N-[2-(4-Chloro-phenyl)-3-(3-fluoro-phenyl)-propyl]-N'-[3-(1H-imidazol-4-yl)-propyl]-guanidine; hydrochloride | 144478-14-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: N-[2-(4-Chloro-phenyl)-3-(3-fluoro-phenyl)-propyl]-N'-[3-(1H-imidazol-4-yl)-propyl]-guanidine; hydrochloride
• CAS: 144478-14-8
• 化学式: C₂₂H₂₅ClFN₅*2ClH
• 分子量: 486.847
• InChiKey: XULYMRVPILZGPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  76.59
• 氢给体数：
  4.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  N-[N'-[2-(4-chlorophenyl)-3-(3-fluorophenyl)propyl]-N-[3-(1H-imidazol-5-yl)propyl]carbamimidoyl]benzamide 在 盐酸 作用下， 生成 N-[2-(4-Chloro-phenyl)-3-(3-fluoro-phenyl)-propyl]-N'-[3-(1H-imidazol-4-yl)-propyl]-guanidine; hydrochloride
  参考文献：
  名称：

  Synthesis and histamine H2 agonistic activity of arpromidine analogues: replacement of the pheniramine-like moiety by non-heterocyclic groups

  摘要：

  Analogues of the potent histamine H-2 agonist arpromidine, characterized by non-heterocyclic groups (phenyl, cyclo-hexyl, alkyl) instead of the pheniramine-like portion, were prepared and tested for their H-2 agonistic and H-1 antagonistic activity in the isolated guinea pig right atrium and ileum, respectively. In the diphenylpropylguanidine series an increase in H-2 agonistic potency resulted from mono- or difluorination at one or both phenyl rings in the meta and/or para position (pD2 less-than-or-equal-to 7.75 vs pD2 = 7.15 for the unsubstituted parent compound). Compounds chlorinated at both phenyl rings were considerably less potent. Highest combined H-2 agonistic/H-1 antagonistic potency was found in the 4-fluorophenyl series. The arpromidine analogue with cyclohexyl and methyl group instead of phenyl and pyridine ring proved to be 30 times more potent than histamine in the atrium. The H-1 antagonistic potency in cyclohexyl compounds was lower than in the diaryl series. Thus, aromatic rings appear not to be required for high H-2 agonistic potency but are useful for combined H-2 agonistic/H-1 antagonistic activity.

  DOI：

  10.1016/0223-5234(92)90145-q