Synthesis and pharmacological studies of aminoxy containing 2,4,6-trisubstituted-s-triazine derivatives
Synthetic Organic Chemistry Laboratory, Department of Chemistry, M. L. Sukhadia University, Udaipur-313001, India
G L Talesara Synthetic Organic Chemistry Laboratory, Department of Chemistry, M. L. Sukhadia University, Udaipur-313001 India E-mail: [email protected]
Arylamines on diazotization and further treatment with dicyandiamide yielded aryldicyandiamide (1a-d), which on addition with aminoxy compound (2) gave corresponding biguanides (3a-d). Cycloaddition of biguanide with ethylchloroacetate furnished 2,4,6-trisubstituted-s-triazines (4a-d). Subsequent treatment of these compounds with N-hydroxyphthalimide or N-hydroxysuccinimide in presence of triethylamine gave final compounds (5a-h). IR, 1 H NMR and mass spectra were used to confirm their structure. Compounds (5a-h) were screened for antibacterial ( Escherichia coli, Proteus vulgaris, Klebsiella pneumoniae, Pseudomonas aureus and Staphylococcus aureus ) and antifungal ( Candida albicans and Aspergillus fumigatus ) activities. Antibacterial activity revealed that compounds 5a, 5b, 5c, 5g showed comparable activity against bacteria P. vulgaris, P. aureus, where rest of the compounds showed weak activity against all the pathogenic bacteria. The fungicidal data indicated that compound 5d possess high level activity and rest of the compounds showed comparable to the standard.