2-Hydrocinnamoylcyclohexanone | 16275-33-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Hydrocinnamoylcyclohexanone
• 英文别名: 2-(3-phenylpropanoyl)cyclohexanone；2-(3-phenyl-propionyl)-cyclohexanone；2-(3-Phenyl-propionyl)-cyclohexanon；2-(3-Phenylpropanoyl)cyclohexan-1-one；2-(3-phenylpropanoyl)cyclohexan-1-one
• CAS: 16275-33-5
• 化学式: C₁₅H₁₈O₂
• 分子量: 230.307
• InChiKey: HUCFIYYEGRWQJF-UHFFFAOYSA-N

物化性质

• 熔点：
  41.5-42.0 °C
• 沸点：
  372.2±30.0 °C(Predicted)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Hydrocinnamoylcyclohexanone 在 氢氧化钾 、 一水合肼 作用下， 反应 2.0h， 生成 9-苯基壬酸
  参考文献：
  名称：

  萘醌抗疟药。二十九。2-羟基-3-（ω-环己基烷基）-1,4-萘醌。

  摘要：

  DOI：

  10.1021/jm00316a001
• 作为产物：
  描述：

  2-乙酰基环己酮 、 氯化苄 在 potassium amide 作用下， 生成 2-Hydrocinnamoylcyclohexanone
  参考文献：
  名称：

  Benzylation at the Terminal Methyl Group of Certain Unsymmetrical β-Diketones Through One of Two Possible Intermediate Dicarbanions

  摘要：

  DOI：

  10.1021/ja01514a035

文献信息

• Hamaoka, Shin-ichi; Kawaguchi, Mami; Mori, Miwako, Heterocycles, 1994, vol. 37, # 1, p. 167 - 170
  作者：Hamaoka, Shin-ichi、Kawaguchi, Mami、Mori, Miwako

  DOI：——

  日期：——
• Fragment based lead discovery of small molecule inhibitors for the EPHA4 receptor tyrosine kinase
  作者：Oscar P.J. van Linden、Carine Farenc、Willem H. Zoutman、Liesbeth Hameetman、Maikel Wijtmans、Rob Leurs、Cornelis P. Tensen、Gregg Siegal、Iwan J.P. de Esch

  DOI：10.1016/j.ejmech.2011.11.020

  日期：2012.1

  The in silico identification, optimization and crystallographic characterization of a 6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinolin-1-amine scaffold as an inhibitor for the EPHA4 receptor tyrosine kinase is described. A database containing commercially available compounds was subjected to an in silico screening procedure which was focused on finding novel, EPHA4 hinge binding fragments. This resulted in the identification of 6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinolin-1-amine derivatives as EPHA4 inhibitors. Hit exploration yielded a compound with 2 μM (IC(50)) affinity for the EPHA4 receptor tyrosine kinase domain. Soaking experiments into a crystal of the EPHA4 kinase domain gave a 2.11Å X-ray structure of the EPHA4 - inhibitor complex, which confirmed the binding mode of the scaffold as proposed by the initial in silico work. The results underscore the strength of fragment based in silico screening as a tool for the discovery of novel lead compounds as small molecule kinase inhibitors.
• α-chloroacyltrimethylsilanes as α-trimethylsilylacyl equivalents. specific C-acylation of enolates
  作者：Isao Kuwajima、Kazuhisa Matsumoto

  DOI：10.1016/s0040-4039(01)86513-8

  日期：1979.1
• Benzylation at the Terminal Methyl Group of Certain Unsymmetrical β-Diketones Through One of Two Possible Intermediate Dicarbanions
  作者：Thomas M. Harris、Charles R. Hauser

  DOI：10.1021/ja01514a035

  日期：1959.3
• Naphthoquinone Antimalarials. XXIX. 2-Hydroxy-3-(ω-cyclohexylalkyl)-1,4-naphthoquinones
  作者：Louis F. Fieser、Joseph P. Schirmer、Sydney. Archer、Roman R. Lorenz、Peter I. Pfaffenbach

  DOI：10.1021/jm00316a001

  日期：1967.7