Abstract: The water-soluble lysine and arginine salts of N-(2-pyridyl)-2-methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide have been prepared. These novel salts are useful in therapy as non-steroidal anti-arthritic agents, especially when administered by the parenteral route. Methods for preparing these salts from the corresponding acidic starting material and the appropriate amine base are provided.

Abstract: A series of 4-(2-carboxymethylthiomethyl)pyridines and related compounds, and their pharmaceutically acceptable salts, are disclosed as having antiinflammatory and immunoregulatory activity. Preferred compounds include 4-(2-carboxymethylthiomethyl)pyridine [alternatively named 2-(4-picolylthio)acetic acid] and (C.sub.1 -C.sub.4)alkyl esters thereof, and 4-(1-formylmethylthiomethyl)pyridine [alternatively named 2-(4-picolylthio)-acetaldehyde] and bis(C.sub.1 -C.sub.4)alkyl or cyclic acetals thereof. These acids, esters, aldehydes and acetals also have utility as intermediates in the synthesis of the corresponding 4-(2-hydroxyethylthiomethyl)pyridines.

Abstract: 1-Benzyl- and 1-phenyl-4-(2-hydroxy-3-benzyloxypropyl)-piperazines useful as immune regulants are disclosed. Also disclosed are pharmaceutical compositions containing the novel compounds and a method of regulating immune response of a warm blooded animal by administration of the novel compounds.

Abstract: Certain novel derivatives of N-(2-pyridyl)-2-methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide have been prepared, including N-(2-pyridyl)-2-methyl-4-acetoxy-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide, N-(2-pyridyl)-2-methyl-4-(n-butyryloxy)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide, N-(6-methyl-2-pyridyl)-2-methyl-4-acetoxy-2H-1,2-benzothiazine-3-carboxami de 1,1-dioxide, N-(2-pyridyl)-2-methyl-4-benzoyloxy-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide, N-(6-methyl-2-pyridyl)-2-methyl-4-benzoyloxy-2H-1,2-benzothiazine-3-carbox amide 1,1-dioxide, N-(2-pyridyl)-2-methyl-4-methanesulfonyloxy-2H-1,2-benzothiazine-3-carboxa mide 1,1-dioxide and N-(6-methyl-2-pyridyl)-2-methyl-4-methanesulfonyloxy-2H-1,2-benzothiazine- 3-carboxamide 1,1-dioxide. All these compounds are useful in therapy as non-steroidal anti-inflammatory agents, especially when administered by the topical route of administration. Methods for preparing these compounds from known starting materials are provided.

Abstract: A series of 2-aralkylaminothiazoles and the pharmaceutically acceptable acid addition salts thereof having anti-inflammatory and immune regulant activity are disclosed. Preferred compounds include 2-phenethylamino-4-phenyl-thiazole, 2-(p-methoxyphenethylamino)-4-(p-fluorophenyl)-thiazole, 2-phenethylamino-4-phenyl-5-methyl-thiazole, 2-thenylamino-4-phenyl-thiazole and 2-thenylamino-4-(p-fluorophenyl)-thiazole.

Abstract: A series of N-(2-thiazolyl)amides has been prepared, including their pharmaceutically acceptable acid addition salts as well as pharmaceutical compositions containing same. These compounds are useful in therapy as anti-inflammatory agents in addition to being useful as immunoregulatory agents for modulating various body immune responses. Preferred member compounds include N-(2-thiazolyl)-.alpha.-methylaminoacetamide, N-(2-thiazolyl)-.alpha.-benzylaminoacetamide, N-(2-thiazolyl)-.alpha.-(p-fluorobenzylamino)acetamide, N-(2-thiazolyl)-.alpha.-(2-thenylamino)acetamide and N-(4-methyl-2-thiazolyl)-.alpha.-amino-.beta.-phenylpropionamide, and their hydrohalide acid addition salts. Three different methods of preparation are provided and these are all described in some detail, including the various synthetic routes leading to the required novel intermediates and/or starting materials.

Abstract: 2-Methoxyethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide is an advantageous ester precursor for piroxicam (4-hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide), an antiinflammatory agent established in medical practice.

