where R(5) can only be hydrogen if Y has the meaning mentioned under (2);
and
R(6) is (1) (C1-C5)-alkyl;
in any stereoisomeric form or mixture thereof in any ratio, or a physiologically tolerable salt thereof;
wherein R(1) may not be halogen when R(2) is COOH or CO-O—(C1-C4)-alkyl.

33 more elements

Dependencies are inferred from the claim text.

1-(p-thienylbenzyl)imidazoles as agonists of angiotensin (1-7) receptors, processes for their preparation, their use, and pharmaceutical preparations comprising them

Life of this patent

1-(p-thienylbenzyl)imidazoles as agonists of angiotensin (1-7) receptors, processes for their preparation, their use, and pharmaceutical preparations comprising them

Life of this patent

Abstract

Claims20