4'-(4-carboxyphenyl)-1'-methyldispiro[indan-2,2' pyrrolidine-3',2''-indan]-1,3,1''-trione

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4'-(4-carboxyphenyl)-1'-methyldispiro[indan-2,2' pyrrolidine-3',2''-indan]-1,3,1''-trione
• 化学式: C₂₈H₂₁NO₅
• 分子量: 451.478
• InChiKey: YHZWOVIMWNWOME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  34
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  91.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对醛基苯甲酸 、 1-茚酮 在 sodium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.05h， 生成 4'-(4-carboxyphenyl)-1'-methyldispiro[indan-2,2' pyrrolidine-3',2''-indan]-1,3,1''-trione
  参考文献：
  名称：

  Antimycobacterial activity: A facile three-component [3+2]-cycloaddition for the regioselective synthesis of highly functionalised dispiropyrrolidines

  摘要：

  A series of twelve dispiropyrrolidines were synthesized using [3+2]-cycloaddition reactions. The synthesized compounds were screened for their antimycobacterial activity against M. tuberculosis H(37)Rv and INH resistant M. tuberculosis strains using agar dilution method, four of them showed good activity with MIC of less than 1 mu M. Compound 4'-[5-(4-fluorophenyl) pyridin-3-yl]-1'-methyldispiro[indan-2,2' pyrrolidine-3',2 ''-indan]-1,3,1 ''-trione (4b) was found to be the most active with MIC of 0.1215 and 5.121 mu M, respectively. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.047

文献信息

• Antimycobacterial activity: A facile three-component [3+2]-cycloaddition for the regioselective synthesis of highly functionalised dispiropyrrolidines
  作者：Ang Chee Wei、Mohamed Ashraf Ali、Yeong Keng Yoon、Rusli Ismail、Tan Soo Choon、Raju Suresh Kumar、Natarajan Arumugam、Abdulrahman I. Almansour、Hasnah Osman

  DOI：10.1016/j.bmcl.2012.06.047

  日期：2012.8

  A series of twelve dispiropyrrolidines were synthesized using [3+2]-cycloaddition reactions. The synthesized compounds were screened for their antimycobacterial activity against M. tuberculosis H(37)Rv and INH resistant M. tuberculosis strains using agar dilution method, four of them showed good activity with MIC of less than 1 mu M. Compound 4'-[5-(4-fluorophenyl) pyridin-3-yl]-1'-methyldispiro[indan-2,2' pyrrolidine-3',2 ''-indan]-1,3,1 ''-trione (4b) was found to be the most active with MIC of 0.1215 and 5.121 mu M, respectively. (c) 2012 Elsevier Ltd. All rights reserved.