[2-(3-Fluoro-phenyl)-4-oxo-1,4-dihydro-quinolin-8-yl]-acetic acid methyl ester | 861230-04-8

• 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: [2-(3-Fluoro-phenyl)-4-oxo-1,4-dihydro-quinolin-8-yl]-acetic acid methyl ester
• CAS: 861230-04-8
• 化学式: C₁₈H₁₄FNO₃
• 分子量: 311.312
• InChiKey: VDVGESLZQVXKER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  59.16
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  [2-(3-Fluoro-phenyl)-4-oxo-1,4-dihydro-quinolin-8-yl]-acetic acid methyl ester 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 18.0h， 以58%的产率得到
  参考文献：
  名称：

  Cancer preventive agents, Part 2: Synthesis and evaluation of 2-phenyl-4-quinolone and 9-oxo-9,10-dihydroacridine derivatives as novel antitumor promoters

  摘要：

  2-Phenyl-4-quinolone and 9-oxo-9,10-dihydroacridine derivatives were synthesized and screened as potential antitumor promoters by examining the ability of the compounds to inhibit Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor promoter 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells. Interestingly, compounds 14, 15, and 17 showed similar inhibitory effects (89-92%, 66-69%, and 24-29% at 1000, 500, and 100 mol ratio to TPA, respectively) against EBV-EA with potencies comparable to those of glycyrrhetic acid, a known natural antitumor-promoter. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.078
• 作为产物：
  描述：

  (2-硝基苯基)乙酸甲酯 在 palladium on activated charcoal PPA 、 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 [2-(3-Fluoro-phenyl)-4-oxo-1,4-dihydro-quinolin-8-yl]-acetic acid methyl ester
  参考文献：
  名称：

  Cancer preventive agents, Part 2: Synthesis and evaluation of 2-phenyl-4-quinolone and 9-oxo-9,10-dihydroacridine derivatives as novel antitumor promoters

  摘要：

  2-Phenyl-4-quinolone and 9-oxo-9,10-dihydroacridine derivatives were synthesized and screened as potential antitumor promoters by examining the ability of the compounds to inhibit Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor promoter 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells. Interestingly, compounds 14, 15, and 17 showed similar inhibitory effects (89-92%, 66-69%, and 24-29% at 1000, 500, and 100 mol ratio to TPA, respectively) against EBV-EA with potencies comparable to those of glycyrrhetic acid, a known natural antitumor-promoter. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.078