dimethyl 1-(2-(4-methoxyphenyl)-2-oxoethyl)-1H-1,2,3-triazole-4,5-dicarboxylate | 1350929-61-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dimethyl 1-(2-(4-methoxyphenyl)-2-oxoethyl)-1H-1,2,3-triazole-4,5-dicarboxylate
• 英文别名: 4,5-dimethyl 1-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-1,2,3-triazole-4,5-dicarboxylate；dimethyl 1-[2-(4-methoxyphenyl)-2-oxoethyl]triazole-4,5-dicarboxylate
• CAS: 1350929-61-1
• 化学式: C₁₅H₁₅N₃O₆
• 分子量: 333.301
• InChiKey: KPXICTCPCMUOAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  对甲氧基苯乙酮 在 aluminum (III) chloride 、 sodium azide 、 溴 作用下， 以 乙醚 、 水 、 丙酮 为溶剂， 反应 24.02h， 生成 dimethyl 1-(2-(4-methoxyphenyl)-2-oxoethyl)-1H-1,2,3-triazole-4,5-dicarboxylate
  参考文献：
  名称：

  Efficient synthesis and in vitro antitubercular activity of 1,2,3-triazoles as inhibitors of Mycobacterium tuberculosis

  摘要：

  Efficient and rapid synthesis of 1,2,3-triazole derivatives has been achieved via Huisgen's 1,3-dipolar cycloaddition between alkyl/arylazides and diethyl/dimethyl acetylenedicarboxylate in excellent yields under solvent-free conditions. The environmentally friendly solvent-free protocol overcomes the limitations associated with the prevailing time-consuming solution phase protocols and affords the triazoles just in 1-3 min. In vitro antitubercular activity of these triazoles was screened against Mycobacterium tuberculosis H(37)Rv strain. Four of the compounds showed MIC in the range of 1.56-3.13 mu g/mL proving their potential activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.048

文献信息

• Efficient synthesis and in vitro antitubercular activity of 1,2,3-triazoles as inhibitors of Mycobacterium tuberculosis
  作者：Poovan Shanmugavelan、Sangaraiah Nagarajan、Murugan Sathishkumar、Alagusundaram Ponnuswamy、Perumal Yogeeswari、Dharmarajan Sriram

  DOI：10.1016/j.bmcl.2011.10.048

  日期：2011.12

  Efficient and rapid synthesis of 1,2,3-triazole derivatives has been achieved via Huisgen's 1,3-dipolar cycloaddition between alkyl/arylazides and diethyl/dimethyl acetylenedicarboxylate in excellent yields under solvent-free conditions. The environmentally friendly solvent-free protocol overcomes the limitations associated with the prevailing time-consuming solution phase protocols and affords the triazoles just in 1-3 min. In vitro antitubercular activity of these triazoles was screened against Mycobacterium tuberculosis H(37)Rv strain. Four of the compounds showed MIC in the range of 1.56-3.13 mu g/mL proving their potential activity. (C) 2011 Elsevier Ltd. All rights reserved.