1-Cycloheptyl-buten-(1)-on-(3) | 20653-56-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Cycloheptyl-buten-(1)-on-(3)
• 英文别名: 1-Cycloheptyl-buten-(1)-on-(2)；4-cycloheptylbut-3-en-2-one
• CAS: 20653-56-9
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: PRFMUGSMNSPAEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Cycloheptyl-buten-(1)-on-(3) 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 4-Cycloheptyl-2-butanone
  参考文献：
  名称：

  18-Cycloalkyl analogs of enisoprost

  摘要：

  By use of standard cuprate methodology, a series of 18-cycloalkyl analogues of enisoprost was prepared in an effort to impede omega chain metabolism and prolong duration of gastric antisecretory activity. An initial product of omega chain oxidation, the C-20 hydroxy analogue, was also synthesized for pharmacological comparison. The cyclopropyl, cyclobutyl, and cyclopentyl analogues were approximately one-fourth as potent as enisoprost in inhibiting gastric acid secretion, while the cyclohexyl and cycloheptyl analogues showed very weak activity, and the 20-hydroxy compound was inactive at a dose 100 times the ED50 of enisoprost. The cyclobutyl compound had a longer duration of antisecretory action than enisoprost and the other cycloalkyl analogues. The cycloalkyl analogues unexpectedly possessed low diarrheogenic activity in rats.

  DOI：

  10.1021/jm00125a013
• 作为产物：
  描述：

  环庚烷羰酰氯 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 苯 为溶剂， 25.0 ℃ 、34.48 kPa 条件下， 生成 1-Cycloheptyl-buten-(1)-on-(3)
  参考文献：
  名称：

  18-Cycloalkyl analogs of enisoprost

  摘要：

  By use of standard cuprate methodology, a series of 18-cycloalkyl analogues of enisoprost was prepared in an effort to impede omega chain metabolism and prolong duration of gastric antisecretory activity. An initial product of omega chain oxidation, the C-20 hydroxy analogue, was also synthesized for pharmacological comparison. The cyclopropyl, cyclobutyl, and cyclopentyl analogues were approximately one-fourth as potent as enisoprost in inhibiting gastric acid secretion, while the cyclohexyl and cycloheptyl analogues showed very weak activity, and the 20-hydroxy compound was inactive at a dose 100 times the ED50 of enisoprost. The cyclobutyl compound had a longer duration of antisecretory action than enisoprost and the other cycloalkyl analogues. The cycloalkyl analogues unexpectedly possessed low diarrheogenic activity in rats.

  DOI：

  10.1021/jm00125a013

文献信息

• de Botton,M., Bulletin de la Societe Chimique de France, 1976, p. 849 - 856
  作者：de Botton,M.

  DOI：——

  日期：——
• 18-Cycloalkyl analogs of enisoprost
  作者：Paul W. Collins、Alan F. Gasiecki、William E. Perkins、Gary W. Gullikson、Peter H. Jones、Raymond F. Bauer

  DOI：10.1021/jm00125a013

  日期：1989.5

  By use of standard cuprate methodology, a series of 18-cycloalkyl analogues of enisoprost was prepared in an effort to impede omega chain metabolism and prolong duration of gastric antisecretory activity. An initial product of omega chain oxidation, the C-20 hydroxy analogue, was also synthesized for pharmacological comparison. The cyclopropyl, cyclobutyl, and cyclopentyl analogues were approximately one-fourth as potent as enisoprost in inhibiting gastric acid secretion, while the cyclohexyl and cycloheptyl analogues showed very weak activity, and the 20-hydroxy compound was inactive at a dose 100 times the ED50 of enisoprost. The cyclobutyl compound had a longer duration of antisecretory action than enisoprost and the other cycloalkyl analogues. The cycloalkyl analogues unexpectedly possessed low diarrheogenic activity in rats.