3-amino-4-chloroquinolin-2(1H)-one | 1414786-92-7

• 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: 3-amino-4-chloroquinolin-2(1H)-one
• 英文别名: 3-amino-4-chloro-1H-quinolin-2-one
• CAS: 1414786-92-7
• 化学式: C₉H₇ClN₂O
• 分子量: 194.62
• InChiKey: NFNWUKUYSONUTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-amino-4-chloroquinolin-2(1H)-one 、 3-苯基-2-丙烯酰氯 在 sodium carbonate 作用下， 以 乙醚 、 水 为溶剂， 反应 48.0h， 生成 (2E)-N-(4-chloro-2-oxo-1,2-dihydroquinolin-3-yl)-3-phenylprop-2-enamide
  参考文献：
  名称：

  Vibrational spectroscopic and molecular docking study of (2 E )- N -(4-chloro-2-oxo-1,2-dihydroquinolin-3-yl)-3-phenylprop-2-enamide

  摘要：

  FT-IR and FT-Raman spectra of (2E)-N-(4-chloro-2-oxo-1,2-dihydroquinolin-3-yl)-3-phenylprop-2-enamide were recorded and analyzed experimentally and theoretically. The synthesis, H-1 NMR and PES scan results are also discussed. Nonlinear optical behavior of the examined molecule was investigated by the determination of first hyperpolarizability. The calculated HOMO and LUMO energies show the chemical activity of the molecule. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. From the MEP it is evident that the negative charge covers the carbonyl group and the positive region is over the NH group. The calculated geometrical parameters (SDD) are in agreement with that of similar derivatives. Molecular docking simulations against targets from Mycobacterium tuberculosis are reported and the results suggest that the compound might exhibit inhibitory activity against PknB. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2015.06.083
• 作为产物：
  描述：

  2,4-二氯喹啉-3-胺 在 ammonium acetate 作用下， 反应 6.0h， 以28%的产率得到3-amino-4-chloroquinolin-2(1H)-one
  参考文献：
  名称：

  Preparation and Reactivity of 3-Amino-2,4-dichloroquinoline

  摘要：

  A simple and efficient synthesis of 2-substituted 3-amino-4-chloroquinolines and 2,4-disubstituted 3-aminoquinolines was carried out by reacting 3-amino-2,4-dichloroquinoline with various oxygen-, sulfur-and nitrogen-containing nucleophiles.

  DOI：

  10.1055/s-0032-1316733