Novel carboxamide pyridine compounds which have useful pharmaceutical utility
AssigneeHoffmann-La Roche Inc.
InventorsLeo Alig, Albrecht Edenhofer, Marcel Muller, Arnold Trzeciak, Thomas Weller
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Abstract
Novel carboxamides and sulfonamides are described having of the formula R.sup.1 --A--(W).sub.a --X--(CH.sub.2).sub.b --(Y).sub.c --B--Z--COOR (I), in which R.sup.1, A, W, X, Y, B, Z, R, a, b and c are as provided in the description. These compounds are useful in the treatment of thromboses, apoplexy, myocardial infarct, inflammations, arteriosclerosis as well as in the treatment and prevention of tumors. These novel compounds are prepared by eliminating the protective groups in corresponding compounds with protected amidino or guanidino groups.
Claims16
A compound of formula
- R.sup.1 --A--(W).sub.a --X--(CH.sub.2).sub.b --(Y).sub.c --B--Z--COOR(I)
- wherein
- A is selected from ##STR3## B is the radical ##STR4## W is selected from the group consisting of --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --CH.dbd.CH--CH.sub.2 --, --(CH.sub.2).sub.3 --, --CH.sub.2 CH(CH.sub.3) and --CH(OH)CH.sub.2 --;
- X is selected from the group consisting of --CONR.sup.2 -- and --NR.sup.2 CO--;
- Y is selected from the group consisting of --CH.sub.2 CH.sub.2 --, --CH(CH.sub.3)CH.sub.2 --, --CH.dbd.CH--, --CH.sub.2 --CH.dbd.CH--, --CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 --, CH(CH.sub.3)CH.sub.2 CH.sub.2 --, --CH(CH.sub.2 OH)CH.sub.2 -- and --CH(COOR)CH.sub.2 --;
- Z is --OCH.sub.2 --;
- R is selected from the group consisting of hydrogen, lower alkyl, phenyl and phenyl-lower alkyl;
- R.sup.1 is amidino;
- R.sup.2 is selected from the group consisting of hydrogen, lower alkyl, phenyl-lower-alkyl and phenyl-lower-alkyl which is substituted in the phenyl moiety by amino, amidino, --COOR, or a radical --CH.sub.2 COOR or --Y--B--Z--COOR;
- R.sup.3 is selected from the group consisting of hydrogen, lower alkyl, lower alkoxy, halogen, lower carbalkoxy, amino, lower alkylamino, di-lower-alkylamino and amidino;
- R.sup.4 is selected from the group consisting of hydrogen, lower alkyl, lower alkoxy, halogen, lower carbalkoxy, amino, lower alkylamino, di-lower-alkyl-amino and a radical --Z--COOR or --CH.dbd.CH(CH.sub.2)nCOOR;
- n is an integer from 0-4;
- a, c and d are the integers 0 or 1;
- b is an integer from 0-2, provided that when a and b are 0, then c is 1, and when c is 0, then a or b is different from 0;
- or physiologically acceptable salt thereof.
The compound Methyl p-[2-(4-amidino-3-pyridylamido) ethyl]phenoxy acetate.
The compound p-[2-(4-Amidino-3-pyridylamido)ethyl]phenoxyacetic acid.
Dependencies are inferred from the claim text.