N-Valeryl-pyrrolidon-(2) | 90942-80-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: N-Valeryl-pyrrolidon-(2)
• 英文别名: 1-pentanoyl-pyrrolidin-2-one；N-valeryl-pyrrolidone；1-pentanoylpyrrolidin-2-one
• CAS: 90942-80-6
• 化学式: C₉H₁₅NO₂
• 分子量: 169.224
• InChiKey: SOBBDDQZFAWLHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-Valeryl-pyrrolidon-(2) 、 仲辛酮 在 samarium diiodide 、 乙醇 作用下， 以 四氢呋喃 为溶剂， 反应 3.17h， 以58%的产率得到Pentanoic acid (5-methyl-4-oxo-undecyl)-amide
  参考文献：
  名称：

  N-酰基内酰胺与酮或醛之间新的二碘化sa介导的偶联反应

  摘要：

  报道了N-酰基内酰胺与酮或醛之间的新的SmI 2介导的偶联反应。这些酰亚胺与二碘化sa的开环产生酰基sa，其被酮或醛捕获，从而生成酰胺基α-酮醇。在乙醇存在下，当SmI 2过量时，最终产物为酰胺酮。

  DOI：

  10.1016/s0040-4039(00)01137-0
• 作为产物：
  描述：

  2-吡咯烷酮 、 戊酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 N-Valeryl-pyrrolidon-(2)
  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

• Practical and General Manganese-Catalyzed Carbonylative Coupling of Alkyl Iodides with Amides
  作者：Yahui Li、Fengxiang Zhu、Zechao Wang、Jabor Rabeah、Angelika Brückner、Xiao-Feng Wu

  DOI：10.1002/cctc.201601712

  日期：2017.3.20

  carbonylative transformation of alkyl iodides and amides was developed. A variety of imides were prepared in moderate to good yields. Alkyl bromides could also be applied by in situ treatment with NaI to give the corresponding alkyl iodides. Notably, no additives or expensive ligands were required here. As the first example of the carbonylative coupling of alkyl iodides with amides, the simple reaction

  开发了选择性锰催化的烷基碘和酰胺的羰基化转化。以中等至良好的产率制备了各种酰亚胺。烷基溴化物也可以通过用NaI原位处理来施加，以得到相应的烷基碘化物。值得注意的是，这里不需要添加剂或昂贵的配体。作为烷基碘与酰胺的羰基化偶联的第一个例子，锰的简单反应条件和优点使其比常规技术更具吸引力和实用性。从机理上讲，还进行了控制实验和电子顺磁共振波谱学研究，并证明了这一新工艺的根本性质。
• 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
• US4886545A
  申请人：——

  公开号：US4886545A

  公开（公告）日：1989-12-12