diphenyl N-(naphthalen-1-ylcarbamimido-1-yl)phosphoramidate | 1453869-58-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: diphenyl N-(naphthalen-1-ylcarbamimido-1-yl)phosphoramidate
• 英文别名: 2-Diphenoxyphosphoryl-1-naphthalen-1-ylguanidine；2-diphenoxyphosphoryl-1-naphthalen-1-ylguanidine
• CAS: 1453869-58-3
• 化学式: C₂₃H₂₀N₃O₃P
• 分子量: 417.404
• InChiKey: QWECEFSVCXARRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  diphenoxyphosphoryl-carbamonitrile 、 1-萘胺 在 1,4-二甲基哌嗪 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到diphenyl N-(naphthalen-1-ylcarbamimido-1-yl)phosphoramidate
  参考文献：
  名称：

  Synthesis and Biological Activity of Novel Diphenyl N- Substituted Carbamimidoylphosphoramidate Derivatives

  摘要：

  An efficient synthesis of a series of novel diphenyl N-substituted carbamimidoyl phosphoramidate derivatives was accomplished in two steps. Diphenyl phosphorochloridate (1) was reacted with cyanamide (2) in the presence of 1,4-dimethylpiperazine as a base in THF at 50-55 degrees C to form an intermediate, diphenyl cyanophosphoramidate (3). Subsequently 3 was reacted with various aromatic/heterocyclic amines (4) in the presence of 1,4-dimethyl piperazine as a base at 55-60 degrees C to form the corresponding title compounds 5(a-k). The title compounds were tested for antiviral activity against Tobacco mosaic virus (TMV) in vitro, antibacterial and antifungal activities at two different concentrations of 50 and 100g/mL. The title compounds exhibited good antiviral and antimicrobial activities when compared to the standards.

  DOI：

  10.1080/10426507.2012.745075

文献信息

• Synthesis and Biological Activity of Novel Diphenyl <i>N</i>- Substituted Carbamimidoylphosphoramidate Derivatives
  作者：Ch. Subramanyam、K. Venkata Ramana、S. Rasheed、S. Adam、C. Naga Raju

  DOI：10.1080/10426507.2012.745075

  日期：2013.9.1

  An efficient synthesis of a series of novel diphenyl N-substituted carbamimidoyl phosphoramidate derivatives was accomplished in two steps. Diphenyl phosphorochloridate (1) was reacted with cyanamide (2) in the presence of 1,4-dimethylpiperazine as a base in THF at 50-55 degrees C to form an intermediate, diphenyl cyanophosphoramidate (3). Subsequently 3 was reacted with various aromatic/heterocyclic amines (4) in the presence of 1,4-dimethyl piperazine as a base at 55-60 degrees C to form the corresponding title compounds 5(a-k). The title compounds were tested for antiviral activity against Tobacco mosaic virus (TMV) in vitro, antibacterial and antifungal activities at two different concentrations of 50 and 100g/mL. The title compounds exhibited good antiviral and antimicrobial activities when compared to the standards.