2,7-dimethyl-1,1-dioxo-1,4-dihydro-2H-1λ⁶-benzo[e][1,2]thiazin-3-one | 29140-30-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 2,7-dimethyl-1,1-dioxo-1,4-dihydro-2H-1λ⁶-benzo[e][1,2]thiazin-3-one
• 英文别名: 3,4-Dihydro-2,7-dimethyl-1,2-benzothiazin-3(2H)-on-1,1-dioxid；2,7-dimethyl-1,1-dioxo-4H-1lambda6,2-benzothiazin-3-one；2,7-dimethyl-1,1-dioxo-4H-1λ6,2-benzothiazin-3-one
• CAS: 29140-30-5
• 化学式: C₁₀H₁₁NO₃S
• 分子量: 225.268
• InChiKey: DBJJDHJURGQEPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,7-dimethyl-1,1-dioxo-1,4-dihydro-2H-1λ⁶-benzo[e][1,2]thiazin-3-one 、 异氰酸对硝基苯 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 生成 2,7-dimethyl-1,1,3-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-4-carboxylic acid 4-nitro-anilide
  参考文献：
  名称：

  抗炎3,4-二氢-2-烷基-3-氧代-2H-1,2-苯并噻嗪-4-羧酰胺1,1-二氧化物。

  摘要：

  DOI：

  10.1021/jm00292a022
• 作为产物：
  描述：

  2-(N-Methyl-sulfamyl)-4-methylphenylessigsaeure 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 2,7-dimethyl-1,1-dioxo-1,4-dihydro-2H-1λ⁶-benzo[e][1,2]thiazin-3-one
  参考文献：
  名称：

  抗炎3,4-二氢-2-烷基-3-氧代-2H-1,2-苯并噻嗪-4-羧酰胺1,1-二氧化物。

  摘要：

  DOI：

  10.1021/jm00292a022

文献信息

• Effect of Structural Modification of Enol−Carboxamide-Type Nonsteroidal Antiinflammatory Drugs on COX-2/COX-1 Selectivity
  作者：Edward S. Lazer、Clara K. Miao、Charles L. Cywin、Ronald Sorcek、Hin-Chor Wong、Zhaoxing Meng、Ian Potocki、MaryAnn Hoermann、Roger J. Snow、Matt A. Tschantz、Terence A. Kelly、Daniel W. McNeil、Simon J. Coutts、Laurie Churchill、Anne G. Graham、Eva David、Peter M. Grob、Wolfhard Engel、Hans Meier、Günter Trummlitz

  DOI：10.1021/jm9607010

  日期：1997.3.1

  Meloxicam (5), an NSAID in the enol-carboxamide class, was developed on the basis of its antiinflammatory activity and relative safety in animal models. In subsequent screening in microsomal assays using human COX-1 and COX-2, we discovered that it possessed a selectivity profile for COX-2 superior to piroxicam and other marketed NSAIDs. We therefore embarked on a study of enol-carboxamide type compounds to determine if COX-2 selectivity and potency could be dramatically improved by structural modification. Substitution at the 6- and 7-positions of the 4-oxo-1,2-benzothiazine-3-carboxamide, alteration of the N-methyl substituent, and amide modification were all examined. In addition we explored several related systems including the isomeric 3-oxo-1,2-benzothiazine-4-carboxamides, thienothiazines, indolothiazines, benzothienothiazines, naphthothiazines, and 1,3- and 1,4-dioxoisoquinolines. While a few examples were found with greater potency in the COX-2 assay, no compound tested had a better COX-2/COX-1 selectivity profile than that of 5.
• [EN] CYCLIC COMPOUNDS CONTAINING ZINC BINDING GROUPS AS MATRIX METALLOPROTEINASE INHIBITORS<br/>[FR] COMPOSES CYCLIQUES CONTENANT DES GROUPES LIANT LE ZINC EN TANT QU'INHIBITEURS DE METALLOPROTEASE DE MATRICE
  申请人：WARNER LAMBERT CO

  公开号：WO2004014384A2

  公开（公告）日：2004-02-19

  This invention provides compounds defined by Formula I Z-L-R1-Q-D-(V1)m-R2 I or a pharmaceutically acceptable salt thereof, wherein Z, L, R1, Q, D, V1, m, and R2 are as defined in the specification. The invention also provides pharmaceutical compositions comprising a compound of Formula I and the use of the compounds of Formula I as MMP-B inhibitors.
• Antiinflammatory 3,4-dihydro-2-alkyl-3-oxo-2H-1,2-benzothiazine-4-carboxamide 1,1-dioxides
  作者：Joseph G. Lombardino、Edward H. Wiseman

  DOI：10.1021/jm00292a022

  日期：1971.10