(3R,4'R)-6-chloro-4'-(4-methoxyphenyl)-1',3'-diphenylspiro[1H-indole-3,5'-4H-pyrazole]-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (3R,4'R)-6-chloro-4'-(4-methoxyphenyl)-1',3'-diphenylspiro[1H-indole-3,5'-4H-pyrazole]-2-one
• 化学式: C₂₉H₂₂ClN₃O₂
• 分子量: 479.966
• InChiKey: NBJZJXJCAGTECV-WNJJXGMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  53.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯甲醛苯腙 在 N-chlorosuccinimide-dimethylsulfide complex 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (3R,4'R)-6-chloro-4'-(4-methoxyphenyl)-1',3'-diphenylspiro[1H-indole-3,5'-4H-pyrazole]-2-one
  参考文献：
  名称：

  Synthesis of novel spiropyrazoline oxindoles and evaluation of cytotoxicity in cancer cell lines

  摘要：

  A series of novel spiropyrazoline oxindole derivatives was synthesized by 1,3-dipolar cycloaddition reaction. The compounds were screened for their in vitro cytotoxic activity against MCF-7 breast cancer cell line (estrogen receptor positive (ER+) and human epidermal growth factor receptor 2 negative (HER2-)). Of the nineteen spiropyrazoline oxindoles tested, six compounds have a GI(50) below 12 mu M The most potent compounds in this series were also evaluated against MDA-MB-231 breast cancer cell line (ER and HER2-). Two spiropyrazoline oxindoles were highly selective between MCF-7 tumor cells and MDA-MB-231 tumor cells. More importantly, they were noncytotoxic against HER 293T non tumor derived cell lines. (c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.04.023

文献信息

• Synthesis of novel spiropyrazoline oxindoles and evaluation of cytotoxicity in cancer cell lines
  作者：Ângelo Monteiro、Lídia M. Gonçalves、Maria M.M. Santos

  DOI：10.1016/j.ejmech.2014.04.023

  日期：2014.5

  A series of novel spiropyrazoline oxindole derivatives was synthesized by 1,3-dipolar cycloaddition reaction. The compounds were screened for their in vitro cytotoxic activity against MCF-7 breast cancer cell line (estrogen receptor positive (ER+) and human epidermal growth factor receptor 2 negative (HER2-)). Of the nineteen spiropyrazoline oxindoles tested, six compounds have a GI(50) below 12 mu M The most potent compounds in this series were also evaluated against MDA-MB-231 breast cancer cell line (ER and HER2-). Two spiropyrazoline oxindoles were highly selective between MCF-7 tumor cells and MDA-MB-231 tumor cells. More importantly, they were noncytotoxic against HER 293T non tumor derived cell lines. (c) 2014 Elsevier Masson SAS. All rights reserved.