Chemistry and Biological Evaluation of Some New Triazolopyrimidine Derivatives Containing Isopropyl Group

Authors(2) :-Janaki H. Chauhan, Dr. Haresh K. Ram

An efficient Synthesis of a novel series of N,7-bis(substitutedphenyl)-4,7-dihydro-5-isopropyl-[1,2,4]triazolo-[1,5-a]pyrimidine-6-carboxamide (4a-j) was accomplished from N-(substituedphenyl)-4-methyl-3-oxopentanamide, 3-amino-1,2,4-triazole and different aldehyde reflex 20 min with DMF and then after the cooling product was  obtained. All the recently synthesized compounds were characterized by the Mass, IR, 1H-NMR and mass spectroscopic techniques and by elemental analyses. The newly synthesized compounds were assessed for their antibacterial and antifungal activity.

Authors and Affiliations

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

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

  1. Butler T, Maravent S, Boisselle J, Valdes J, Fellner C. A review of 2014 cancer drug approvals, with a look at 2015 and beyond. Pharmacol Ther 2015; 40: 191–205.
  2. Pogorelcnik B, Brvar M, Zegura B, Filipic M, Solmajer T, Perdih A. Discovery of mono- and disubstituted 1Hpyrazolo[3,4]pyrimidines and 9H-purines as catalytic inhibitors of human DNA topoisomerase IIalpha. Chem Med Chem 2015; 10: 345–59.
  3. Mohamed AM, El-Sayed WA, Alsharari MA, Al-Qalawi HR, Germoush MO. Anticancer activities of some newly synthesized pyrazole and pyrimidine derivatives. Arch. Pharm. Res. 2013; 36: 1055–65.
  4. Al-Mohizea AM, Al-Omar MA, Abdalla MM, Amr AG. alphareductase inhibitors, antiviral and anti-tumor activities of some steroidal cyanopyridinone derivatives. Int J Biol Macromol 2012; 50: 171–79.
  5. Al-Harbi NO, Bahashwan SA, Fayed AA, MS, Amr A, G. Antiparkinsonism, hypoglycemic and anti-microbial activities of new poly fused ring heterocyclic candidates. Int J Biol Macromol 2013; 57: 165–73.
  6. Hossan AS, Abu-Melha HM, Al-Omar MA,AmrAel G. Synthesis and antimicrobial activity of some new pyrimidinone and oxazinone derivatives fused with thiophene rings using 2-chloro-6-ethoxy4-acetylpyridine as startingmaterial. Molecules 2012; 17: 13642–55.
  7. Wannberg J, Dallinger D, Kappe CO, Larhed M. Microwaveenhanced and metal-catalyzed functionalizations of the 4-aryldihydropyrimidone template. J Comb Chem 2005; 7: 574–83.
  8. Vander Wel SN, Harvey, PJ, McNamara DJ, Repine JT, Keller PR, QuinJ, Booth RJ, Elliott WL, Dobrusin E.M, Fry DW, Toogood PL.Pyrido[2,3-d]pyrimidin-7-ones as Specific Inhibitors of CyclinDependent Kinase. J Med Chem 2005; 48: 2371-78.
  9. Toogood PL, Harvey PJ, Repine JT, Sheehan DJ, Vander Wel SN, Zhou H, Keller PR, McNamara DJ, Sherry D,Zhu T, Brodfuehrer J, Choi C, Barvian MR, Fry DW. Discovery of a Potent and Selective Inhibitor of Cyclin-Dependent Kinase. J Med Chem 2005; 48: 2388-96
  10. Palmer BD, Smaill JB, Rewcastle GW, Dobrusin EM, Kraker A, Moore CW, Steinkampf RW, Denny WA. Structure–activity relationships for 2-anilino-6-phenylpyrido[2,3-d]pyrimidin-7(8H)-ones as inhibitors of the cellular checkpoint kinase Wee1. Bioorg Med Chem Lett 2005; 15:1931-35.
  11. Zhao XL, ZhaoYF, Guo SC, Song HS, Wang D, Gong P. Synthesis and Anti-tumor Activities of Novel [1,2,4]triazolo[1,5- a]pyrimidines. Molecules 2007; 12: 1136-46.
  12. Hafez HN, El-Gazzar ABA. Synthesis and antitumor activity of substituted triazolo[4,3-a]pyrimidin-6-sulfonamide with an incorporated thiazolidinone moiety. Bioorg Med Chem Lett 2009; 19: 4143-47.
  13. Shawali AS, Sherif SM, Darwish MAA, El-merzabani MM. Synthesis and Antitumor Screening of New 1,7-Diphenyl-3-(1,3- disubstituted-1H-pyrazole-4-carbonyl)-[1,2,4]triazolo[4,3-a]pyrimidin5(1H)-ones. Arch Pharm Res 2010; 33: 55-60.
  14. Aminin DL, Menchinskaya ES, Pislyagin EA, Silchenko AS, Avilov SA, Kalinin VI. Sea Cucumber Triterpene Glycosides as Anticancer Agents. Studies in Natural Products Chemistry. 2016; 49: 55– 105.
  15. 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).
  16. D.H. Isenberg, Essential Procedure for Clinical Microbiology, American Society for Microbiology, Washington, (1998).
  17. J. R.Zgoda, J. R. Porter, Pharm. Biol., 39, 221-225 (2001).

Publication Details

Published in : Volume 6 | Issue 3 | May-June 2019
Date of Publication : 2019-05-30
License:  This work is licensed under a Creative Commons Attribution 4.0 International License.
Page(s) : 390-396
Manuscript Number : IJSRSET207266
Publisher : Technoscience Academy

Print ISSN : 2395-1990, Online ISSN : 2394-4099

Cite This Article :

Janaki H. Chauhan, Dr. Haresh K. Ram, " Chemistry and Biological Evaluation of Some New Triazolopyrimidine Derivatives Containing Isopropyl Group , International Journal of Scientific Research in Science, Engineering and Technology(IJSRSET), Print ISSN : 2395-1990, Online ISSN : 2394-4099, Volume 6, Issue 3, pp.390-396, May-June-2019. Available at doi : https://doi.org/10.32628/IJSRSET207266      Citation Detection and Elimination     |     
Journal URL : https://ijsrset.com/IJSRSET207266

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