6-chloro-3-hydroxy-2-phenyl-1H-quinolin-4-one | 34501-45-6

• 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: 6-chloro-3-hydroxy-2-phenyl-1H-quinolin-4-one
• 英文别名: Qtchzswyubprpw-uhfffaoysa-；6-chloro-3-hydroxy-2-phenyl-1H-quinolin-4-one
• CAS: 34501-45-6
• 化学式: C₁₅H₁₀ClNO₂
• 分子量: 271.703
• InChiKey: QTCHZSWYUBPRPW-UHFFFAOYSA-N

物化性质

• 熔点：
  300-303 °C
• 沸点：
  447.5±45.0 °C(Predicted)
• 密度：
  1.421±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-Amino-5-chloro-benzoic acid 2-oxo-2-phenyl-ethyl ester 在 PPA 作用下， 反应 2.0h， 以53%的产率得到6-chloro-3-hydroxy-2-phenyl-1H-quinolin-4-one
  参考文献：
  名称：

  3-羟基-2-苯基喹啉-4（1 H）-ones的氯代和二氯代衍生物的合成，NMR光谱和X射线数据及其抑制细胞生长活性

  摘要：

  众所周知，喹啉-4（1 H）-one的某些衍生物具有令人感兴趣的生物学特性。尚未报道2-取代的3-羟基喹啉-4（1 H）-ones的生物学和细胞静息活性。本文描述了一系列氯和二氯2-苯基-3-羟基喹啉-4（1 H）-的合成及其通过NMR光谱和X射线数据的表征。已经评估了它们的细胞抑制特性，并报告了结果。

  DOI：

  10.1002/jhet.5570410311

文献信息

• DERIVATIVES OF 2-PHENYL-3-HYDROXYQUINOLINE-4(1H)-ONE AND METHODS OF THEIR PREPARATION AND UTILIZATION
  申请人：Krejci Petr

  公开号：US20100022587A1

  公开（公告）日：2010-01-28

  Derivatives of 2-phenyl-3-hydroxyquinoline-4(1H)-one of the general formula (II), where X represents a nitro group, amino group, and Y represents an atom of halogen, oxygen or sulphur substituted by C 1 to C 6 alkyl or phenyl group, whereby both the alkyl and phenyl group may be further substituted and the substituents may be identical or different, or by nitrogen substituted independently by hydrogen, C 1 to C 6 alkyl, C 1 to C 6 alkyl, which may be substituted among others by halogen, hydroxy, C 1 to C 4 alkoxy or C 1 to C 4 alkylamino group, or may form a saturated or unsaturated heterocyclic ring with 5 to 7 atoms, where the individual ring atoms comprise atoms of carbon, and any of the carbon atoms may be substituted by an atom of nitrogen, sulphur or oxygen, X and Y together form an imidazo group, or imidazo group substituted by C 1 to C 6 alkyl, which may be substituted among others by halogen, hydroxy, C 1 to C 4 alkoxy or C 1 to C 4 alkylamino group, CHO or acetylgroup, or a heterocyclic ring with 5 to 6 atoms, where the ring atoms may be further substituted. Methods of preparation of these compounds are described. In addition, their cytostatic, cytotoxic, antiproliferation and immunosuppressive activity is described including examples of their potential pharmacological and pharmaceutical utilization.
• US8299092B2
  申请人：——

  公开号：US8299092B2

  公开（公告）日：2012-10-30

表征谱图