(+/-)-10-(4-methoxyphenyl)-2-methyl-7,10-dihydrofuro[3,4-b]thiazolo[4,5-f]quinolin-9(6H)-one | 1349701-14-9

• 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: (+/-)-10-(4-methoxyphenyl)-2-methyl-7,10-dihydrofuro[3,4-b]thiazolo[4,5-f]quinolin-9(6H)-one
• 英文别名: 16-(4-Methoxyphenyl)-4-methyl-13-oxa-5-thia-3,10-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),3,7,11(15)-pentaen-14-one
• CAS: 1349701-14-9
• 化学式: C₂₀H₁₆N₂O₃S
• 分子量: 364.425
• InChiKey: VQXIYMILYHICOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  88.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-羟乙酰乙酸内酯 、 5-氨基-2-甲基苯并噻唑 、 4-甲氧基苯甲醛 以 溶剂黄146 为溶剂， 反应 0.13h， 以79%的产率得到(+/-)-10-(4-methoxyphenyl)-2-methyl-7,10-dihydrofuro[3,4-b]thiazolo[4,5-f]quinolin-9(6H)-one
  参考文献：
  名称：

  Facile synthesis of new 4-aza-podophyllotoxin analogs via microwave-assisted multi-component reactions and evaluation of their cytotoxic activity

  摘要：

  A series of new 4-aza-podophyllotoxin analogs containing thiazole unit were synthesized via multi-component reactions of aldehydes, tetronic acid and 2-methylbenzo[d]thiazol-5-amine under microwave irradiation. The method not only provides a valuable tool in design and synthesis of new4-aza-podophyllotoxin analogs but also has the advantages of atom-economy, environmental-friendliness, good yields and operational simplicity. More importantly, the preliminary evaluation on the cytotoxic activity of this type of new 4-aza-podophyllotoxin analogs has resulted in the finding of several compounds with potent and efficacious cytotoxicity to three carcinoma cell lines M14, MCF7 and SW1116. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.082

文献信息

• Facile synthesis of new 4-aza-podophyllotoxin analogs via microwave-assisted multi-component reactions and evaluation of their cytotoxic activity
  作者：Feng Shi、Xiao-Ning Zeng、Ge Zhang、Ning Ma、Bo Jiang、Shujiang Tu

  DOI：10.1016/j.bmcl.2011.09.082

  日期：2011.12

  A series of new 4-aza-podophyllotoxin analogs containing thiazole unit were synthesized via multi-component reactions of aldehydes, tetronic acid and 2-methylbenzo[d]thiazol-5-amine under microwave irradiation. The method not only provides a valuable tool in design and synthesis of new4-aza-podophyllotoxin analogs but also has the advantages of atom-economy, environmental-friendliness, good yields and operational simplicity. More importantly, the preliminary evaluation on the cytotoxic activity of this type of new 4-aza-podophyllotoxin analogs has resulted in the finding of several compounds with potent and efficacious cytotoxicity to three carcinoma cell lines M14, MCF7 and SW1116. (C) 2011 Elsevier Ltd. All rights reserved.