2-(4-氯苯基氨基)六氢异吲哚-1,3-二酮 | 1034317-31-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 2-(4-氯苯基氨基)六氢异吲哚-1,3-二酮
• 英文名称: 2-(4-chlorophenylamino)hexahydroisoindol-1,3-dione
• 英文别名: 2-(4-Chloroanilino)-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione
• CAS: 1034317-31-1
• 化学式: C₁₄H₁₅ClN₂O₂
• 分子量: 278.738
• InChiKey: KCYHMOORWZPAGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯苯肼 、 六氢苯酐 以 水 为溶剂， 反应 1.0h， 以73%的产率得到2-(4-氯苯基氨基)六氢异吲哚-1,3-二酮
  参考文献：
  名称：

  Design, synthesis, and anticonvulsant activity of N-phenylamino derivatives of 3,3-dialkyl-pyrrolidine-2,5-diones and hexahydro-isoindole-1,3-diones

  摘要：

  In the present study on the development of new anticonvulsants, the library of differently substituted N-phenylamino pyrrolidine2,5-dione and hexahydro-isoindole-1,3-dione derivatives was synthesized. The anticonvulsant activity of all the compounds was evaluated using the maximal electroshock (MES) and pentylenetetrazole (scPTZ) screens, which are the most widely employed seizure models for early identification of candidate anticonvulsants. Their neurotoxicity was determined applying the rotorod test. The pharmacological results revealed that the majority of compounds were effective in electrical (MES) and/or pentylenetetrazole induced seizure (scPTZ) models. The quantitative in vivo anticonvulsant evaluation of N-phenylamino-3,3-dimethyl-pyrrolidine-2,5-dione (15), conducted at the time of peak pharmacodynamic activity (TPE), showed the MES ED50 value of 69.89 mg/ kg in rats. The median toxic dose (TD50) was 500 mg/ kg, providing compound 15 with a protective index (TD50/ED50) of 7.15 in the MES test. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.037

文献信息

• Design, synthesis, and anticonvulsant activity of N-phenylamino derivatives of 3,3-dialkyl-pyrrolidine-2,5-diones and hexahydro-isoindole-1,3-diones
  作者：Krzysztof Kamiński、Jolanta Obniska

  DOI：10.1016/j.bmc.2008.03.037

  日期：2008.5

  In the present study on the development of new anticonvulsants, the library of differently substituted N-phenylamino pyrrolidine2,5-dione and hexahydro-isoindole-1,3-dione derivatives was synthesized. The anticonvulsant activity of all the compounds was evaluated using the maximal electroshock (MES) and pentylenetetrazole (scPTZ) screens, which are the most widely employed seizure models for early identification of candidate anticonvulsants. Their neurotoxicity was determined applying the rotorod test. The pharmacological results revealed that the majority of compounds were effective in electrical (MES) and/or pentylenetetrazole induced seizure (scPTZ) models. The quantitative in vivo anticonvulsant evaluation of N-phenylamino-3,3-dimethyl-pyrrolidine-2,5-dione (15), conducted at the time of peak pharmacodynamic activity (TPE), showed the MES ED50 value of 69.89 mg/ kg in rats. The median toxic dose (TD50) was 500 mg/ kg, providing compound 15 with a protective index (TD50/ED50) of 7.15 in the MES test. (c) 2008 Elsevier Ltd. All rights reserved.