2-[2-[4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl]ethyl]-4,6-dimethyl-5-phenylpyrrolo[3,4-c]pyrrole-1,3-dione | 849061-61-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-[2-[4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl]ethyl]-4,6-dimethyl-5-phenylpyrrolo[3,4-c]pyrrole-1,3-dione
• CAS: 849061-61-6
• 化学式: C₂₇H₂₈ClN₃O₃
• 分子量: 477.991
• InChiKey: AXJWJMWUZASDGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  65.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 2-[2-[4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl]ethyl]-4,6-dimethyl-5-phenylpyrrolo[3,4-c]pyrrole-1,3-dione 在 sodium methylate 作用下， 反应 1.0h， 生成 methyl 4-{{N-{2-[4-(p-chlorophenyl)-4-hydroxypiperidin-1-yl]ethyl}carbamoyl}}-2,5-dimethyl-1-phenylpyrrole-3-carboxylate
  参考文献：
  名称：

  Synthesis and analgesic action of N-(substituted-ethyl)pyrrole-3,4-dicarboximides

  摘要：

  We prepared a series of new N-[2-(4-substitutedpiperazin-1-yl)ethyl]-1-(n-butyl or phenyl)-2,5-dimethyl-3,4-pyrroledicarboximides 3 and the related products 4 and 5, nine representatives of which were evaluated as potential analgesic agents in an animal model (mice). The new pyrroledicarboximides were not toxic (LD50 > or = 1466 mg/kg) and eight of them displayed analgesic activity approximately 1.5-5 times superior to that of ASA in the writhing test. However, the compounds were found to be unstable in methanol solution and in dilute bases (methanol/NaOMe). The S-A relationship is discussed.

  DOI：

  10.1016/j.farmac.2004.10.002
• 作为产物：
  描述：

  4,6-Dimethyl-5-phenyl-5H-pyrrolo[3,4-c]pyrrole-1,3-dione 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 15.0h， 生成 2-[2-[4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl]ethyl]-4,6-dimethyl-5-phenylpyrrolo[3,4-c]pyrrole-1,3-dione
  参考文献：
  名称：

  Synthesis and analgesic action of N-(substituted-ethyl)pyrrole-3,4-dicarboximides

  摘要：

  We prepared a series of new N-[2-(4-substitutedpiperazin-1-yl)ethyl]-1-(n-butyl or phenyl)-2,5-dimethyl-3,4-pyrroledicarboximides 3 and the related products 4 and 5, nine representatives of which were evaluated as potential analgesic agents in an animal model (mice). The new pyrroledicarboximides were not toxic (LD50 > or = 1466 mg/kg) and eight of them displayed analgesic activity approximately 1.5-5 times superior to that of ASA in the writhing test. However, the compounds were found to be unstable in methanol solution and in dilute bases (methanol/NaOMe). The S-A relationship is discussed.

  DOI：

  10.1016/j.farmac.2004.10.002

文献信息

• Synthesis and analgesic action of N-(substituted-ethyl)pyrrole-3,4-dicarboximides
  作者：W. Malinka、M. Kaczmarz、A. Redzicka、B. Filipek、J. Sapa

  DOI：10.1016/j.farmac.2004.10.002

  日期：2005.1

  We prepared a series of new N-[2-(4-substitutedpiperazin-1-yl)ethyl]-1-(n-butyl or phenyl)-2,5-dimethyl-3,4-pyrroledicarboximides 3 and the related products 4 and 5, nine representatives of which were evaluated as potential analgesic agents in an animal model (mice). The new pyrroledicarboximides were not toxic (LD50 > or = 1466 mg/kg) and eight of them displayed analgesic activity approximately 1.5-5 times superior to that of ASA in the writhing test. However, the compounds were found to be unstable in methanol solution and in dilute bases (methanol/NaOMe). The S-A relationship is discussed.