(R)-4-Benzyl-2-(3,4-bis-benzyloxy-benzyl)-4,5-dihydro-1H-imidazole | 85612-68-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-4-Benzyl-2-(3,4-bis-benzyloxy-benzyl)-4,5-dihydro-1H-imidazole
• CAS: 85612-68-6
• 化学式: C₃₁H₃₀N₂O₂
• 分子量: 462.591
• InChiKey: KATGWSKNYMDJNU-MUUNZHRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.0
• 重原子数：
  35.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  42.85
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3,4-二苄氧基苯乙腈 在 盐酸 、 三乙胺 作用下， 以 甲醇 、 苯 为溶剂， 反应 5.0h， 生成 (R)-4-Benzyl-2-(3,4-bis-benzyloxy-benzyl)-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  Optically active catecholimidazolines: a study of steric interactions at .alpha.-adrenoreceptors

  摘要：

  The optical isomers and deoxy form of 2-(3,4, alpha-trihydroxybenzyl)imidazoline hydrochloride were examined for their alpha-adrenergic activity on rat aorta. The rank order of stimulant activity was deoxy (2) congruent to (R)-(-)-1 greater than (S)-(+)-1. This is in contrast to catecholamines in which the order of activity is (R)-(-)-epinephrine greater than (S)-(+)-epinephrine = epinine (deoxyepinephrine). The relative order of potency for the isomers of 2-(3,4, alpha-trihydroxybenzyl)imidazoline is different than that predicted by the Easson--Stedman theory for stereoisomers of catecholamines. Also, substitution of the deoxy compound 2 with substituents, methyl or benzyl, in the 4-position lowers the alpha-adrenergic agonist activity, and differences observed between optical isomers were small.

  DOI：

  10.1021/jm00361a005