C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/302, 260/385
C07D 417/12 (2006.01) A61K 31/425 (2006.01) C07D 263/04 (2006.01) C07D 277/28 (2006.01) C07D 277/32 (2006.01) C07D 277/34 (2006.01) C07D 277/56 (2006.01)
Patent
CA 1039287
Abstract of the Disclosure 1-Amino-3-(4- or 5-substituted thiazol-2-oxy)-2- propanol and/or substituted amino derivatives thereof: 3-(4- or 5-substituted thiazon-2-oxy)-1,2-epoxypropane and 5-(4- or 5-substituted thiazol-2-oxy)-1,2-epoxypropane and 5-(4- or 5-substituted thiazol-2-oxymethylene)-oxazolidine and/or N- and/or -substituted oxazolidine derivatives thereof, generally represented by comound formulas: Image (I) Image (II) Image (III) wherein R1, R2, R5, R6, R7 and Z are the various substituents and methods of making such compounds. The compounds are characterized by an aminocarbonyl or carbonylamino type substituent at the 5- or 4-position on the thiazole ring. The above 1-amino-3-(4- or 5-substituted thiazol-2-oxy)-2- propanol and derivatives exhibit cardiovascular activity and are useful in the treatment of abnormal heart conditions in mammals. The 3-(4- or 5-substituted thiazol-2-oxy)-1,2- epoxypropanes are useful as intermediates for the aforementioned cardiovascular agents. The 5-(4- or 5-substituted thiazol- 2-oxymethylene)-oxazolidine and derivatives are intermediates for the aforementioned cardiovascular agents and further exhibit cardiovascular activity and thus are useful in the treatment of abnormal heart conditions in mammals. The 1- amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and derivatives can be prepared by base or acid hydrolysis of the corresponding 5-(4- or 5-aminocarbonylthiazol-2- oxymethylene)-oxazolidine or derivative; or by treatment of the corresponding 3-(4- or 5-substituted thiazol-2-oxy)-2, 3- epoxypropane or derivative with the desired amine or amine derivative.
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