3-(2-methoxy-phenyl)-3-phenyl-1,3-dihydro-indol-2-one | 51180-87-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(2-methoxy-phenyl)-3-phenyl-1,3-dihydro-indol-2-one
• 英文别名: 3-(2-methoxyphenyl)-3-phenyl-1H-indol-2-one
• CAS: 51180-87-1
• 化学式: C₂₁H₁₇NO₂
• 分子量: 315.371
• InChiKey: XDRGJPGZSZPGJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-Methoxyphenylmagnesium bromide 在 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-(2-methoxy-phenyl)-3-phenyl-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  3,3-Diaryl-1,3-dihydroindol-2-ones as Antiproliferatives Mediated by Translation Initiation Inhibition

  摘要：

  A series of substituted 3,3-diphenyl-1,3-dihydroindol-2-ones was synthesized from the corresponding isatins. The compounds were studied for cell growth inhibition mediated by partial depletion of intracellular Ca2+ stores that leads to phosphorylation of eIF2alpha. The diphenyloxindole (1) showed mechanism-specific antiproliferative activity that was comparable to known translation initiation inhibitors such as clotrimazole or troglitazone. SAR studies identified m'-tert-butyl and o-hydroxy substituted diphenyloxindole (25) as a lead compound for Ca2+-depletion-mediated inhibition of translation initiation.

  DOI：

  10.1021/jm0499716

文献信息

• 3,3-Diaryl-1,3-dihydroindol-2-ones as Antiproliferatives Mediated by Translation Initiation Inhibition
  作者：Amarnath Natarajan、Yun-Hua Fan、Han Chen、Yuhong Guo、Julia Iyasere、Frederick Harbinski、William J. Christ、Huseyin Aktas、Jose A. Halperin

  DOI：10.1021/jm0499716

  日期：2004.4.1

  A series of substituted 3,3-diphenyl-1,3-dihydroindol-2-ones was synthesized from the corresponding isatins. The compounds were studied for cell growth inhibition mediated by partial depletion of intracellular Ca2+ stores that leads to phosphorylation of eIF2alpha. The diphenyloxindole (1) showed mechanism-specific antiproliferative activity that was comparable to known translation initiation inhibitors such as clotrimazole or troglitazone. SAR studies identified m'-tert-butyl and o-hydroxy substituted diphenyloxindole (25) as a lead compound for Ca2+-depletion-mediated inhibition of translation initiation.