1,5-Bis-(2,4-dichloro-phenyl)-3-hexyl-1H-[1,2,4]triazole | 611207-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,5-Bis-(2,4-dichloro-phenyl)-3-hexyl-1H-[1,2,4]triazole
• 英文别名: 1,5-Bis(2,4-dichlorophenyl)-3-hexyl-1h-1,2,4-triazole；1,5-bis(2,4-dichlorophenyl)-3-hexyl-1,2,4-triazole
• CAS: 611207-12-6
• 化学式: C₂₀H₁₉Cl₄N₃
• 分子量: 443.203
• InChiKey: ZJEIDYSHVWGVHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  庚酸酐 在 硫酸 、 sodium acetate 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 23.0h， 生成 1,5-Bis-(2,4-dichloro-phenyl)-3-hexyl-1H-[1,2,4]triazole
  参考文献：
  名称：

  Discovery of 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-3-hexyl-1H-1,2,4-triazole, a Novel in Vivo Cannabinoid Antagonist Containing a 1,2,4-Triazole Motif

  摘要：

  A new series of 1,2,4-triazoles have been prepared and the evaluation of their cannabinoid properties have been carried out. Compound 8 showed cannabinoid silent antagonist activity in mouse vas deferens and guinea pig ileum preparations and in vivo assays (cannabinoid tetrad) in mouse. It did not have intrinsic activity in these bioassays, and therefore, it did not behave as a partial agonist or an inverse agonist.

  DOI：

  10.1021/jm031099y

文献信息

• Novel derivatives of 3-alkyl-1,5-diaryl-1H-1,2,4-triazoles and their pharmacological evaluation as CB1 cannabinoid ligands
  作者：Laura Hernandez-Folgado、Pilar Goya、Jordi Frigola、María Rosa Cuberes、Alberto Dordal、Jörg Holenz、Nadine Jagerovic

  DOI：10.1007/s00706-008-0890-8

  日期：2008.9

  In a previous study, we have identified 3-alkyl-1,5-diaryl-1H-1,2,4-triazoles to be a novel class of cannabinoid type-1 (CB1) receptor antagonists. However, the synthesis yields for the ligands were low. Here we present an alternative synthesis pathway with improved yields. In addition, we have synthezised new structural derivatives and studied their results in competitive radioligand binding assays for cannabinoid receptors.