[5-(2,4-Dichloro-phenyl)-1H-[1,2,4]triazol-3-yl]-dipropyl-amine | 848407-80-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [5-(2,4-Dichloro-phenyl)-1H-[1,2,4]triazol-3-yl]-dipropyl-amine
• 英文别名: 5-(2,4-dichlorophenyl)-N,N-dipropyl-1H-1,2,4-triazol-3-amine
• CAS: 848407-80-7
• 化学式: C₁₄H₁₈Cl₂N₄
• 分子量: 313.23
• InChiKey: BYOORYSZXJQBQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  44.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [5-(2,4-Dichloro-phenyl)-1H-[1,2,4]triazol-3-yl]-dipropyl-amine 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.33h， 生成 2-[5-(2,4-Dichloro-phenyl)-3-dipropylamino-[1,2,4]triazol-1-yl]-ethanol
  参考文献：
  名称：

  1-Alkyl-3-amino-5-aryl-1H-[1,2,4]triazoles: novel synthesis via cyclization of N-Acyl-S-methylisothioureas with alkylhydrazines and their potent corticotropin-Releasing factor-1 (CRF1) receptor antagonist activities

  摘要：

  Cyclizations of alkythydrazines with N-acyl-S-methylisothioureas, readily synthesized from acyl chlorides, sodium thioisocyanate. dialkylamines then methyl iodide in a one-pot reaction, gave 1-alkyl-3-dialkylamino-5-phenyltriazoles 7 as major products. The regioisomers were assigned through the use of NOE NMR experiments. While bearing a,N-bis(cyclopropyl)methyl-N-propylamino group, this series of compounds shows very good binding affinity on the human CRF1 receptor. Among them, 1-methyl-3-[N-bis(cyclopropyl)methyl-N-propylamino]-5-(2,4-dichlorophenyl)-1H-[1,2,4]triazole 7a had the best binding affinity for the CRF1 receptor (K-i = 9 nM). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00657-6
• 作为产物：
  描述：

  2,4-dichloro-N-(dipropylcarbamothioyl)benzamide 在 sodium carbonate 、 肼 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 3.0h， 生成 [5-(2,4-Dichloro-phenyl)-1H-[1,2,4]triazol-3-yl]-dipropyl-amine 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  1-Alkyl-3-amino-5-aryl-1H-[1,2,4]triazoles: novel synthesis via cyclization of N-Acyl-S-methylisothioureas with alkylhydrazines and their potent corticotropin-Releasing factor-1 (CRF1) receptor antagonist activities

  摘要：

  Cyclizations of alkythydrazines with N-acyl-S-methylisothioureas, readily synthesized from acyl chlorides, sodium thioisocyanate. dialkylamines then methyl iodide in a one-pot reaction, gave 1-alkyl-3-dialkylamino-5-phenyltriazoles 7 as major products. The regioisomers were assigned through the use of NOE NMR experiments. While bearing a,N-bis(cyclopropyl)methyl-N-propylamino group, this series of compounds shows very good binding affinity on the human CRF1 receptor. Among them, 1-methyl-3-[N-bis(cyclopropyl)methyl-N-propylamino]-5-(2,4-dichlorophenyl)-1H-[1,2,4]triazole 7a had the best binding affinity for the CRF1 receptor (K-i = 9 nM). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00657-6