1-月桂酰-2-吡咯烷酮 | 66283-26-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 1-月桂酰-2-吡咯烷酮
• 英文名称: 1-dodecanoyl-2-pyrrolidinone
• 英文别名: 1-lauroyl-2-pyrrolidinone；N-lauroyl-2-pyrrolidinone；N-lauroyl-pyrrolidinone；lauroyl-2-pyrrolidinone；n-lauroyl-pyrrolidone；1-dodecanoylpyrrolidin-2-one
• CAS: 66283-26-9
• 化学式: C₁₆H₂₉NO₂
• 分子量: 267.412
• InChiKey: SRQZUAPSTKOCBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-吡咯烷酮 、 月桂酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 1-月桂酰-2-吡咯烷酮
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of 1-acyl-2-pyrrolidinone derivatives

  摘要：

  Several 1-acyl-2-pyrrolidinone derivatives were synthesized as derivatives of gamma-aminobutyric acid (GABA), and their pharmacological activities and stabilities were investigated. The derivatives showed anticonvulsant effect on picrotoxin-induced seizure at a dose of 200 mg/kg. In particular, 1-decanoyl-2-pyrrolidinone (7) and 1-dodecanoyl-2-pyrrolidinone (8) had a high activity. The anticonvulsant activity showed a dose dependency. Some of 1-acyl-2-pyrrolidinone derivatives prolonged sleeping time which was induced by sodium pentobarbital and showed a recovery from disruption of the memory of passive avoidance response, which was induced by an electroconvulsive shock. As shown by the results of the stability study of 1-acetyl-2-pyrrolidinone (1), it was degraded in an acidic buffer and an alkaline buffer although 2-pyrrolidinone was stable. 1-Acyl-2-pyrrolidinone derivatives were degraded in liver and brain homogenates of mouse and rat. They showed a degradation rate in rat plasma. Conversion of 8 to GABA in mouse liver homogenate was demonstrated. These results suggested that the pharmacological activity of 1-acyl-2-pyrrolidinone is probably due to the release of GABA by hydrolysis of derivatives although further work is necessary.

  DOI：

  10.1021/jm00106a025

文献信息

• SASAKI, HITOSHI;MORI, YOSHIYKI;NAKAMURA, JUNZO;SHIBASAKI, JUICHIRO, J. MED. CHEM., 34,(1991) N, C. 628-633
  作者：SASAKI, HITOSHI、MORI, YOSHIYKI、NAKAMURA, JUNZO、SHIBASAKI, JUICHIRO

  DOI：——

  日期：——
• Skinpenetration enhancing compositions
  申请人：WHITBY RESEARCH, Inc.

  公开号：EP0257086B1

  公开（公告）日：1993-01-20
• Penetration enhancers for transdermal delivery of systemic agents
  申请人：WHITBY RESEARCH, Inc.

  公开号：EP0268218B1

  公开（公告）日：1992-05-06
• US4716060A
  申请人：——

  公开号：US4716060A

  公开（公告）日：1987-12-29
• US4886545A
  申请人：——

  公开号：US4886545A

  公开（公告）日：1989-12-12