Abstract
An operationally simple and efficient method of synthesis of novel 1,5-disubstituted tetrazoles with high yields from easily accessible 2-(2-benzamido-3-arylacrylamido)acetate under mild conditions is developed. Anticancer and anti-microbial tests of the new tetrazole derivatives have been carried out.
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Mohite, P.B. and Bhaskar, V.H., Int. J. Pharm. Tech. Res., 2011, vol. 3, no. 3, p. 1557.
May, B.C.H. and Abell, A.D., Tetrahedron Lett., 2001, vol. 42, p. 5641. doi 10.1016/S0040-4039(01)01101-7
Zabrocki, J., Smith, G.D., Dunbar, J.B., Iijima, J.H., Marshall, G.R., J. Am. Chem. Soc., 1981, 10, p. 5875. doi 10.1021/ja00225a045
Lee, P.Y., Chang, W.N., Lu, C.H., Lin, M.W., Cheng, B.C., Chien, C.C., Chang, C., and Chang, H.W., J. Antimicrob. Chemother., 2003, vol. 51, p. 957. doi 10.1093/jac/dkg158
Koldobskii, G.I., Ostrovskii, V.A., and Popavskii, V.S., Chem. Heterocycl Compd., 1981, vol. 17, p. 965. doi 10.1007/BF00503523
Myznikov, L.V., Hrabalek, A., and Koldobskii, G.I., Chem. Heterocycl Compd., 2007, vol. 43, p. 1. doi 10.1007/s10593-007-0001-5
Rajasekaran, A. and Thampi, P.P., Eur. J. Med. Chem., 2004, vol. 39, p. 273. doi 10.1016/j.ejmech.2003.11.016
Habich, D., Synthesis, 1992, p. 358. doi 10.1055/s-1992-26107
Uchida, M., Komatsu, M., Morita, S., Kanbe, T., Yamasaky, K., and Nakagawa, K., Chem. Pharm. Bull., 1989, vol. 37, p. 958. doi 10.1248/cpb.37.958
Huang, R.Q., Bell-Horner, C.L., Dibas, M.I., Covey, D.F., Drewe, J.A., and Dillon, G.H., J. Pharmacol. Exp. Ther., 2001, vol. 298, p. 986. doi 0022-3565/01/2983-986–995$3.00
Waisser, K., Adamec, J., Kunes, J., and Kaustova, J., Chem. Pap., 2004, vol. 58, p. 214.
Sarvary, A. and Maleki, A., Mol. Diversity, 2015, vol. 19, p. 189. doi 10.1007/s11030-014-9553-3
Roh, J., Vavrova, K., and Hrabalek, A., Eur. J. Org. Chem., 2012, vol. 27, p. 6101.
(a) Koldobskii, G.I., Russ. J. Org. Chem., 2006, vol. 42, p. 469. doi 10.1134/S1070428006040014
Herr, R.J., Bioorg. Med. Chem., 2002, vol. 10, p. 3379. doi 10.1016/S0968-0896(02)00239-0
Wittenberger, S., J. Org. Prep. Proced. Int., 1994, vol. 26, p. 499.
(a) Soliman, H.A. and Salama, T.A., Chin. Chem. Lett., 2013, vol. 24, p. 404. doi 10.1016/j.cclet.2013.03.021
Soliman, H.A. and Salama, T.A., Org. Chem., P. An Indian J., 2014, vol. 10, p. 63
Khatab, T.K., Mubarak, A.Y., and Soliman, H.A., J. Heterocycl. Chem., 2017, p. 2463. doi 10.1002/jhet
El-Ahl, A.-A.S., Elmorsy, S.S., Soliman, H.A., and Amer, F.A., Tetrahedron Lett., 1995, vol. 36, p. 7337. doi 0040-4039(95)01513-2
El-Ahl, A.-A.S., Elmorsy, S.S., Elbeheery, A.H., and Amer, F.A., Tetrahedron Lett., 1997, vol. 38, p. 1257, doi S0040-4039(97)00052-X
Salama, T.A., El-Ahl, A.-A.S., Khalil, A.-G.M., Girges, M.M., Lackner, B., Steindl, C., and Elmorsy, S.S., Monatshefte fur Chemie, 2003, vol. 134, p. 1241. doi 10.1007/s00706-003-0045-x
(a) Kumar, S.V., Saraiah, B., Misra N.C., and Ila, H., J. Org. Chem., 2012, vol. 77, 10752. doi 10.1021/jo3021192
Siddaiah, V., Mahaboob Basha, G., Sudhakar, D., Srinuvasarao, R., and Santosh Kumar, Y., Synth. Comm., 2013, vol. 43, p. 2191. doi 10.1080/00397911.2012.696301
Liu, B., Zhang, Y., Huang, G., Zhang, X., Niu, P., Wu, J., Yu, W., and Chang J., Org. Biomol. Chem., 2014, vol. 12, p. 3912. doi 10.1039/c4ob00309h
(a)Jaremko, M., Jaremko, Ł., Mazur, A., Makowski, M., and Lisowski, M., Amino Acids, 2013, vol. 45, p. 865. doi 10.1007/s00726-013-1534-9
Makowski, M., Pawelczak, M., Latajka, R., Nowak, K., and Kafarski, P., J. Peptide Sci., 2001, vol. 7, p. 141
El-Baba, S., Nuzillard, J.M., Poulin, J.C., and Kagan, H.G., Tetrahedron, 1986, vol. 42, p. 3851.
Hamdy, N.A., Anwar, M.M., Abu-Zied, K.M., and Awad, H.M., Acta Poloniae Pharm. Drug Res., 2013, vol. 70, p. 987.
Soliman, H.A., Yousif, M.N.M., Said, M.M., Hassan, N.A., Ali, M.M., Awad, H.M., and Abdel-Megeid, F.M.E., Der Pharma Chem., 2014, vol. 6(3), p. 394.
Awad, H.M., Abd-Alla, H.I., Mahmoud, K.H., and El-Toumy, S.A., Med. Chem. Res., 2014, vol. 23, p. 3298. doi 10.1007/s00044-014-0915-2
Cruickshank, R., Duguid, J.P., Marion, B.P., and Swain, R.H.A., Medicinal Microbiology, London: Churchill Livingstone, 1975, vol. 2, 11 ed., p. 196.
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Soliman, H.A., Kalmouch, A., Awad, H.M. et al. Synthesis of New Tetrazole Derivatives and Their Biological Evaluation. Russ J Gen Chem 88, 1726–1733 (2018). https://doi.org/10.1134/S1070363218080273
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DOI: https://doi.org/10.1134/S1070363218080273