(E)-ethyl 3-(3,4,5-trimethoxybenzoylhydrazo)-2-cyano-3-(methylthio)acrylate | 868546-15-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-ethyl 3-(3,4,5-trimethoxybenzoylhydrazo)-2-cyano-3-(methylthio)acrylate
• 英文别名: ethyl (E)-2-cyano-3-methylsulfanyl-3-[2-(3,4,5-trimethoxybenzoyl)hydrazinyl]prop-2-enoate
• CAS: 868546-15-0
• 化学式: C₁₇H₂₁N₃O₆S
• 分子量: 395.436
• InChiKey: ZJLYXQZWLYGQBS-LFIBNONCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (E)-ethyl 3-(3,4,5-trimethoxybenzoylhydrazo)-2-cyano-3-(methylthio)acrylate 、 R(+)-alpha-甲基苄胺 以 丙醇 为溶剂， 反应 0.33h， 以98.1%的产率得到(E)-ethyl 3-[(R)-1-phenylethylamino]-3-(3,4,5-trimethoxybenzoamido)-2-cyanoacrylate
  参考文献：
  名称：

  Synthesis and Antiviral Activity of Novel Chiral Cyanoacrylate Derivatives

  摘要：

  2-Cyanoacrylate is an important kind of herbicide targeted in photosystem II. Starting from cyano, ethyl acetate, the chiral title compounds were synthesized under microwave irradiation, which has the advantages of shorter reaction time, higher yield, and simpler procedure. A half-leaf method was used to determine the inhibition and curative efficacies of the eight chiral products against tobacco mosaic virus in vivo. It was found that chiral compound IIc-R possesses moderate inhibition and curative effect in vivo with rates of 89.1 and 43.1%, respectively. In the MTT test, these new chiral compounds were found to possess weak anti proliferation activities to PC3 and A431 cells.

  DOI：

  10.1021/jf051050w
• 作为产物：
  描述：

  3,3-双(甲硫基)-2-氰基丙烯酸乙酯 、 3,4,5-三甲氧基苯甲酰肼 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 0.25h， 以92.1%的产率得到(E)-ethyl 3-(3,4,5-trimethoxybenzoylhydrazo)-2-cyano-3-(methylthio)acrylate
  参考文献：
  名称：

  Synthesis and Antiviral Activity of Novel Chiral Cyanoacrylate Derivatives

  摘要：

  2-Cyanoacrylate is an important kind of herbicide targeted in photosystem II. Starting from cyano, ethyl acetate, the chiral title compounds were synthesized under microwave irradiation, which has the advantages of shorter reaction time, higher yield, and simpler procedure. A half-leaf method was used to determine the inhibition and curative efficacies of the eight chiral products against tobacco mosaic virus in vivo. It was found that chiral compound IIc-R possesses moderate inhibition and curative effect in vivo with rates of 89.1 and 43.1%, respectively. In the MTT test, these new chiral compounds were found to possess weak anti proliferation activities to PC3 and A431 cells.

  DOI：

  10.1021/jf051050w

文献信息

• Synthesis and Antiviral Activity of Novel Chiral Cyanoacrylate Derivatives
  作者：Baoan Song、Huiping Zhang、Hua Wang、Song Yang、Linhong Jin、Deyu Hu、Lili Pang、Wei Xue

  DOI：10.1021/jf051050w

  日期：2005.10.1

  2-Cyanoacrylate is an important kind of herbicide targeted in photosystem II. Starting from cyano, ethyl acetate, the chiral title compounds were synthesized under microwave irradiation, which has the advantages of shorter reaction time, higher yield, and simpler procedure. A half-leaf method was used to determine the inhibition and curative efficacies of the eight chiral products against tobacco mosaic virus in vivo. It was found that chiral compound IIc-R possesses moderate inhibition and curative effect in vivo with rates of 89.1 and 43.1%, respectively. In the MTT test, these new chiral compounds were found to possess weak anti proliferation activities to PC3 and A431 cells.