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Claims for Patent: 3,862,319

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Claims for Patent: 3,862,319

Title: BENZOTHIAZINE DIOXIDES AS ANTI-THROMOBOTIC AGENTS
Abstract:Certain 3,4-dihydro-4-oxo and 3-oxo-2H-1,2-benzothiazine-3-carboxamide and 4-carboxamide 1,1-dioxide compounds effective in the treatment of thrombosis are disclosed.
Inventor(s): Lombardino; Joseph G. (New London, CT), Wiseman; Edward A. (New London, CT)
Assignee: Pfizer Inc. (New York, NY)
Application Number:05/362,518
Patent Claims: 1. A method for the treatment of thrombosis in dogs and humans which comprises the oral or intravenous administration to dogs and the oral administration to humans both in need of such treatment of an effective dose of from 1 to 50 mg per day of a compound selected from the group consisting of those of the formulae: ##SPC2##

and the base salts thereof with pharmacologically acceptable cations, wherein R.sub.2 is selected from the group consisting of alkyl having from one to three carbon atoms, phenyl, naphthyl, pyridyl, 3-methyl-2-pyridyl, 4-methyl-2-pyridyl, 5-methyl-2-pyridyl, 6-methyl-2-pyridyl, 5-chloro-2-pyridyl, 5-bromo-2-pyridyl, 2-pyrazinyl, 2-pyrimidyl, 4-pyrimidyl, 2-thiazolyl, 4-methyl-2-thiazolyl, 5-bromo-2-thiazolyl, 4,5-dimethyl-2-thiazolyl and mono and di-substituted phenyl wherein each substitutent is fluorine, bromine, chlorine, alkoxy having from one to three carbon atoms or trifluoromethyl; R.sub.3 is a member selected from the group consisting of hydrogen and alkyl having from one to three carbon atoms.

2. The method of claim 1 wherein said compound is a 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide wherein R.sub.2 is phenyl and R.sub.3 is alkyl having from one to three carbon atoms.

3. The method of claim 1 wherein said compound is a 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide wherein R.sub.2 is chlorophenyl and R.sub.3 is alkyl having from one to three carbon atoms.

4. The method of claim 1 wherein said compound is a 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide wherein R.sub.2 is dichlorophenyl and R.sub.3 is alkyl having from one to three carbon atoms.

5. The method of claim 1 wherein said compound is a 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide wherein R.sub.2 is phenyl and R.sub.3 is hydrogen.

6. The method of claim 1 wherein said compound is a 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide wherein R.sub.2 is 2-thiazolyl and R.sub.3 is alkyl having from one to three carbon atoms.

7. The method of claim 1 wherein said compound is a 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide wherein R.sub.2 is pyridyl and R.sub.3 is alkyl having from one to three carbon atoms.

8. The method of claim 1 wherein said compound is a 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide wherein R.sub.2 is methyl-2-pyridyl and R.sub.3 is alkyl having from one to three carbon atoms.

9. The method of claim 1 wherein said compound is a 3,4-dihydro-3-oxo-2H-1,2-benzothiazine-4-carboxamide-1,1-dioxide wherein R.sub.2 is phenyl and R.sub.3 is alkyl having from one to three carbon atoms.

10. The method of claim 1 wherein said compound is a 3,4-dihydro-3-oxo-2H-1,2-benzothiazine-4-carboxamide-1,1-dioxide wherein R.sub.2 is chlorophenyl and R.sub.3 is alkyl having from one to three carbon atoms.

11. The method of claim 1 wherein said compound is a 3,4-dihydro-3-oxo-2H-1,2-benzothiazine-4-carboxamide-1,1-dioxide wherein R.sub.2 is pyridyl and R.sub.3 is alkyl having from one to three carbon atoms.

12. The method of claim 1 wherein said compound is a 3,4-dihydro-3-oxo-2H-1,2-benzothiazine-4-carboxamide-1,1-dioxide wherein R.sub.2 is bromophenyl and R.sub.3 is alkyl having from one to three carbon atoms.

13. The method of claim 1 wherein said compound is a 3,4-dihydro-3-oxo-2H-1,2-benzothiazine-4-carboxamide-1,1-dioxide wherein R.sub.2 is naphthyl and R.sub.3 is alkyl having from one to three carbon atoms.

14. The method of claim 1 wherein said compound is 3,4-dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-3-carboxanilide-1,1-dioxid e.

15. The method of claim 1 wherein said compound is N-(2-thiazolyl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide-1,1- dioxide.

16. The method of claim 1 wherein said compound is 4'-bromo-3,4-dihydro-2-methyl-3-oxo-2H-1,2-benzothiazine-4-carboxanilide-1 ,1-dioxide.

17. The method of claim 1 wherein said compound is 4-hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-di oxide.

18. The method of claim 1 wherein said compound is N-(4,5-dimethyl-2-thiazolyl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-car boxamide-1,1-dioxide.

19. The method of claim 1 wherein said compound is N-(4-methyl-2-pyridyl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxami de-1,1-dioxide.

20. The method of claim 1 wherein said compound is N-(6-methyl-2-pyridyl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxami de-1,1-dioxide.

21. The method of claim 1 wherein said compound is N-(5-chloro-2-pyridyl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxami de-1,1-dioxide.

22. The method of claim 1 wherein said compound is N-(5-bromo-2-pyridyl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamid e-1,1-dioxide.
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