4-hydroxy-1-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2,2-dioxo-1H-2λ⁶,1-benzothiazine-3-carboxamide | 1589507-68-5

• 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: 4-hydroxy-1-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2,2-dioxo-1H-2λ⁶,1-benzothiazine-3-carboxamide
• 英文别名: 4-hydroxy-1-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2,2-dioxo-2lambda6,1-benzothiazine-3-carboxamide；4-hydroxy-1-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2,2-dioxo-2λ6,1-benzothiazine-3-carboxamide
• CAS: 1589507-68-5
• 化学式: C₁₄H₁₃N₃O₄S₂
• 分子量: 351.407
• InChiKey: LHIBWLMVKADLJN-UHFFFAOYSA-N

物化性质

• 熔点：
  277-279 °C
• 密度：
  1.613±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氨基-5-甲基噻唑 、 4-hydroxy-1-methyl-2,2-dioxo-1H-2λ⁶,1-benzothiazine-3-carboxylic acid methyl ester 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 1.0h， 以89%的产率得到4-hydroxy-1-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2,2-dioxo-1H-2λ⁶,1-benzothiazine-3-carboxamide
  参考文献：
  名称：

  2,1-Benzothiazine 2,2-Dioxides. 3*. 4-Hydroxy-1-Methyl-2,2-Dioxo-N-(1,3-Thiazol-2-yl)-1Н-2λ6,1-Benzothiazine-3-Carboxamides – a New Group of Potential Analgetics

  摘要：

  We have developed an effective synthetic method and prepared several 4-hydroxy-1-methyl-2,2-dioxo-N-(1,3-thiazol-2-yl)-1De-2 lambda(6),1-benzothiazine-3-carboxamides and a few structurally related heterocyclic arylamides. The structural features of one of the substituted thiazolyl-2-amides obtained have been investigated. Compounds with a high analgesic activity have been identified within this group by pharmacological screening.

  DOI：

  10.1007/s10593-014-1452-0

文献信息

• 2,1-Benzothiazine 2,2-Dioxides. 3*. 4-Hydroxy-1-Methyl-2,2-Dioxo-N-(1,3-Thiazol-2-yl)-1Н-2λ6,1-Benzothiazine-3-Carboxamides – a New Group of Potential Analgetics
  作者：I. V. Ukrainets、L. A. Petrushova、S. P. Dzyubenko、G. Sim

  DOI：10.1007/s10593-014-1452-0

  日期：2014.4

  We have developed an effective synthetic method and prepared several 4-hydroxy-1-methyl-2,2-dioxo-N-(1,3-thiazol-2-yl)-1De-2 lambda(6),1-benzothiazine-3-carboxamides and a few structurally related heterocyclic arylamides. The structural features of one of the substituted thiazolyl-2-amides obtained have been investigated. Compounds with a high analgesic activity have been identified within this group by pharmacological screening.