7-氰基-4-羟基-3-喹啉羧酸 | 118078-26-5

• 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-氰基-4-羟基-3-喹啉羧酸
• 英文名称: 7-cyano-4-hydroxyquinoline-3-carboxylic acid
• 英文别名: 7-Cyano-4-hydroxy-3-quinolinecarboxylic acid；7-cyano-4-oxo-1H-quinoline-3-carboxylic acid
• CAS: 118078-26-5；874337-85-6
• 化学式: C₁₁H₆N₂O₃
• 分子量: 214.18
• InChiKey: QKBVDRBQCUYVAP-UHFFFAOYSA-N

物化性质

• 沸点：
  467.3±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)：
  1.6
• 重原子数：
  16
• 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：
  90.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-氰基-4-羟基-3-喹啉羧酸 在 三氯氧磷 作用下， 以 甲醇 、 二苯醚 为溶剂， 反应 8.0h， 生成 4-(methylamino)quinolin-7-carbonitrile
  参考文献：
  名称：

  Structure–activity relationships for ferriprotoporphyrin IX association and β-hematin inhibition by 4-aminoquinolines using experimental and ab initio methods

  摘要：

  In order to probe structure-activity relationships of association with ferriprotoporphyrin IX (logK) and inhibition of beta-hematin formation, a series of 4-aminoquinolines with varying substituents at the 7-position (X) have been synthesized. These have been further elaborated by introduction of two different R groups on the 4-amino nitrogen atom in the form of methyl (R = Me) and ethylamine (R = EtNH2) side chains. Data for a previously investigated series containing an N,N-diethyl-ethylamine side chain were also compared with the findings of this study. Experimentally, logK values for the simple 4-aminoquinoline series (R = H) were found to correlate with the hydrophobicity constant (pi) of the group X. The logK values for the series with R = Me and EtNH2 were found to correlate with those of the series with R = H. The log of the 50% beta-hematin inhibitory activity (log BHIA(50)) was found to correlate with logK and either meta (sigma(m)) or para (sigma(p)) Hammett constants for the series with R = Me and EtNH2, but not the simple series with R = H. To further improve predictability, correlations with ab initio electrostatic parameters, namely Mulliken and CHelpG charges were investigated. The best correlations were found with CHelpG charges which indicated that logK values can be predicted from the charges on atom H-8 and the group X in the quinolinium species computed in vacuum, while log BHIA50 values can be predicted from the CHelpG charges on C-7, C-8 and N-1 for the neutral species in vacuum. These correlations indicate that association and inhibition of beta-hematin formation are separately determined. They also suggest that electron withdrawing groups at the 7-position, but not necessarily hydrophobic groups are required for hemozoin inhibition. The upshot is that the correlations imply that considerably more hydrophilic hemozoin inhibitors are feasible. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.04.040
• 作为产物：
  描述：

  间氨基苯甲腈 在 氢氧化钾 作用下， 以 二苯醚 为溶剂， 反应 1.0h， 生成 7-氰基-4-羟基-3-喹啉羧酸
  参考文献：
  名称：

  The inhibition of factor inhibiting hypoxia-inducible factor (FIH) by β-oxocarboxylic acids

  摘要：

  环状β-氧羰基酸通过结合到活性位点铁而抑制缺氧诱导因子抑制因子。

  DOI：

  10.1039/b510707e

文献信息

• The inhibition of factor inhibiting hypoxia-inducible factor (FIH) by β-oxocarboxylic acids
  作者：Biswadip Banerji、Ana Conejo-Garcia、Luke A. McNeill、Michael A. McDonough、Matthew R. G. Buck、Kirsty S. Hewitson、Neil J. Oldham、Christopher J. Schofield

  DOI：10.1039/b510707e

  日期：——

  Cyclic β-oxocarboxylic acids inhibit factor inhibiting hypoxia-inducible factor via ligation to the active site iron.

