6,7-dimethoxy-2-(m-tolyl)quinazolin-4-amine | 1357295-05-6

• 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-tolyl)quinazolin-4-amine
• 英文别名: 6,7-Dimethoxy-2-(3-methylphenyl)quinazolin-4-amine
• CAS: 1357295-05-6
• 化学式: C₁₇H₁₇N₃O₂
• 分子量: 295.341
• InChiKey: KRNXDECKXBENEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 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：
  70.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  间甲基苯甲酸 在 氯化亚砜 、 sodium azide 、 palladium 10% on activated carbon 、 氢气 、 三乙胺 、 sodium hydroxide 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.05h， 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

文献信息

• Suzuki–Miyaura coupling of quinazolines containing an unprotected NH₂ group: Synthesis and biological testing of quinazoline derivatives
  作者：Yadagiri Pulipati、Venkateshwarlu Gurram、S. Vijaya Laxmi、Yennam Satyanarayana、Karan Singh、Vinod Kumar、Somesh Sharma、Narender Pottabathini、Vijaya Bhaskara Reddy Iska

  DOI：10.1080/00397911.2017.1315672

  日期：2017.6.18

  ABSTRACT A robust approach to 4-amino quinazoline bi-aryl compounds was developed through Suzuki–Miyaura coupling reaction of quinazoline containing an unprotected NH2 group and arylboronic acids. Pd(dcpf)Cl2 was found to be an efficient catalyst for the reaction. All the compounds were evaluated for antimicrobial activity against gram-positive and gram-negative bacteria and fungi. One of the compounds

  摘要 通过含有未保护的 NH2 基团的喹唑啉和芳基硼酸的 Suzuki-Miyaura 偶联反应，开发了 4-氨基喹唑啉双芳基化合物的稳健方法。发现 Pd(dcpf)Cl2 是该反应的有效催化剂。评估所有化合物对革兰氏阳性和革兰氏阴性细菌和真菌的抗微生物活性。发现其中一种化合物 3l 对白色念珠菌的活性高于标准咪康唑。图形概要
• 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.