1-methyl-2-(3,4-dihydroxybenzyl)imidazoline hydrochloride | 85612-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-methyl-2-(3,4-dihydroxybenzyl)imidazoline hydrochloride
• CAS: 85612-44-8
• 化学式: C₁₁H₁₄N₂O₂*ClH
• 分子量: 242.705
• InChiKey: FLUYQNSNFAJJNR-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  1-methyl-2-<3,4-bis(benzyloxy)benzyl>imidazoline hydrochloride 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 1-methyl-2-(3,4-dihydroxybenzyl)imidazoline hydrochloride
  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