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Spectral and theoretical study of 2-methyl-3-{[(Z)-3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino}quinazolin-4-one and its complexes with metal ions M(II)

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Abstract

2-Methyl-3-{[(Z)-3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino}quinazolin-4-one was synthesized by condensation of 5-hydroxy-4-formyl-3-methyl-1-phenylpyrazole with N-amino-2-methylquinazolin-4-one and its structure and properties were studied by IR, 1H, 13C NMR, 2D 1H NMR (COSY) and electronic spectroscopy and mass-spectrometry. By the reaction of compound (III) with Cd(II), Zn(II), and Pb(II) acetates the intracomplex compounds of 1: 2 composition (metal: ligand) were obtained.

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References

  1. Kumar, S., Mishra, G., Singh, P., Jha, K.K., Khosa, R.L., and Gupta, S.K., Der Chemica Sinica, 2011, vol. 2, no. 4, p. 36.

    Google Scholar 

  2. Nanda, A.K., Ganduli, S., and Chakraborty, R., Molecules, 2007, vol. 12, no. 10, p. 2413, DOI: 10.3390/12102413.

    Article  CAS  Google Scholar 

  3. Panneerselvam, P., Ahmad, B.R., Sankar, R.D., and Kumar, R.N., Eur. J. Med. Chem., 2009, vol. 44, no. 5, p. 2328. DOI: 10.1016/j.ejmech.2008.04.010.

    Article  CAS  Google Scholar 

  4. Mashkovskii, M.D., Lekarstvennye sredstva (Drugs), Moscow: Novaya Volna, 2012.

    Google Scholar 

  5. Omotowa, B.A. and Mesubi, M.A., Appl. Organomet. Chem., 1997, vol. 11, no. 1, p. 1. DOI: 10.1002/(SICI)1099-0739(199701).

    Article  CAS  Google Scholar 

  6. Cushman, M., Jayaraman, M., Vroman, J.A., Fukunaga, A.K., Fox, B.M., Kohlhagen, G., Strumberg, D., and Pommier, Y., J. Med. Chem., 2000, vol. 43, p. 3665. DOI: 10.1021/jm000029d

    Article  Google Scholar 

  7. Yu, Z.-G., Ding, W.-M., Ji, H.-R., Zhu, X.-Y., Chin. J. Org. Chem., 2010, vol. 30, no. 9, p. 1358.

    CAS  Google Scholar 

  8. Prasad, K.S., Kumar, L.S., Chandan, S., Jayalakshmi, B., and Revanasiddappa, H.D., Spectrochim. Acta Part A, 2011, vol. 81, p. 276. DOI: 10.1016/j.saa.2011.06.010.

    CAS  Google Scholar 

  9. Gudasi, K.B., Vadavi, R.S., Shenov, R.V., Patil, S.A., and Nathaji, M., Transit. Metal. Chem., 2006, vol. 31, no. 1, p. 135. DOI: 10.1007/s11243-005-6363-6.

    Article  CAS  Google Scholar 

  10. Gudasi, K.B., Vadavi, R.S., Shenov, R.V., Patil, S.A., and Nathaji, M., Transit. Metal. Chem., 2005, vol. 30, no. 6, p. 661. DOI: 10.1007/s11243-005-4829-1.

    Article  CAS  Google Scholar 

  11. Shiva, P.K., Shiva, K.L., Melvin, P., Jayalakshmi, B., and Hosakere, D.R., Biointerface Res. Appl. Chem. Open Access J., 2011, vol. 1, no. 4, p. 127

    Google Scholar 

  12. Popov, L.D., Borodkin, S.A., Shcherbakov, I.N., Tkachenko, Y.N., Aleksandrov, G.G., Beloborodov, S.S., Zubenko, A.A., Kogan, V.A., and Maevskii, O.V., Russ. J. Gen. Chem., 2013, vol. 83, no. 7, p. 1376. DOI: 10.1134/S107036321307013X.

    Article  CAS  Google Scholar 

  13. Levchenkov, S.I., Shcherbakov, I.N., Popov, L.D., