6-(3-Benzyloxy-4-methoxy-phenyl)-7-(4-methylsulfanyl-phenyl)-2,3,8,8a-tetrahydro-1H-indolizin-5-one | 592528-83-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-(3-Benzyloxy-4-methoxy-phenyl)-7-(4-methylsulfanyl-phenyl)-2,3,8,8a-tetrahydro-1H-indolizin-5-one
• CAS: 592528-83-1
• 化学式: C₂₉H₂₉NO₃S
• 分子量: 471.62
• InChiKey: ZDRVOJBYKCJDMB-UHFFFAOYSA-N

物化性质

• 沸点：
  672.9±55.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6-(3-Benzyloxy-4-methoxy-phenyl)-7-(4-methylsulfanyl-phenyl)-2,3,8,8a-tetrahydro-1H-indolizin-5-one 在 盐酸 、 N,N'-羰基二咪唑 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 22.0h， 生成 (S)-Pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{2-methoxy-5-[7-(4-methylsulfanyl-phenyl)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-6-yl]-phenyl} ester
  参考文献：
  名称：

  Novel 6,7-diphenyl-2,3,8,8a-tetrahydro-1H-indolizin-5-one analogues as cytotoxic agents

  摘要：

  A series of 6,7-diphenyl-2,3,8,8a-tetrahydro-1H-indolizin-5-one analogues were synthesized and evaluated for cytotoxic activity against eight human cancer cell lines. Compounds 18, 21, 28, 29, 30 and 31 showed cytotoxic activity with GI(50) values in the range of 2.1-8.1 muM concentration. Among these, compounds 21 and 28 exhibited good pharmacokinetic properties. These compounds were further evaluated for their in vivo efficacy in modified hollow fibre assay (HFA). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00263-4
• 作为产物：
  描述：

  2-{1-[2-(3-Benzyloxy-4-methoxy-phenyl)-acetyl]-pyrrolidin-2-yl}-1-(4-methylsulfanyl-phenyl)-ethanone 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 6-(3-Benzyloxy-4-methoxy-phenyl)-7-(4-methylsulfanyl-phenyl)-2,3,8,8a-tetrahydro-1H-indolizin-5-one
  参考文献：
  名称：

  Novel 6,7-diphenyl-2,3,8,8a-tetrahydro-1H-indolizin-5-one analogues as cytotoxic agents

  摘要：

  A series of 6,7-diphenyl-2,3,8,8a-tetrahydro-1H-indolizin-5-one analogues were synthesized and evaluated for cytotoxic activity against eight human cancer cell lines. Compounds 18, 21, 28, 29, 30 and 31 showed cytotoxic activity with GI(50) values in the range of 2.1-8.1 muM concentration. Among these, compounds 21 and 28 exhibited good pharmacokinetic properties. These compounds were further evaluated for their in vivo efficacy in modified hollow fibre assay (HFA). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00263-4