7-chloro-N-[4-(4,5-dihydrooxazol-2-yl)phenyl]quinolin-4-amine | 1322669-51-1

• 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: 7-chloro-N-[4-(4,5-dihydrooxazol-2-yl)phenyl]quinolin-4-amine
• 英文别名: 7-chloro-N-[4-(4,5-dihydro-1,3-oxazol-2-yl)phenyl]quinolin-4-amine
• CAS: 1322669-51-1
• 化学式: C₁₈H₁₄ClN₃O
• 分子量: 323.782
• InChiKey: JTPGLUQSBQLSLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(4-Nitrophenyl)-4,5-dihydrooxazole 在 1,1'-双(二苯基膦)二茂铁 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 palladium 10% on activated carbon 、 potassium tert-butylate 、 甲酸铵 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 3.0h， 生成 7-chloro-N-[4-(4,5-dihydrooxazol-2-yl)phenyl]quinolin-4-amine
  参考文献：
  名称：

  Synthesis and biological activities of 4-N-(anilinyl-n-[oxazolyl])-7-chloroquinolines (n=3′ or 4′) against Plasmodium falciparum in in vitro models

  摘要：

  The synthesis (Pd-mediated coupling strategy) and characterization (NMR, IR, elemental analysis, etc.) of a short series of quinoline-oxazole hybrid compounds has been carried out. These materials are found to be moderately active against Plasmodium falciparum in vitro, with activities in the sub-micromolar range, and to display acceptable cytotoxicity to mononuclear leukocytes. Chemical modification strategies, with the intention to increase the biological potency of this new class of anti-malarial agents, are discussed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.131

文献信息

• Synthesis and biological activities of 4-N-(anilinyl-n-[oxazolyl])-7-chloroquinolines (n=3′ or 4′) against Plasmodium falciparum in in vitro models
  作者：Erin E. Gordey、Paras N. Yadav、Marcus P. Merrin、Jill Davies、Steven A. Ward、Grant M.J. Woodman、Amber L. Sadowy、Todd G. Smith、Robert A. Gossage

  DOI：10.1016/j.bmcl.2011.05.131

  日期：2011.8

  The synthesis (Pd-mediated coupling strategy) and characterization (NMR, IR, elemental analysis, etc.) of a short series of quinoline-oxazole hybrid compounds has been carried out. These materials are found to be moderately active against Plasmodium falciparum in vitro, with activities in the sub-micromolar range, and to display acceptable cytotoxicity to mononuclear leukocytes. Chemical modification strategies, with the intention to increase the biological potency of this new class of anti-malarial agents, are discussed. (C) 2011 Elsevier Ltd. All rights reserved.