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

被引:10
作者
Subramanyam, Ch [1 ]
Ramana, K. Venkata [1 ]
Rasheed, S. [1 ]
Adam, S. [2 ]
Raju, C. Naga [1 ]
机构
[1] Sri Venkateswara Univ, Dept Chem, Tirupati 517502, Andhra Pradesh, India
[2] Sree Vidyanikethan PG Coll, Dept Biochem, Tirupati, Andhra Pradesh, India
关键词
Phosphoramidate derivatives; diphenyl phosphorochloridate; cyanamide; aromatic; heterocyclic amines; antiviral (TMV); antimicrobial activity; PHOSPHORAMIDATE MONOESTERS; 3'-AZIDO-3'-DEOXYTHYMIDINE;
D O I
10.1080/10426507.2012.745075
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
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.
引用
收藏
页码:1228 / 1235
页数:8
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