2-(2-Methyl-cyclohexyliden)-malonsaeure-ethylester-nitril | 71443-12-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(2-Methyl-cyclohexyliden)-malonsaeure-ethylester-nitril
• 英文别名: cyano-(2-methyl-cyclohexyliden)-acetic acid ethyl ester；Cyan-(2-methyl-cyclohexyliden)-essigsaeure-aethylester；Ethyl 2-cyano-2-(2-methylcyclohexylidene)acetate
• CAS: 71443-12-4
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: KVCLNYLAXSCYAP-UHFFFAOYSA-N

物化性质

• 沸点：
  150-160 °C(Press: 15 Torr)
• 密度：
  1.045±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-Methyl-cyclohexyliden)-malonsaeure-ethylester-nitril 、 氰化钠 以 乙醇 、 水 为溶剂， 反应 22.0h， 生成 1-Cyanomethyl-2-methyl-cyclohexanecarbonitrile
  参考文献：
  名称：

  Identification of Novel Ligands for the Gabapentin Binding Site on the α₂δ Subunit of a Calcium Channel and Their Evaluation as Anticonvulsant Agents

  摘要：

  As part of a program to investigate the structure-activity relationships of Gabapentin (Neurontin), a number of alkylated analogues were synthesized and evaluated in vitro for binding to the Gabapentin binding site located on the alpha(2) delta subunit of a calcium channel. A number of other bridged and heterocyclic analogues are also reported along with their in vitro data. Two compounds showing higher affinity than Gabapentin were selected for evaluation in an animal model of epilepsy. One of these compounds, cis-(1S,3R)-(1-(aminomethyl)-3-methylcyclohexyl)acetic acid hydrochloride (19), was shown to be effective in this model with a profile similar to that of Gabapentin itself.

  DOI：

  10.1021/jm970649n
• 作为产物：
  描述：

  2-甲基环己酮 、 氰乙酸乙酯 在 ion-exchange resin - form> 、 溶剂黄146 作用下， 生成 2-(2-Methyl-cyclohexyliden)-malonsaeure-ethylester-nitril
  参考文献：
  名称：

  Ion-exchange Resin Catalysis of the Knoevenagel Condensation of Ketones¹

  摘要：

  DOI：

  10.1021/jo01070a022

文献信息

• Desai; Sahariya, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1939, vol. 8/3, p. 239,241
  作者：Desai、Sahariya

  DOI：——

  日期：——
• Ion-exchange Resin Catalysis of the Knoevenagel Condensation of Ketones¹
  作者：RICHARD W. HEIN、MELVIN J. ASTLE、J. REID SHELTON

  DOI：10.1021/jo01070a022

  日期：1961.12
• Desai et al., Journal of the Chemical Society, 1936, p. 416,418
  作者：Desai et al.

  DOI：——

  日期：——
• Ganguly, Science and Culture, 1941, vol. 7, p. 320
  作者：Ganguly

  DOI：——

  日期：——
• Qudrat-i-Khuda; Mallick; Mukherji, Journal of the Indian Chemical Society, 1938, vol. 15, p. 489,491
  作者：Qudrat-i-Khuda、Mallick、Mukherji

  DOI：——

  日期：——