4-氯-2-氧代-1H-喹啉-3-羧酸 | 99429-65-9

• 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
• 中文名称: 4-氯-2-氧代-1H-喹啉-3-羧酸
• 英文名称: 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid
• 英文别名: 4-chloro-2-oxo-1H-quinoline-3-carboxylic acid
• CAS: 99429-65-9
• 化学式: C₁₀H₆ClNO₃
• mdl: MFCD00634792
• 分子量: 223.616
• InChiKey: NTCNBKQOUPVIJW-UHFFFAOYSA-N

物化性质

• 沸点：
  424.4±45.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P330,P362,P403+P233,P501
• 危险性描述：
  H302,H312,H332
• 储存条件：
  2-8℃，惰性气体

反应信息

• 作为反应物：
  描述：

  4-氯-2-氧代-1H-喹啉-3-羧酸 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 1H-4-(1-imidazolyl)-2-oxo-1,2-dihydroquinoline-3-carboxylic acid piperidide
  参考文献：
  名称：

  4-Hydroxy-2-quinolones. 93. Synthesis and biological properties of 2-hydroxy-4-imino-1,4-dihydroquinoline-3-carboxylic acid N-R-amides

  摘要：

  DOI：

  10.1007/s10593-006-0114-2
• 作为产物：
  描述：

  2,4-二羟基喹啉-3-甲酸乙酯 在 sodium acetate 、 三氯氧磷 作用下， 以 溶剂黄146 为溶剂， 反应 0.08h， 生成 4-氯-2-氧代-1H-喹啉-3-羧酸
  参考文献：
  名称：

  4-Hydroxyquinol-2-ones. 85. Synthesis of 2-Chloro-4-hydroxyquinoline-3-carboxylic Acid Ethyl Ester

  摘要：

  DOI：

  10.1007/s10593-005-0271-8

文献信息

• 4-Hydroxy-2-quinolones. 92. Reaction of 1-R-4-chloro-3-ethoxycarbonyl-2-oxo-1,2-dihydroquinolines with anilines
  作者：I. V. Ukrainets、L. V. Sidorenko、O. V. Gorokhova、N. A. Jaradat

  DOI：10.1007/s10593-006-0091-5

  日期：2006.3
• 4-Hydroxyquinol-2-ones. 87. Unusual Synthesis of 1-R-4-Hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic Acid Pyridylamides
  作者：I. V. Ukrainets、L. V. Sidorenko、S. V. Slobodzyan、V. B. Rybakov、V. V. Chernyshev

  DOI：10.1007/s10593-005-0296-z

  日期：2005.9
• 4-Hydroxy-2-quinolones. 195*. Synthesis of novel, potential analgesics based on 4-(hetarylmethyl)amino-2-oxo-1,2-dihydro-quinoline-3-carboxylic acids
  作者：I. V. Ukrainets、E. V. Mospanova、L. V. Savchenkova、S. I. Yankovich

  DOI：10.1007/s10593-011-0721-4

  日期：2011.4

  From the viewpoint of the method of bioisosteric replacement we have carried out the synthesis of a series of 4-(hetarylmethyl)amino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids. For several examples it has been shown experimentally that the aromatic ring in the benzyl fragment of 4-benzylamino-2-oxo-1,2-dihydroquinoline-3-carboxylic acid can be replaced by an isosteric heterocycle without lowering the analgesic properties.
• Barker, John M.; Huddleston, Patrick R.; Holmes, David, Journal of Chemical Research, Miniprint, 1985, # 7, p. 2501 - 2523
  作者：Barker, John M.、Huddleston, Patrick R.、Holmes, David

  DOI：——

  日期：——
• 4-Hydro-2-quinolones. 192.* relationship of xy structure and analgesic activity of 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids and their derivatives
  作者：I. V. Ukrainets、E. V. Mospanova、A. A. Davidenko、S. V. Shishkina

  DOI：10.1007/s10593-011-0674-7

  日期：2011.2

  Some 4-N-R-2-Oxo-1,2-dihydroquinoline-3-carboxylic acids and their derivatives were synthesized as close structural analogs of the highly-active analgesic 4-benzylamino-2-oxo-1,2-dihydroquinoline-carboxylic acid. Pharmacological testing showed that manifestation of an analgesic effect depends on the presence of a carboxylic group and benzyl fragment in these molecules.