  环状β-氧羰基酸通过结合到活性位点铁而抑制缺氧诱导因子抑制因子。
• MODULATORS OF ATP-BINDING CASSETTE TRANSPORTERS
  申请人：Sheth Urvi

  公开号：US20120309758A1

  公开（公告）日：2012-12-06

  The present invention relates to modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator, compositions thereof, and methods therewith. The present invention also relates to methods of treating ABC transporter mediated diseases using such modulators.

  本发明涉及调节ATP结合盒（“ABC”）转运蛋白或其片段的调节剂，包括囊性纤维化跨膜传导调节蛋白，以及相关的组合物和方法。本发明还涉及使用这些调节剂治疗ABC转运蛋白介导的疾病的方法。
• Heteroarylcarboxamide derivatives, process for preparing the same and
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：US04965266A1

  公开（公告）日：1990-10-23

  Heteroarylcarboxamide derivatives of the formula I: ##STR1## wherein A means an alkylene group, X means <NCHPh.sub.2 or <C.dbd.CPh.sub.2 in which Ph means phenyl and .circle.Het means a group of the formulas: ##STR2## in which Y means nitrogen atom or .dbd.CH--, R.sub.1 means hydroxy, a lower alkoxy or mercapto, R.sub.2 means hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, nitro or cyano, R.sub.3 means a lower alkyl group, provided that R.sub.2 is attached at the 7-position when Y means nitrogen atom, or physiologically acceptable salts thereof, a process for preparing the same and a pharmaceutical composition containing the same as an active ingredient. The compounds of the present invention and salts thereof show an excellent antiallergic activity and thus are useful for the prophylaxis and treatment of allergic diseases.

  公式I的杂环芳基羧酰胺衍生物：其中A表示烷基基团，X表示<NCHPh.sub.2或<C.dbd.CPh.sub.2，其中Ph表示苯基，.circle.Het表示以下化学式的一种基团：其中Y表示氮原子或.dbd.CH--，R.sub.1表示羟基、较低烷氧基或巯基，R.sub.2表示氢原子、卤原子、较低烷基基团、较低烷氧基团、硝基或氰基，R.sub.3表示较低烷基基团，要求当Y表示氮原子时，R.sub.2连接在7位，或其生理上可接受的盐，一种制备上述化合物的方法以及含有其作为活性成分的药物组合物。本发明的化合物及其盐表现出优异的抗过敏活性，因此对于预防和治疗过敏疾病非常有用。
• Modulators of ATP-Binding Cassette Transporters
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：US20130165442A1

  公开（公告）日：2013-06-27

  The present invention relates to modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator, compositions thereof, and methods therewith. The present invention also relates to methods of treating ABC transporter mediated diseases using such modulators.

  本发明涉及ATP结合盒（“ABC”）转运蛋白或其片段的调节剂，包括囊性纤维化跨膜电导调节器、其组成物以及使用它们的方法。本发明还涉及使用这种调节剂治疗ABC转运蛋白介导的疾病的方法。
• METHOD FOR ASSAYING OGFOD1 ACTIVITY
  申请人：Schofield Christopher Joseph

  公开号：US20140051106A1

  公开（公告）日：2014-02-20

  The present invention relates to assays for monitoring activity of OGFOD1 activity, in particular, to assays for identifying modulators of OGFOD1 activity. The invention also relates to assays to monitor the prolyl hydroxylase activity of OGFOD1 on its substrate, the human ribosomal protein RPS23. The invention also enables the introduction of 3-hydroxyprolyl residues into peptides and proteins.

  本发明涉及用于监测OGFOD1活性的检测方法，特别是用于鉴定OGFOD1活性调节剂的检测方法。该发明还涉及用于监测OGFOD1对其底物人类核糖体蛋白RPS23的脯氨酸羟化酶活性的检测方法。该发明还能够将3-羟基脯氨酸残基引入肽和蛋白质中。