4-(2,6-Dimethylphenyl)-4-hydroxycyclohexan-1-one | 1334392-63-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2,6-Dimethylphenyl)-4-hydroxycyclohexan-1-one
• CAS: 1334392-63-0
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: HLPUTUFCRDVJLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2,6-Dimethylphenyl)-4-hydroxycyclohexan-1-one 在 盐酸 、 水 作用下， 以 丙酮 为溶剂， 反应 5.0h， 生成 4-(2,6-dimethylphenyl)-3-cyclohexen-1-one
  参考文献：
  名称：

  Novel 4-(4-Aryl)cyclohexyl-1-(2-pyridyl)piperazines as Δ₈−Δ₇ Sterol Isomerase (Emopamil Binding Protein) Selective Ligands with Antiproliferative Activity

  摘要：

  To find Delta(8)-Delta(7) sterol isomerase (EBP) selective ligands, various arylpiperazines previously studied and structurally related to some a receptors ligands were preliminarily screened. Consequently, a novel series of 2- or 2,6-disubstituted (CH3, CH3O, Cl, F) cis- and trans-4-(4-aryl)cyclohexyl-1-(2-pyridyl)piperazines was developed. Radioreceptor binding assays evidenced cis-19, cis-30 and cis-33 as new ligands with nanomolar affinity toward EBP site and a good selectivity relative to EBP-related a receptors. The most selective 2,6-dimethoxy derivative (cis-33) demonstrated the highest potency (EC50 = 12.9 mu M) and efficacy (70%) in inhibiting proliferation of human prostate cancer PC-3 cell line. Among the reference compounds, sigma(2) agonist 36 (PB28) reached the maximum efficacy (100%), suggesting the contribution of the sigma(2) receptor to the antiproliferative activity, This novel class of EBP inhibitors represents a valuable tool for investigating the last steps of cholesterol biosynthesis and related pathologies, as well its a starting point for developing new anticancer drugs.

  DOI：

  10.1021/jm800965b
• 作为产物：
  描述：

  在 盐酸 作用下， 以 丙酮 为溶剂， 反应 4.0h， 生成 4-(2,6-Dimethylphenyl)-4-hydroxycyclohexan-1-one
  参考文献：
  名称：

  Overcoming hERG activity in the discovery of a series of 4-azetidinyl-1-aryl-cyclohexanes as CCR2 antagonists

  摘要：

  A series of 4-azetidinyl-1-aryl-cyclohexanes as potent CCR2 antagonists with high selectivity over activity for the hERG potassium channel is discovered through divergent SARs of CCR2 and hERG. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.080