{2-[2-(3,3-Diphenyl-propionyl)-1-(2-methoxy-ethoxymethyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid benzyl ester | 876404-49-8

• 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-[2-(3,3-Diphenyl-propionyl)-1-(2-methoxy-ethoxymethyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid benzyl ester
• CAS: 876404-49-8
• 化学式: C₃₂H₃₅N₃O₅
• 分子量: 541.647
• InChiKey: DTKULXYMGNGPDY-UHFFFAOYSA-N

物化性质

• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.38
• 重原子数：
  40.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  91.68
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  {2-[2-(3,3-Diphenyl-propionyl)-1-(2-methoxy-ethoxymethyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid benzyl ester 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 甲醇 为溶剂， 反应 17.5h， 生成 1-[4-(2-Amino-ethyl)-1H-imidazol-2-yl]-3,3-diphenyl-propan-1-one; compound with GENERIC INORGANIC NEUTRAL COMPONENT
  参考文献：
  名称：

  Side-chain modified analogues of histaprodifen: Asymmetric synthesis and histamine H1-receptor activity

  摘要：

  New analogues of histaprodifen with polar side chains have been stereo selectively synthesized and evaluated as histamine H-1-receptor agonists. As a key transformation the asymmetric aminohydroxylation has been used, which was successfully realized for the first time on an imidazolyl derivative. While all chiral analogues proved to be weak H-1-receptor antagonists, an achiral keto derivative of histaprodifen turned out to be the first 2-acylated histamine congener displaying partial H-1-receptor agonism (relative potency 12%). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.030
• 作为产物：
  描述：

  N-methoxy-N-methyl-3,3-diphenylpropanamide 在 palladium on activated charcoal lithium hydroxide 、 草酰氯 、 叠氮基三甲基硅烷 、 氢气 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 50.0h， 生成 {2-[2-(3,3-Diphenyl-propionyl)-1-(2-methoxy-ethoxymethyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid benzyl ester
  参考文献：
  名称：

  Side-chain modified analogues of histaprodifen: Asymmetric synthesis and histamine H1-receptor activity

  摘要：

  New analogues of histaprodifen with polar side chains have been stereo selectively synthesized and evaluated as histamine H-1-receptor agonists. As a key transformation the asymmetric aminohydroxylation has been used, which was successfully realized for the first time on an imidazolyl derivative. While all chiral analogues proved to be weak H-1-receptor antagonists, an achiral keto derivative of histaprodifen turned out to be the first 2-acylated histamine congener displaying partial H-1-receptor agonism (relative potency 12%). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.030