1-(4-bromophenyl)-2-(4-butyl-1H-1,2,3-triazol-1-yl)ethanone | 1265558-19-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-bromophenyl)-2-(4-butyl-1H-1,2,3-triazol-1-yl)ethanone
• 英文别名: 1-(4-Bromophenyl)-2-(4-butyltriazol-1-yl)ethanone
• CAS: 1265558-19-7
• 化学式: C₁₄H₁₆BrN₃O
• 分子量: 322.205
• InChiKey: RCESOKUDIOTYKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-己炔 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium azide 、 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 为溶剂， 反应 1.0h， 以76%的产率得到1-(4-bromophenyl)-2-(4-butyl-1H-1,2,3-triazol-1-yl)ethanone
  参考文献：
  名称：

  Click chemistry inspired one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles and their Src kinase inhibitory activity

  摘要：

  Two classes of 1,4-disubstituted 1,2,3-triazoles were synthesized using one-pot reaction of alpha-tosyloxy ketones/alpha-halo ketones, sodium azide, and terminal alkynes in the presence of aq PEG (1: 1, v/v) using the click chemistry approach and evaluated for Src kinase inhibitory activity. Structure-activity relationship analysis demonstrated that insertion of C6H5- and 4-CH3C6H4- at position 4 for both classes and less bulkier aromatic group at position 1 in class 1 contribute critically to the modest Src inhibition activity (IC50 = 32-43 mu M) of 1,4-disubstituted 1,2,3-triazoles. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.121

文献信息

• Click chemistry inspired one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles and their Src kinase inhibitory activity
  作者：Dalip Kumar、V. Buchi Reddy、Anil Kumar、Deendayal Mandal、Rakesh Tiwari、Keykavous Parang

  DOI：10.1016/j.bmcl.2010.10.121

  日期：2011.1

  Two classes of 1,4-disubstituted 1,2,3-triazoles were synthesized using one-pot reaction of alpha-tosyloxy ketones/alpha-halo ketones, sodium azide, and terminal alkynes in the presence of aq PEG (1: 1, v/v) using the click chemistry approach and evaluated for Src kinase inhibitory activity. Structure-activity relationship analysis demonstrated that insertion of C6H5- and 4-CH3C6H4- at position 4 for both classes and less bulkier aromatic group at position 1 in class 1 contribute critically to the modest Src inhibition activity (IC50 = 32-43 mu M) of 1,4-disubstituted 1,2,3-triazoles. (c) 2010 Elsevier Ltd. All rights reserved.