2-((2-methyl-4(3H)-quinazolinoN-6-yl)methyl)isoindoline-1,3-dione | 1246856-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-((2-methyl-4(3H)-quinazolinoN-6-yl)methyl)isoindoline-1,3-dione
• 英文别名: 2-[(2-methyl-4-oxo-3H-quinazolin-6-yl)methyl]isoindole-1,3-dione
• CAS: 1246856-84-7
• 化学式: C₁₈H₁₃N₃O₃
• 分子量: 319.32
• InChiKey: OCVFCWUGUNZWIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  78.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-((2-methyl-4(3H)-quinazolinoN-6-yl)methyl)isoindoline-1,3-dione 在 一水合肼 、 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以75%的产率得到6-(aminomethyl)-2-methyl-4(3H)-quinazolinone dihydrochloride
  参考文献：
  名称：

  Synthesis and cytotoxic activity of N-((2-methyl-4(3H)-quinazolinon-6-yl)methyl)dithiocarbamates

  摘要：

  A series of N4(2-methyl-4(3H)-quinazolinon-6-yl)methyl)dithiocarbamates 5a-w were synthesized and evaluated for their cytotoxic activity against five human cancer cell lines. We found that compound 5k inhibited proliferation of A549, MCF-7, HeLa, HT29 and HCT-116 cells with IC(50) values of 5.44, 7.15, 12.16, 10.35 and 11.44 mu M, respectively. Compound 5i was the most potent with an IC(50) value of 3.65 mu M against proliferation of MCF-7 cells, while 5n was the most potent with an IC(50) value of 5.09 mu M against proliferation of A549 cells. Cell cycle analysis showed that both 51 and 5k arrested A549 cells at S and G2/M phases, suggesting that these compounds act through mechanisms different from 5-Fluorouracil, which arrests cells at S phase only. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.038
• 作为产物：
  描述：

  6-溴甲基-3,4-二氢-2-甲基-喹唑啉-4-酮 、 potassium phtalimide 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到2-((2-methyl-4(3H)-quinazolinoN-6-yl)methyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Synthesis and cytotoxic activity of N-((2-methyl-4(3H)-quinazolinon-6-yl)methyl)dithiocarbamates

  摘要：

  A series of N4(2-methyl-4(3H)-quinazolinon-6-yl)methyl)dithiocarbamates 5a-w were synthesized and evaluated for their cytotoxic activity against five human cancer cell lines. We found that compound 5k inhibited proliferation of A549, MCF-7, HeLa, HT29 and HCT-116 cells with IC(50) values of 5.44, 7.15, 12.16, 10.35 and 11.44 mu M, respectively. Compound 5i was the most potent with an IC(50) value of 3.65 mu M against proliferation of MCF-7 cells, while 5n was the most potent with an IC(50) value of 5.09 mu M against proliferation of A549 cells. Cell cycle analysis showed that both 51 and 5k arrested A549 cells at S and G2/M phases, suggesting that these compounds act through mechanisms different from 5-Fluorouracil, which arrests cells at S phase only. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.038

文献信息

• Synthesis and cytotoxic activity of N-((2-methyl-4(3H)-quinazolinon-6-yl)methyl)dithiocarbamates
  作者：Sheng-Li Cao、Yao Wang、Lin Zhu、Ji Liao、Yan-Wen Guo、Lin-Lin Chen、Hong-Qin Liu、Xingzhi Xu

  DOI：10.1016/j.ejmech.2010.05.038

  日期：2010.9

  A series of N4(2-methyl-4(3H)-quinazolinon-6-yl)methyl)dithiocarbamates 5a-w were synthesized and evaluated for their cytotoxic activity against five human cancer cell lines. We found that compound 5k inhibited proliferation of A549, MCF-7, HeLa, HT29 and HCT-116 cells with IC(50) values of 5.44, 7.15, 12.16, 10.35 and 11.44 mu M, respectively. Compound 5i was the most potent with an IC(50) value of 3.65 mu M against proliferation of MCF-7 cells, while 5n was the most potent with an IC(50) value of 5.09 mu M against proliferation of A549 cells. Cell cycle analysis showed that both 51 and 5k arrested A549 cells at S and G2/M phases, suggesting that these compounds act through mechanisms different from 5-Fluorouracil, which arrests cells at S phase only. (C) 2010 Elsevier Masson SAS. All rights reserved.