[(E)-(2-chloro-6-methylquinolin-3-yl)methylideneamino]thiourea

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: [(E)-(2-chloro-6-methylquinolin-3-yl)methylideneamino]thiourea
• 化学式: C₁₂H₁₁ClN₄S
• 分子量: 278.765
• InChiKey: YBFBKWGMPFKINJ-GIDUJCDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  95.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(E)-(2-chloro-6-methylquinolin-3-yl)methylideneamino]thiourea 、 乙酸酐 反应 1.0h， 以75%的产率得到N-(4-acetyl-5-(2-chloro-6-methylquinolin-3-yl)-4,5-dihydro-1,3,4-thiadiazol-2-yl)-acetamide
  参考文献：
  名称：

  An efficient one-pot cyclization of quinoline thiosemicarbazones to quinolines derivatized with 1,3,4-thiadiazole as anticancer and anti-tubercular agents

  摘要：

  A series of 6,7,8-substituted thiosemicarbazones (2a-j) of 2-chloro-3-formyl-quinoline derivatives were cyclized to the title compounds (3a-j) using acetic anhydride. The structures of the final compounds (3a-j) were confirmed by elemental and spectral (IR, H-1 NMR and MS) analysis. Some of the title compounds have shown promising anticancer and antitubercular activities.

  DOI：

  10.1007/s00044-010-9522-z
• 作为产物：
  描述：

  2-氯-6-甲基喹啉-3-甲醛 、 氨基硫脲 以 乙醇 、 水 为溶剂， 生成 [(E)-(2-chloro-6-methylquinolin-3-yl)methylideneamino]thiourea
  参考文献：
  名称：

  An efficient one-pot cyclization of quinoline thiosemicarbazones to quinolines derivatized with 1,3,4-thiadiazole as anticancer and anti-tubercular agents

  摘要：

  A series of 6,7,8-substituted thiosemicarbazones (2a-j) of 2-chloro-3-formyl-quinoline derivatives were cyclized to the title compounds (3a-j) using acetic anhydride. The structures of the final compounds (3a-j) were confirmed by elemental and spectral (IR, H-1 NMR and MS) analysis. Some of the title compounds have shown promising anticancer and antitubercular activities.

  DOI：

  10.1007/s00044-010-9522-z

文献信息

• An efficient one-pot cyclization of quinoline thiosemicarbazones to quinolines derivatized with 1,3,4-thiadiazole as anticancer and anti-tubercular agents
  作者：Sheetal B. Marganakop、Ravindra R. Kamble、Tasneem Taj、Mahadevappa Y. Kariduraganvar

  DOI：10.1007/s00044-010-9522-z

  日期：2012.2

  A series of 6,7,8-substituted thiosemicarbazones (2a-j) of 2-chloro-3-formyl-quinoline derivatives were cyclized to the title compounds (3a-j) using acetic anhydride. The structures of the final compounds (3a-j) were confirmed by elemental and spectral (IR, H-1 NMR and MS) analysis. Some of the title compounds have shown promising anticancer and antitubercular activities.