8-aminooctanoic acid 2,2,2-trochloroethyl ester | 107453-94-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 8-aminooctanoic acid 2,2,2-trochloroethyl ester
• 英文别名: 2,2,2-Trichloroethyl 8-aminooctanoate；2,2,2-trichloroethyl 8-aminooctanoate
• CAS: 107453-94-1
• 化学式: C₁₀H₁₈Cl₃NO₂
• 分子量: 290.617
• InChiKey: HPLZTGDQBRUYHD-UHFFFAOYSA-N

物化性质

• 沸点：
  377.5±42.0 °C(Predicted)
• 密度：
  1.236±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-aminooctanoic acid 2,2,2-trochloroethyl ester 、 N-甲酰基-4-(二苯基甲基)哌啶 在 光气 、 potassium carbonate 、 三乙胺 作用下， 生成 2,2,2-trichloroethyl 8-[(4-benzhydrylpiperidin-1-yl)methylideneamino]octanoate
  参考文献：
  名称：

  Antisecretory activity of human, dog, and rat metabolites of fenoctimine

  摘要：

  Fenoctimine (1a), a nonanticholinergic inhibitor of gastric acid secretion in dogs and rats, was evaluated as a gastric antisecretory agent in humans. In humans it exhibited weak antisecretory activity and caused anticholinergic-like side effects such as dry mouth and nasal passages. Studies of the metabolic fate of fenoctimine in humans, dogs, and rats provided structures of the resultant metabolites. These were synthesized and tested for antisecretory and anticholinergic activity. The human metabolites were all less active than fenoctimine as antisecretory agents, and some displayed significant anticholinergic activity. These results suggest that the unexpectedly weak effect of fenoctimine as a gastric antisecretory agent in humans, as well as anticholinergic effects, may be due to its extensive metabolism, which is different from that seen in dog and rat.

  DOI：

  10.1021/jm00388a025
• 作为产物：
  描述：

  2,2,2-三氯乙醇 、 8-氨基辛酸 在 氯化亚砜 作用下， 反应 1.0h， 以2.80 g的产率得到8-aminooctanoic acid 2,2,2-trochloroethyl ester
  参考文献：
  名称：

  Antisecretory activity of human, dog, and rat metabolites of fenoctimine

  摘要：

  Fenoctimine (1a), a nonanticholinergic inhibitor of gastric acid secretion in dogs and rats, was evaluated as a gastric antisecretory agent in humans. In humans it exhibited weak antisecretory activity and caused anticholinergic-like side effects such as dry mouth and nasal passages. Studies of the metabolic fate of fenoctimine in humans, dogs, and rats provided structures of the resultant metabolites. These were synthesized and tested for antisecretory and anticholinergic activity. The human metabolites were all less active than fenoctimine as antisecretory agents, and some displayed significant anticholinergic activity. These results suggest that the unexpectedly weak effect of fenoctimine as a gastric antisecretory agent in humans, as well as anticholinergic effects, may be due to its extensive metabolism, which is different from that seen in dog and rat.

  DOI：

  10.1021/jm00388a025

文献信息

• Antisecretory activity of human, dog, and rat metabolites of fenoctimine
  作者：Malcolm K. Scott、Henry I. Jacoby、Antoinette C. Bonfilio、Thomas W. Corcoran、Iris S. Lopez

  DOI：10.1021/jm00388a025

  日期：1987.5

  Fenoctimine (1a), a nonanticholinergic inhibitor of gastric acid secretion in dogs and rats, was evaluated as a gastric antisecretory agent in humans. In humans it exhibited weak antisecretory activity and caused anticholinergic-like side effects such as dry mouth and nasal passages. Studies of the metabolic fate of fenoctimine in humans, dogs, and rats provided structures of the resultant metabolites. These were synthesized and tested for antisecretory and anticholinergic activity. The human metabolites were all less active than fenoctimine as antisecretory agents, and some displayed significant anticholinergic activity. These results suggest that the unexpectedly weak effect of fenoctimine as a gastric antisecretory agent in humans, as well as anticholinergic effects, may be due to its extensive metabolism, which is different from that seen in dog and rat.