3-苄基-1-甲基哌啶-2,6-二酮 | 124482-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 3-苄基-1-甲基哌啶-2,6-二酮
• 英文名称: 3-Benzyl-1-methyl-piperidine-2,6-dione
• 英文别名: 3-Benzyl-1-methylpiperidine-2,6-dione
• CAS: 124482-68-4
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: LINUWMKQMSPMOJ-UHFFFAOYSA-N

物化性质

• 熔点：
  61-63 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• 沸点：
  369.6±11.0 °C(Predicted)
• 密度：
  1.150±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  戊二酰亚胺 在 氢氧化钾 、 氨 、 sodium 作用下， 以 丙酮 为溶剂， 反应 10.5h， 生成 3-苄基-1-甲基哌啶-2,6-二酮
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of 2-benzylglutarimides

  摘要：

  A series of 2-benzylglutarimides (4) and their N-methyl analogues (5) were prepared according to the Topliss scheme for the selection of benzyl substituents to maximize anticonvulsant activity. A total of 22 such compounds were subjected to initial (phase I) screening in mice against seizures induced by maximal electroshock (MES) and pentylenetetrazol (scMet) and in the rotorod assay for neurotoxicity. From this series of test compounds, 10 were advanced to quantitative (phase II) testing. Of these, 2-(4-chlorobenzyl)glutarimide (4b) emerged as the most promising anticonvulsant drug candidate by demonstrating both good anti-scMet and anti-MES activity combined with low neurotoxicity after intraperitoneal administration in mice. In drug differentiation tests, 4b was also effective in nontoxic doses against seizures induced by bicuculline, picrotoxin, and strychnine. When compared with the clinically useful drugs phenytoin, carbamazepine, phenobarbital, valproate, and ethosuximide, 4b exhibited an overall pharmacological profile most closely resembling that of valproate.

  DOI：

  10.1021/jm00165a007

文献信息

• NANOCOMPOSITE AND DISPERSION COMPRISING THE SAME
  申请人：Morishita Takuya

  公开号：US20120053288A1

  公开（公告）日：2012-03-01

  A nanocomposite comprises a nanostructure, and a copolymer adsorbed to the nanostructure and containing at least one ionic monomer unit and a different monomer unit from the ionic monomer unit; the ionic monomer unit selected from the group consisting of a zwitterionic monomer unit and a cationic monomer unit which are represented by the following formula (1): (in the formula (1), R 1 , R 2 , and R 3 each independently represent any one of a hydrogen atom and a monovalent organic group having 1 to 20 carbon atoms, Y 1 represents any one of a carbonyl group and an arylene group, Y 2 represents any one of —O— and —NH—, n is 0 or 1, R 4 represents a divalent organic group having 1 to 20 carbon atoms, and X represents any one of a zwitterionic group and a cationic group).

  一种纳米复合材料包括纳米结构和吸附在纳米结构上的共聚物，该共聚物包含至少一个离子单体单元和一个不同于离子单体单元的单体单元；所述离子单体单元选自以下公式（1）表示的带电单体单元组中的具有两性离子单体单元和阳离子单体单元：（在公式（1）中，R1、R2和R3各自独立地表示氢原子和具有1到20个碳原子的一价有机基团，Y1表示羰基基团和芳基基团中的任意一种，Y2表示-O-和-NH-中的任意一种，n为0或1，R4表示具有1到20个碳原子的二价有机基团，X表示具有两性离子基团和阳离子基团中的任意一种）。
• GOEHRING, R. RICHARD;GREENWOOD, THOMAS D.;NWOKOGU, GODSON C.;PISIPATI, JU+, J. MED. CHEM., 33,(1990) N, C. 926-931
  作者：GOEHRING, R. RICHARD、GREENWOOD, THOMAS D.、NWOKOGU, GODSON C.、PISIPATI, JU+

  DOI：——

  日期：——
• Synthesis and anticonvulsant activity of 2-benzylglutarimides
  作者：R. Richard Goehring、Thomas D. Greenwood、Godson C. Nwokogu、Jyothi S. Pisipati、Tommie G. Rogers、James F. Wolfe

  DOI：10.1021/jm00165a007

  日期：1990.3

  A series of 2-benzylglutarimides (4) and their N-methyl analogues (5) were prepared according to the Topliss scheme for the selection of benzyl substituents to maximize anticonvulsant activity. A total of 22 such compounds were subjected to initial (phase I) screening in mice against seizures induced by maximal electroshock (MES) and pentylenetetrazol (scMet) and in the rotorod assay for neurotoxicity. From this series of test compounds, 10 were advanced to quantitative (phase II) testing. Of these, 2-(4-chlorobenzyl)glutarimide (4b) emerged as the most promising anticonvulsant drug candidate by demonstrating both good anti-scMet and anti-MES activity combined with low neurotoxicity after intraperitoneal administration in mice. In drug differentiation tests, 4b was also effective in nontoxic doses against seizures induced by bicuculline, picrotoxin, and strychnine. When compared with the clinically useful drugs phenytoin, carbamazepine, phenobarbital, valproate, and ethosuximide, 4b exhibited an overall pharmacological profile most closely resembling that of valproate.