ethyl 1-(7-chloroquinolin-4-yl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate

• 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 1-(7-chloroquinolin-4-yl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate
• 英文别名: Ethyl 1-(7-chloroquinolin-4-yl)-5-phenyltriazole-4-carboxylate
• 化学式: C₂₀H₁₅ClN₄O₂
• 分子量: 378.818
• InChiKey: ZKAPRQHDIHUZFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  69.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯甲酰乙酸乙酯 、 4-叠氮基-7-氯喹啉 生成 ethyl 1-(7-chloroquinolin-4-yl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate
  参考文献：
  名称：

  Savini Luisa, Massarelli Paola, Chiasserini Luisa, Pellerano Cesare, Brun+, Farmaco, 49 (1994) N 16, S 633-659

  摘要：

  DOI：

文献信息

• Savini; Massarelli; Chiasserini, Il Farmaco, 1994, vol. 49, # 10, p. 633 - 639
  作者：Savini、Massarelli、Chiasserini、Pellerano、Bruni

  DOI：——

  日期：——
• Savini Luisa, Massarelli Paola, Chiasserini Luisa, Pellerano Cesare, Brun+, Farmaco, 49 (1994) N 16, S 633-659
  作者：Savini Luisa, Massarelli Paola, Chiasserini Luisa, Pellerano Cesare, Brun+

  DOI：——

  日期：——
• 7-Chloroquinoline-1,2,3-triazoyl Carboxylates: Organocatalytic Synthesis and Antioxidant Properties
  作者：Maiara T. Saraiva、Roberta Krüger、Rodolfo S. M. Baldinotti、Eder J. Lenardão、Cristiane Luchese、Lucielli Savegnago、Ethel A. Wilhelm、Diego Alves

  DOI：10.5935/0103-5053.20150239

  日期：——

  We describe herein our results on the synthesis and antioxidant properties of 7-chloroquinoline1,2,3- triazoyl-4-carboxylates. This class of compounds have been synthesized in moderated to excellent yields by the reaction of 4-azido-7-chloroquinoline with a range of beta-ketoesters in the presence of a catalytic amount of pyrrolidine (10 mol%). The synthesized compounds ethyl 1-(7-chloroquinolin-4-yl)-5-methyl-1H-1,2,3-triazole-4-carboxylate and ethyl 1-(7-chloroquinolin-4-yl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate were screened for their in vitro antioxidant activity and the results demonstrated that the first compound reduces the lipid peroxidation levels induced by sodium nitroprusside in liver of mice, while the second compound shown nitric oxide scavenging activity. This is an efficient method to produce new heterocyclic compounds with potential antioxidant activities.