(E)-1-(1,2-dihydroinden-3-ylidene)-4-methylthiosemicarbazide

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (E)-1-(1,2-dihydroinden-3-ylidene)-4-methylthiosemicarbazide
• 英文别名: 1-(1-Indanyliden-amino)-2-methyl-isothioharnstoff；(e)-1-(1,2-Dihydroinden-3-ylidene)-4-methylthio-semicarbazide；1-[(E)-2,3-dihydroinden-1-ylideneamino]-3-methylthiourea
• 化学式: C₁₁H₁₃N₃S
• 分子量: 219.31
• InChiKey: HETIGQRQSJEDPH-JLHYYAGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  68.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-(1,2-dihydroinden-3-ylidene)-4-methylthiosemicarbazide 在 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 (E)-2-{[(E)-2,3-dihydro-1H-inden-1-ylidene]hydrazono}5-[(E)-4-fluorobenzylidene]-3-methylthiazolidin-4-one
  参考文献：
  名称：

  Synthesis of some new thiazole derivatives and their cytotoxicity on different human tumor cell lines

  摘要：

  Some novel 1-(inden-3-ylidene)-2-(thiazol-2-ylidene) hydrazine derivatives 3-9 were synthesized by the Hantzsch reaction of thiosemicarbazone derivatives 2a-2c with halo ketones and halo esters. Thiosemicarbazone derivatives reacted with hydrozonyl chlorides to give diazenyl-4-methylthiazole derivatives 11a-11d. Structures of the products were elucidated from IR, H-1, and C-13 NMR, and Mass spectra elucidate. The synthesized compounds were screened for their cytotoxicity against three human tumor cell lines. Twenty compounds showed high (>= 60 %) antiproliferative activity over breast cancer (MCF-7). Compounds 2b, 3c, 4a, 4b, 6b, 6c, 7b, 8a, and 11b possessed higher cytotoxic activity over breast tumor cell line than Doxorubicin.

  DOI：

  10.1134/s1070363217100218
• 作为产物：
  描述：

  1-茚酮 、 4-甲基氨基硫脲 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以75%的产率得到(E)-1-(1,2-dihydroinden-3-ylidene)-4-methylthiosemicarbazide
  参考文献：
  名称：

  Synthesis of some new thiazole derivatives and their cytotoxicity on different human tumor cell lines

  摘要：

  Some novel 1-(inden-3-ylidene)-2-(thiazol-2-ylidene) hydrazine derivatives 3-9 were synthesized by the Hantzsch reaction of thiosemicarbazone derivatives 2a-2c with halo ketones and halo esters. Thiosemicarbazone derivatives reacted with hydrozonyl chlorides to give diazenyl-4-methylthiazole derivatives 11a-11d. Structures of the products were elucidated from IR, H-1, and C-13 NMR, and Mass spectra elucidate. The synthesized compounds were screened for their cytotoxicity against three human tumor cell lines. Twenty compounds showed high (>= 60 %) antiproliferative activity over breast cancer (MCF-7). Compounds 2b, 3c, 4a, 4b, 6b, 6c, 7b, 8a, and 11b possessed higher cytotoxic activity over breast tumor cell line than Doxorubicin.

  DOI：

  10.1134/s1070363217100218

文献信息

• Synthesis of some new thiazole derivatives and their cytotoxicity on different human tumor cell lines
  作者：A. M. Mohamed、N. A. Abdel-Hafez、A. F. Kassem、E. M. H. Abbas、M. M. Mounier

  DOI：10.1134/s1070363217100218

  日期：2017.10

  Some novel 1-(inden-3-ylidene)-2-(thiazol-2-ylidene) hydrazine derivatives 3-9 were synthesized by the Hantzsch reaction of thiosemicarbazone derivatives 2a-2c with halo ketones and halo esters. Thiosemicarbazone derivatives reacted with hydrozonyl chlorides to give diazenyl-4-methylthiazole derivatives 11a-11d. Structures of the products were elucidated from IR, H-1, and C-13 NMR, and Mass spectra elucidate. The synthesized compounds were screened for their cytotoxicity against three human tumor cell lines. Twenty compounds showed high (>= 60 %) antiproliferative activity over breast cancer (MCF-7). Compounds 2b, 3c, 4a, 4b, 6b, 6c, 7b, 8a, and 11b possessed higher cytotoxic activity over breast tumor cell line than Doxorubicin.