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1Isoxicam and Related 4-Hydroxy-n-isoxazolyl-2h-1,2-benzothiazine-3-carboxamide 1,1-Dioxides. Potent Nonsteroidal Antiinflammatory Agents.

H ZINNES,JC SIRCAR,N LINDO,ML SCHWARTZ, AC FABIAN,J SHAVEL,CF KASULANIS,JD GENZER,C LUTOMSKI,G DIPASQUALE

A novel series of antiinflammatory agents, N-isoxazolyl-3-carboxamides of 4-hydroxy-2H-1,2-benzothiazine 1,1-dioxide, was synthesized and evaluated as antiinflammatory agents in the carrageenin-induced rat paw edema (CIRPE) assay and adjuvant-induced polyarthritis (AIP) assay. Several analogues were found to be equipotent or more potent than aspirin and phenylbutazone. Structure-activity relationships are discussed. One of the compounds, 4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-2H-1,2-benzothiazine 3-carboxamide 1,1-dioxide (3a; isoxicam), was found to be 3 times as potent as phenylbutazone in the CIRPE and in the therapeutic AIP assays. Isoxicam (3a) is presently undergoing phase III clinical trial as an antiarthritic drug.

1982JOURNAL OF MEDICINAL CHEMISTRY（1982）引用：63

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2Composition containing alkyl 2-{[({[(5-methyl-3-isoxazolyl)-amino]carbonyl}methyl)amino]sulfonyl}benz oate and an alkali metal alkoxide of a lower alcohol in an inert solvent

Arthur C Fabian,Jerome D Genzer,Charles F Kasulanis,John Shavel,Harold Zinnes

1978引用：23

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32,3-Dihydro-N-(5-methyl-3-isoxazolyl)-3-oxo-1,2- benzothiazole-2-acetamide 1,1-dioxide

Arthur C Fabian,Jerome D Genzer,Charles F Kasulanis,John Shavel,Harold Zinnes

1977引用：23

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43-(Chlorocetamido)-5-methyl isoxazole

Arthur C Fabian,Jerome D Genzer,Charles F Kasulanis,John Shavel,Harold Zinnes

1976引用：24

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5Phenoxyalkyl And Benzyloxyalkyl Thiocyanates

Jerome D. Genzer,Charles P. Huttrer, G. C. van Wessem

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPhenoxy- and Benzyloxyalkyl Thiocyanates1Jerome D. Genzer, Charles P. Huttrer, and G. C. van WessemCite this: J. Am. Chem. Soc. 1951, 73, 7, 3159–3162Publication Date (Print):July 1, 1951Publication History Published online1 May 2002Published inissue 1 July 1951https://doi.org/10.1021/ja01151a047RIGHTS & PERMISSIONSArticle Views137Altmetric-Citations12LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (475 KB) Get e-Alerts Get e-Alerts

1951Journal of the American Chemical Society（1951）引用：33

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6Beckmann rearrangement of Oximes of certain quinolyl ketones

C E Kaslow,Jerome D Genzer, James C Goodspee

1949引用：23

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