3-phenyl-8H-thieno<2,3-b>pyrrolizin-8-one | 156274-15-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-phenyl-8H-thieno<2,3-b>pyrrolizin-8-one
• 英文别名: 3-Phenylthieno[2,3-b]pyrrolizin-8-one
• CAS: 156274-15-6
• 化学式: C₁₅H₉NOS
• 分子量: 251.309
• InChiKey: YYQSSUSYLXBUIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-氨基-4-苯基噻吩-2-甲酸甲酯 在 4-氯吡啶盐酸盐 、 三氯氧磷 作用下， 以 1,4-二氧六环 为溶剂， 生成 3-phenyl-8H-thieno<2,3-b>pyrrolizin-8-one
  参考文献：
  名称：

  Design, synthesis and antiproliferative activity of tripentones: A new series of antitubulin agents

  摘要：

  Structure-activity relationship studies of a new series of tripentones (thieno[2.3-h]pyrrolizin-8-ones), led us to prepare several derivatives with antiproliferative activities. The most promising 3-(3-hydroxy-4-methoxyphenyl)thieno[2.3-b]pyrrolizin-8-one 20 (leukemia L1210. IC50= 15 nM) was shown to be a potent inhibitor of tubulin polymerization. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00403-6

文献信息

• Lancelot, Jean-Charles; Letois, Bertrand; Rault, Sylvain, Journal of Heterocyclic Chemistry, 1994, vol. 31, # 2, p. 501 - 504
  作者：Lancelot, Jean-Charles、Letois, Bertrand、Rault, Sylvain、Robba, Max、Rogosca, Maria

  DOI：——

  日期：——
• Design, synthesis and antiproliferative activity of tripentones: A new series of antitubulin agents
  作者：Vincent Lisowski、Cécile Enguehard、Jean-Charles Lancelot、Daniel-Henri Caignard、Stéphanie Lambel、Stéphane Leonce、Alain Pierre、Ghanem Atassi、Pierre Renard、Sylvain Rault

  DOI：10.1016/s0960-894x(01)00403-6

  日期：2001.8

  Structure-activity relationship studies of a new series of tripentones (thieno[2.3-h]pyrrolizin-8-ones), led us to prepare several derivatives with antiproliferative activities. The most promising 3-(3-hydroxy-4-methoxyphenyl)thieno[2.3-b]pyrrolizin-8-one 20 (leukemia L1210. IC50= 15 nM) was shown to be a potent inhibitor of tubulin polymerization. (C) 2001 Elsevier Science Ltd. All rights reserved.