(E)-ethyl 9-(3,4,5-trimethoxybenzylidene)-5-(3,4,5-trimethoxyphenyl)-6,7,8,9-tetrahydro-5H-thiazolo[2,3-b]quinazoline-3-carboxylate | 1442980-32-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (E)-ethyl 9-(3,4,5-trimethoxybenzylidene)-5-(3,4,5-trimethoxyphenyl)-6,7,8,9-tetrahydro-5H-thiazolo[2,3-b]quinazoline-3-carboxylate
• 英文别名: (e)-Ethyl 9-(3,4,5-trimethoxybenzylidene)-5-(3,4,5-trimethoxyphenyl)-6,7,8,9-tetrahydro-5h-thiazolo[2,3-b]quinazoline-3-carboxylate；ethyl (9E)-5-(3,4,5-trimethoxyphenyl)-9-[(3,4,5-trimethoxyphenyl)methylidene]-5,6,7,8-tetrahydro-[1,3]thiazolo[2,3-b]quinazoline-3-carboxylate
• CAS: 1442980-32-6
• 化学式: C₃₂H₃₆N₂O₈S
• 分子量: 608.712
• InChiKey: MCTLUBIEHGQESO-XDHOZWIPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  43
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  环己酮 在 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 (E)-ethyl 9-(3,4,5-trimethoxybenzylidene)-5-(3,4,5-trimethoxyphenyl)-6,7,8,9-tetrahydro-5H-thiazolo[2,3-b]quinazoline-3-carboxylate
  参考文献：
  名称：

  Synthesis and antitumor activity of certain new thiazolo[2,3-b]quinazoline and thiazolo[3,2-a]pyrimidine analogs

  摘要：

  A novel series of thiazolo[2,3-b]quinazoline (16-19, 25-28, and 34-37) and cyclohepta[d]thiazolo[3,2-a]pyrimidine (20-23, 29-32, and 38-41) analogs was designed and synthesized. Structure elucidation of the synthesized compounds was attained by the use of H-1 NMR, C-13 NMR, and mass spectrometry. The obtained compounds were evaluated for their in vitro antitumor activity using the National Cancer Institute's 60 cell lines' panel assay that included nine tumor subpanels, namely, leukemia, non-small cell lung, colon, CNS, melanoma, ovarian, renal, prostate, and breast cancer cells. Most of the investigated compounds showed a remarkable broad-spectrum antitumor activity. Compounds 19, 28, 32, and 34 proved to be 10-, 15-, 2-, and 7-fold more active than 5-FU, with GI(50) MG-MID values of 2.4, 1.5, 11.2, and 3.1 mu M, respectively.

  DOI：

  10.1007/s00044-013-0649-6

文献信息

• Synthesis and antitumor activity of certain new thiazolo[2,3-b]quinazoline and thiazolo[3,2-a]pyrimidine analogs
  作者：Ghada S. Hassan

  DOI：10.1007/s00044-013-0649-6

  日期：2014.1

  A novel series of thiazolo[2,3-b]quinazoline (16-19, 25-28, and 34-37) and cyclohepta[d]thiazolo[3,2-a]pyrimidine (20-23, 29-32, and 38-41) analogs was designed and synthesized. Structure elucidation of the synthesized compounds was attained by the use of H-1 NMR, C-13 NMR, and mass spectrometry. The obtained compounds were evaluated for their in vitro antitumor activity using the National Cancer Institute's 60 cell lines' panel assay that included nine tumor subpanels, namely, leukemia, non-small cell lung, colon, CNS, melanoma, ovarian, renal, prostate, and breast cancer cells. Most of the investigated compounds showed a remarkable broad-spectrum antitumor activity. Compounds 19, 28, 32, and 34 proved to be 10-, 15-, 2-, and 7-fold more active than 5-FU, with GI(50) MG-MID values of 2.4, 1.5, 11.2, and 3.1 mu M, respectively.