2-chloro-4-[(7-chloroquinolin-4-ylamino)propylamino]-pyrimidine | 1454694-72-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-chloro-4-[(7-chloroquinolin-4-ylamino)propylamino]-pyrimidine
• 英文别名: N¹-(2-chloropyrimidin-4-yl)-N³-(7-chloroquinolin-4-yl)propane-1,3-diamine；N'-(2-chloropyrimidin-4-yl)-N-(7-chloro-4-quinolyl)propane-1,3-diamine；N'-(2-chloropyrimidin-4-yl)-N-(7-chloroquinolin-4-yl)propane-1,3-diamine
• CAS: 1454694-72-4
• 化学式: C₁₆H₁₅Cl₂N₅
• 分子量: 348.235
• InChiKey: HVNBVLJCWPBWFV-UHFFFAOYSA-N

物化性质

• 熔点：
  185-187 °C
• 沸点：
  628.8±55.0 °C(predicted)
• 密度：
  1.430±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  62.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-氨基-1-丁醇 、 2-chloro-4-[(7-chloroquinolin-4-ylamino)propylamino]-pyrimidine 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以83%的产率得到4-((4-((3-((7-chloroquinolin-4-yl)amino)propyl)amino)pyrimidin-2-yl)amino)butan-1-ol
  参考文献：
  名称：

  4-Aminoquinoline-pyrimidine-aminoalkanols: synthesis, in vitro antimalarial activity, docking studies and ADME predictions

  摘要：

  4-氨基喹啉-嘧啶-氨基烷醇显示出良好的体外抗疟活性，对氯喹敏感和耐药株的疟原虫均有效，同时具有有利的抗药性指数和预测的ADME性质。

  DOI：

  10.1039/c5nj00094g
• 作为产物：
  描述：

  4,7-二氯喹啉 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 2-chloro-4-[(7-chloroquinolin-4-ylamino)propylamino]-pyrimidine
  参考文献：
  名称：

  4-Aminoquinoline-pyrimidine-aminoalkanols: synthesis, in vitro antimalarial activity, docking studies and ADME predictions

  摘要：

  4-氨基喹啉-嘧啶-氨基烷醇显示出良好的体外抗疟活性，对氯喹敏感和耐药株的疟原虫均有效，同时具有有利的抗药性指数和预测的ADME性质。

  DOI：

  10.1039/c5nj00094g

文献信息

• Highly active 4-aminoquinoline–pyrimidine based molecular hybrids as potential next generation antimalarial agents
  作者：Sunny Manohar、V. Satya Pavan、Dale Taylor、Deepak Kumar、Prija Ponnan、Lubbe Wiesner、Diwan S. Rawat

  DOI：10.1039/c4ra16032k

  日期：——

  Novel 4-aminoquinoline–pyrimidine based antimalarial hybrids were discovered to show potent activity against NF54 and Dd2 strains of P. falciparum.

  基于新型4-氨基喹啉-嘧啶的抗疟疾杂合物被发现对P. falciparum的NF54和Dd2菌株显示出强大的活性。
• AMINOQUINOLINE DERIVATIVES AND USES THEREOF
  申请人：THE MCLEAN HOSPITAL CORPORATION

  公开号：US20150023930A1

  公开（公告）日：2015-01-22

  Described herein are aminoquinoline and aminoacridine based hybrids, pharmaceutical compositions and medicaments that include such aminoquinoline and aminoacridine based hybrids, and methods of using such compounds for diagnosing and/or treating infections, neurodegerative diseases or disorders, inflammation, inflammation associated diseases and disorders, and/or diseases or disorders that are treatable with dopamine agonists such as the restless leg syndrome.

  本文描述了基于氨基喹啉和氨基蒽醌的混合物，包括含有这种基于氨基喹啉和氨基蒽醌的混合物的制药组合物和药物，以及使用这种化合物诊断和/或治疗感染、神经退行性疾病或障碍、炎症、与炎症相关的疾病和障碍以及可用多巴胺激动剂治疗的疾病或障碍（如不宁腿综合征）的方法。
• Aminoquinoline derivatives and uses thereof
  申请人：UNIVERSITY OF DELHI

  公开号：US11026943B2

  公开（公告）日：2021-06-08

  Described herein are aminoquinoline and aminoacridine based hybrids, pharmaceutical compositions and medicaments that include such aminoquinoline and aminoacridine based hybrids, and methods of using such compounds for diagnosing and/or treating infections, neurodegenerative diseases or disorders, inflammation, inflammation associated diseases and disorders, and/or diseases or disorders that are treatable with dopamine agonists such as the restless leg syndrome.

  本文描述了基于氨基喹啉和氨基吖啶的混合物、包括这种基于氨基喹啉和氨基吖啶的混合物的药物组合物和药物，以及使用这种化合物诊断和/或治疗感染、神经退行性疾病或紊乱、炎症、炎症相关疾病和紊乱和/或可使用多巴胺激动剂治疗的疾病或紊乱（如不安腿综合征）的方法。
• Quinoline–Pyrimidine Hybrids: Synthesis, Antiplasmodial Activity, SAR, and Mode of Action Studies
  作者：Kamaljit Singh、Hardeep Kaur、Peter Smith、Carmen de Kock、Kelly Chibale、Jan Balzarini

  DOI：10.1021/jm4014778

  日期：2014.1.23

  For the treatment of malaria which affects nearly 200 million people each year and the continued exacerbation by the emergence of drug resistance to most of the available antimalarials, the "covalent bitherapy" suggests hybrid molecules to be the next-generation antimalarial drugs. In this investigation, new hybrids of 4-aminoquinoline and pyrimidine moieties that show antiplasmodial activity in the nM range against chloroquine-resistant as well as chloroquine-sensitive strains of Plasmodium falciparum have been prepared. Cytotoxicity evaluation and mode of action of most potent hybrid molecule have been conducted.
• Aminoquinoline Derivatives and Uses Thereof
  申请人：The McLean Hospital Corporation

  公开号：US20220008418A1

  公开（公告）日：2022-01-13

  Described herein are aminoquinoline and aminoacridine based hybrids, pharmaceutical compositions and medicaments that include such aminoquinoline and aminoacridine based hybrids, and methods of using such compounds for diagnosing and/or treating infections, neurodegerative diseases or disorders, inflammation, inflammation associated diseases and disorders, and/or diseases or disorders that are treatable with dopamine agonists such as the restless leg syndrome.