6-(4-Chlorophenyl)-2-[(6-methyl-1-benzofuran-3-yl)methyl]imidazo[2,1-b][1,3,4]thiadiazole-5-carbonitrile | 1061271-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(4-Chlorophenyl)-2-[(6-methyl-1-benzofuran-3-yl)methyl]imidazo[2,1-b][1,3,4]thiadiazole-5-carbonitrile
• CAS: 1061271-23-5
• 化学式: C₂₁H₁₃ClN₄OS
• 分子量: 404.879
• InChiKey: XGZMUTBTWNBWMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  95.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (NE)-N-[[6-(4-chlorophenyl)-2-[(6-methyl-1-benzofuran-3-yl)methyl]imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methylidene]hydroxylamine 在 乙酸酐 作用下， 反应 1.0h， 以61%的产率得到6-(4-Chlorophenyl)-2-[(6-methyl-1-benzofuran-3-yl)methyl]imidazo[2,1-b][1,3,4]thiadiazole-5-carbonitrile
  参考文献：
  名称：

  Synthesis and anti-inflammatory evaluation of methylene bridged benzofuranyl imidazo[2,1-b][1,3,4]thiadiazoles

  摘要：

  A series of 6-substituted and 5,6-disubstituted 2-(6-methyl-benzofuran-3-ylmethyl)-imidazo[2,1-b] [ 1,3,4]thiadiazoles have been synthesized. The new compounds have been tested for their in vivo analgesic, anti-inflammatory activities. Qualitative SAR studies indicate that the chloro substitution in the imidazole ring and introduction of formyl group at C-5 position of the imidazole ring increased the anti-inflammatory and analgesic activity. All the newly synthesized compounds have been characterized by spectral data and ORTEP diagram of one of the intermediates 6-(4-chlorophenyl)-2-(6-methyl-benzofuran-3-ylmethyl)-5-morpholin-4-ylmethyl imidazo[2,1-b][1,3,4]thiadiazole is reported herein. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.06.023