3-[(4-氯苯基)甲基]哌啶-2,6-二酮 | 24866-79-3

• 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-[(4-氯苯基)甲基]哌啶-2,6-二酮
• 英文名称: 3-(4-chloro-benzyl)-piperidine-2,6-dione
• 英文别名: 3-[(4-Chlorophenyl)methyl]piperidine-2,6-dione
• CAS: 24866-79-3
• 化学式: C₁₂H₁₂ClNO₂
• mdl: MFCD00889213
• 分子量: 237.686
• InChiKey: PNPLYIUMWFHECA-UHFFFAOYSA-N

物化性质

• 熔点：
  158-159 °C(Solv: ethanol (64-17-5))
• 沸点：
  420.7±18.0 °C(Predicted)
• 密度：
  1.279±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2925190090

反应信息

• 作为反应物：
  描述：

  3-[(4-氯苯基)甲基]哌啶-2,6-二酮 在 盐酸 作用下， 生成 2-p-Chlorbenzylglutarsaeure
  参考文献：
  名称：

  Dianions derived from glutarimide, 3,5-morpholinedione, and 3,5-thiomorpholinedione as useful new synthetic intermediates

  摘要：

  DOI：

  10.1021/jo00836a003
• 作为产物：
  描述：

  丙烯腈 、 methyl 2-cyano-3-(4-chlorophenyl)propionate 在 IrH5(P-(i-Pr)3)2 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以90%的产率得到3-[(4-氯苯基)甲基]哌啶-2,6-二酮
  参考文献：
  名称：

  过渡金属基路易斯酸和氢化铱配合物的碱性两性催化剂：戊二酰亚胺的多组分合成。

  摘要：

  DOI：

  10.1002/anie.200351689

文献信息

• 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.
• 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：——
• Transition-Metal-Based Lewis Acid and Base Ambiphilic Catalysts of Iridium Hydride Complexes: Multicomponent Synthesis of Glutarimides
  作者：Hikaru Takaya、Kazunori Yoshida、Katsuhiro Isozaki、Hiroki Terai、Shun-Ichi Murahashi

  DOI：10.1002/anie.200351689

  日期：2003.7.21
• Dianions derived from glutarimide, 3,5-morpholinedione, and 3,5-thiomorpholinedione as useful new synthetic intermediates
  作者：James F. Wolfe、Tommie Gene Rogers

  DOI：10.1021/jo00836a003

  日期：1970.11