3-hydroxy-5-methylquinolin-2(1H)-one | 1159706-33-8

• 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: 3-hydroxy-5-methylquinolin-2(1H)-one
• 英文别名: 3-hydroxy-5-methyl-1H-quinolin-2-one
• CAS: 1159706-33-8
• 化学式: C₁₀H₉NO₂
• 分子量: 175.187
• InChiKey: NRNHMRFPCJTZAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 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：
  2

反应信息

• 作为产物：
  描述：

  3-methoxy-5-methylquinolin-2(1H)-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以100%的产率得到3-hydroxy-5-methylquinolin-2(1H)-one
  参考文献：
  名称：

  Discovery, SAR, and Pharmacokinetics of a Novel 3-Hydroxyquinolin-2(1H)-one Series of Potent d-Amino Acid Oxidase (DAAO) Inhibitors

  摘要：

  3-Hydroxyquinolin-2(1H)-one (2) was discovered by high throughput screening in a functional assay to be a potent inhibitor of human DAAO, and its binding affinity was confirmed in a Biacore assay. Cocrystallization of 2 with the human DAAO enzyme defined the binding site and guided the design of new analogues. The SAR, pharmacokinetics, brain exposure, and effects on cerebellum D-serine are described. Subsequent evaluation against the rat DAAO enzyme revealed a divergent SAR versus the human enzyme and may explain the high exposures of drug necessary to achieve significant changes in rat or mouse cerebellum D-serine.

  DOI：

  10.1021/jm900128w

文献信息

• [EN] HYDROXYQUINOLIN-2(1H)-ONES AND DERIVATIVES THEREOF<br/>[FR] HYDROXYQUINOLIN-2(1H)-ONES ET LEURS DÉRIVÉS
  申请人：PFIZER

  公开号：WO2010058314A1

  公开（公告）日：2010-05-27

  This invention relates to known and novel hydroxyquinolin-2(1H)-ones and derivatives thereof which are useful for the treatment of cognitive-related disorders and neuropathic pain disorders in a mammal, e.g., a human. The invention also relates to pharmaceutical compositions containing such compounds.

  这项发明涉及已知和新型的羟基喹啉-2(1H)-酮及其衍生物，可用于治疗哺乳动物（例如人类）的认知相关障碍和神经病性疼痛障碍。该发明还涉及含有这类化合物的药物组合物。
• 2-SUBSTITUTED CEPHEM COMPOUNDS
  申请人：GLAXO GROUP LIMITED

  公开号：US20150299223A1

  公开（公告）日：2015-10-22

  The present invention relates to 2-substituted cephem compounds of Formula (I) having a quaternary ammonium group on the 3-side chain, preferably together with a cathechol group, or pharmaceutically acceptable salts thereof, which exhibit potent antimicrobial spectrum against a variety of bacteria including Gram negative bacteria and/or Gram positive bacteria, corresponding pharmaceutical compositions, methods of making, treatment methods for bacterial infections or uses thereof.

  本发明涉及具有第3侧链上季铵基团的2-取代头孢菌素化合物（I）, 与儿茶酚基团一起更佳，或其药学上可接受的盐，对包括革兰氏阴性菌和/或革兰氏阳性菌在内的多种细菌具有强效的抗微生物谱，相应的制药组合物，制备方法，治疗细菌感染的方法或其用途。
• METHODS TO TREAT DYSREGULATED BLOOD GLUCOSE DISORDERS
  申请人：REGENTS OF THE UNIVERSITY OF MINNESOTA

  公开号：US20150150836A1

  公开（公告）日：2015-06-04

  The invention provides methods and compositions for treating dysregulated blood glucose disorders.
• US9339482B2
  申请人：——

  公开号：US9339482B2

  公开（公告）日：2016-05-17
• US9468669B2
  申请人：——

  公开号：US9468669B2

  公开（公告）日：2016-10-18