3-(1H-1,2,4-triazol-1-yl)butyl 2,4-dichlorobenzoate | 1186339-16-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(1H-1,2,4-triazol-1-yl)butyl 2,4-dichlorobenzoate
• 英文别名: [(3S)-3-(1,2,4-triazol-1-yl)butyl] 2,4-dichlorobenzoate
• CAS: 1186339-16-1
• 化学式: C₁₃H₁₃Cl₂N₃O₂
• 分子量: 314.171
• InChiKey: KQWOBTDZQIRSQC-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(1H-1,2,4-triazol-1-yl)butanol 、 2,4-二氯苯甲酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-(1H-1,2,4-triazol-1-yl)butyl 2,4-dichlorobenzoate
  参考文献：
  名称：

  Organocatalytic synthesis and sterol 14α-demethylase binding interactions of enantioriched 3-(1H-1,2,4-triazol-1-yl)butyl benzoates

  摘要：

  1H-1,2,4-Triazole reacted with 2-butenal in the presence of diaryl prolinol silyl ether 3 and benzonic acid to give 3-(1H-1,2,4-triazol-1-yl) butanal 4, which was subsequently reduced and then treated with various acyl chloride to generate enantioriched 3-(1H-1,2,4-triazol-1-yl) butyl benzoates 6. Some of triazoles 6 exhibited strong binding interactions with the cytochrome P450-dependent sterol 14 alpha-demethylase (CYP51). For example, compound (R)-6f showed the best binding activity with K-d 0.3381 mu M. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.028

文献信息

• Organocatalytic synthesis and sterol 14α-demethylase binding interactions of enantioriched 3-(1H-1,2,4-triazol-1-yl)butyl benzoates
  作者：Zhi-Hui Ming、Sheng-Zhen Xu、Lei Zhou、Ming-Wu Ding、Jiao-Yan Yang、Shao Yang、Wen-Jing Xiao

  DOI：10.1016/j.bmcl.2009.03.028

  日期：2009.7

  1H-1,2,4-Triazole reacted with 2-butenal in the presence of diaryl prolinol silyl ether 3 and benzonic acid to give 3-(1H-1,2,4-triazol-1-yl) butanal 4, which was subsequently reduced and then treated with various acyl chloride to generate enantioriched 3-(1H-1,2,4-triazol-1-yl) butyl benzoates 6. Some of triazoles 6 exhibited strong binding interactions with the cytochrome P450-dependent sterol 14 alpha-demethylase (CYP51). For example, compound (R)-6f showed the best binding activity with K-d 0.3381 mu M. (C) 2009 Elsevier Ltd. All rights reserved.