5-amino-3-benzyl-1,2,3-oxadiazol-3-ium chloride | 3441-51-8

• 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: 5-amino-3-benzyl-1,2,3-oxadiazol-3-ium chloride
• 英文别名: 3-Benzyl-sydnonimin-hydrochlorid；5-amino-3-benzyl-[1,2,3]oxadiazolium; chloride；3-Benzylsydnone imine monohydrochloride；3-benzyloxadiazol-3-ium-5-amine;chloride
• CAS: 3441-51-8
• 化学式: C₉H₁₀N₃O*Cl
• 分子量: 211.651
• InChiKey: TVTKPYSQWDCAJR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-amino-3-benzyl-1,2,3-oxadiazol-3-ium chloride 在 三甲胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 36.0h， 生成 (3-benzyl-1,2,3-oxadiazol-3-ium-5-yl)(morpholine-4-carbonyl)amide
  参考文献：
  名称：

  Access to N-Carbonyl Derivatives of Iminosydnones by Carbonylimidazolium Activation

  摘要：

  A new methodology for N-exocyclic functionalization of iminosydnones was developed involving the addition of a large variety of nucleophiles on carbonyl-imidazolium-activated iminosydnones. This practical and highly versatile method provided access to new classes of iminosydnones and opened a straightforward synthetic route to prepare iminosydnone-based prodrugs.

  DOI：

  10.1021/acs.orglett.0c00600
• 作为产物：
  描述：

  N-Benzyl-N-nitrosoaminoacetonitril 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 5-amino-3-benzyl-1,2,3-oxadiazol-3-ium chloride
  参考文献：
  名称：

  An Efficient, One-Pot Synthesis of 3-Alkyl or Aryl Sydnoneimines

  摘要：

  In a ''one-pot'' process, a variety of 3-alkyl and 3-aryl sydnoneimine hydrochlorides can be prepared in high yield, under mild conditions, by nitrosation of the corresponding aminoacetonitrile with isoamyl nitrite in diethyl ether followed by cyclization with HCl gas.

  DOI：

  10.1080/00397919208019267

文献信息

• FLAVIVIRUS INHIBITORS
  申请人：IRBM S.P.A.

  公开号：EP4282862A1

  公开（公告）日：2023-11-29

  The invention relates to compounds that are inhibitors of Flavivirus NS2B-NS3 proteases and inhibit replication of flavivirus in cells. Compounds of this invention are useful alone or in combination with other agents for use in the treatment of infections caused by Flaviviruses, in particular by Dengue, West Nile, Zika, Japan Encephalitis viruses.

  该发明涉及抑制丙型流感病毒NS2B-NS3蛋白酶并抑制细胞中丙型流感病毒复制的化合物。本发明的化合物可用于治疗由丙型流感病毒引起的感染，特别是登革热、西尼罗河、寨卡 virus、日本脑炎病毒引起的感染，可单独使用，也可与其他药物联合使用。
• An Efficient, One-Pot Synthesis of 3-Alkyl or Aryl Sydnoneimines
  作者：Evelyn N. Beal、Kenneth Tumbull

  DOI：10.1080/00397919208019267

  日期：1992.3

  In a ''one-pot'' process, a variety of 3-alkyl and 3-aryl sydnoneimine hydrochlorides can be prepared in high yield, under mild conditions, by nitrosation of the corresponding aminoacetonitrile with isoamyl nitrite in diethyl ether followed by cyclization with HCl gas.
• Access to <i>N</i>-Carbonyl Derivatives of Iminosydnones by Carbonylimidazolium Activation
  作者：Margaux Riomet、Karine Porte、Léa Madegard、Pierre Thuéry、Davide Audisio、Frédéric Taran

  DOI：10.1021/acs.orglett.0c00600

  日期：2020.3.20

  A new methodology for N-exocyclic functionalization of iminosydnones was developed involving the addition of a large variety of nucleophiles on carbonyl-imidazolium-activated iminosydnones. This practical and highly versatile method provided access to new classes of iminosydnones and opened a straightforward synthetic route to prepare iminosydnone-based prodrugs.