2,2-dimethyl-3-(4-oxocyclohexyl)propanenitrile | 1158752-57-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-dimethyl-3-(4-oxocyclohexyl)propanenitrile
• CAS: 1158752-57-8
• 化学式: C₁₁H₁₇NO
• 分子量: 179.262
• InChiKey: XEQKCHZGGKMDBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-3-(4-oxocyclohexyl)propanenitrile 、 环丙胺 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 以95%的产率得到3-(4-(cyclopropylamino)cyclohexyl)-2,2-dimethylpropanenitrile
  参考文献：
  名称：

  Discovery and optimization of piperidyl benzamide derivatives as a novel class of 11β-HSD1 inhibitors

  摘要：

  Discovery and optimization of a piperidyl benzamide series of 11beta-HSD1 inhibitors is described. This series was derived from a cyclohexyl benzamide lead structures to address PXR selectivity, high non-specific protein binding, poor solubility, limited in vivo exposure, and in vitro cytotoxicity issues observed with the cyclohexyl benzamide structures. These efforts led to the discovery of piperidyl benzamide 15 which features improved properties over the cyclohexyl benzamide derivatives.

  DOI：

  10.1016/j.bmcl.2009.01.058
• 作为产物：
  描述：

  2,2-dimethyl-3-(1,4-dioxaspiro[4.5]decan-8-yl)propanenitrile 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 以100%的产率得到2,2-dimethyl-3-(4-oxocyclohexyl)propanenitrile
  参考文献：
  名称：

  Discovery and optimization of piperidyl benzamide derivatives as a novel class of 11β-HSD1 inhibitors

  摘要：

  Discovery and optimization of a piperidyl benzamide series of 11beta-HSD1 inhibitors is described. This series was derived from a cyclohexyl benzamide lead structures to address PXR selectivity, high non-specific protein binding, poor solubility, limited in vivo exposure, and in vitro cytotoxicity issues observed with the cyclohexyl benzamide structures. These efforts led to the discovery of piperidyl benzamide 15 which features improved properties over the cyclohexyl benzamide derivatives.

  DOI：

  10.1016/j.bmcl.2009.01.058