Methyl 2-acetonyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

In the molecule of the title compound, C13H13NO6S, the thiazine ring adopts a distorted sofa conformation. The enolic H atom is involved in intramolecular O—H⋯O hydrogen bonding besides the weaker C—H⋯O=S and C—H⋯O=C interactions.

[1]  Muhammad Irfan Ashiq,et al.  1-(4-Hydroxy-2-methyl-1,1-dioxo-2H-1,2-benzothiazin-3-yl)ethanone , 2008, Acta crystallographica. Section E, Structure reports online.

[2]  V. Pattabhi,et al.  4-Hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide , 1998 .

[3]  Jamil Anwar Choudary,et al.  An Efficient Synthesis of 2-Alkyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxides , 2005 .

[4]  W. M. Haynes.  CRC Handbook of Chemistry and Physics , 1990 .

[5]  H. Narjes,et al.  Interaction of Meloxicam with Cimetidine, Maalox, or Aspirin , 1996, Journal of clinical pharmacology.

[6]  Louis J. Farrugia,et al.  WinGX suite for small-molecule single-crystal crystallography , 1999 .

[7]  H. Flack,et al.  On enantiomorph‐polarity estimation , 1983 .

[8]  S. Colowick,et al.  Methods in Enzymology , Vol , 1966 .

[9]  J. V. Braun.  Über Benzo‐polymethylen‐Verbindungen, X.: Oxydativer Abbau von Tetralin und substituierten Tetralinen zu Phthalonsäuren und Phthalsäuren , 1923 .

[10]  J. Mallamo,et al.  1,2-Benzothiazine 1,1-dioxide α-ketoamide analogues as potent calpain I inhibitors , 2004 .

[11]  G. Sheldrick.  A short history of SHELX. , 2008, Acta crystallographica. Section A, Foundations of crystallography.

[12]  B. Kojić-Prodić,et al.  Structure of the anti‐inflammatory drug 4‐hydroxy‐2‐methyl‐N‐2‐pyridyl‐2H‐1λ6,2‐benzothiazine‐3‐carboxamide 1,1‐dioxide (piroxicam) , 1982 .

[13]  Jamil Anwar Choudary,et al.  N-[2-(Amino­carbon­yl)phen­yl]-4-hydr­oxy-2-methyl-2H-1,2-benzothia­zine-3-carboxamide 1,1-dioxide dimethyl sulfoxide solvate , 2007 .