N-(4-(2-amino-6-(3-bromophenyl)pyrimidin-4-yl)phenyl)-7-chloroquinolin-4-amine | 1158681-75-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-(4-(2-amino-6-(3-bromophenyl)pyrimidin-4-yl)phenyl)-7-chloroquinolin-4-amine
• 英文别名: N-[4-[2-amino-6-(3-bromophenyl)pyrimidin-4-yl]phenyl]-7-chloroquinolin-4-amine
• CAS: 1158681-75-4
• 化学式: C₂₅H₁₇BrClN₅
• 分子量: 502.8
• InChiKey: JPYJQIZYSHANTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  盐酸胍 、 3-(3-bromophenyl)-1-(4-(7-chloroquinolin-4-ylamino)phenyl)prop-2-en-1-one 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以50%的产率得到N-(4-(2-amino-6-(3-bromophenyl)pyrimidin-4-yl)phenyl)-7-chloroquinolin-4-amine
  参考文献：
  名称：

  Substituted quinolinyl chalcones and quinolinyl pyrimidines as a new class of anti-infective agents

  摘要：

  Frequency of tuberculosis and malaria is progressively increasing worldwide. New emerging strain of bacterium and resistance to currently available drugs make this field more conscientious and alarming. In this connection a series of substituted quinolinyl chalcones and substituted quinolinyl pyrimidines were synthesized and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H(37)Rv and antimalarial activity against NF-54 strain of Plasmodium falciparum. A comparison of structure-activity relationship reveals that different physicochemical and structural requirements exist for these two activities. Out of synthesized compounds, compound nos. 22 and 23 have shown antitubercular activity of MIC 3.12 mu g/mL and were nontoxic against VERO, MBMDM cell lines and compounds 54, 55, and 56 have shown antimalarial activity of MIC 1 mu g/mL. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.10.011

文献信息

• Substituted quinolinyl chalcones and quinolinyl pyrimidines as a new class of anti-infective agents
  作者：Moni Sharma、Vinita Chaturvedi、Y.K. Manju、Shalini Bhatnagar、Kumkum Srivastava、S.K. Puri、Prem M.S. Chauhan

  DOI：10.1016/j.ejmech.2008.10.011

  日期：2009.5

  Frequency of tuberculosis and malaria is progressively increasing worldwide. New emerging strain of bacterium and resistance to currently available drugs make this field more conscientious and alarming. In this connection a series of substituted quinolinyl chalcones and substituted quinolinyl pyrimidines were synthesized and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H(37)Rv and antimalarial activity against NF-54 strain of Plasmodium falciparum. A comparison of structure-activity relationship reveals that different physicochemical and structural requirements exist for these two activities. Out of synthesized compounds, compound nos. 22 and 23 have shown antitubercular activity of MIC 3.12 mu g/mL and were nontoxic against VERO, MBMDM cell lines and compounds 54, 55, and 56 have shown antimalarial activity of MIC 1 mu g/mL. (C) 2008 Elsevier Masson SAS. All rights reserved.