1,4-dihydro-4-oxo-2,5-quinolinedicarboxylic acid | 169831-57-6

• 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: 1,4-dihydro-4-oxo-2,5-quinolinedicarboxylic acid
• 英文别名: 4-Oxo-1,4-dihydro-2,5-quinolinedicarboxylic acid；4-oxo-1H-quinoline-2,5-dicarboxylic acid
• CAS: 169831-57-6
• 化学式: C₁₁H₇NO₅
• 分子量: 233.18
• InChiKey: XZHANRREEKRIGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,4-dihydro-4-oxo-2,5-quinolinedicarboxylic acid 、 一水合肼 在 乙二醇 、 甲醇 、 乙醚 作用下， 以 乙二醇 为溶剂， 反应 44.0h， 以to give a yellow solid (27, 16.5 g, 72.7%)的产率得到
  参考文献：
  名称：

  COMPOUNDS, METHODS AND PHARMACEUTICAL COMPOSITIONS FOR INHIBITING PARP

  摘要：

  本发明提供了一种抑制聚(ADP-核糖)聚合酶（“PARP”）的化合物，含有这些化合物的组合物以及使用这些PARP抑制剂治疗、预防和/或改善本文所述疾病症状的方法。

  公开号：

  US20120309717A1
• 作为产物：
  描述：

  8-Chloro-4-oxo-1,4-dihydro-2,5-quinolinedicarboxylic acid 在 钯 水 、 乙醚 作用下， 以 氢氧化钾 为溶剂， 反应 4.0h， 以to give an off-white solid (26, 6.79 g, 98.6%)的产率得到1,4-dihydro-4-oxo-2,5-quinolinedicarboxylic acid
  参考文献：
  名称：

  COMPOUNDS, METHODS AND PHARMACEUTICAL COMPOSITIONS FOR INHIBITING PARP

  摘要：

  本发明提供了一些抑制多聚(ADP-核糖)聚合酶（“PARP”）的化合物，包含这些化合物的组合物以及使用这些PARP抑制剂治疗、预防和/或改善本文所述疾病的方法。

  公开号：

  US20100256095A1

文献信息

• Compounds, methods and pharmaceutical compositions for inhibiting PARP
  申请人：Kalish J. Vincent

  公开号：US20050020595A1

  公开（公告）日：2005-01-27

  The present invention provides compounds which inhibit poly(ADP-ribose) polymerase (“PARP”), compositions containing these compounds and methods for using these PARP inhibitors to treat, prevent and/or ameliorate the effects of the conditions described herein.

  本发明提供抑制聚(ADP-核糖)聚合酶（“PARP”）的化合物，含有这些化合物的组合物以及使用这些PARP抑制剂治疗、预防和/或改善本文所述疾病的方法。
• 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.
• EP1633362A4
  申请人：——

  公开号：EP1633362A4

  公开（公告）日：2008-08-27
• US7268138B2
  申请人：——

  公开号：US7268138B2

  公开（公告）日：2007-09-11
• US7456178B2
  申请人：——

  公开号：US7456178B2

  公开（公告）日：2008-11-25