3-chloro-2-methyl-quinolin-4-ol | 31403-66-4

• 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: 3-chloro-2-methyl-quinolin-4-ol
• 英文别名: 3-Chlor-2-methyl-chinolin-4-ol；3-chloro-2-methyl-4(1H)-quinolinone；3-Chlor-4-hydroxy-2-methylchinolin；3-Chloro-4-hydroxy-2-methylquinoline；3-chloro-2-methyl-1H-quinolin-4-one
• CAS: 31403-66-4；83842-53-9
• 化学式: C₁₀H₈ClNO
• mdl: MFCD20036367
• 分子量: 193.633
• InChiKey: RCIGWCHBHJPIGM-UHFFFAOYSA-N

物化性质

• 熔点：
  340 °C
• 沸点：
  307.0±37.0 °C(Predicted)
• 密度：
  1.350±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 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：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-chloro-2-methyl-quinolin-4-ol 在 三氯氧磷 作用下， 生成 3,4-dichloro-2-methyl-quinoline
  参考文献：
  名称：

  182.水合肼与4-氯喹啉衍生物之间的反应

  摘要：

  DOI：

  10.1039/jr9380000972
• 作为产物：
  描述：

  3-氯-2-(氯甲基)-N-苯基喹啉-4-胺 在 盐酸 、 水 、 溶剂黄146 、 锌 作用下， 生成 3-chloro-2-methyl-quinolin-4-ol
  参考文献：
  名称：

  v. Braun; Heymons, Chemische Berichte, 1930, vol. 63, p. 3191,3198

  摘要：

  DOI：

文献信息

• Selective Electrochemical Halogenation of Functionalized Quinolone
  作者：Meiqian Hu、Shuai Zhang、Changsheng Qin、Hongsheng Nie、Zhicheng Xiong、Xiaoyu Shi、Yumiao Zhao、Mingzhe Li、Shoucai Wang、Fanghua Ji、Guangbin Jiang

  DOI：10.1021/acs.joc.3c00876

  日期：2023.9.15

  This work describes an effective C3–H halogenation of quinoline-4(1H)-ones under electrochemical conditions, in which potassium halides serve as both halogenating agents and electrolytes. The protocol provides expedient access to different halogenated quinoline-4(1H)-ones with unique regioselectivity, broad substrate scope, and gram-scale synthesis employing convenient, environmentally friendly electrolysis

  这项工作描述了在电化学条件下喹啉-4(1 H )-酮的有效 C3-H 卤化，其中卤化钾既充当卤化剂又充当电解质。该方案提供了在不分开的电池中方便地获得不同的卤代喹啉-4(1 H )-酮的方法，这些卤代喹啉-4(1 H)-酮具有独特的区域选择性、广泛的底物范围以及采用方便、环保的电解进行的克级合成。机理研究表明，卤素自由基可以促进喹诺酮类药物中N-H键的活化。
• Phase Transfer Catalysis: A Convenient Synthesis of<i>O</i>,<i>O</i>-Diethyl<i>O</i>-(4-Quinolinyl) Phosphorothioates
  作者：Sylviane Giorgi-Renault、Jean Renault、Zjelka Bukovec

  DOI：10.1055/s-1984-30877

  日期：——
• GIORGI-RENAULT, S.;RENAULT, J.;BUKOVEC, Z., SYNTHESIS, BRD, 1984, N 6, 491-493
  作者：GIORGI-RENAULT, S.、RENAULT, J.、BUKOVEC, Z.

  DOI：——

  日期：——
• THE TREATMENT OF SEXUAL DYSFUNCTION AND CARDIOVASCULAR DISEASE WITH QUINOLINONE ENANTIOMERS
  申请人：R.T. Alamo Ventures I, LLC

  公开号：EP1355647A2

  公开（公告）日：2003-10-29
• [EN] THE TREATMENT OF SEXUAL DYSFUNCTION AND CARDIOVASCULAR DISEASE WITH QUINOLINONE ENANTIOMERS<br/>[FR] TRAITEMENT DE TROUBLES SEXUELS ET DE MALADIE CARDIO-VASCULAIRE AVEC DES ENANTIOMERES QUINOLINONE
  申请人：R T ALAMO VENTURES I LLC

  公开号：WO2002058703A2

  公开（公告）日：2002-08-01

  Methods for treating specific patient groups for sexual dysfunction are provided. The methods of the present invention comprise the utilization of enantiomers of flosequinan, and pharmaceutical compositions comprising flosequinan enantiomers, in patients who are free of cardiac disease, who have not been treated with a drug that causes hypotensive effects, and/or who have not been given organic nitrites or nitrates. Flosequinan enantiomers, and pharmaceutical compositions comprising flosequinan enantiomers are administered to patients intranasally, orally, topically, and/or through respiratory inhalation. Additionally, the present invention is directed to compositions and methods for treating cardiovascular disease. In a preferred embodiment, the present invention contemplates using the enantiomers of flosequinan (and formulations comprising flosequinan) in subjects not concurrently treated with nitrites or nitrates.