Synthesis of 1-(4-methoxybenzyl)-3-cyclopropyl-1H-pyrazol-5-amine derivatives as antimicrobial agents

References

• Vanden Bossche H, Dromer F, Isham N. Onychomycosis: strategies to improve efficacy and reduce recurrence. Med Mycol 1998;36(Suppl. 1):119–28.
   PubMedGoogle Scholar
• Andriole VT. Current and future therapy of invasive fungal infections. Curr Clin Top Infect Dis 1998;18:19–36.
   PubMedGoogle Scholar
• Bouruah CR, Skibo EB. A comparison of the cytotoxic and physical properties of aziridinyl quinone derivatives based on the pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]indole ring systems. J Med Chem 1994;37:1625–8.
   PubMed Web of Science ®Google Scholar
• Ghannooun MA, Rice LB. Antifungal agents: mode of action, mechanisms of resistance, and correlation of these mechanisms with bacterial resistance. Clin Microbiol Rev 1999;12:501–17.
   PubMed Web of Science ®Google Scholar
• Akbas E, Berber I. Antibacterial and antifungal activities of new pyrazolo [3, 4-d] pyridazine derivatives. Eur J Med Chem 2005;40:401–8.
   PubMed Web of Science ®Google Scholar
• Abunada NM, Hassaneen HM, Kandile NG, Miqdad OA. Synthesis and antimicrobial activity of some new pyrazole, fused pyrazolo[3,4-d]-pyrimidine and pyrazolo[4,3-e][1,2,4]-triazolo[1,5-c]pyrimidine derivatives. Molecules 2008;13:1501–17.
   PubMed Web of Science ®Google Scholar
• Sivaprasad G, Paramasivan TP, Vaiyapuri RP, Narayanasamy M. Synthesis and anti-microbial activity of pyrazolylbisindoles—promising anti-fungal compounds. Bioorg Med Chem Let 2006;16:6302–12.
   PubMed Web of Science ®Google Scholar
• Sridhar R, Paramasivam TP, Sundaresan E, Guruswamy S, Mondikalipudur NP, Vaiyapuri RP, et al. Design, synthesis and anti-microbial activity of 1H-pyrazole carboxylates. Bioorg Med Chem Lett 2004;14:6035–48.
   PubMed Web of Science ®Google Scholar
• Shealy YF, O’Dell CA. Synthesis, antileukemic activity, and stability of 3-(substituted-triazeno)pyrazole-4-carboxylic acid esters and 3-(substituted-triazeno)pyrazole-4-carboxamides. J Pharm Sci 1970;60:554–60.
   Google Scholar
• Ozdemir Z, Kandilici HB, Gumusel B, Calis U, Bilgin A. Synthesis and studies on antidepressant and anticonvulsant activities of some 3-(2-furyl)-pyrazoline derivatives. Eur J Med Chem 2007;42:373–9.
   PubMed Web of Science ®Google Scholar
• Rajendra PY, Lakshmana RA, Prasoona L, Murali K, Ravi KP. Synthesis and antidepressant activity of some 1,3,5-triphenyl-2-pyrazolines and 3-(200-hydroxy naphthalen-100-yl)-1,5-diphenyl-2-pyrazolines. Bioorg Med Chem Lett 2005;15:5030–4.
   PubMedGoogle Scholar
• Xinhua L, Jing Z, Chunxiu P, Bao’an S, Bo L. Synthesis and fungicidal activity of novel 3,5-diarylpyrazole derivatives. Front Chem China 2008;3:418–21.
   Google Scholar
• Castagnolo D, De Logu A, Radi M, Bechi B, Manetti F, Magnani M, et al. Synthesis, biological evaluation and SAR study of novel pyrazole analogues as inhibitors of Mycobacterium tuberculosis. Bioorg Med Chem 2008;16:8587–91.
   PubMed Web of Science ®Google Scholar
• Finney N, Ghosh S, Hirst J, Norman P, Rotella DP. Paper alert. Curr Opin Drug Discov Dev 1999;2:175–82.
   Google Scholar
• Padmakar VK, Sharma V, Karmarkar S, Claudiu TS. QSAR studies on benzene sulfonamide carbonic anhydrase inhibitors: need of hydrophobic parameter for topological modeling of binding constants of sulfonamides to human CA-II. Bioorg Med Chem Lett 2005;15:923–7.
   PubMedGoogle Scholar
• Singh SK, Reddy PG, Rao KS, Lohray BB, Misra P, Rajjak SA, et al. Polar substitutions in the benzenesulfonamide ring of celecoxib afford a potent 1,5-diarylpyrazole class of COX-2 inhibitors. Bioorg Med Chem Lett 2004;14:499–506.
