2,3-二羟基-喹啉-4-羧酸 | 91587-89-2

• 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: 2,3-二羟基-喹啉-4-羧酸
• 英文名称: 2,3-dihydroxy-quinoline-4-carboxylic acid
• 英文别名: 2,3-Dihydroxy-chinolin-4-carbonsaeure；3-Hydroxy-2-oxo-1,2-dihydroquinoline-4-carboxylic acid；3-hydroxy-2-oxo-1H-quinoline-4-carboxylic acid
• CAS: 91587-89-2
• 化学式: C₁₀H₇NO₄
• 分子量: 205.17
• InChiKey: NVHPOGJAGZDJGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 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：
  86.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-二羟基-喹啉-4-羧酸 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 12.0h， 以59%的产率得到3-羟基喹啉-2-酮
  参考文献：
  名称：

  Development of a series of 3-hydroxyquinolin-2(1H)-ones as selective inhibitors of HIV-1 reverse transcriptase associated RNase H activity

  摘要：

  We report herein the synthesis of a series of 3-hydroxyquinolin-2(1H)-one derivatives. Esters and amide groups were introduced at position 4 of the basis scaffold and some modulations of the benzenic moiety were performed. Most compounds presented selective inhibitory properties in the 10-20 mu M range against HIV-1 reverse transcriptase associated ribonuclease H activity, without affecting the integrase and reverse transcriptase DNA polymerase activities. Unfortunately all tested compounds exhibited high cellular cytotoxicity in cell culture which limited their applications as antiviral agents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.096
• 作为产物：
  描述：

  2-氨基-2-苯乙酸乙酯 在 氢氧化钾 、 乙醚 、 乙醇 、 potassium ethoxide 作用下， 生成 2,3-二羟基-喹啉-4-羧酸
  参考文献：
  名称：

  Wislicenus; Bubeck, Justus Liebigs Annalen der Chemie, 1924, vol. 436, p. 123

  摘要：

  DOI：

文献信息

• HCV NS3 PROTEASE INHIBITORS
  申请人：BARA Thomas

  公开号：US20140057836A1

  公开（公告）日：2014-02-27

  The present invention relates to hepatitis C virus (HCV) NS3 protease inhibitors containing a spirocyclic moeity, uses of such compounds, and synthesis of such compounds.

  本发明涉及含有螺环结构的丙肝病毒（HCV）NS3蛋白酶抑制剂，以及这些化合物的用途和合成方法。
• 3-Hydroxy-quinolin-2-ones: Inhibitors of [3H]-glycine binding to the site associated with the NMDA receptor
  作者：Sing-Yuen Sit、Frederick J. Ehrgott、Jinnian Gao、Nicholas A. Meanwell

  DOI：10.1016/0960-894x(96)00031-5

  日期：1996.3

  A series of substituted 3-hydroxy-quinolin-2-one derivatives 6 was synthesized and evaluated as inhibitors of [H-3]-glycine and [H-3]-AMPA binding to rat cortical membranes. These compounds were generally found to be more potent ligands for the NMDA-associated glycine binding site than the AMPA receptor. Affinity for the glycine site was found to be influenced by both the electronic and steric properties associated with the C-4 substituent and the nature and pattern of substitution of the aromatic ring. The most active compound in this series, 6y, displaces [H-3]-glycine with an IC50 of 29 nM.
• Cephalosporins, process for their preparation and pharmaceutical compositions
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0341990B1

  公开（公告）日：1994-11-09
• US5008259A
  申请人：——

  公开号：US5008259A

  公开（公告）日：1991-04-16
• US8987195B2
  申请人：——

  公开号：US8987195B2

  公开（公告）日：2015-03-24