2-(3,3-二苯基丙基)咪唑-5-乙胺

化合物

2-(3,3-二苯基丙基)咪唑-5-乙胺一类强效且具有选择性的组胺H1受体激动剂的母体化合物[1],化学式为C20H23N3,它可以二苯甲烷为原料,经多步反应制得。[2]

2-(3,3-二苯基丙基)咪唑-5-乙胺
别名 二苯丙基组胺(Histaprodifen)
2-(3,3-二苯基丙基)组胺
识别
CAS号 222545-59-7  checkY
SMILES
 
  • N=1C=C(NC1CCC(C=2C=CC=CC2)C=3C=CC=CC3)CCN
性质
化学式 C20H23N3
摩尔质量 305.42 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

它和4-吡啶乙酸盐酸盐在吡啶CDI的存在下于THF中反应,可以得到N-[2-(3,3-二苯基丙基)咪唑-5-基乙基]-4-吡啶乙酰胺。[3]

参考文献

  1. ^ Sigurd Elz, Kai Kramer, Christian Leschke, Walter Schunack. Ring-substituted histaprodifen analogues as partial agonists for histamine H1 receptors: synthesis and structure–activity relationships. European Journal of Medicinal Chemistry, 2000. 35 (1): 41-52. doi:10.1016/S0223-5234(00)00105-7.
  2. ^ Elz S, Kramer K, Pertz HH; et al. Histaprodifens: synthesis, pharmacological in vitro evaluation, and molecular modeling of a new class of highly active and selective histamine H1-receptor agonists. J. Med. Chem. 2000, 43 (6): 1071–1084. PMID 10737740. 
  3. ^ Sonja Menghin, Heinz H. Pertz, Kai Kramer, Roland Seifert, Walter Schunack, and Sigurd Elz. Nα-Imidazolylalkyl and Pyridylalkyl Derivatives of Histaprodifen: Synthesis and in Vitro Evaluation of Highly Potent Histamine H1-Receptor Agonists. J. Med. Chem. 2003, 46, 25, 5458–5470. doi:10.1021/jm0309147.