6,7-dimethoxy-2-m-tolylquinazolin-4(3H)-one | 1357294-81-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6,7-dimethoxy-2-m-tolylquinazolin-4(3H)-one
• 英文别名: 6,7-dimethoxy-2-(3-methylphenyl)-3H-quinazolin-4-one
• CAS: 1357294-81-5
• 化学式: C₁₇H₁₆N₂O₃
• 分子量: 296.326
• InChiKey: HSIVJDMXXYJFLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6,7-dimethoxy-2-m-tolylquinazolin-4(3H)-one 在 sodium azide 、 palladium 10% on activated carbon 、 氢气 、 三氯氧磷 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.05h， 生成 6,7-dimethoxy-2-(m-tolyl)quinazolin-4-amine
  参考文献：
  名称：

  Cytotoxic potential of novel 6,7-dimethoxyquinazolines

  摘要：

  Herein, we report the synthesis and cytotoxicity of a series of substituted 6,7-dimethoxyquinazoline derivatives. The cytotoxic activity of all synthesized compounds has been evaluated against HCT116p53(+/+) and HCT116p53(-/-) colon cancer cells and a HEY ovarian cancer cell line naturally resistant to cisplatin. Nine of the tested compounds showed significant cytotoxicity in all cell lines at 10 mu M. The most promising derivative (7c) showed IC(50)values of 0.7 and 1.7 mu M in the two colon cancer cell lines. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.020
• 作为产物：
  描述：

  4,5-dimethoxy-2-(3-methylbenzamido)benzamide 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以77%的产率得到6,7-dimethoxy-2-m-tolylquinazolin-4(3H)-one
  参考文献：
  名称：

  Cytotoxic potential of novel 6,7-dimethoxyquinazolines

  摘要：

  Herein, we report the synthesis and cytotoxicity of a series of substituted 6,7-dimethoxyquinazoline derivatives. The cytotoxic activity of all synthesized compounds has been evaluated against HCT116p53(+/+) and HCT116p53(-/-) colon cancer cells and a HEY ovarian cancer cell line naturally resistant to cisplatin. Nine of the tested compounds showed significant cytotoxicity in all cell lines at 10 mu M. The most promising derivative (7c) showed IC(50)values of 0.7 and 1.7 mu M in the two colon cancer cell lines. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.020

文献信息

• Cytotoxic potential of novel 6,7-dimethoxyquinazolines
  作者：Mange R. Yadav、Fedora Grande、Bishram S. Chouhan、Prashant P. Naik、Rajani Giridhar、Antonio Garofalo、Nouri Neamati

  DOI：10.1016/j.ejmech.2011.12.020

  日期：2012.2

  Herein, we report the synthesis and cytotoxicity of a series of substituted 6,7-dimethoxyquinazoline derivatives. The cytotoxic activity of all synthesized compounds has been evaluated against HCT116p53(+/+) and HCT116p53(-/-) colon cancer cells and a HEY ovarian cancer cell line naturally resistant to cisplatin. Nine of the tested compounds showed significant cytotoxicity in all cell lines at 10 mu M. The most promising derivative (7c) showed IC(50)values of 0.7 and 1.7 mu M in the two colon cancer cell lines. (C) 2011 Elsevier Masson SAS. All rights reserved.