4-Hydroxy-2-(4-methoxy-benzyl)-1,1-dioxo-1,2-dihydro-1λ6-thieno[2,3-e][1,2]thiazine-3-carboxylic acid pyridin-2-ylamide | 106820-69-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-Hydroxy-2-(4-methoxy-benzyl)-1,1-dioxo-1,2-dihydro-1λ6-thieno[2,3-e][1,2]thiazine-3-carboxylic acid pyridin-2-ylamide
• CAS: 106820-69-3
• 化学式: C₂₀H₁₇N₃O₅S₂
• 分子量: 443.504
• InChiKey: KRYKVKRENMCUJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  108.83
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-2-(4-methoxy-benzyl)-1,1-dioxo-1,2-dihydro-1λ6-thieno[2,3-e][1,2]thiazine-3-carboxylic acid pyridin-2-ylamide 在 苯甲醚 、 三氟乙酸 作用下， 反应 16.0h， 以92%的产率得到4-hydroxy-N-2-pyridyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide
  参考文献：
  名称：

  Analogs and derivatives of tenoxicam. 1. Synthesis and antiinflammatory activities of analogs with different residues on the ring nitrogen and the amide nitrogen

  摘要：

  The synthesis of tenoxicam, 4-hydroxy-2-methyl-N-2-pyridyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxami de 1,1-dioxide (1e), and of the analogues with various residues on the ring nitrogen and the amide nitrogen is described. This new class of "oxicams" has pronounced antiinflammatory and analgesic properties. The very specific structure-activity relationship of isomeric and isosteric groups at the amide nitrogen has been evaluated. The substituent in position 2 also has a great influence on the pharmacological properties. Tenoxicam is presently undergoing clinical trials.

  DOI：

  10.1021/jm00387a017
• 作为产物：
  描述：

  3-磺酰氨基乙酸甲酯-2-噻吩甲酸甲酯 在 sodium methylate 、 sodium hydride 作用下， 以 甲醇 、 正己烷 、 xylene 为溶剂， 反应 31.0h， 生成 4-Hydroxy-2-(4-methoxy-benzyl)-1,1-dioxo-1,2-dihydro-1λ6-thieno[2,3-e][1,2]thiazine-3-carboxylic acid pyridin-2-ylamide
  参考文献：
  名称：

  Analogs and derivatives of tenoxicam. 1. Synthesis and antiinflammatory activities of analogs with different residues on the ring nitrogen and the amide nitrogen

  摘要：

  The synthesis of tenoxicam, 4-hydroxy-2-methyl-N-2-pyridyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxami de 1,1-dioxide (1e), and of the analogues with various residues on the ring nitrogen and the amide nitrogen is described. This new class of "oxicams" has pronounced antiinflammatory and analgesic properties. The very specific structure-activity relationship of isomeric and isosteric groups at the amide nitrogen has been evaluated. The substituent in position 2 also has a great influence on the pharmacological properties. Tenoxicam is presently undergoing clinical trials.

  DOI：

  10.1021/jm00387a017

文献信息

• BINDER D.; HROMATKA O.; GEISSLER F.; SCHMIED K.; NOE C. R.; BURRI K.; PFI+, J. MED. CHEM., 30,(1987) N 4, 678-682
  作者：BINDER D.、 HROMATKA O.、 GEISSLER F.、 SCHMIED K.、 NOE C. R.、 BURRI K.、 PFI+

  DOI：——

  日期：——