5-amino-4-hydroxy-quinoline-2-carboxylic acid | 412035-88-2

• 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
• 英文名称: 5-amino-4-hydroxy-quinoline-2-carboxylic acid
• 英文别名: 5-Amino-4-hydroxy-chinolin-2-carbonsaeure；5-amino-4-hydroxy-2-carboxyquinoline；5-Amino-4-hydroxyquinoline-2-carboxylic acid；5-amino-4-oxo-1H-quinoline-2-carboxylic acid
• CAS: 412035-88-2
• 化学式: C₁₀H₈N₂O₃
• 分子量: 204.185
• InChiKey: YDNCBFOCOUQJFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 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：
  92.4
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-amino-4-hydroxy-quinoline-2-carboxylic acid 在 喹啉 、 copper oxide-chromium oxide 作用下， 生成 5-aminoquinolin-4(1H)-one
  参考文献：
  名称：

  4-羟基-5- 91.合成：6：2'：3'-pyridoquinoline（4-羟基-米-phenanthroline）

  摘要：

  DOI：

  10.1039/jr9450000375
• 作为产物：
  描述：

  5-acetylamino-4-hydroxy-quinoline-2-carboxylic acid ethyl ester 在 盐酸 、 硫酸 作用下， 生成 5-amino-4-hydroxy-quinoline-2-carboxylic acid
  参考文献：
  名称：

  4-羟基-5- 91.合成：6：2'：3'-pyridoquinoline（4-羟基-米-phenanthroline）

  摘要：

  DOI：

  10.1039/jr9450000375

文献信息

• [EN] 2-AMINOCARBONYL-QUINOLINE COMPOUNDS AS PLATELET ADENOSINE DIPHOSPHATE RECEPTOR ANTAGONISTS<br/>[FR] COMPOSES DE 2-AMINOCARBONYL-QUINOLINE UTILISES EN TANT QU'ANTAGONISTES DU RECEPTEUR DE L'ADENOSINE DIPHOSPHATE DES PLAQUETTES
  申请人：SCHERING AG

  公开号：WO2004052366A1

  公开（公告）日：2004-06-24

  Compounds of formula (I), where m, n, R1, R2, R3, R4 and R6 are described herein, are useful as inhibitors of platelet adenosine diphosphate. Pharmaceutical compositions containing these compounds, methods of using these compounds as antithrombotic agents and processes for synthesizing these compounds are also described herein.

  式（I）中的化合物，其中m、n、R1、R2、R3、R4和R6如本文所述，可用作血小板腺苷二磷酸酶抑制剂。本文还描述了含有这些化合物的药物组合物、使用这些化合物作为抗血栓剂的方法以及合成这些化合物的方法。
• Platelet adenosine diphosphate receptor antagonists
  申请人：Schering Aktiengesellschaft

  公开号：US20030060474A1

  公开（公告）日：2003-03-27

  Compounds of the following formula (I): 1 where a, b, R 1 , R 2 , R 4 and R 6 are described herein, are useful as inhibitors of platelet adenosine diphosphate. Pharmaceutical compositions containing these compounds, methods of using these compounds as antithrombotic agents and processes for synthesizing these compounds are also described herein.

  以下公式（I）的化合物：其中a、b、R1、R2、R4和R6如下所述，可用作抑制血小板腺苷二磷酸的药物。本文还描述了含有这些化合物的药物组合物，使用这些化合物作为抗血栓药物的方法以及合成这些化合物的过程。
• Kynurenic Acid Derivatives Inhibit the Binding of Nerve Growth Factor (NGF) to the Low-Affinity p75 NGF Receptor
  作者：Juan C. Jaen、Edgardo Laborde、Ruth A. Bucsh、Bradley W. Caprathe、Roderick J. Sorenson、James Fergus、Katharyn Spiegel、James Marks、Melvin R. Dickerson、Robert E. Davis

  DOI：10.1021/jm00022a008

  日期：1995.10

  The ability of a series of substituted kynurenic acids, thienopyridinonecarboxylic acids, and related compounds to inhibit the binding of nerve growth factor (NGF) to the p75 NGF receptor (NGFR) was evaluated in a radioligand binding assay that utilized a biotinylated derivative of the extracellular domain of p75 NGFR (p75(ext)) fixed to streptavidin-coated plastic wells. Two compounds, 6-aminokynurenic acid (5h) and the 3-methyl ester of 4,7-dihydro-2-methyl-7-oxo-thieno[3,2-b]pyridine-3,5-dicarboxylic acid (16), were found to inhibit the binding of [I-125]NGF to p75(ext) with IC50 values in the low micromolar range. Other amino-substituted kynurenic acids also possessed activity at slightly higher concentrations. Several structural features seem to be essential, including the carboxylic acid, a polar group on the benzene ring (or thiophene ring, in the case of analogues of 16), and the C-4 carbonyl group in the pyridinone ring. These compounds were also found to inhibit the binding of [I-125]NGF to its receptors in membranes from PC12 cells (which express p75 as well as trk(a) receptors for NGF) and DG44-CHO cells (transfected with full length p75 NGFR). The available data for 5h and 16 do not allow the determination of whether the effects of these compounds are mediated by their interaction with NGF or the NGF receptors.
• PIPERAZINE OXYQUINOLINE (NAPHTHALINE) PLATELET ADENOSINE DIPHOSPHATE RECEPTOR ANTAGONISTS
  申请人：Schering Aktiengesellschaft

  公开号：EP1412349A2

  公开（公告）日：2004-04-28
• 2-AMINOCARBONYL-QUINOLINE COMPOUNDS AS PLATELET ADENOSINE DIPHOSPHATE RECEPTOR ANTAGONISTS
  申请人：Schering Aktiengesellschaft

  公开号：EP1578423A1

  公开（公告）日：2005-09-28