(3aRS,4RS,7SR,7aRS)-2-(4-methoxyphenyl)-3a-(trifluoromethyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (3aRS,4RS,7SR,7aRS)-2-(4-methoxyphenyl)-3a-(trifluoromethyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
• 英文别名: N-(4-methoxyphenyl)-2-exo-trifluoromethyl-5-norbornene-cis-endo-2,3-dicarboximide；(1R,2R,6R,7S)-4-(4-methoxyphenyl)-2-(trifluoromethyl)-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• 化学式: C₁₇H₁₄F₃NO₃
• 分子量: 337.298
• InChiKey: HBZHOLJLHXWMTC-SUJFGCQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  环戊二烯 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 8.0h， 生成 (3aRS,4RS,7SR,7aRS)-2-(4-methoxyphenyl)-3a-(trifluoromethyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
  参考文献：
  名称：

  Synthesis and anticancer activity evaluation of 3,4-mono- and bicyclosubstituted N -(het)aryl trifluoromethyl succinimides

  摘要：

  Novel trifluoromethylated mono- and bicyclic succinimides derived from trifluoromethylmaleic anhydride were synthesized using cyclopentadiene or 2,3-dimethylbutadiene and (het)arylamines. The biological activity of these compounds was evaluated using prediction methods and experimental studies. This series of new trifluoromethyl succinimides (3a,b and 6a-c) were tested by the National Cancer Institute (NCI, Bethesda, USA) by Program NCI-60 DTP Human Tumor Cell Line Screen at a single high dose (10(-5) M). Imides revealed activity on Leukemia cell lines (RPMI-8226 - myeloma cell line), Non-Small Cell Lung Cancer cell lines (A549/ATCC - lung carcinoma epithelial cells) and Renal cancer cell lines (A498 and SN12 C). (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.09.019

文献信息

• Chekhlov, A.N.; Popov, A.V.; Luzina, E.L., Doklady Chemistry, 1994, vol. 339, # 1-3, p. 208 - 212
  作者：Chekhlov, A.N.、Popov, A.V.、Luzina, E.L.、Pushin, A.N.、Martynov, I.V.

  DOI：——

  日期：——
• Synthesis and anticancer activity evaluation of 3,4-mono- and bicyclosubstituted N -(het)aryl trifluoromethyl succinimides
  作者：Elena L. Luzina、Anatoliy V. Popov

  DOI：10.1016/j.jfluchem.2014.09.019

  日期：2014.12

  Novel trifluoromethylated mono- and bicyclic succinimides derived from trifluoromethylmaleic anhydride were synthesized using cyclopentadiene or 2,3-dimethylbutadiene and (het)arylamines. The biological activity of these compounds was evaluated using prediction methods and experimental studies. This series of new trifluoromethyl succinimides (3a,b and 6a-c) were tested by the National Cancer Institute (NCI, Bethesda, USA) by Program NCI-60 DTP Human Tumor Cell Line Screen at a single high dose (10(-5) M). Imides revealed activity on Leukemia cell lines (RPMI-8226 - myeloma cell line), Non-Small Cell Lung Cancer cell lines (A549/ATCC - lung carcinoma epithelial cells) and Renal cancer cell lines (A498 and SN12 C). (C) 2014 Elsevier B.V. All rights reserved.