2-(4-iodo-2,5-dimethoxyphenyl)ethanol | 256343-36-9

• 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: 2-(4-iodo-2,5-dimethoxyphenyl)ethanol
• CAS: 256343-36-9
• 化学式: C₁₀H₁₃IO₃
• 分子量: 308.116
• InChiKey: DWDKGBSSZFDVLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-iodo-2,5-dimethoxyphenyl)ethanol 在 吡啶 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 25.0h， 生成 4-(4-fluorobenzoyl)-1-[2-(4-iodo-2,5-dimethoxyphenyl)ethyl]piperidine
  参考文献：
  名称：

  4-(4-Fluorobenzoyl)-1-[2-(4-iodo-2,5-dimethoxyphenyl)ethyl]piperidine and its derivatives: synthesis and affinity at 5-HT2A, 5-HT2B and 5-HT2C serotonin receptors

  摘要：

  4-(4-Fluorobenzoyl)-1-[2-(4-iodo-2,5-dimethoxyphenyl)ethyl]piperidine (7) and its derivatives modified at the carbonyl group of the fluorobenzoyl moiety were prepared and evaluated for affinity at 5-HT2A, 5-HT2C (rat cortex) and 5-HT2B (rat stomach fundus) serotonin receptors. Compound 7 bound the 5-HT2A sites with higher affinity (K-i = 8.2 nM) than the 5-HT2B (K-b = 1 290 nM) and 5-HT2C ones (K-i = 54.2 nM). Modification of the benzoyl carbonyl group decreased the 5-HT2A and 5-HT2C affinities but did not significantly influence 5-HT2B affinity. This suggests that the carbonyl group is the determinant for the interaction with 5-HT2A and 5-HT2C receptor subtypes. Compound 7 was found to be a 5-HT2A receptor antagonist. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00208-1
• 作为产物：
  描述：

  2,5-二甲氧基苯乙醇 在 碘 、 silver trifluoroacetate 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以76%的产率得到2-(4-iodo-2,5-dimethoxyphenyl)ethanol
  参考文献：
  名称：

  4-(4-Fluorobenzoyl)-1-[2-(4-iodo-2,5-dimethoxyphenyl)ethyl]piperidine and its derivatives: synthesis and affinity at 5-HT2A, 5-HT2B and 5-HT2C serotonin receptors

  摘要：

  4-(4-Fluorobenzoyl)-1-[2-(4-iodo-2,5-dimethoxyphenyl)ethyl]piperidine (7) and its derivatives modified at the carbonyl group of the fluorobenzoyl moiety were prepared and evaluated for affinity at 5-HT2A, 5-HT2C (rat cortex) and 5-HT2B (rat stomach fundus) serotonin receptors. Compound 7 bound the 5-HT2A sites with higher affinity (K-i = 8.2 nM) than the 5-HT2B (K-b = 1 290 nM) and 5-HT2C ones (K-i = 54.2 nM). Modification of the benzoyl carbonyl group decreased the 5-HT2A and 5-HT2C affinities but did not significantly influence 5-HT2B affinity. This suggests that the carbonyl group is the determinant for the interaction with 5-HT2A and 5-HT2C receptor subtypes. Compound 7 was found to be a 5-HT2A receptor antagonist. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00208-1