Synthesis, Characterization and Biological Screening of Some Novel Triazolopyrimidine Derivatives Possessing Isopropyl Group

Janaki H. Chauhan; Dr. Haresh K. Ram

doi:10.32628/IJSRST207276

Authors

Janaki H. Chauhan Tolani College of Arts and Science, Gandhidham, Gujarat, India
Dr. Haresh K. Ram Tolani College of Arts and Science, Gandhidham, Gujarat, India

DOI:

https://doi.org//10.32628/IJSRST207276

Keywords:

3-amino-1,2,4-triazole, N N-(3-chloro-4-fluorophenyl)-4-methyl-3-oxopentanamide and DMF.

Abstract

Well organized Synthesis of a completely new series of N-(3-chloro-4-fluorophenyl)-7-(substitutedchlorophenyl)-4,7-dihydro-5-isopropyl-[1,2,4]triazolo [1,5-a]pyrimidine-6-carboxamide (4a-j) was achieved from condensation reaction of N-(3-chloro-4-fluorophenyl)-4-methyl-3-oxopentanamide, 3-amino-1,2,4-triazole and different aldehyde. After refluxing of 20 minutes with DMF and cooling product is obtained. these new compounds were characterized using some physical techniques like FT-IR spectra, Mass spectra, by the 1H-NMR spectra. Antimicrobial activity and antifungal activity were studied against example of gram -positive gram- negative bacterial and fungal strain.

References

Ulaczyk-Lesanko, A.; Hall, D. G. Wanted. New multicomponent reactions for generating libraries of polycyclic natural products. Curr. Opin. Chem. Biol., 2005, 9, 266-276.
Tietze, L. F.; Lieb, M. E. Domino reactions for library synthesis of small molecules in combinatorial chemistry. Curr. Opin. Chem. Biol., 1998, 2, 363-371.
Biginelli, P. Aldureides of ethylic acetoacetate and ethylic oxalacetate. Gazz. Chim. Ital., 1893, 23, 360-416.
Mayer, T. M.; Kapoor, T. M.; Haggarty, S. J.; King, R. W.; Schreiber, S. L.; Mitchison, T. J. Small molecule inhibitor of mitotic spindle bipolarity identified in a phenotype-based screen. Science, 1999, 286, 971-974.
Garcia-Saez, I.; DeBonis, S.; Lopez, R.; Trucco, F.; Rousseau, B.; Thuéry, P.; Kozielski, F. Structure of human Eg5 in complex with a new monastrolbased inhibitor bound in the R configuration. J. Biol. Chem., 2007, 282, 9740-9747.
Atwal, K. S.; Swanson, B. N.; Unger, S. E.; Floyd, D. M.; Moreland, S.; Hedberg, A.; O’Reilly, B. C. Dihydropyrimidine calcium channel blockers. 3-Carbamoyl-4-aryl-1,2,3,4-tetrahydro-6-methyl-5-pyrimidinecarboxylic acid esters as orally effective antihypertensive agents. J. Med. Chem., 1991, 34, 806-811.
Kappe, C. O. Biologically active dihydropyrimidones of the Biginelli-type - a literature survey. Eur. J. Med. Chem., 2000, 35, 1043-1052.
Singh, K.; Arora, D.; Singh, K.; Singh, S. Genesis of dihydropyrimidinone calcium channel blockers: recent progress in structure-activity relationships and other effects. Mini Rev. Med. Chem., 2009, 1, 95-106.
Kim, S. S.; Choi, B. S.; Lee, J. H.; Lee, K. K.; Lee, T. H.; Kim, Y. H.; Hyunik, S. Oxidation of Biginelli reaction products: Synthesis of 2- unsubstituted 1,4-dihydropyrimidines, pyrimidines, and 2- hydroxypyrimidines. Synlett, 2009, 599-602.
Yamamoto, K.; Chen, Y. G.; Buono, F. G. Oxidative dehydrogenation of dihydropyrimidinones and dihydropyrimidines. Org. Lett., 2005, 7, 4673- 4676.
Wang, X.-C.; Quan, Z.-J.; Zhang, Z. Michael additions of dihydropyrimidines and 2-amino-1,3,4-thiadiazoles to _ ,_-ethylenic compounds: using polyethylene glycols as a green reaction media. Tetrahedron, 2007, 63, 8227-8233.
National Committee for Clinical and Laboratory Standards, Method for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically Approved Standard, fourth ed. NCCLS, Villanova, Italy, Document M 100-S7, S100-S157 (1997).
D.H. Isenberg, Essential Procedure for Clinical Microbiology, American Society for Microbiology, Washington, (1998).
J. R.Zgoda, J. R. Porter, Pharm. Biol., 39, 221-225 (2001).