5-(((1-ethyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)-2-methyl-6-p-tolylimidazo[2,1-b][1,3,4]thiadiazole

• 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-(((1-ethyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)-2-methyl-6-p-tolylimidazo[2,1-b][1,3,4]thiadiazole
• 英文别名: 5-[(1-Ethyltriazol-4-yl)methoxymethyl]-2-methyl-6-(p-tolyl)imidazo[2,1-b][1,3,4]thiadiazole；5-[(1-ethyltriazol-4-yl)methoxymethyl]-2-methyl-6-(4-methylphenyl)imidazo[2,1-b][1,3,4]thiadiazole
• 化学式: C₁₈H₂₀N₆OS
• 分子量: 368.462
• InChiKey: HOULZVWPTCLAHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-methyl-5-(4-methylphenyl)imidazo[2,1-b][1,3,4]thiadiazole 在 sodium tetrahydroborate 、 sodium azide 、 sodium hydride 、 copper(II) sulfate 、 sodium ascorbate 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 水 、 mineral oil 、 叔丁醇 为溶剂， 反应 38.17h， 生成 5-(((1-ethyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)-2-methyl-6-p-tolylimidazo[2,1-b][1,3,4]thiadiazole
  参考文献：
  名称：

  One-pot synthesis of new triazole—Imidazo[2,1-b][1,3,4]thiadiazole hybrids via click chemistry and evaluation of their antitubercular activity

  摘要：

  A new series of triazole-imidazo[2,1-b][1,3,4]thiadiazole hybrids (6a-s, 7a) were designed by a molecular hybridisation approach and the target molecules were synthesized via one pot click chemistry protocol. All the intermediates and final molecules were characterised using spectral methods and one of the target compounds (6c) was analysed by the single crystal XRD study. The derivatives were screened for their antimycobacterial activity against Mycobacterium tuberculosis H(37)Rv strain. Two compounds, 6f and 6n, demonstrated significant growth inhibitory activity against the bacterial strain with a MIC of 3.125 mu g/mL. The presence of chloro substituent on the imidazo[2,1-b][1,3,4]thiadiazole ring and ethyl, benzyl or cyanomethylene groups on the 1,2,3-triazole ring enhance the inhibition activity of the molecules. The active compounds are not toxic to a normal cell line which signifies the lack of general cellular toxicity of these compounds. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.08.009