[4-substituted benzoyloxy]-N-substituted-2H-1,2-benzothiazine-3-

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

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540481, 540599, 514224, 544 49, 544 62, 544107, 544124, 544130, 544141, 544145, 544147, 544168, 544376, 546256, 546270, 546275, 546283, 546284, C07D41710, C07D27916, A61K 3154

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active

046234861

ABSTRACT:
Certain novel p-aminomethylbenzoyl derivatives of 4-hydroxy-2-methyl-N-(2-pyridinyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide and several other closely-related known oxicams have been prepared. These particular compounds are useful in therapy as prodrug forms of the known anti-inflammatory and analgesic oxicams. Preferred member compounds include 2-methyl-4-[4-(morpholinomethyl)benzoyloxy]-N-(2-pyridinyl)-2H-1,2-benzoth iazine-3-carboxamide 1,1-dioxide, 2-methyl-4-[4-(piperidinomethyl)benzoyloxy]-N-(2-pyridinyl)-2H-1,2-benzoth iazine-3-carboxamide 1,1-dioxide, 2-methyl-N-(6-methyl-2-pyridinyl)-4-[4-(piperidinomethyl)benzoyloxy]-2H-1, 2-benzothiazine-3-carboxamide 1,1-dioxide, 2-methyl-4-[4-(4-methylpiperazinomethyl)benzoyloxy]-N-(2-pyridinyl)-2H-1,2 -benzothiazine-3-carboxamide 1,1-dioxide and 2-methyl-4-[4-(pyridiniummethyl)benzoyloxy]-N-(2-pyridinyl)-2H-1,2-benzoth iazine-3-carboxamide 1,1-dioxide chloride. Methods for preparing these compounds from known starting materials are provided.

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J. G. Lombardino et al., "Potent Antiinflammatory N-Heterocyclic _3-Carboxamides of 4-Hydroxy-2-Methyl-2H-1,2-Benzothiazine 1,1-Dioxide", Journal of Medicinal Chemistry, vol 16, No. 5, p. 493 (1973).

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