ethyl (4-hydroxy-2-methylquinolin-3-yl)acetate | 848132-47-8

• 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: ethyl (4-hydroxy-2-methylquinolin-3-yl)acetate
• 英文别名: ethyl 2-(4-hydroxy-2-methylquinolin-3-yl)acetate；Ethyl (4-hydroxy-2-methylquinolin-3-yl)acetate；ethyl 2-(2-methyl-4-oxo-1H-quinolin-3-yl)acetate
• CAS: 848132-47-8
• 化学式: C₁₄H₁₅NO₃
• 分子量: 245.278
• InChiKey: JIMWVIXDHCBJTI-UHFFFAOYSA-N

物化性质

• 沸点：
  393.9±37.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (4-hydroxy-2-methylquinolin-3-yl)acetate 在 sodium hydroxide 、 氯化亚砜 作用下， 以 吡啶 、 乙醇 、 水 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 7.0h， 生成 N¹-[(4-hydroxy-2-methylquinolin-3-yl)acetyl]thiosemicarbazide
  参考文献：
  名称：

  New Quinoline Derivatives on the Basis of (4-Hydroxy-2-methylquinolin-3-yl)acetic Acid

  摘要：

  A procedure was developed for the synthesis of (4-hydroxy-2-methylquinolin-3-yl)acetic acid and the corresponding acyl chloride. Reactions of the latter with o-aminobenzenethiol, o-phenylenediamine, o-aminophenol, anthranilic acid, and thiosemicarbazide gave, respectively, 2-(4-hydroxy-2-methylquinolin-3ylmethyl)-1,3-benzothiazole, -benzoxazole, -benzimidazole, 2-(4-hydroxy-2-methylquinolin-3-ylmethyl)-4H3,1-benzoxazin-4-one, and 4-hydroxy-2-methyl-3-(5-sulfanyl-1H-1,2,4-triazol-3-ylmethyl)quinoline.

  DOI：

  10.1023/b:rujo.0000044555.03402.9b
• 作为产物：
  描述：

  乙酰琥珀酸二乙酯 在 Amberlyst 15 作用下， 以 二苯醚 、 甲苯 为溶剂， 反应 72.1h， 生成 ethyl (4-hydroxy-2-methylquinolin-3-yl)acetate
  参考文献：
  名称：

  [EN] INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
  [FR] INHIBITEURS DE LA RÉPLICATION DU VIRUS DE L'IMMUNODÉFICIENCE HUMAINE

  摘要：

  公式I的化合物：其中c、R2、R3、R4、R5、R6、R7和R8按本说明定义，可用作HIV复制的抑制剂。

  公开号：

  WO2009062289A1

文献信息

• Synthesis of Quinolinyl-Substituted Five-Membered Heterocycles and Schiff Bases from 2-(4-Hydroxy-2-methylquinolin-3-yl)acetohydrazide
  作者：I. L. Aleksanyan、L. P. Hambardzumyan

  DOI：10.1134/s1070428020120118

  日期：2020.12

  Quinolinyl-substituted five-membered heterocyclic compounds containing 1,3,4-oxadiazole, 1,3-dioxoisoindole, 1,2,4-triazole, and 1,3,4-thiadiazole rings and Schiff bases were synthesized starting from 2-(4-hydroxy-2-methylquinolin-3-yl)acetohydrazide.

  摘要 由2-（-）开始合成包含1,3,4-恶二唑，1,3-二氧杂异吲哚，1,2,4-三唑和1,3,4-噻二唑环和席夫碱的喹啉基取代的五元杂环化合物4-羟基-2-甲基喹啉-3-基）乙酰肼。
• WO2007/131350
  申请人：——

  公开号：——

  公开（公告）日：——
• SYNTHESIS OF 2-METHYL4QUINOLONE-3-ACETIC ACIDS WITH POTENTIAL ANTIBACTERIAL ACTIVITY
  作者：Fauzia Anjum Chattha、Munawar Ali Munawar、Muhammad Ashraf、Saeed Ahmad Nagra、Mehr-Un-Nisa、Ismat Fatima

  DOI：10.4067/s0717-97072012000300008

  日期：——

  A number of quinolone-3-acetic acids were synthesized by cyclocondensation of substituted anilines with diethyl acetylsuccinate in the presence of phosphorous pentoxide and followed by base hydrolysis of the resultant esters to form respective acids. All synthesized compounds were found to exhibit antibacterial activities against a range of gram-positive (Bacillus subtilis Staphylococcus (aureus) and gram-negative bacteria (Shigella tunnel. Escherichia coli, Pseudomonas aeruginosa and Salmonella lyphi) by broth dilution method. All the compounds exhibited antibacterial activities comparable to fluoroquinolones and in some cases even better activity was found. These findings suggest a great potential of these compounds for screening and use as antibacterial compounds for further studies with a battery of bacteria.
• INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP2019825B1

  公开（公告）日：2010-09-01