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In vitro antimycobacterial activity of novel N′-(4-(substituted phenyl amino)-6-(pyridin-2-ylamino)-1,3,5-triazin-2-yl)isonicotinohydrazide

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Abstract

A variety of N′-(4-(substituted phenyl amino)-6-(pyridin-2-ylamino)-1,3,5-triazin-2-yl)isonicotinohydrazide, 7ar were synthesized by using 2-aminopyridine, isonicotic acid hydrazide and cyanuric chloride, and the structures of these compounds were confirmed by IR and NMR (1H and 13C) spectral analyses. Newly synthesized compounds were tested for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system.

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References

  • Barker JJ (2006) Antibacterial drug discovery and structure based design. Drug Disc Today 11:391–404

    Article  CAS  Google Scholar 

  • Collins L, Franzblau SG (1997) Microplate alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium. Antimicrob Agents Chemother 41:1004–1009

    PubMed  CAS  Google Scholar 

  • Gubernator K, Bohm HJ (1998) Structure-based ligand design, methods and principles in medicinal chemistry. Wiley-VCH Publishers, Weinheim, pp 15–95

    Google Scholar 

  • Interleid B (1991) Antibiotic in laboratory medicine, 3rd edn. Lorian V (ed), Williams and Wilkins, Baltimore, p 134

  • Kumar A, Srivastava K, Raja Kumar S, Puri SK, Chauhan Prem MS (2008) Synthesis and bioevaluation of hybrid 4-aminoquinoline triazines as a new class of antimalarial agents. Bioorg Med Chem Lett 18(24):6530–6533

    Article  PubMed  CAS  Google Scholar 

  • Modha JJ, Datta N, Parekh H (2001) Synthesis and biological evaluation of some new 3,4-dihydropyrimidin-4-ones. IL Farmaco 56:641–646

    Article  PubMed  CAS  Google Scholar 

  • Patel RB, Chikhalia KH, Pannecouque C, Clercq Erik de (2007) Synthesis of novel PETT analogues: 3,4-dimethoxy phenyl ethyl 1,3,5-triazinyl thiourea derivatives and their antibacterial and anti-HIV studies. J Braz Chem Soc 18(2):312–321

    Article  CAS  Google Scholar 

  • Raval JP, Desai KR (2004) Synthesis of 3-phenyl-4[4-(m-nitrophenyl)-N-2-(2′-arylureido/arylthioureido-4′-N-morpholino-s-triazin)-benzo-[6,7]-coumarins and their applicatiions. E J Chem 01(5):211–215

    CAS  Google Scholar 

  • Raval JP, Desai KR(2005) Synthesis and antimicrobial activity of new triazolo pyridinyl phenothiazines. ARKIVOC xiii:21–28

  • Raval JP, Desai KR (2009) A comparative study of microwave assisted and conventional synthesis of novel 2-(4-diethylamino-2-hydroxyphenyl)-3-substituted-thiazolidin-4-one derivatives. Chemija 20(2):101–108

    CAS  Google Scholar 

  • Raval JP, Desai KG, Desai KR (2006) Neat reaction technology for the synthesis of 4-oxothiazolidines derived from 2-SH-benzothiazole and antimicrobial screening of some synthesized 4-thiazolidinones. J Iran Chem Soc 3(3):233–241

    Google Scholar 

  • Raval JP, Desai JT, Desai CK, Desai KR (2008) A comparative study of microwave assisted and conventional synthesis of 2,3-dihydro-2-aryl-4-[4-(2-oxo-2H-chromen-3-yl)-1,3-thiazol-2-ylamino]-1,5-benzothiazepines and its antimicrobial activity. ARKIVOC XII:233–244

  • Singh BK, Mishra M, Saxena N, Yadav GP, Maulik PR, Sahoo MK, Gaur RL, Murthy PK, Tripathi RP (2008) Synthesis of 2-sulfanyl-6-methyl-1, 4-dihydropyrimidines as a new class of antifilarial agents. Eur J Med Chem 43(12):2717–2723

    Article  PubMed  CAS  Google Scholar 

  • Thruston JT, Dudley JR, Kaiser DW, Henbleikner I, Schaefer FC, Holm-Hensen D (1951) Cyanuric chloride derivatives: I. Aminochloro-s-triazines. J Am Chem Soc 73:2981–2983

    Article  Google Scholar 

  • Weiner DB, William V (1994) Chemical and structural approaches to rational drug design. CRC, Boca Raton, FL, pp 12–85

    Google Scholar 

  • WHO Report (2005) Critically important antibacterial agents for human medicine for risk management strategies of non-human use, a report of a WHO working group consultation, Canberra, Australia, 15–18 February

Download references

Acknowledgements

Antimycobacterial data were provided by the Tuberculosis Antimicrobial Acquisition and Coordinating Facility (TAACF, USA) as part of a research and development contract with the US National Institute of Allergy and Infectious Diseases. JPR is thankful to Charutar Vidyamandal and SICART, Vallabh Vidyanagar, Gujarat for providing the necessary research and spectral facilities, respectively.

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Correspondence to Jignesh Priyakant Raval.

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Raval, J.P., Patel, N.H., Patel, H.V. et al. In vitro antimycobacterial activity of novel N′-(4-(substituted phenyl amino)-6-(pyridin-2-ylamino)-1,3,5-triazin-2-yl)isonicotinohydrazide. Med Chem Res 20, 274–279 (2011). https://doi.org/10.1007/s00044-010-9324-3

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  • DOI: https://doi.org/10.1007/s00044-010-9324-3

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