4-[4-(3,4-Dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-thiazol-2-yl]-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester | 237384-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 4-[4-(3,4-Dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-thiazol-2-yl]-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester
• CAS: 237384-23-5
• 化学式: C₁₉H₁₇NO₄S₃
• 分子量: 419.546
• InChiKey: KNDOAUCZRHOZRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  57.65
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-[4-(3,4-Dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-thiazol-2-yl]-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester 在 三甲基铝 、 氯化铵 作用下， 以 甲苯 为溶剂， 生成 4-[4-(3,4-Dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-thiazol-2-yl]-5-methylsulfanyl-thiophene-2-carboxamidine
  参考文献：
  名称：

  Structure-Based design, synthesis and sAR of a novel series of thiopheneamidine urokinase plasminogen activator inhibitors

  摘要：

  The serine protease urokinase plasminogen activator (uPA) is thought to play a central role in tumor metastasis and angiogenesis. Molecular modeling studies suggest that 5-thiomethylthiopheneamidine inhibits uPA by binding at the S1 pocket of the active site. Further structure based elaboration of this residue resulted in a novel class of potent and selective inhibitors of uPA. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00247-5
• 作为产物：
  描述：

  4-氰基-5-(甲硫基)噻吩-2-羟酸甲酯 在 硫化氢 、 三乙胺 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 23.0h， 生成 4-[4-(3,4-Dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-thiazol-2-yl]-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Structure-Based design, synthesis and sAR of a novel series of thiopheneamidine urokinase plasminogen activator inhibitors

  摘要：

  The serine protease urokinase plasminogen activator (uPA) is thought to play a central role in tumor metastasis and angiogenesis. Molecular modeling studies suggest that 5-thiomethylthiopheneamidine inhibits uPA by binding at the S1 pocket of the active site. Further structure based elaboration of this residue resulted in a novel class of potent and selective inhibitors of uPA. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00247-5