3-(4-methylbenzenesulfanyl)-4-hydroxy-quinoline | 942904-93-0

• 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-(4-methylbenzenesulfanyl)-4-hydroxy-quinoline
• 英文别名: 3-(4-methyl-benzenesulfanyl)-quinolin-4-ol；3-(4-methylphenyl)sulfanyl-1H-quinolin-4-one
• CAS: 942904-93-0
• 化学式: C₁₆H₁₃NOS
• 分子量: 267.351
• InChiKey: VQMGWZMISDDBPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-methylbenzenesulfanyl)-4-hydroxy-quinoline 在 四(三苯基膦)钯 双氧水 、 potassium carbonate 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 三氟乙酸 为溶剂， 反应 33.0h， 生成 4-(4-chlorophenyl)-3-tosylquinoline
  参考文献：
  名称：

  WO2008/155588

  摘要：

  公开号：
• 作为产物：
  描述：

  3-bromoquinolin-4(1H)-one 、 4-甲苯硫酚 在 四(三苯基膦)钯 sodium t-butanolate 作用下， 反应 3.0h， 以61%的产率得到3-(4-methylbenzenesulfanyl)-4-hydroxy-quinoline
  参考文献：
  名称：

  WO2007/72093

  摘要：

  公开号：

文献信息

• Sulfonyl-Quinoline Derivatives
  申请人：Galambos Janos

  公开号：US20090042934A1

  公开（公告）日：2009-02-12

  The present invention relates to new mGluR1 and mGluR5 receptor subtype preferring ligands of formula (I) and/or salts and/or hydrates and/or solvates and/or polymorphs thereof. The invention also relates to processes and intermediates for their preparation, to pharmaceutical compositions containing these compounds and to their use in treatment and/or prevention of conditions which require modulation of mGluR1 and mGluR5 receptors.

  本发明涉及公式（I）及/或其盐和/或水合物和/或溶剂化物和/或多晶型的新型mGluR1和mGluR5受体亚型偏爱配体。本发明还涉及它们的制备过程和中间体，包含这些化合物的制药组合物以及它们在需要调节mGluR1和mGluR5受体的情况下的治疗和/或预防的用途。
• QUINOLINE DERIVATIVES USEFUL IN THE TREATMENT OF MGLUR5 RECEPTOR-MEDIATED DISORDERS
  申请人：Keseru Gyorgy

  公开号：US20090270371A1

  公开（公告）日：2009-10-29

  Compounds of formula (I): and/or enantiomers and/or racemates and/or diastereomers and/or pharmaceutically acceptable salts thereof formed with acids or bases, to the process for their preparation, to the intermediates of the preparation process, to the pharmaceutical formulations containing these compounds and to their use in the prevention and/or treatment of mGluR5 receptor-mediated disorders.

  公式(I)的化合物：及/或其对映体和/或外消旋体和/或非对映异构体和/或与酸或碱形成的药学上可接受的盐，其制备过程，制备过程中间体，包含这些化合物的制药配方以及它们在预防和/或治疗mGluR5受体介导的疾病中的用途。
• Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils
  作者：Danupat Beukeaw、Medena Noikham、Sirilata Yotphan

  DOI：10.1016/j.tet.2019.130537

  日期：2019.9

  A simple and general method for direct thiolation of 4-quinolones with disulfides or thiols under I-2/K2S2O8 system has been developed. Under the optimal conditions, the C-S bond coupling can take place effectively with good to decent yields and excellent regioselectivity of the S-linked products. The established metal-free site-selective approach was also applicable to transform a range of uracil substrates to the thio-substituted products under mild conditions. Further transformation to the sulfone derivatives can be conveniently performed in one-pot. These easy-to-handle protocols represent a useful and interesting synthetic alternative with good substrate scope and functional group compatibility. (C) 2019 Elsevier Ltd. All rights reserved.
• WO2007/72093
  申请人：——

  公开号：——

  公开（公告）日：——
• An Efficient Synthesis of 3-(Arylsulfanyl)quinolin-4(1H)-ones via Cyclization of N-{2-[2-(Arylsulfanyl)acetyl]phenyl}benzamides with N,N-Dimethylformamide Dimethyl Acetal
  作者：Kazuhiro Kobayashi、Kohei Nishikawa、Takashi Nogi

  DOI：10.3987/com-16-13566

  日期：——

  The reaction of N-42-(2-chloroacetyl)phenyl]benzamides, readily derived from 2-(2,2-dichloroethenyl)benzenamines, with sodium arenethiolates gives the corresponding N-22-(arylsulfanyl)acetyliphenyllbenzamides. These are treated with N,N-dimethylformaide dimethyl acetal (DMF-DMA) to yield 3-(arylsulfanyl)quinolin-4(1H)-ones in generally good yields.