6,7,8-trifluoroquinolin-4(1H)-one | 1020087-32-4

• 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-trifluoroquinolin-4(1H)-one
• 英文别名: 6,7,8-Trifluoro-1,4-dihydroquinolin-4-one；6,7,8-trifluoro-1H-quinolin-4-one
• CAS: 1020087-32-4
• 化学式: C₉H₄F₃NO
• 分子量: 199.132
• InChiKey: KEOLWQHYWNESLY-UHFFFAOYSA-N

物化性质

• 沸点：
  261.3±40.0 °C(Predicted)
• 密度：
  1.478±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6,7,8-trifluoroquinolin-4(1H)-one 在 三氯氧磷 、 氨 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.3h， 以54%的产率得到6,7,8-trifluoro-4-chloroquinoline
  参考文献：
  名称：

  WO2008/46085

  摘要：

  公开号：
• 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 2,2''-oxydi-1,1'-biphenyl 、 sodium hydroxide 作用下， 反应 14.5h， 生成 6,7,8-trifluoroquinolin-4(1H)-one
  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

• 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。
• Process for quinoline-3-carboxylic acid antibacterial agents
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0236673A2

  公开（公告）日：1987-09-16

  An improved process for the preparation of 7-substituted amino-l-alkyl- or cyclopropyl-6,8-difluoro-l,4-dihydro-4-oxo-3-quinolinecarboxylic acids is described where tetrafluorobenzoyl chloride is converted in three operations via l-alkyl or l-cycloalkyl-l,4-dihydro-6,7,8-trifluoro-4-oxo-­quinoline-3-carbonitrile which in a separate step or in situ is displaced and hydrolyzed to the desired product.

  本发明描述了一种制备 7-取代氨基-l-烷基-或环丙基-6,8-二氟-l,4-二氢-4-氧代-3-喹啉羧酸的改进工艺，其中四氟苯甲酰氯通过 l-烷基或 l-环烷基-l,4-二氢-6,7,8-三氟-4-氧代-3-喹啉腈在三个步骤中进行转化，而后在单独步骤中或原位置换并水解为所需产物。
• Antibacterial 6-fluoro-quinolones having an oxime group on the substituent in position 7
  申请人：Kaken Pharmaceutical Co., Ltd.

  公开号：EP0541086A1

  公开（公告）日：1993-05-12

  An oxime derivative of the formula: wherein R is a hydrogen atom or a C1 -5 alkyl group, R1 is a hydrogen atom, a C1 -5 alkyl group or a carboxyl - protecting group, R2 is a hydrogen atom, a halogen atom, a hydroxyl group or an amino group, R3 is a C3-7 cycloalkyl group, R4 is a hydrogen atom, a halogen atom or a C1 -4 alkoxy group, each of R5 and R6 which may be the same or different, is a hydrogen atom or a C1-5 alkyl group, or R5 and R6 together represent a C2-4 alkylene group which forms together with the adjacent carbon atom a C3-5 ring, provided that when R2 is a hydrogen atom, R4 is a C1-4 alkoxy group, m is an integer of 0 or 1, and n is an integer of from 1 to 3; or its salt.

  式中的肟衍生物： 其中 R 是氢原子或 C1 -5 烷基，R1 是氢原子、C1 -5 烷基或羧基保护基，R2 是氢原子、卤素原子、羟基或氨基，R3 是 C3-7 环烷基，R4 是氢原子、卤素原子或 C1 -4 烷氧基、R5和R6可以相同或不同，各自为氢原子或C1-5烷基，或R5和R6共同代表一个C2-4亚烷基，该亚烷基与相邻碳原子一起形成一个C3-5环，条件是当R2为氢原子时，R4为C1-4烷氧基，m为0或1的整数，n为1至3的整数；或其盐。
• Quinoline derivatives for modulating DNA methylation
  申请人：SuperGen, Inc.

  公开号：EP2174938A1

  公开（公告）日：2010-04-14

  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.

  本研究提供了喹啉衍生物，特别是 4-苯胺基喹啉衍生物。这种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，有效抑制胞嘧啶在 C-5 位的甲基化。本文提供了合成多种 4-苯胺基喹啉衍生物和调节 DNA 甲基化的方法。还提供了配制和施用这些化合物或组合物以治疗癌症和血液病等疾病的方法。
• WO2008/46085
  申请人：——

  公开号：——

  公开（公告）日：——