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Synthesis of Some N1-(3-Hydroxy-2-pyridyl)benzamides
Authors:A Mobinikhaledi  N Foroughifar  M Fallah
Institution:Department of Chemistry , University of Arak , Arak , Iran
Abstract:

Benzoxazoles are of special interest because of having various types of biological properties such as antihistaminic, antihelmintic antifungal and antibacterial activities. 1 Hisano, T., Ichikawa, M., Tsumoto, K. and Tasaki, M. 1982. Chem. Pharm. Bull, 30: 2996 CSA]Crossref], Web of Science ®] Google Scholar], 2 Prudhomme, M., Guyot, J. and Jeminet, G. 1986. J. Antibiotics, 39: 934 CSA]Crossref], PubMed], Web of Science ®] Google Scholar], 3 Ersan, S., Nacak, S., Berkem, R. and Özden, T. 1997. Arzneim. Forsch, 47: 963 CSA]PubMed], Web of Science ®] Google Scholar], 4 Sener, E., Yalc?n, ?., Temeiz, Ö., Ören, ?., Ak?n, A. and Ucartürk, N. 1997. Farmaco, 52: 99 CSA]PubMed] Google Scholar], 5 Ören, ?., Temiz, Ö., Yalc?n, ?., Sener, E., Ak?n and Ucartürk, N. 1997. Forsch, 47: 1393 CSA] Google Scholar], 6 Temiz, Ö., Ören, ?., Sener, E., Yalc?n, ?. and Ucartürk, N. 1998. Farmaco, 53: 337 CSA]CROSSREF]Crossref], PubMed] Google Scholar], 7 Yalc?n, ?., Ören, ?., Sener, E., Ak?n, A. and Ucartürk, N. 1992. J. Med. Chem, 27: 401 CSA]CROSSREF]Crossref], Web of Science ®] Google Scholar], 8 Temiz, Ö., Ören, ?. and Altanlar, N. 2002. Farmaco, 57: 175 CSA]CROSSREF]Crossref], PubMed] Google Scholar], 9 Sener, E., Temeiz, Ö., Yalc?n, ?. and Altanlar, N. 2000. Farmaco, 55: 397 CSA]CROSSREF]Crossref], PubMed] Google Scholar], 10 Ören, ?., Temiz, Ö., Yalc?n, ?., Sener, E. and Altanlar, N. 1998. Eur. J. Pharm. Sci., 7: 153 CSA]Crossref], Web of Science ®] Google Scholar] Benzamide derivatives, as the possible metabolites of benzoxazoles, show various types of biological activities. 11 Sener, E., Bingöl, K., Ören, ?., Arpac?, Ö., Yalc?n, K. ?. and Altanlar, N. 2000. Farmaco, 55: 469 CSA]CROSSREF]Crossref], PubMed] Google Scholar], 12 Sener, E., Yalc?n, K. ?. and Altanlar, N. 2002. Farmaco, 57: 451 CSA]CROSSREF]Crossref], PubMed] Google Scholar] Some N-(2-hydroxyphenyl)- benzamides, which showed significant activity compared to phenylacetamides and furamides,11 have been synthesized by treating 2-aminophenol with carboxylic acid chlorides under weak basic solution. 11 Sener, E., Bingöl, K., Ören, ?., Arpac?, Ö., Yalc?n, K. ?. and Altanlar, N. 2000. Farmaco, 55: 469 CSA]CROSSREF]Crossref], PubMed] Google Scholar], 12 Sener, E., Yalc?n, K. ?. and Altanlar, N. 2002. Farmaco, 57: 451 CSA]CROSSREF]Crossref], PubMed] Google Scholar] However, synthesis and especially biological activity of N-(3-hydroxy-2-pyridyl)benzamides were not studied well. Owing to the versatility of benzamides we have extended the reaction of 2-amino-3-pyridinol with different carboxylic acid chlorides in order to preparation of some new benzamide derivatives containing a hydroxypyridyl ring.
Keywords:2-Amino-3-pyridinol  3-hydroxy-2-pyridyl  benzamide
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