Pyrazolopyridines II: Synthesis and Antibacterial Screening of 6-Aryl-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic Acids

Tahir Maqbool; Areesha Nazeer; Muhammad Naeem Khan; Mark C. Elliott; Misbahul Ain Khan; Muhammad Ashraf; Muhammad Nasrullah; Shafia Arshad; Munawar Ali Munawar

doi:10.14233/ajchem.2014.15918

Issue

Vol. 26 No. 10 (2014): Vol 26 Issue 10

Issue Published : May 10, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

Pyrazolopyridines II: Synthesis and Antibacterial Screening of 6-Aryl-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic Acids

https://doi.org/10.14233/ajchem.2014.15918

Tahir Maqbool

Department of Chemistry, The Islamia University of Bahawalpur, Bahawalpur, Pakistan

Areesha Nazeer

Institute of Chemistry, University of the Punjab, Lahore, Pakistan

Muhammad Naeem Khan

Applied Chemistry Research Centre, PCSIR Laboratories Complex, Lahore, Pakistan

Mark C. Elliott

School of Chemistry, Cardiff University, Cardiff, UK

Misbahul Ain Khan

Department of Chemistry, The Islamia University of Bahawalpur, Bahawalpur, Pakistan ;Institute of Chemistry, University of the Punjab, Lahore, Pakistan

Muhammad Ashraf

Department of Biochemistry and Biotechnology, The Islamia University of Bahawalpur, Bahawalpur, Pakistan

Muhammad Nasrullah

Department of Chemistry, The Islamia University of Bahawalpur, Bahawalpur, Pakistan

Shafia Arshad

Department of Biochemistry and Biotechnology, The Islamia University of Bahawalpur, Bahawalpur, Pakistan

Munawar Ali Munawar

Institute of Chemistry, University of the Punjab, Lahore, Pakistan

Corresponding Author(s) : Muhammad Naeem Khan

changwani_1@yahoo.com

Asian Journal of Chemistry, Vol. 26 No. 10 (2014): Vol 26 Issue 10
Article Published : May 10, 2014

Abstract

5-Amino-3-methyl-1-phenyl-1H-pyrazole was prepared to react with various aromatic aldehydes and pyruvic acid to afford 6-aryl-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carbxylic acids. The prepared compounds were characterized by Mass, IR, ¹H, ¹³C NMR spectra and CHN analysis data. Various 6-aryl-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carbxylic acids synthesized during this work were also evaluated for their antibacterial activities. Some of these compounds were found to be good antibacterial agents.

Keywords

Pyrazolopyridines Doebner Reaction Schiff's bases Pyruvic acid

Maqbool, T., Nazeer, A., Naeem Khan, M., C. Elliott, M., Ain Khan, M., Ashraf, M., … Ali Munawar, M. (2014). Pyrazolopyridines II: Synthesis and Antibacterial Screening of 6-Aryl-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic Acids. Asian Journal of Chemistry, 26(10), 2870–2872. https://doi.org/10.14233/ajchem.2014.15918

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References

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References

R.R. Crenshaw, G.M. Luke and P. Siminoff, J. Med. Chem., 19, 262 (1976); doi:10.1021/jm00224a013.

R.R. Crenshaw, G.M. Luke and P. Smirnoff, Canadian Patent, 10,32538 (1978).

M. Cheung, P.A. Harris, J.G. Badiang, G.E. Peckham, S.D. Chamberlain, M.J. Alberti, D.K. Jung, S.S. Harris, N.H. Bramson, A.H. Epperly, S.A. Stimpson and M.R. Peel, Bioorg. Med. Chem. Lett., 18, 5428 (2008); doi:10.1016/j.bmcl.2008.09.040.

S.A. Saggar, J.T. Sisko, T.J. Tucker, R.M. Tynebor, D.S. Su and N.J. Anthony, US Patent, 021,442 (2007).

M.R. Bell and J.H. Ackerman, US Patent, 4,920,128 (1990).

A. Straub, J.-P. Stasch, C. Alonso-Alija, J. Benet-Buchholz, B. Ducke, A. Feurer and C. Fürstner, Bioorg. Med. Chem. Lett., 11, 781 (2001); doi:10.1016/S0960-894X(01)00073-7.

M.N. Elnagdi, M.R.H. Elmoghayar and G.E.H. Elgemeie, Adv. Heterocycl. Chem., 41, 319 (1987); doi:10.1016/S0065-2725(08)60164-6.

R.G. Stein, J.H. Biel and T. Singh, J. Med. Chem., 13, 153 (1970); doi:10.1021/jm00295a049.

A.M. Farghlay, N.S. Habib, M.A. Khalil and O.A. El-Sayed, J. Alexandria Pharm. Sci., 3, 90 (1989).

V.A. Chebanov, Y.I. Sakhno, S.M. Desenko, V.N. Chernenko, V.I. Musatov, S.V. Shishkina, O.V. Shishkin and C.O. Kappe, Tetrahedron, 63, 1229 (2007); doi:10.1016/j.tet.2006.11.048.

L.A.S. Mazzacaro, L.R.S. Dias, M.A. Khan, A.C.C. Freitas and A.W. Bhatti, 21st Annual Meeting, Sociedade Brasileira da Quimica, Pocos de Caldas, MG, Brazil, Q0-143, May (1998).

L.G. Tensmeyer and C. Ainsworth, J. Org. Chem., 31, 1878 (1966); doi:10.1021/jo01344a047.

M. Kaspady, V. Narayanaswamy, M. Raju and G. Rao, Drug Des. Discov., 6, 21 (2009); doi:10.2174/157018009787158481.

C.-R. Yang, Y. Zhang, M.R. Jacob, S.I. Khan, Y.-J. Zhang and X.-C. Li, Antimicrob. Agents Chemother., 50, 1710 (2006); doi:10.1128/AAC.50.5.1710-1714.2006.

Issue

Vol. 26 No. 10 (2014): Vol 26 Issue 10

Pyrazolopyridines II: Synthesis and Antibacterial Screening of 6-Aryl-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic Acids

Corresponding Author(s) : Muhammad Naeem Khan

Abstract

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