Antihypertensive substituted imidazole derivatives

Details Antihypertensive substituted imidazole derivatives Antihypertensive substituted imidazole derivatives

1985-03-19

1987-01-27

Schwartz, Richard A.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

514397, 514400, 548335, 548336, 548342, A61K 31415, C07D40506, C07D23364

Patent

active

046394648

ABSTRACT:
The invention provides novel compounds of the formula: ##STR1## wherein R.sub.1 is H, an alkyl of 1 to 4 carbon atoms or --CH.sub.2 OH; R.sub.2 is H or CH.sub.3 ; R.sub.3 is --CH.sub.3, --CH.sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 CH.sub.3, ##STR2## --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3, --CH.sub.2 CH.dbd.CH.sub.2, or ##STR3## and R.sub.4 is H or OH; or R.sub.3 and R.sub.4 together represent .dbd.CH.sub.2, .dbd.CH--CH.sub.3, .dbd.CH--CH.sub.2 --CH.sub.3, ##STR4## or .dbd.CH--CH.sub.2 CH.sub.2 CH.sub.3 ; X is ##STR5## R.sub.5, R.sub.6 and R.sub.7, which can be the same or different are H, --CH.sub.3, --CH.sub.2 CH.sub.3, halogen, OH or --OCH.sub.3 or R.sub.5 is hydrogen and R.sub.6 and R.sub.7 together form an --O--CH.sub.2 --O--bridge between two adjacent carbon atoms in the phenyl group; --CHR.sub.8 -- is --CH.sub.2 --, --CH(CH.sub.3)--, --CH(--CH.sub.2 CH.sub.3)--, --CH(--CH.sub.2 CH.sub.2 CH.sub.3)--, ##STR6## --CH(--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)-- or >C.dbd.CH.sub.2, >C.dbd.CH--CH.sub.3, >C.dbd.CH--CH.sub.2 CH.sub.3, or >C.dbd.CH--CH.sub.2 CH.sub.2 CH.sub.3 ; R.sub.9 is H, --CH.sub.3, --CH.sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 CH.sub.3, ##STR7## --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 or OH; R.sub.10 is H, --CH.sub.3, --CH.sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 CH.sub.3, ##STR8## or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 ; R.sub.11 is H, --CH.sub.3, --CH.sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 CH.sub.3, ##STR9## or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 ; n is 0 to 4; and their non-toxic pharmaceutically acceptable acid addition salts and mixtures thereof. Processes for the preparation of these compounds are described, as are novel pharmaceutical compositions comprising at least one of the compounds or their salts. The compounds and their non-toxic salts exhibit valuable pharmacological activity and are useful in the treatment of mammals, especially as antihypertensive agents. Furthermore, some of the compounds have proved to possess antithrombotic and diuretic activity activity. Antimycotic and antifungal properties have also been found.

REFERENCES:
patent: 4333947 (1982-06-01), Karjalainen et al.
patent: 4443466 (1984-04-01), Karjalainen et al.
patent: 4514412 (1985-04-01), Karjalainen et al.
patent: 4544664 (1985-10-01), Karjalainen et al.
patent: 4568686 (1986-02-01), Karjalainen et al.
Kelley, J., et al., J. Pharm. Sci., 70(3), 341-343 (1981).

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