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 Anti-bronchoconstriction 2-(4'-pyridinyl)-thiazole derivatives, composition, and method of use therefor

Details
Inventors: Sunday, Brooks R.; Witkowski, Joseph T.;
Assignee: Schering Corporation (Kenilworth, NJ)
Primary Examiner:
Assistant Examiner:
Attorney, Agent or Firm:

Certain 2-(4'-pyridinyl)-thiazoles additionally substituted in either the 4- or 5- position are bronchodilating agents. Methods for their preparation and use are disclosed.

DETAILED DESCRIPTION We claim: 1.
A compound having the structural formula I ##STR4## wherein R is cyano, ##STR5## --C(.
dbd.
X)NHY wherein X is O, S or NH; and Y is hydrogen, hydroxy, alkyl having from 1 to 6 carbon atoms, or hydroxyalkyl having from 1 to 6 carbon atoms, and the pharmaceutically acceptable salts thereof; provided that N-methyl-2-(4'-pyridinyl)-thiazole-4-carboxamide ,2-(4'-pyridinyl)-thiazole-4-carboxamide, and 4-cyano-2-(4'-pyridinyl)-thiazole are excluded.
2.
The compounds defined in claim 1 having the structural formula ##STR6## and the pharmaceutically acceptable salts thereof.
3.
The compounds defined in claim 1 having the structural formula ##STR7## and the pharmaceutically acceptable salts thereof.
4.
The compounds defined in claim 1 having the names: 2-(4'-pyridinyl)-thiazole-4-thiocarboxamide; 2-(4'-pyridinyl)-thiazole-5-carboxamide; N-(2-hydroxyethyl)-2-(4'-pyridinyl)-thiazole-4-carboxamide; 2-(4'-pyridinyl)-thiazole-4-carboxamidoxime; 2-(4'-pyridinyl)-thiazole-4-carboxamidine; 2-(4'-pyridinyl)-4-(2-imidazolin-2-yl)-thiazole; and the pharmaceutically acceptable salts thereof.
5.
A pharmaceutical composition useful for treating bronchoconstriction in a mammal which comprises an antibronchoconstrictionally effective amount of a compound having structural formula I ##STR8## wherein R is cyano, ##STR9## or --C(.
dbd.
X)NHY wherein X is 0, S or NH; and Y is hydrogen, hydroxy, alkyl having from 1 to 6 carbon atoms, or hydroxyalkyl having from 1 to 6 carbon atoms, and the pharmaceutically acceptable salts thereof; provided that N-methyl-2-(4'-Pyridinyl)-thiazole-4-carboxamide, 2-(4'-pyridinyl)-thiazole-4-carboxamide, and 4-cyano-2-(4'-pyridinyl)-thiazole are excluded, in combination with a pharmaceutically acceptable carrier.
6.
A method for treating bronchoconstriction in a mammal which comprises administering an antibronchoconstrictionally effective amount of a compound having structural formula I ##STR10## in combination with a pharmaceutically acceptable carrier, wherein R is cyano, ##STR11## or --C(



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