6-chloro-2-methylimidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehyde

• 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-chloro-2-methylimidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehyde
• 英文别名: 6-Chloro-2-methylimidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehyde
• 化学式: C₆H₄ClN₃OS
• 分子量: 201.636
• InChiKey: XUMISDAJKDIZJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  75.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-chloro-2-methylimidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehyde 在 2-碘酰苯甲酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 、 二甲基亚砜 为溶剂， 生成 (E)-1-(6-chloro-2-methylimidazo[2,1-b][1,3,4]thiadiazol-5-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis of imidazo[2,1-b][1,3,4]thiadiazole–chalcones as apoptosis inducing anticancer agents

  摘要：

  一些咪唑噻二唑 - 查尔酮共轭物的图书馆被合成并研究了其针对各种人类癌细胞系的细胞毒活性。一些经过测试的化合物，如7a、7b、11a和11b，展现了有希望的抗癌活性。

  DOI：

  10.1039/c4md00228h
• 作为产物：
  描述：

  在 三氯氧磷 作用下， 以 氯仿 为溶剂， 反应 17.0h， 生成 6-chloro-2-methylimidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehyde
  参考文献：
  名称：

  Synthesis and Anticancer Evaluation of 1,2,4-Oxadiazole Linked Imidazothiadiazole Derivatives

  摘要：

  A series of 1,2,4-oxadiazole linked imidazothiadiazole derivatives 11a-11j have been synthesized. All derivatives were evaluated for anticancer activity against three human cancer cell lines (A375, MCF-7, and ACHN) and demonstrated activity comparable with that of doxorubicin. Three compounds 11b, 11c, and 11j exhibited higher anticancer activity than the positive control. The range of IC50 for the compounds 11b, 11c, and 11j is determined to be from 0.11 to 2.98 mu M.

  DOI：

  10.1134/s1070363218050304

文献信息

• Synthesis of imidazo[2,1-b][1,3,4]thiadiazole–chalcones as apoptosis inducing anticancer agents
  作者：Ahmed Kamal、Vangala Santhosh Reddy、Karnewar Santosh、G. Bharath Kumar、Anver Basha Shaik、Rasala Mahesh、Sumit. S. Chourasiya、Ibrahim Bin Sayeed、Srigiridhar Kotamraju

  DOI：10.1039/c4md00228h

  日期：——

  A library of imidazothiadiazole–chalcone conjugates were synthesised and investigated for their cytotoxic activity against various human cancer cell lines. Some of the tested compounds like7a,7b,11aand11bexhibited promising anticancer activity.

  一些咪唑噻二唑 - 查尔酮共轭物的图书馆被合成并研究了其针对各种人类癌细胞系的细胞毒活性。一些经过测试的化合物，如7a、7b、11a和11b，展现了有希望的抗癌活性。
• Synthesis and Anticancer Evaluation of 1,2,4-Oxadiazole Linked Imidazothiadiazole Derivatives
  作者：B. Chakrapani、V. Ramesh、G. Pourna Chander Rao、D. Ramachandran、T. Madhukar Reddy、A. Kalyan Chakravarthy、Gattu Sridhar

  DOI：10.1134/s1070363218050304

  日期：2018.5

  A series of 1,2,4-oxadiazole linked imidazothiadiazole derivatives 11a-11j have been synthesized. All derivatives were evaluated for anticancer activity against three human cancer cell lines (A375, MCF-7, and ACHN) and demonstrated activity comparable with that of doxorubicin. Three compounds 11b, 11c, and 11j exhibited higher anticancer activity than the positive control. The range of IC50 for the compounds 11b, 11c, and 11j is determined to be from 0.11 to 2.98 mu M.