2-Propenoic acid, 3-(diethoxymethoxy)-3-(2,3,4,5-tetrafluorophenyl)-,ethyl ester | 105859-06-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-Propenoic acid, 3-(diethoxymethoxy)-3-(2,3,4,5-tetrafluorophenyl)-,ethyl ester
• 英文别名: (Z)-3-Ethoxy-3-(2,3,4,5-tetrafluoro-phenyl)-acrylic acid ethyl ester
• CAS: 105859-06-1
• 化学式: C₁₃H₁₂F₄O₃
• 分子量: 292.23
• InChiKey: YGIFLIITDVTMQU-UHFFFAOYSA-N

物化性质

• 沸点：
  385.7±42.0 °C(Predicted)
• 密度：
  1.267±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-Propenoic acid, 3-(diethoxymethoxy)-3-(2,3,4,5-tetrafluorophenyl)-,ethyl ester 在 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 ethyl 1-(4-fluorophenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis and structure-activity relationship of 1-aryl-6,8-difluoroquinolone antibacterial agents

  摘要：

  A series of new arylfluoroquinolones has been prepared. These derivatives are characterized by having fluorine atoms at the 6- and 8-positions, substituted amino groups at the 7-position, and substituted phenyl groups at the 1-position. The in vitro antibacterial potency is greatest when the 1-substituent is 2,4-difluorophenyl and the 7-substituent is a 3-amino-1-pyrrolidinyl group. 1-(4-Fluorophenyl)-6,8-difluoro-7-piperazin-1-yl-1,4-dihydro-4-oxo quinoline-3- carboxylic acid (22) was found to possess excellent in vitro potency and in vivo efficacy.

  DOI：

  10.1021/jm00386a011
• 作为产物：
  描述：

  2,3,4,5-四氟苯甲酸 在 正丁基锂 、 氯化亚砜 、 biquinoline 、 乙酸酐 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 2-Propenoic acid, 3-(diethoxymethoxy)-3-(2,3,4,5-tetrafluorophenyl)-,ethyl ester
  参考文献：
  名称：

  Synthesis and structure-activity relationship of 1-aryl-6,8-difluoroquinolone antibacterial agents

  摘要：

  A series of new arylfluoroquinolones has been prepared. These derivatives are characterized by having fluorine atoms at the 6- and 8-positions, substituted amino groups at the 7-position, and substituted phenyl groups at the 1-position. The in vitro antibacterial potency is greatest when the 1-substituent is 2,4-difluorophenyl and the 7-substituent is a 3-amino-1-pyrrolidinyl group. 1-(4-Fluorophenyl)-6,8-difluoro-7-piperazin-1-yl-1,4-dihydro-4-oxo quinoline-3- carboxylic acid (22) was found to possess excellent in vitro potency and in vivo efficacy.

  DOI：

  10.1021/jm00386a011