1,1'-<(2,2-diphenylethyl)imino>bis<2-propanol> | 416895-22-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1'-<(2,2-diphenylethyl)imino>bis<2-propanol>
• 英文别名: 1-[2,2-Diphenylethyl(2-hydroxypropyl)amino]propan-2-ol
• CAS: 416895-22-2
• 化学式: C₂₀H₂₇NO₂
• 分子量: 313.44
• InChiKey: IEGQCXSRWFQPGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2-二苯基乙胺 、 methyloxirane 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 1,1'-<(2,2-diphenylethyl)imino>bis<2-propanol>
  参考文献：
  名称：

  Structure-activity studies on antidepressant 2,2-diarylethylamines

  摘要：

  A series of 2,2-diarylethylamine derivatives has been examined for potential antidepressant activity in the tetrabenazine (TBZ) test. Diethanolamine 4 (McN-4187) was one of the more potent compounds despite its polar alcohol functionalities [ED50 values of 15 mg/kg (exploratory activity) and 1.5 mg/kg (ptosis)]. Structure-activity relationships are described. Minor structural modifications of 4 were sufficient to strongly attenuate activity. For example, changing one phenyl group to a 2-thienyl, cyclohexyl, or 3,4-dimethoxyphenyl group greatly reduced activity. Replacing both phenyl groups by 4-chlorophenyl groups also dissipated activity. The bisethanol functionality was not essential for activity (q.v. 17-19 in Table I). Although 17-19 compared well with 4 in the TBZ assay, only 19 (like 4) showed a satisfactory profile in the maximal electroshock seizure threshold test.

  DOI：

  10.1021/jm00374a022

文献信息

• Structure-activity studies on antidepressant 2,2-diarylethylamines
  作者：Bruce E. Maryanoff、Samuel O. Nortey、Joseph F. Gardocki

  DOI：10.1021/jm00374a022

  日期：1984.8

  A series of 2,2-diarylethylamine derivatives has been examined for potential antidepressant activity in the tetrabenazine (TBZ) test. Diethanolamine 4 (McN-4187) was one of the more potent compounds despite its polar alcohol functionalities [ED50 values of 15 mg/kg (exploratory activity) and 1.5 mg/kg (ptosis)]. Structure-activity relationships are described. Minor structural modifications of 4 were sufficient to strongly attenuate activity. For example, changing one phenyl group to a 2-thienyl, cyclohexyl, or 3,4-dimethoxyphenyl group greatly reduced activity. Replacing both phenyl groups by 4-chlorophenyl groups also dissipated activity. The bisethanol functionality was not essential for activity (q.v. 17-19 in Table I). Although 17-19 compared well with 4 in the TBZ assay, only 19 (like 4) showed a satisfactory profile in the maximal electroshock seizure threshold test.