1-hydroxy-3,3,5-trimethyl-cyclohexanecarbonitrile | 40643-64-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-hydroxy-3,3,5-trimethyl-cyclohexanecarbonitrile
• 英文别名: 1-Hydroxy-3,3,5-trimethyl-cyclohexancarbonitril；Dihydroisophoron-cyanhydrin；3,3,5-Trimethylcyclohexanon-cyanhydrin；1-Hydroxy-3,3,5-trimethylcyclohexane-1-carbonitrile
• CAS: 40643-64-9
• 化学式: C₁₀H₁₇NO
• 分子量: 167.251
• InChiKey: DOEGHRNAUJQALV-UHFFFAOYSA-N

物化性质

• 沸点：
  140-150 °C(Press: 18 Torr)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-hydroxy-3,3,5-trimethyl-cyclohexanecarbonitrile 在 mineral acid 作用下， 生成 1-hydroxy-3,3,5-trimethyl-cyclohexanecarboxylic acid amide
  参考文献：
  名称：

  DE141699

  摘要：

  公开号：
• 作为产物：
  描述：

  sodium cyanide 、 3,3,5-三甲基环己酮 在 sodium hydrogensulfite 作用下， 以 水 为溶剂， 反应 1.75h， 生成 1-hydroxy-3,3,5-trimethyl-cyclohexanecarbonitrile
  参考文献：
  名称：

  Novel 4H-1,2,4-triazol-3-yl cycloalkanols as potent antitubercular agents

  摘要：

  Enzymes of shikimate pathway, dehydroquinase and shikimate kinase represent comparatively newer targets for antitubercular research. Molecular hybridization approach was implemented by integrating the essential features of inhibitors acting on these enzymes of shikimate pathway. Considering the flexibility of alicyclic ring of reported dehydroquinase (DHQ) inhibitors and triazole ring, key feature of the virtual hits of Mtb shikimate kinase, a series of structurally novel, substituted 4H-1,2,4-triazol-3-yl cycloalkanols were designed as antimycobacterial agents. Docking studies of the molecules was carried out on the enzyme DHQ. All the synthesized compounds exhibited promising activity (MIC 0.59-15.5 mu g/ml) against H(37)Rv strains of Mycobacterium tuberculosis using resazurin microtiter assay. Five of the evaluated compounds exhibit MIC < 1 mu g/ml. CC50 values indicate compounds are non-toxic, with selectivity indices >28. These compounds could serve as leads for further optimization to obtain novel antimycobacterial agents.

  DOI：

  10.1007/s00044-012-0043-9

文献信息

• STRUCTURE AND PROPERTIES OF CYCLIC COMPOUNDS: XI. DISSOCIATION CONSTANTS OF THE CYANOHYDRINS OF SOME METHYLCYCLOHEXANONES
  作者：Owen H. Wheeler、Jacob Z. Zabicky

  DOI：10.1139/v58-091

  日期：1958.4.1

  The dissociation constants of the cyanohydrins of a series of methylcyclohexanones have been measured. The polymethylcyclohexanone cyanohydrins show increasing instability on substitution owing to the effects of "axial crowding". The cyanohydrins of 3- and 4-methylcyclohexanone were found to be more stable than that of cyclohexanone and to explain this a new concept of "equatorial interference" is

  已经测量了一系列甲基环己酮的氰醇的解离常数。由于“轴向拥挤”的影响，聚甲基环己酮氰醇在取代时表现出越来越大的不稳定性。发现 3- 和 4- 甲基环己酮的氰醇比环己酮的氰醇更稳定，为了解释这一点，引入了“赤道干扰”的新概念。
• Tchoubar, Bulletin de la Societe Chimique de France, 1949, p. 164,167
  作者：Tchoubar

  DOI：——

  日期：——