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Studies and Synthesis of Substituted 4-Biphenyl Acetamide Derivatives
Corresponding Author(s) : Anju Khullar
Asian Journal of Chemistry,
Vol. 31 No. 3 (2019): Vol 31 Issue 3
Abstract
A new series of substituted 4-biphenylamides have been synthesized by condensation of 4-biphenyl acetic acid with different primary amines (aromatic and aliphatic). 4-Biphenyl acetic acid was first treated with thionyl chloride in dry benzene to prepare substituted 4-biphenyl acetyl chloride, which is then treated with different aliphatic or aromatic amines to synthesize various substituted 4-biphenyl acid-amide derivatives. The structure of newly synthesized compounds has been established by analytical and spectral methods. These synthesized compounds have shown antifungal properties against Fusarium udum and Curvularia lunata.
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References
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Y. Ito, T. Miyasaka, H. Fukuda, K. Akahane and K. Kimura, Neuropharmacology, 35, 1263 (1996); https://doi.org/10.1016/S0028-3908(96)00057-3.
T.M. Si, L. Shu and N. Mogens, Zhonggco Linchung Yoolixue Zazhi, 16, 191 (2000).
N.J. Leeves and F. Riahi, PCT Int. Appl. WO 974940521 (1997).
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S. Dhaneshwar, A. Sutar and P. Kadam, J. Saudi Chem. Soc., 20(Suppl. 1), S211 (2016); https://doi.org/10.1016/j.jscs.2012.10.008.
K. Ishikawa, Japan Kokai Tokkyo Koho JP 07,187,192,2 (1993).
A. Hoshino, M. Kashimura, T. Asaka, T. Juoue and H. Okudaira, PCT Int. Appl. WO 960,491,913 (1996).
M. Schlitzer, J. Sakowski, I. Sattler, S. Grabley and R. Thiericke, Ger. Offen. DE, 851,24,714 (1999).
F. Chan, P. Magnus and E.G. McIver, Tetrahedron Lett., 41, 835 (2000); https://doi.org/10.1016/S0040-4039(99)02204-2.
P. Pavarello, R. Amici, G. Traquandi, M. Villa, A. Vulpetti and A. Isacchi, PCT Int. Appl. WO 0026,202,115 (2000).
G. Bernes, V. Berlin, J. Come, A. Kluge, K. Murthim and K. Pal, Appl. WO 0003,743,287 (2000).
C.-K. Kim, Y.-J. Cho and Z.-G. Gao, J. Control. Rel., 70, 149 (2001); https://doi.org/10.1016/S0168-3659(00)00343-6.
A. Deep, S. Jain and P.C. Sharma, Acta Pol. Pharm. Drug Res., 67, 63 (2010).
M.S. Yar and Z.H. Ansari, Acta Pol. Pharm. Drug Res., 66, 387 (2009).
N. Sachan, S. Thareja, R. Agarwal, S.S. Kadam and V.M. Kulkarni, Int. J. Chemtech Res., 1, 1625 (2009).
G. Ruggero, C.K. Jones, K. Hemstapat, Y. Nong, N.G. Echemendia, L.C. Williams, T.D. Paulis and P.J. Conn, J. Pharmacol. Exp. Ther., 173, 318 (2006); https://doi.org/10.1124/jpet.106.102046.
A. Deep, S. Jain, P.C. Sharma, P. Verma, M. Kumar and C.P. Dora, Acta Pol. Pharm. Drug Res., 67, 225 (2010).
G. Cihan-Üstündag, D. Satana, G. Özhan and G. Capan, J. Enzym. Inhibit. Med. Chem., 31, 369 (2016); https://doi.org/10.3109/14756366.2015.1024673.
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J.S. Mojjarad, Z. Zamani, H. Nazemiyeh, S. Ghasemi and D. Asgari, Adv. Pharm. Bull., 1, 9 (2011).
C.X. Wei, M. Bian and G.H. Gong, Molecules, 20, 5528 (2015); https://doi.org/10.3390/molecules20045528.
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H. Aldemir, R. Richarz and T.A.M. Gulder, Angew. Chem. Int. Ed., 53, 8286 (2014); https://doi.org/10.1002/anie.201401075.
J. Zhang, J. Chen, Z. Liang and C. Zhao, Chem. Biodivers., 11, 1 (2014); https://doi.org/10.1002/cbdv.201100433.
M.E. Maier, Org. Biomol. Chem., 13, 5302 (2015); https://doi.org/10.1039/C5OB00169B.
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S. Erdal, L. Berman and D.O. Hryhorczuk, J. Air Waste Manage. Assoc., 58, 1022 (2008); https://doi.org/10.3155/1047-3289.58.8.1022.
O.N. Zhukovskaya, V.A. Anisimova, A.A. Spasov, P.M. Vasil’ev, V.A. Kosolapov, A.F. Kucheryavenko, N.A. Gurova, L.V. Naumenko, V.A. Kuznetsova, D.V. Sorotskii, O.A. Solov’eva, E.V. Reznikov, V.V. Gurova and V.S. Sirotenko, Pharm. Chem. J., 49, 735 (2016); https://doi.org/10.1007/s11094-016-1362-9.
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V.A. Anisimova, O.N. Zhukovskaya, A.A. Spasov, V.A. Kuznetsova, V.A. Kosolapov, D.S. Yakovlev, O.A. Solov’eva, D.V. Sorotskii, A.A. Brigadirova and E.S. Vorob’ev, Pharm. Chem. J., 49, 653 (2016); https://doi.org/10.1007/s11094-016-1346-9.
O.N. Zhukovskaya, V.A. Anisimova, A.A. Spasov, D.S. Yakovlev, N.A. Gurova, A.F. Kucheryavenko, O.A. Salaznikova, V.A. Kuznetsova, D.V. Mal’tsev, A.A. Brigadirova, Ya.V. Morkovina, O.A. Solov’eva, V.V. Gurova and E.V. Reznikov, Pharm. Chem. J., 51, 182 (2017); https://doi.org/10.1007/s11094-017-1578-3.