(2-chloropyrimidin-4-yl)(3,5-dimethoxyphenyl)amine | 191728-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-chloropyrimidin-4-yl)(3,5-dimethoxyphenyl)amine
• 英文别名: 2-chloro-N-(3,5-dimethoxyphenyl)pyrimidin-4-amine；2-chloro-N-(3,5-dimethoxyphenyl)-4-pyrimidineamine
• CAS: 191728-92-4
• 化学式: C₁₂H₁₂ClN₃O₂
• mdl: MFCD17019952
• 分子量: 265.699
• InChiKey: DDJVNITYHWPWAT-UHFFFAOYSA-N

物化性质

• 沸点：
  457.3±40.0 °C(Predicted)
• 密度：
  1.316±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  56.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2-chloropyrimidin-4-yl)(3,5-dimethoxyphenyl)amine 、 4-(4-氨基丁基)氨基-7-氯喹啉 在 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 12.0h， 以70%的产率得到N²-(4-(7-chloroquinolin-4-ylamino)butyl)-N⁴-(3,5-dimethoxyphenyl)pyrimidine-2,4-diamine
  参考文献：
  名称：

  4-Aminoquinoline-Pyrimidine hybrids: Synthesis, antimalarial activity, heme binding and docking studies

  摘要：

  A series of novel 4-aminoquinoline-pyrimidine hybrids has been synthesized and evaluated for their antimalarial activity. Several compounds showed promising in vitro antimalarial activity against both CQ-sensitive and CQ-resistant strains with high selectivity index. All the compounds were found to be nontoxic to the mammalian cell lines. Selected compound 7g exhibited significant suppression of parasitemia in the in vivo assay. The heme binding studies were conducted to determine the mode of action of these hybrid molecules. These compounds form a stable 1:1 complex with hematin suggesting that heme may be one of the possible targets of these hybrids. The interaction of these conjugate hybrids was also investigated by the molecular docking studies in the binding site of PfDHFR. The pharmacokinetic property analysis of best active compounds was also studied using ADMET prediction. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.10.061
• 作为产物：
  描述：

  2,4-二氯嘧啶 、 3,5-二甲氧基苯胺 在 N,N-二异丙基乙胺 作用下， 以 叔丁醇 为溶剂， 以87%的产率得到(2-chloropyrimidin-4-yl)(3,5-dimethoxyphenyl)amine
  参考文献：
  名称：

  Synthesis of piperazine tethered 4-aminoquinoline-pyrimidine hybrids as potent antimalarial agents

  摘要：

  Piperazine连接的4-氨基喹啉-嘧啶杂合物被合成并针对疟原虫的W2和D6菌株进行体外抗疟活性评价。

  DOI：

  10.1039/c4ra02276a

文献信息

• US5958935
  申请人：——

  公开号：——

  公开（公告）日：——
• SUBSTITUTED 2-ANILINOPYRIMIDINES USEFUL AS PROTEIN KINASE INHIBITORS
  申请人：CELLTECH THERAPEUTICS LIMITED

  公开号：EP0862560B1

  公开（公告）日：2003-04-02
• US5958935A
  申请人：——

  公开号：US5958935A

  公开（公告）日：1999-09-28
• US6235746B1
  申请人：——

  公开号：US6235746B1

  公开（公告）日：2001-05-22
• Synthesis of piperazine tethered 4-aminoquinoline-pyrimidine hybrids as potent antimalarial agents
  作者：Anuj Thakur、Shabana I. Khan、Diwan S. Rawat

  DOI：10.1039/c4ra02276a

  日期：——

  Piperazine linked 4-aminoquinoline-pyrimidine hybrids were synthesized and evaluated for in vitro antimalarial activity against W2 and D6 strains of plasmodium falciparum.

  Piperazine连接的4-氨基喹啉-嘧啶杂合物被合成并针对疟原虫的W2和D6菌株进行体外抗疟活性评价。