3-(4-chlorophenyl)-N'-((4-chlorophenyl)sulfonyl)-N-[3-(dimethylamino)propyl]-4-phenyl-4,5-dihydro-1H-pyrazole-1-carboxamidine*HCl | 505059-76-7

• 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: 3-(4-chlorophenyl)-N'-((4-chlorophenyl)sulfonyl)-N-[3-(dimethylamino)propyl]-4-phenyl-4,5-dihydro-1H-pyrazole-1-carboxamidine*HCl
• 英文别名: 5-(4-chlorophenyl)-N-(4-chlorophenyl)sulfonyl-N'-[3-(dimethylamino)propyl]-4-phenyl-3,4-dihydropyrazole-2-carboximidamide;hydrochloride
• CAS: 505059-76-7
• 化学式: C₂₇H₂₉Cl₂N₅O₂S*ClH
• 分子量: 594.992
• InChiKey: YTCBTFMGKDZRBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  85.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(4-chlorophenyl)-N'-((4-chlorophenyl)sulfonyl)-N-[3-(dimethylamino)propyl]-4-phenyl-4,5-dihydro-1H-pyrazole-1-carboxamidine 在 盐酸 作用下， 以 乙醇 为溶剂， 以1.83 g的产率得到3-(4-chlorophenyl)-N'-((4-chlorophenyl)sulfonyl)-N-[3-(dimethylamino)propyl]-4-phenyl-4,5-dihydro-1H-pyrazole-1-carboxamidine*HCl
  参考文献：
  名称：

  Design, Synthesis, Biological Properties, and Molecular Modeling Investigations of Novel Tacrine Derivatives with a Combination of Acetylcholinesterase Inhibition and Cannabinoid CB₁ Receptor Antagonism

  摘要：

  Pyrazolines 7-10 were designed as novel CB1 receptor antagonists, which exhibited improved turbidimetric aqueous solubilities. On the basis of their extended CB1 antagonist pharmacophore, hybrid molecules exhibiting cannabinoid CB1 receptor antagonistic as well as acetylcholinesterase (AChE) inhibiting activities were designed. The target compounds 12, 13, 20, and 21 are based on 1 (tacrine) as the AChE inhibitor (AChEI) pharmacophore and two different CB1 antagonistic pharmacophores. The imidazole-based 20 showed high CB1 receptor affinity (48 nM) in combination with high CB1/CB2 receptor subtype selectivity (> 20-fold) and elicited equipotent AChE inhibitory activity as 1. Molecular modeling studies revealed the presence of a binding pocket in the AChE enzyme which nicely accommodates the CB1 pharmacophores of the target compounds 12, 13, 20, and 21.

  DOI：

  10.1021/jm901614b