8-trifluoromethyl-4-hydroxyquinolin-2(1H)-one

• 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: 8-trifluoromethyl-4-hydroxyquinolin-2(1H)-one
• 英文别名: 4-hydroxy-8-(trifluoromethyl)-1H-quinolin-2-one
• 化学式: C₁₀H₆F₃NO₂
• 分子量: 229.158
• InChiKey: WXNKDTMOZSFSAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-trifluoromethyl-4-hydroxyquinolin-2(1H)-one 在 三氯氧磷 作用下， 反应 1.0h， 以76%的产率得到2,4-Dichloro-8-(trifluoromethyl)quinoline
  参考文献：
  名称：

  2-PENTAFLUOROSULFANYL (SF5) MEFLOQUINE DERIVATIVES, FORMULATIONS, METHODS OF MAKING, AND USES THEREOF

  摘要：

  本文提供了五氟硫酰基（SF5）美氟喹诺酮衍生物、制剂、制备SF5衍生物的方法以及其用途。

  公开号：

  US20160332988A1
• 作为产物：
  描述：

  3-氧代-3-[2-(三氟甲基)苯胺基]丙酸 在 Eaton′s Reagent 作用下， 以60%的产率得到8-trifluoromethyl-4-hydroxyquinolin-2(1H)-one
  参考文献：
  名称：

  2-PENTAFLUOROSULFANYL (SF5) MEFLOQUINE DERIVATIVES, FORMULATIONS, METHODS OF MAKING, AND USES THEREOF

  摘要：

  本文提供了五氟硫酰基（SF5）美氟喹诺酮衍生物、制剂、制备SF5衍生物的方法以及其用途。

  公开号：

  US20160332988A1

文献信息

• Stereoselective synthesis of natural product inspired carbohydrate fused pyrano[3,2-<i>c</i>]quinolones as antiproliferative agents
  作者：Priti Kumari、Chintam Narayana、Shraddha Dubey、Ashish Gupta、Ram Sagar

  DOI：10.1039/c7ob03186f

  日期：——

  Pyrano[3,2-c]quinolone structural motifs are commonly found in natural products with diverse biological activities. As part of a research programme aimed at developing the efficient synthesis of natural product-like small molecules, we designed and developed the microwave assisted, facile stereoselective synthesis of two series of carbohydrate fused pyrano[3,2-c]quinolone derivatives (n = 23) starting

  吡喃并[3,2- c ]喹诺酮的结构基序通常存在于具有多种生物活性的天然产物中。作为旨在开发类似于天然产物的小分子的有效合成研究计划的一部分，我们设计并开发了微波辅助的两种系列碳水化合物融合的吡喃并[3,2- c ]喹诺酮衍生物（n = 23）从2- C-甲酰基半乳糖和2- C-甲酰基葡糖开始，在较短的反应时间（15-20分钟）内与各种4-羟基喹诺酮类反应。这些合成的吡喃并[3,2- c确定了针对MCF-7（乳腺癌）和HepG2（肝）癌细胞的喹诺酮类药物。选定的文库成员显示出低摩尔浓度（3.53–9.68μM）和选择性的抗增殖活性。这些关于碳水化合物稠合的吡喃并[3,2- c ]喹诺酮衍生物的发现有望为抗癌药物的发现提供新的线索。
• N-type calcium channel antagonists for the treatment of pain
  申请人：——

  公开号：US20040266819A1

  公开（公告）日：2004-12-30

  Compounds useful for the treatment of pain in accord with the following structural diagram, 1 wherein A, R 1 , b, R 4 , R 5 , R 6 , R 7 and R 8 are any of a number of groups as defined in the specification, and pharmaceutical compositions and methods of treatment utilizing such compounds.

  用于治疗疼痛的化合物，结构图如下、 1 其中 A、R 1 b, R 4 , R 5 , R 6 , R 7 和 R 8 是说明书中定义的一系列基团中的任一基团，以及利用这些化合物的药物组合物和治疗方法。
• An efficient synthesis of fluorine-containing substituted spiro[piperidine-4,4′-pyrano[3,2-c]quinoline]-3′-carbonitrile by nonconventional methods
  作者：Anshu Dandia、Sangeeta Gautam、Anuj Kumar Jain

  DOI：10.1016/j.jfluchem.2007.08.002

  日期：2007.12

  A series of fluorine-containing substituted spiro[piperidine-4,4'-pyrano[3,2-c]quinolines] were synthesized through a rapid one-pot multicomponent reaction under microwave irradiation and sonication. The method has the advantages of excellent yields (80-96%) and short reaction time (3-10 min). We provide a series of fluorinated quinoline derivatives interesting for biological screening tests. (C) 2007 Published by Elsevier B.V.
• Microwave prompted multigram synthesis, structural determination, and photo-antiproliferative activity of fluorinated 4-hydroxyquinolinones
  作者：Kapil Arya、Manish Agarwal

  DOI：10.1016/j.bmcl.2006.09.082

  日期：2007.1

  3-Unsubstituted 4-hydroxyquinolin-2(1H)-one containing F and CF3 substituent in ring is important pharmacological and synthetic target and basic synthones for a number of antibacterial fluoroquinolones and is promising potent and selective glycine site NMDA receptors. A simple facile one-step microwave enhanced multigram synthesis of such fluorinated quinolones in reasonable purity has been developed in excellent yield (85-94%) in 3-5min, whereas conventional synthesis required the harsh conditions, long reaction period with use of environmentally unacceptable regents giving the required product in lower yield, The phototoxicity as well as the cytotoxic activities of the title compounds are evaluated against leukemia- and adenocarcinoma-derived cell lines in comparison to the normal human keratinocytes. Structure-activity relationships between the chemical structures and the antimycobacterial, antifungal activity of the evaluated compounds are also discussed. (c) 2006 Elsevier Ltd. All rights reserved.
• N-TYPE CALCIUM CHANNEL ANTAGONISTS FOR THE TREATMENT OF PAIN
  申请人：AstraZeneca AB

  公开号：EP1430029A1

  公开（公告）日：2004-06-23