N-(4-methoxyphenyl)-N'-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-1,3,4-thiadiazole-2,5-diamine | 1220352-78-2

• 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: N-(4-methoxyphenyl)-N'-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-1,3,4-thiadiazole-2,5-diamine
• 英文别名: 5-N-(4-methoxyphenyl)-2-N-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-1,3,4-thiadiazole-2,5-diamine
• CAS: 1220352-78-2
• 化学式: C₁₈H₁₄N₆O₃S₂
• 分子量: 426.48
• InChiKey: LVJDJDSTFLIJAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  174
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2-氨基-4-(对硝基苯)噻唑 在 硫酸 、 三乙胺 作用下， 以 乙醇 、 苯 为溶剂， 反应 11.0h， 生成 N-(4-methoxyphenyl)-N'-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-1,3,4-thiadiazole-2,5-diamine
  参考文献：
  名称：

  Synthesis, anticonvulsant and toxicity screening of thiazolyl–thiadiazole derivatives

  摘要：

  Various thiazole-substituted thiadiazole derivatives (7a-t) were designed and synthesized using substituted acetophenones and substituted anilines as starting materials. Thiazole and thiadiazole moieties being anticonvulsants were clubbed together to get the titled compounds and their in vivo anticonvulsant screening were performed by two most adopted seizure models, maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ). Three compounds 7i, 7l and 7n were found to be potent in both the screens with comparable ED50 and better TD50 values than some standard drugs. These compounds were also found to exert lesser toxic effects on liver.

  DOI：

  10.1007/s00044-010-9313-6

文献信息

• Synthesis, anticonvulsant and toxicity screening of thiazolyl–thiadiazole derivatives
  作者：Nadeem Siddiqui、Waquar Ahsan

  DOI：10.1007/s00044-010-9313-6

  日期：2011.3

  Various thiazole-substituted thiadiazole derivatives (7a-t) were designed and synthesized using substituted acetophenones and substituted anilines as starting materials. Thiazole and thiadiazole moieties being anticonvulsants were clubbed together to get the titled compounds and their in vivo anticonvulsant screening were performed by two most adopted seizure models, maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ). Three compounds 7i, 7l and 7n were found to be potent in both the screens with comparable ED50 and better TD50 values than some standard drugs. These compounds were also found to exert lesser toxic effects on liver.