   PubMed Web of Science ®Google Scholar
• Akira K, Masao Y, Masuo M. Effect of chlorsulfuron on shoot sprouting from the stem segment of Torenia fournieri and Nicotiana tabacum. Weed Biol Manag 2002;2:213–18.
   Google Scholar
• Andrea S, Fabrizio B, Marc AI, Calaudin TS. Protease inhibitors – Part 5. Alkyl/arylsulfonyl- and arylsulfonylureido-/arylureido-glycine hydroxamate inhibitors of Clostridium histolyticum collagenase. J Med Chem 2000;43:292–6.
   PubMed Web of Science ®Google Scholar
• Medina JC, Shan B, Beckmann H, Farrell RP, Clark DL, Learned RM, et al. Novel antineoplastic agents with efficacy against multidrug resistant tumor cells. Bioorg Med Chem Lett 1998;8:2653–63.
   PubMed Web of Science ®Google Scholar
• Kirk KL, Filler R. In: Biomedical Frontiers of Fluorine Chemistry, Symposium Series. Washington, DC: American Chemical Society, 1996;1:639.
   Google Scholar
• GeldersYG Heylen, SLE, Vander Bussche G, Reyntjens AJM, Janssen PAJ. Pilot clinical investigation of risperidone in the treatment of psychotic patients. Pharmacopsychiatry 1990;23:206–12.
   PubMed Web of Science ®Google Scholar
• Dollery C. Therapeutic Drugs. Edinburgh: Churchill Livingstone, 1999;3:326.
   Google Scholar
• Nanjunda Swamy S, Basappa Sarala, G, Priya BS, Gaonkar SL, Shashidhara Prasad J, et al. Microwave assisted synthesis of N-alkylated benzotriazole derivatives: antimicrobial studies. Bioorg Med Chem Lett 2006;16:999–1004.
   PubMed Web of Science ®Google Scholar
• Ananda Kumar CS, Vinaya K, Narendra Sharath Chandra J, Thimmegowda NR, Benaka Prasad SB, Sadashiva CT, et al. Synthesis and antimicrobial studies of novel 1-benzhydryl-piperazine sulfonamide and carboxamide derivatives. J Enzyme Inhib Med Chem 2008;23:462–9.
   PubMed Web of Science ®Google Scholar
• Priya BS, Basappa Nanjunda, Swamy S, Rangappa KS. Synthesis and characterization of novel 6-fluoro-4-piperidinyl- 1,2-benzisoxazole amides and 6-fluoro-chroman-2-carbaxamides: antimicrobial studies. Bioorg Med Chem 2005;13:2623–8.
   PubMed Web of Science ®Google Scholar
• Sadashiva MP, Mallesha H, Karunakara Murthy, Rangappa KS. Enhancement in antimicrobial activity of 2-(phenyl)-3-(2-butyl-4-chloro-1H-imidazolyl)-5-butylate isoxazolidine. Bioorg Med Chem Lett 2006;15:1811–14.
   Google Scholar
• Vinaya K, Raja Naika, Ananda Kumar CS, Benaka Prasad SB, Chandrappa S, Ranganatha SR, et al. Synthesis of medicinally important N-trimethylene dipiperidine sulfonamides and carboxamides containing a substituted benzophenone moiety—an antibacterial agents. Lett Drug Des Discov 2008;5:250–60.
   Google Scholar
• Vinaya K, Kavitha CV, Ananda Kumar CS, Benaka Prasad SB, Chandrappa S, Deepak SA, et al. Synthesis and antimicrobial activity of 1-benzhydryl-sulfonyl-4-(3-(piperidin-4-yl) propyl) piperidine derivatives against pathogens of Lycopersicon esculatum: a structure-activity evaluation study. Arch Pharm Res 2009;32:33–41.
   PubMed Web of Science ®Google Scholar
• (a) Elhance, D.N. Fundamentals of Statistics, 30th ed., 1984. (b) Colton, T., Statistics in medicine, 1st ed.; 1974.
   Google Scholar
• Priya BS, Basappa Nanjunda Swamy Sand Rangappa KS. Synthesis and characterization of novel 6-fluoro-4-piperidinyl- 1, 2-benzisoxazole amides and 6-fluoro-chroman-2-carbaxamides: Antimicrobial studies. Bioorg Med Chem 2005;13:2623–2628.
   PubMed Web of Science ®Google Scholar
• Vinaya K, Kavitha CV, Ananda Kumar CS, Benaka Prasad SB, Chandrappa S, Deepak SA, Nanjundaswamy S, Umesha S, Rangappa KS. Synthesis and Antimicrobial Activity of 1-Benzhydryl-sulfonyl-4-(3-(piperidin-4-yl) propyl) piperidine Derivatives against Pathogens of Lycopersicon esculatum: A Structure-activity Evaluation Study. Arch Pharm Res 2009;32(1): 33–41.
   PubMed Web of Science ®Google Scholar