6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | 93969-12-1

• 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: 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 英文别名: 6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid；6,7,8-trifluoro-4-oxo-1H-quinoline-3-carboxylic acid
• CAS: 93969-12-1；151391-68-3
• 化学式: C₁₀H₄F₃NO₃
• mdl: MFCD12427478
• 分子量: 243.142
• InChiKey: QHDWSQNLUDZXKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 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：
  66.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 生成 氟罗沙星
  参考文献：
  名称：

  IRIKURA, TSUTOMU;KOGA, XIROSI;MURAYAMA, CATOPY

  摘要：

  DOI：
• 作为产物：
  描述：

  6,7,8-三氟-1,4-二氢-4-氧代-3-喹啉羧酸乙酯 在 sodium hydroxide 作用下， 反应 14.0h， 以97%的产率得到6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  Structure–activity relationships for 4-anilinoquinoline derivatives as inhibitors of the DNA methyltransferase enzyme DNMT1

  摘要：

  A series of 4-anilinoquinoline derivatives related to the known inhibitor SGI-1027, containing side chains of varying pK(a), were prepared by acid-catalysed coupling of the pre-formed side chains with 4-chloroquinolines. The compounds were evaluated for their ability to reduce the level of DNMT1 protein in HCT116 human colon carcinoma cells by Western blotting. With a very strongly basic N-methylpyridinium side chain, only NHCO-linked compounds were effective, whereas less strongly basic ((diaminomethylene) hydrazono)ethyl or 3-methylpyrimidine-2,4-diamine side chains allowed both NHCO- and CONH-linked compounds to show activity. In contrast, the pK(a) of the quinoline unit had little apparent influence on activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.033

文献信息

• Novel disubstituted-7-pyrrolidinoquinoline antibacterial agents
  申请人：Warner-Lambert Company

  公开号：US04840956A1

  公开（公告）日：1989-06-20

  Disubstituted 7-pyrrolidinoquinoline- and -napthylridine-3-carboxylic acids as antibacterial agents are described as well as methods for their manufacture, formulation, and use in treating bacterial infections.

  双取代的7-吡咯啉基喹啉和萘啉基吡啶-3-羧酸被描述为抗菌剂，以及它们的制备、配方和在治疗细菌感染中的用途的方法。
• 4-hydroxyquinoline-3-carboxamides and hydrazides as antiviral agents
  申请人：Pharmacia & Upjohn Company

  公开号：US06093732A1

  公开（公告）日：2000-07-25

  The present invention provides 4-hydroxyquinoline-3-carboxamide and hydrazide compounds of formula I ##STR1## These compounds are useful to treat or prevent the herpesviral infections, particularly, human cytomegaloviral infection.

  本发明提供了式I的4-羟基喹啉-3-甲酰胺和肼化合物。这些化合物可用于治疗或预防疱疹病毒感染，特别是人类巨细胞病毒感染。
• Disubstituted-7-pyrrolidinonaphthyridine antibacterial agents
  申请人：Warner-Lambert Company

  公开号：US04735949A1

  公开（公告）日：1988-04-05

  Disubstituted 7-pyrrolidinoquinoline- and -naphthyridine-3-carboxylic acids as antibacterial agents are described as well as methods for their manufacture, formulation, and use in treating bacterial infections.

  本文描述了双取代的7-吡咯烷基喹啉和萘啉-3-羧酸作为抗菌剂的方法，以及它们的制造、配方和用于治疗细菌感染的方法。
• [EN] 4-HYDROXYQUINOLINE-3-CARBOXAMIDES AND HYDRAZIDES AS ANTIVIRAL AGENTS<br/>[FR] 4-HYDROXYQUINOLINE-3-CARBOXAMIDES ET HYDRAZIDES UTILISES COMME AGENTS ANTIVIRAUX
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：WO1999032450A1

  公开（公告）日：1999-07-01

  (EN) The present invention provides 4-hydroxyquinoline-3-carboxamide and hydrazide compounds of formula (I). These compounds are useful to treat or prevent the herpesviral infections, particularly, human cytomegaloviral infection.(FR) La présente invention concerne des composés de 4-hydroxyquinoline-3-carboxamide et d'hydrazide représentés par la formule (I). Ces composés servent dans le traitement ou la prévention d'infections à virus herpétique, en particulier, de l'infection à cytomégalovirus humain.

  本发明提供了公式（I）的4-羟基喹啉-3-羧酰胺和肼类化合物。这些化合物可用于治疗或预防疱疹病毒感染，特别是人类巨细胞病毒感染。
• QUINOLINE DERIVATIVES FOR MODULATING DNA METHYLATION
  申请人：Phiasivongsa Pasit

  公开号：US20090285772A1

  公开（公告）日：2009-11-19

  Quinoline derivatives, particularly 4-anilinoquinoline derivatives, are provided. Such quinoline derivatives can be used for modulation of DNA methylation, such as effective inhibition of methylation of cytosine at the C-5 position, for example via selective inhibition of DNA methyltransferase DNMT1. Methods for synthesizing numerous 4-anilinoquinoline derivatives and for modulating DNA methylation are provided. Also provided are methods for formulating and administering these compounds or compositions to treat conditions such as cancer and hematological disorders.

  提供了喹啉衍生物，特别是4-苯胺基喹啉衍生物。这样的喹啉衍生物可用于调节DNA甲基化，例如通过选择性抑制DNA甲基转移酶DNMT1，有效抑制C-5位置的胞嘧啶甲基化。提供了合成多种4-苯胺基喹啉衍生物和调节DNA甲基化的方法。还提供了制剂和给药这些化合物或组合物以治疗癌症和血液疾病的方法。