Abstract: 1,2,3,4-Tetrahydrobenzothiopyrano[4,3-c]pyrazol-3-ones and 2,3-dihydro[1]benzothiopyrano[4,3-c]pyrazol-3-ones, of respective structure I and II, ##STR1## wherein n is an integer of value from 0 to 2;R is phenyl; phenyl monosubstituted with chloro, bromo, fluoro, methyl, methoxy, nitro or trifluoromethyl; or phenyl disubstituted with chloro; andX is hydrogen or chloro;are described.These novel compounds are immunoregulators which, through suppression of the immune response in mammals, are useful in inhibiting rejection of organ transplants, as well as in the therapy of auto-immune diseases.

Abstract: A series of 4-(2-hydroxyethylthiomethyl)pyridines and related compounds, and their pharmaceutically acceptable acid addition salts, having antiinflammatory and immunoregulatory activity are disclosed. Preferred compounds include 4-(2-hydroxyethylthiomethyl)pyridine itself, as well as 4-(2-hydroxyphenylthiomethyl)pyridine, 4-(2-hydroxy-1-propylthiomethyl)pyridine, 4-(3-hydroxy-2-butylthiomethyl)pyridine, 4-(2-hydroxyethylthiomethyl)pyrimidine, the acetate esters corresponding to the above compounds, and 4-(2,3-dihydroxy-1-propylthiomethyl)pyridine.

Abstract: A series of N-(2-thiazolyl)amides has been prepared, including their pharmaceutically acceptable acid addition salts as well as pharmaceutical compositions containing same. These compounds are useful in therapy as anti-inflammatory agents in addition to being useful as immunoregulatory agents for modulating various body immune responses. Preferred member compounds include N-(2-thiazolyl)-.alpha.-methylaminoacetamide, N-(2-thiazolyl)-.alpha.-benzylaminoacetamide, N-(2-thiazolyl)-.alpha.-(p-fluorobenzylamino)acetamide, N-(2-thiazolyl)-.alpha.-(2-thenylamino)acetamide and N-(4-methyl-2-thiazolyl)-.alpha.-amino-.beta.-phenylpropionamide, and their hydrohalide acid addition salts. Three different methods of preparation are provided and these are all described in some detail, including the various synthetic routes leading to the required novel intermediates and/or starting materials.

Abstract: A process for the synthesis of N-aryl-3,4-dihydro-2-alkyl-4-oxo-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxides by treatment of N-aryl-N'-alkyl-N'-(2'-alkoxycarbonylbenzenesulfonyl)glycineamides, useful intermediates for said process, with an alkali or alkaline earth metal hydride in a reaction-inert solvent at 50.degree.-150.degree. C., said products being antiinflammatory agents.

Abstract: A process for the synthesis of N-aryl-3,4-dihydro-2-alkyl-4-oxo-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxides by treatment of N-aryl-N'-alkyl-N'-(2'-alkoxycarbonylbenzenesulfonyl)glycineamides, useful intermediates for said process, with an alkali or alkaline earth metal hydride in a reaction-inert solvent at 50.degree.-150.degree.C., said products being antiinflammatory agents.

Abstract: Intermediates for preparing benzylthio-, benzylsulfinyl-, and benzylsylfonyl-benzoic acids, and method of lowering the blood lipid level in mammals employing said acids.

Abstract: A process for the synthesis of N-aryl-3,4-dihydro-2-alkyl-4-oxo-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxides by treatment of N-aryl-N'-alkyl-N'-(2'-alkoxycarbonylbenzenesulfonyl)glycineamides, useful intermediates for said process, with an alkali or alkaline earth metal hydride in a reaction-inert solvent at 50.degree.-150.degree. C., said products being antiinflammatory agents. .Iadd.

Abstract: A process for the synthesis of N-aryl-3,4-dihydro-2-alkyl-4-oxo-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxides by treatment of N-aryl-N'-alkyl-N'-(2'-alkoxycarbonylbenzenesulfonyl)glycineamides, useful intermediates for said process, with an alkali or alkaline earth metal hydride in a reaction-inert solvent at 50.degree.-150.degree. C., said products being antiinflammatory agents.