3-(p-anisyl)-4-{6'-(6''-chlorocoumarin-3''-yl)-imidazo[2,1-b][1,3,4]thiadiazol-2'-yl}-sydnone | 1421009-47-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-(p-anisyl)-4-{6'-(6''-chlorocoumarin-3''-yl)-imidazo[2,1-b][1,3,4]thiadiazol-2'-yl}-sydnone
• 英文别名: 4-[6-(6-Chloro-2-oxochromen-3-yl)imidazo[2,1-b][1,3,4]thiadiazol-2-yl]-3-(4-methoxyphenyl)oxadiazol-3-ium-5-olate；4-[6-(6-chloro-2-oxochromen-3-yl)imidazo[2,1-b][1,3,4]thiadiazol-2-yl]-3-(4-methoxyphenyl)oxadiazol-3-ium-5-olate
• CAS: 1421009-47-3
• 化学式: C₂₂H₁₂ClN₅O₅S
• 分子量: 493.887
• InChiKey: GWQBHTZTZYIFII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  147
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3-(4-methoxyphenyl)-4-formylsydnone 在 iron(III) chloride 、 sodium citrate 、 柠檬酸 作用下， 以 乙醇 、 水 为溶剂， 反应 12.17h， 生成 3-(p-anisyl)-4-{6'-(6''-chlorocoumarin-3''-yl)-imidazo[2,1-b][1,3,4]thiadiazol-2'-yl}-sydnone
  参考文献：
  名称：

  Synthesis of novel imidazo[2,1-b][1,3,4]thiadiazoles appended to sydnone as anticancer agents

  摘要：

  A novel series of 3-aryl-4{6'-(6''-substituted-coumarin-3''-yl) imidazo[2,1-b][1,3,4]thiadiazol-2'-yl}-sydnones 5h-5s were synthesized and screened for their anticancer and DNA cleavage activities and analyzed for pharmacological parameters such as toxicity, drug-likeliness, and drug score for oral bioavailability. In vitro toxicity assay was carried out by assessing the survival E. coli AB1157 (wild type) cultures. Some of the compounds have shown significant anticancer activities also.

  DOI：

  10.1007/s00044-012-0441-z

文献信息

• Synthesis of novel imidazo[2,1-b][1,3,4]thiadiazoles appended to sydnone as anticancer agents
  作者：Gireesh Tegginamath、Ravindra R. Kamble、Tasneem Taj、Pramod P. Kattimani、Gangadhar Y. Meti

  DOI：10.1007/s00044-012-0441-z

  日期：2013.9

  A novel series of 3-aryl-46'-(6''-substituted-coumarin-3''-yl) imidazo[2,1-b][1,3,4]thiadiazol-2'-yl}-sydnones 5h-5s were synthesized and screened for their anticancer and DNA cleavage activities and analyzed for pharmacological parameters such as toxicity, drug-likeliness, and drug score for oral bioavailability. In vitro toxicity assay was carried out by assessing the survival E. coli AB1157 (wild type) cultures. Some of the compounds have shown significant anticancer activities also.