N-<2-<2-(diethylamino)ethoxy>ethyl>-N-methyl-1-phenyl-1-cyclopentanemethylamine | 136089-24-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-<2-<2-(diethylamino)ethoxy>ethyl>-N-methyl-1-phenyl-1-cyclopentanemethylamine
• 英文别名: [2-(2-Diethylamino-ethoxy)-ethyl]-methyl-(1-phenyl-cyclopentylmethyl)-amine；2-[2-(diethylamino)ethoxy]-N-methyl-N-[(1-phenylcyclopentyl)methyl]ethanamine
• CAS: 136089-24-2
• 化学式: C₂₁H₃₆N₂O
• 分子量: 332.53
• InChiKey: HJIDDNWODZXEAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-苯基环戊烷羧酸 在 氯化亚砜 、 sodium cyanoborohydride 、 碳酸氢钠 、 红铝 、 正戊烷 作用下， 以 氯仿 、 水 、 甲苯 、 乙腈 为溶剂， 反应 5.0h， 生成 N-<2-<2-(diethylamino)ethoxy>ethyl>-N-methyl-1-phenyl-1-cyclopentanemethylamine
  参考文献：
  名称：

  Novel 1-phenylcycloalkanecarboxylic acid derivatives as potential anticonvulsant agents

  摘要：

  A series of analogues based on the anticonvulsant carbetapentane (1, 2-[2-(diethylamino)ethoxy]ethyl 1-phenyl-1-cyclopentylcarboxylate) was prepared as potential novel anticonvulsant drugs. Structure-activity relationships of analogues in which the ester function and cyclopentane moieties were modified have been investigated by evaluating their ability to prevent seizures in the rat maximal electroshock test. These compounds (11, ED50 = 16-mu-mol/kg; 12, ED50 = 86-mu-mol/kg, and 23, ED50 = 173-mu-mol/kg) were effective anticonvulsants. Compound 11, an alkyl ether derivative of 1, was more potent than the parent compound (ED50 = 48-mu-mol/kg) and also showed a 2-fold increase in potency compared to that of the prototypic anticonvulsant drug diphenylhydantoin.

  DOI：

  10.1021/jm00115a002

文献信息

• Novel 1-phenylcycloalkanecarboxylic acid derivatives as potential anticonvulsant agents
  作者：Silvia N. Calderon、Amy Hauck Newman、Frank C. Tortella

  DOI：10.1021/jm00115a002

  日期：1991.11

  A series of analogues based on the anticonvulsant carbetapentane (1, 2-[2-(diethylamino)ethoxy]ethyl 1-phenyl-1-cyclopentylcarboxylate) was prepared as potential novel anticonvulsant drugs. Structure-activity relationships of analogues in which the ester function and cyclopentane moieties were modified have been investigated by evaluating their ability to prevent seizures in the rat maximal electroshock test. These compounds (11, ED50 = 16-mu-mol/kg; 12, ED50 = 86-mu-mol/kg, and 23, ED50 = 173-mu-mol/kg) were effective anticonvulsants. Compound 11, an alkyl ether derivative of 1, was more potent than the parent compound (ED50 = 48-mu-mol/kg) and also showed a 2-fold increase in potency compared to that of the prototypic anticonvulsant drug diphenylhydantoin.