Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{3-[4-(3-propoxy-[1,2,4]triazol-1-yl)-phenyl]-thioureido}-tetrahydro-pyran-4-yl ester | 158895-63-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{3-[4-(3-propoxy-[1,2,4]triazol-1-yl)-phenyl]-thioureido}-tetrahydro-pyran-4-yl ester
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[4-(3-propoxy-1,2,4-triazol-1-yl)phenyl]carbamothioylamino]oxan-2-yl]methyl acetate
• CAS: 158895-63-7
• 化学式: C₂₆H₃₃N₅O₁₀S
• 分子量: 607.642
• InChiKey: JFWIENSCTVHUQO-GNADVCDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  42
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  211
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{3-[4-(3-propoxy-[1,2,4]triazol-1-yl)-phenyl]-thioureido}-tetrahydro-pyran-4-yl ester 在 氨 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以90%的产率得到1-[4-(3-Propoxy-[1,2,4]triazol-1-yl)-phenyl]-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-thiourea
  参考文献：
  名称：

  Synthesis and anti-myxovirus activity of some novel N,N′-disubstituted thioureas

  摘要：

  A series of new N,N'-disubstituted thioureas were prepared and evaluated in vitro for their activity against myxoviruses. Compound N-[4-(3-propoxy-1H-1,2,4-triazol-1-yl)phenyl]-Ar-(2-pyrazinyl)thiourea 5d exhibited specific activity against respiratory syncytial virus in HeLa cells. Compounds N-(1-adamantanyl)-N'-[4-(3-ethoxy-1H-1,2,4-triazol-1-yl)phenyl]thiourea 5g and N-(1-adamantanyl)-N'-[4-(3-propoxy-1H-1,2,4-triazol-1-yl)phenyl]thiourea 5h proved active against influenza A in Madin-Darby canine kidney (MDCK) cells and respiratory syncytial virus in HeLa cells.

  DOI：

  10.1016/0223-5234(94)90209-7
• 作为产物：
  描述：

  3-hydroxy-1-(4-nitrophenyl)-1H-1,2,4-triazole 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 乙醇 、 丙酮 为溶剂， 25.0~65.0 ℃ 、101.33 kPa 条件下， 反应 19.33h， 生成 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{3-[4-(3-propoxy-[1,2,4]triazol-1-yl)-phenyl]-thioureido}-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis and anti-myxovirus activity of some novel N,N′-disubstituted thioureas

  摘要：

  A series of new N,N'-disubstituted thioureas were prepared and evaluated in vitro for their activity against myxoviruses. Compound N-[4-(3-propoxy-1H-1,2,4-triazol-1-yl)phenyl]-Ar-(2-pyrazinyl)thiourea 5d exhibited specific activity against respiratory syncytial virus in HeLa cells. Compounds N-(1-adamantanyl)-N'-[4-(3-ethoxy-1H-1,2,4-triazol-1-yl)phenyl]thiourea 5g and N-(1-adamantanyl)-N'-[4-(3-propoxy-1H-1,2,4-triazol-1-yl)phenyl]thiourea 5h proved active against influenza A in Madin-Darby canine kidney (MDCK) cells and respiratory syncytial virus in HeLa cells.

  DOI：

  10.1016/0223-5234(94)90209-7