7-溴喹啉-2,4-二羧酸 | 1219834-21-5

• 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: 7-溴喹啉-2,4-二羧酸
• 英文名称: 7-bromoquinoline-2,4-dicarboxylic acid
• CAS: 1219834-21-5
• 化学式: C₁₁H₆BrNO₄
• 分子量: 296.077
• InChiKey: UPVJUDJKXQBZEX-UHFFFAOYSA-N

物化性质

• 沸点：
  499.6±45.0 °C(Predicted)
• 密度：
  1.873±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 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：
  87.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-溴喹啉-2,4-二羧酸 在 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate 、 三乙胺 作用下， 以 二氯甲烷 、 硝基苯 为溶剂， 反应 0.5h， 生成 7-bromo-N-(4-fluorophenyl)quinoline-4-carboxamide
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2-oxo-1,2-dihydroquinoline-4-carboxamide derivatives for the treatment of esophageal squamous cell carcinoma

  摘要：

  No new and effective treatments have been approved for the treatment of esophageal squamous cell carcinoma (ESCC) in the past decade. Cisplatin and 5-fluoruracil are the most commonly used drugs for this disease. In order to develop a new class of drugs effective in our ESCC phenotypic screens, we began a systematic approach to generate novel compounds based on the 2-oxo-1,2-dihydroquinoline-4carboxamide fragment. Herein, we report on the synthesis and initial assessment of 55 new analogues in two ESCC cell lines. Some of the active analogues with 1050 values around 10 mu M were tested in three additional cell lines. Our structure-activity relationships revealed remarkable alterations in the anti proliferative activities upon modest chemical modifications and autophagy modulation is a suggested mechanism of action. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.05.042
• 作为产物：
  描述：

  7-溴喹啉-2,4-二羧酸二甲酯 在 sodium hydroxide 、 乙醇 、 水 、 盐酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.5h， 生成 7-溴喹啉-2,4-二羧酸
  参考文献：
  名称：

  FARNESOID X RECEPTOR AGONISTS

  摘要：

  本发明提供了新型的取代异噁唑化合物、药物组合物、治疗用途和制备方法。

  公开号：

  US20080096921A1

文献信息

• [EN] NOVEL FAP INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS DE FAP
  申请人：UNIV ANTWERPEN

  公开号：WO2013107820A1

  公开（公告）日：2013-07-25

  The present invention relates to novel inhibitors having high selectivity and specificity for FAP (fibroblast activation protein). Said inhibitors are useful as a human and/or veterinary medicine, in particular for the treatment and/or prevention of FAP-related disorders such as but not limited to proliferative disorders.

  本发明涉及对FAP（成纤维细胞活化蛋白）具有高选择性和特异性的新型抑制剂。所述抑制剂可用作人类和/或兽药，特别是用于治疗和/或预防FAP相关疾病，如但不限于增殖性疾病。
• NOVEL FAP INHIBITORS
  申请人：UNIVERSITEIT ANTWERPEN

  公开号：US20140357650A1

  公开（公告）日：2014-12-04

  The present invention relates to novel inhibitors having high selectivity and specificity for FAP (fibroblast activation protein). Said inhibitors are useful as a human and/or veterinary medicine, in particular for the treatment and/or prevention of FAP-related disorders such as but not limited to proliferative disorders.

  本发明涉及具有高选择性和特异性的新型抑制剂，用于FAP（成纤维细胞激活蛋白）。所述抑制剂可用作人类和/或兽医药物，特别用于治疗和/或预防与FAP相关的疾病，如但不限于增殖性疾病。
• Farnesoid X Receptor Agonists
  申请人：Bass, III Jonathan York

  公开号：US20100120775A1

  公开（公告）日：2010-05-13

  The present invention provides novel substituted isoxazole compounds, pharmaceutical compositions, therapeutic uses and processes for preparing the same.

  本发明提供了新型的取代异噁唑化合物、制药组合物、治疗用途和制备方法。
• Selective Inhibitors of Fibroblast Activation Protein (FAP) with a (4-Quinolinoyl)-glycyl-2-cyanopyrrolidine Scaffold
  作者：Koen Jansen、Leen Heirbaut、Jonathan D. Cheng、Jurgen Joossens、Oxana Ryabtsova、Paul Cos、Louis Maes、Anne-Marie Lambeir、Ingrid De Meester、Koen Augustyns、Pieter Van der Veken

  DOI：10.1021/ml300410d

  日期：2013.5.9

  Fibroblast activation protein (FAP) is a serine protease that is generally accepted to play an important role in tumor growth and other diseases involving tissue remodeling. Currently there are no FAP inhibitors with reported selectivity toward both the closely related dipeptidyl peptidases (DPPs) and prolyl oligopeptidase (PREP). We present the discovery of a new class of FAP inhibitors with a N-(4-quinolinoyl)-Gly-(2-cyanopyrrolidine) scaffold. We have explored the effects of substituting the quinoline ring and varying the position of its sp(2) hybridized nitrogen atom. The most promising inhibitors combined low nanomolar FAP inhibition and high selectivity indices (>10(3)) with respect to both the DPPs and PREP. Preliminary experiments on a representative inhibitor demonstrate that plasma stability, kinetic solubility, and log D of this class of compounds can be expected to be satisfactory.
• Facile and efficient synthesis of quinoline-4-carboxylic acids under microwave irradiation
  作者：Hui Zhu、Ri Fang Yang、Liu Hong Yun、Jin Li

  DOI：10.1016/j.cclet.2009.09.012

  日期：2010.1

  A facile and efficient method for the preparation of 2-non-substituted quinoline-4-carboxylic acids is described via the Pfitzinger reaction of isatins with sodium pyruvate following consequent decarboxylation under microwave irradiation. (C) 2009 Hui Zhu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.