N-methylmorpholinium 3-cyano-5-{[(4-ethoxyphenyl)amino]-carbonyl}-4-(2-furyl)-6-methyl-1,4-dihydropyridine-2-thiolate | 1448815-84-6

• 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: N-methylmorpholinium 3-cyano-5-{[(4-ethoxyphenyl)amino]-carbonyl}-4-(2-furyl)-6-methyl-1,4-dihydropyridine-2-thiolate
• CAS: 1448815-84-6
• 化学式: C₅H₁₁NO*C₂₀H₁₉N₃O₃S
• 分子量: 482.604
• InChiKey: XHWOEUNXNHTDKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  99.76
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-methylmorpholinium 3-cyano-5-{[(4-ethoxyphenyl)amino]-carbonyl}-4-(2-furyl)-6-methyl-1,4-dihydropyridine-2-thiolate 在 氘代二甲亚砜 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 6-({2-[(4-butylphenyl)amino]-2-oxoethyl}thio)-5-cyano-N-(4-ethoxyphenyl)-4-(2-furyl)-2-methylpyridine-3-carboxamide
  参考文献：
  名称：

  Inhibitors of Tick-Borne Flavivirus Reproduction from Structure-Based Virtual Screening

  摘要：

  Flaviviruses form a large family of enveloped viruses affecting millions of people over the world. To date, no specific therapy was suggested for the infected people, making the treatment exclusively symptomatic. Several attempts were performed earlier for the design of fusion inhibitors for mosquito-borne flaviviruses, whereas for the tick-borne flaviviruses such design had not been performed. We have constructed homology models of envelope glycoproteins of tick-transmitted flaviviruses with the detergent binding pocket in the open state. Molecular docking of substituted 1,4-dihydropyridines and pyrido[2,1-b][1,3,5]-thiadiazines was made against these models, and 89 hits were selected for the in vitro experimental evaluation. Seventeen compounds showed significant inhibition against tick-borne encephalitis virus, Powassan virus, or Omsk hemorrhagic fever virus in the 50% plaque reduction test in PEK. cells. These compounds identified through rational design are the first ones possessing reproduction inhibition activity against tick-borne flaviviruses.

  DOI：

  10.1021/ml400226s
• 作为产物：
  描述：

  糠醛 在 N-甲基吗啉 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 N-methylmorpholinium 3-cyano-5-{[(4-ethoxyphenyl)amino]-carbonyl}-4-(2-furyl)-6-methyl-1,4-dihydropyridine-2-thiolate
  参考文献：
  名称：

  Inhibitors of Tick-Borne Flavivirus Reproduction from Structure-Based Virtual Screening

  摘要：

  Flaviviruses form a large family of enveloped viruses affecting millions of people over the world. To date, no specific therapy was suggested for the infected people, making the treatment exclusively symptomatic. Several attempts were performed earlier for the design of fusion inhibitors for mosquito-borne flaviviruses, whereas for the tick-borne flaviviruses such design had not been performed. We have constructed homology models of envelope glycoproteins of tick-transmitted flaviviruses with the detergent binding pocket in the open state. Molecular docking of substituted 1,4-dihydropyridines and pyrido[2,1-b][1,3,5]-thiadiazines was made against these models, and 89 hits were selected for the in vitro experimental evaluation. Seventeen compounds showed significant inhibition against tick-borne encephalitis virus, Powassan virus, or Omsk hemorrhagic fever virus in the 50% plaque reduction test in PEK. cells. These compounds identified through rational design are the first ones possessing reproduction inhibition activity against tick-borne flaviviruses.

  DOI：

  10.1021/ml400226s