(E)-2-cyano-3-[[dibutoxyphosphoryl(phenyl)methyl]amino]-3-methylsulfanylprop-2-enamide | 1038997-60-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: (E)-2-cyano-3-[[dibutoxyphosphoryl(phenyl)methyl]amino]-3-methylsulfanylprop-2-enamide
• CAS: 1038997-60-2
• 化学式: C₂₀H₃₀N₃O₄PS
• 分子量: 439.516
• InChiKey: CTITUDILXYNHNP-LVZFUZTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  29
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  140
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (α-amino-benzyl)-phosphonic acid dibutyl ester 、 2-氰基-3,3-双(甲基硫代)丙烯酰胺 以 乙醇 为溶剂， 反应 4.0h， 生成 (E)-2-cyano-3-[[dibutoxyphosphoryl(phenyl)methyl]amino]-3-methylsulfanylprop-2-enamide
  参考文献：
  名称：

  Synthesis and Antiviral Activities of Cyanoacrylate Derivatives Containing an α-Aminophosphonate Moiety

  摘要：

  Target compounds 8 were obtained by the reaction of alkyl 2-cyano-3,3-dimethylthioacrylate or cyarylamide (7a-7e) and (alpha-aminobenzylphosphonate (5a-5e) under reflux condition using ethanol as solvent. Their structures were clearly verified by spectroscopic data (IR and (1)H, (13)C, and (31)P NMR) and elemental analysis. These compounds were shown to be antivirally active in the bioassay. It was found that title compounds 8d and 8e had the same inactivation effect against tobacco mosaic virus (EC(50) = 55.5 and 55.3 mu g/mL) as the commercial product ningnanmycin (EC(50) = 50.9 mu g/mL). To the best of our knowledge, this is the first report on the synthesis and antiviral activity of cyanoacrylate derivatives containing an alpha-aminophosphonate moiety.

  DOI：

  10.1021/jf800405m

文献信息

• Synthesis and Antiviral Activities of Cyanoacrylate Derivatives Containing an α-Aminophosphonate Moiety
  作者：Ning Long、Xue-Jian Cai、Bao-An Song、Song Yang、Zhuo Chen、Pinaki S. Bhadury、De-Yu Hu、Lin-Hong Jin、Wei Xue

  DOI：10.1021/jf800405m

  日期：2008.7.1

  Target compounds 8 were obtained by the reaction of alkyl 2-cyano-3,3-dimethylthioacrylate or cyarylamide (7a-7e) and (alpha-aminobenzylphosphonate (5a-5e) under reflux condition using ethanol as solvent. Their structures were clearly verified by spectroscopic data (IR and (1)H, (13)C, and (31)P NMR) and elemental analysis. These compounds were shown to be antivirally active in the bioassay. It was found that title compounds 8d and 8e had the same inactivation effect against tobacco mosaic virus (EC(50) = 55.5 and 55.3 mu g/mL) as the commercial product ningnanmycin (EC(50) = 50.9 mu g/mL). To the best of our knowledge, this is the first report on the synthesis and antiviral activity of cyanoacrylate derivatives containing an alpha-aminophosphonate moiety.