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Design and Synthesis of Antimicrobial Active New Molecular Entities of N-Substituted Pipradol Derivatives
Corresponding Author(s) : B. Sri Ramudu
Asian Journal of Chemistry,
Vol. 29 No. 10 (2017): Vol 29 Issue 10
Abstract
Synthesis of antimicrobial 4-(hydroxyldiphenyl methyl)piperidin-1-yl)(substituted phenyl)methanone derivatives by using conventional chemical reactions to produces feasible and entirely new chemical entities (NCE’S) which were having a great potential microbial activities equivalent to fexofenidine used as a biological standard. This invention may help full for derive more potential pipradol molecules with peptide bond linkage.
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- M. Pieroni, D. Machado, E. Azzali, S. Santos Costa, I. Couto, G. Costantino and M. Viveiros, J. Med. Chem., 58, 5842 (2015); https://doi.org/10.1021/acs.jmedchem.5b00428.
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- M.G. Van Campen Jr , C.P. Raymond and L.S. Edward, Tranquilizing Composition Comprising Alpha phenyl, Alpha-(4-piperidyl)benzyl Alcohol, US Patent 2804422 A (1957).
- F.J. McCarty, C.H. Tilford and M.G. Van Campen Jr., J. Am. Chem. Soc., 79, 472 (1957); https://doi.org/10.1021/ja01559a066.
- E. Franklin, J. Pharmacol. Exp. Ther., 124, 347 (1958).
- F.E. Roth, Chemotherapia, 3, 120 (1961); https://doi.org/10.1159/000219537.
- L.D. Simmler, A. Rickli, Y. Schramm, M.C. Hoener and M.E. Liechti, Biochem. Pharmacol., 88, 237 (2014); https://doi.org/10.1016/j.bcp.2014.01.024.
- S.H. Kawai, R.J. Hambalek and G. Just, J. Org. Chem., 59, 2620 (1994); https://doi.org/10.1021/jo00088a056.
- J.K. Woodward and N.L. Munro, Arzneimittelforschung, 32, 1154 (1982).
- Merck Index, Monograph no. 9094, p. 1443, edn 11, (1989).
- E. Thomas and D. Ambra, Piperidine Serivatives and Process for their Preparation, US Patent 5750703 A (1998).
- D. Zivkovic and R.-S. Genese, N-Hydroxyalkyl, Hydroxyalkoxyalkyl and Hydroxyalkoxyalkoxy-alkyl diphenyl-methyl Piperidine, US Patent 3687956 A (1972).
- W. Ronggeng, Z. Yougui and Z. Guanchao, Res. Chem. Intermed., 39, 2149 (2013); https://doi.org/10.1007/s11164-012-0747-y.
- Fine Spec. Chem., 19, 32 (2011).
- M. Li, G. Mengyu, C. Fengqiang, The synthase of the intermediates for fexofenadine CN 101182306A.
- K. Hoffmann and J. Heer, Process for the manufacture of second-Ary Diphenyl-piperldyl-carbinols, US Patent 3,000,896 (1961).
- R. Cruickshank, J.P. Duguid, B.P. Marmion and R.H.A. Swain, The enterobacteriaceae: Salmonella; In: Medical Microbiology, Churchill Livingstone, Edinburgh, London and New York, vol. 11, edn 12, pp.403-419 (1975).
References
M. Pieroni, D. Machado, E. Azzali, S. Santos Costa, I. Couto, G. Costantino and M. Viveiros, J. Med. Chem., 58, 5842 (2015); https://doi.org/10.1021/acs.jmedchem.5b00428.
R.C. Krauss, R.M. Strom, C.L. Scortichini, W.J. Kruper, R.A. Wolf, W.W. Wu, A.A. Carr, D.A. Hay, D.E. Rudisill and G.P. Weniger, Intermediates Useful for the Preparation of Antihistaminic Piperidine Derivatives, US Patent 6555689 B2 (2003).
M.G. Van Campen Jr , C.P. Raymond and L.S. Edward, Tranquilizing Composition Comprising Alpha phenyl, Alpha-(4-piperidyl)benzyl Alcohol, US Patent 2804422 A (1957).
F.J. McCarty, C.H. Tilford and M.G. Van Campen Jr., J. Am. Chem. Soc., 79, 472 (1957); https://doi.org/10.1021/ja01559a066.
E. Franklin, J. Pharmacol. Exp. Ther., 124, 347 (1958).
F.E. Roth, Chemotherapia, 3, 120 (1961); https://doi.org/10.1159/000219537.
L.D. Simmler, A. Rickli, Y. Schramm, M.C. Hoener and M.E. Liechti, Biochem. Pharmacol., 88, 237 (2014); https://doi.org/10.1016/j.bcp.2014.01.024.
S.H. Kawai, R.J. Hambalek and G. Just, J. Org. Chem., 59, 2620 (1994); https://doi.org/10.1021/jo00088a056.
J.K. Woodward and N.L. Munro, Arzneimittelforschung, 32, 1154 (1982).
Merck Index, Monograph no. 9094, p. 1443, edn 11, (1989).
E. Thomas and D. Ambra, Piperidine Serivatives and Process for their Preparation, US Patent 5750703 A (1998).
D. Zivkovic and R.-S. Genese, N-Hydroxyalkyl, Hydroxyalkoxyalkyl and Hydroxyalkoxyalkoxy-alkyl diphenyl-methyl Piperidine, US Patent 3687956 A (1972).
W. Ronggeng, Z. Yougui and Z. Guanchao, Res. Chem. Intermed., 39, 2149 (2013); https://doi.org/10.1007/s11164-012-0747-y.
Fine Spec. Chem., 19, 32 (2011).
M. Li, G. Mengyu, C. Fengqiang, The synthase of the intermediates for fexofenadine CN 101182306A.
K. Hoffmann and J. Heer, Process for the manufacture of second-Ary Diphenyl-piperldyl-carbinols, US Patent 3,000,896 (1961).
R. Cruickshank, J.P. Duguid, B.P. Marmion and R.H.A. Swain, The enterobacteriaceae: Salmonella; In: Medical Microbiology, Churchill Livingstone, Edinburgh, London and New York, vol. 11, edn 12, pp.403-419 (1975).