.beta.-Adrenergic blocking agents in the 1,2,3-thiadiazole series
AssigneeSyntex (U.S.A.) Inc.
InventorsJoseph M. Muchowski, John H. Fried
Life of this patent
Estimating the term…
Abstract
Novel 4-[2,3 or 4(3-amino-2-hydroxypropoxy) phenyl]- and 5-[2,3 or 4(3-amino-2-hydroxypropoxy) phenyl]-1,2,3-thiadiazole derivatives which may be further substituted at the C-5 or C-4 position of the thiadiazole ring, respectively, by a lower alkyl, phenyl, trifluoromethyl, carboxy, alkoxycarbonyl, cyano or an aminocarbonyl group, and the pharmaceutically acceptable acid addition salts thereof and processes for the production of such compounds; 4-[4(3-t-butylamino-2-hydroxypropoxy)phenyl]-1,2,3-thiadiazole and 5-[4(3-t-butylamino-2-hydroxypropoxy)phenyl]-1,2,3-thiadiazole are representative of the class. These compounds possess cardiovascular activity and are useful for the treatment of abnormal heart conditions in mammals.
Claims41
A compound selected from the group of those represented by the following formulas:
- ##SPC5##
- wherein
- R.sup.1 is selected from the group consisting of hydrogen, lower alkyl, phenyl, trifluoromethyl, carboxy, lower alkoxycarbonyl, cyano and an unsubstituted, monosubstituted or disubstituted aminocarbonyl group of the formula CONR.sup.3 R.sup.4, wherein each of R.sup.3 and R.sup.4 is independently hydrogen, alkyl having 1 through 8 carbon atoms, phenyl or phenyl lower alkyl;
- R.sup.5 is hydrogen, lower alkyl, cyclomethylene containing from 3 to 7 carbon atoms, phenyl, phenyl lower alkyl, or the group ##SPC6##
- and the group ##EQU3## can be situated at the ortho-, meta- or para- positions with respect to the thiadiazole ring, and pharmaceutically acceptable acid addition salts thereof.
Dependencies are inferred from the claim text.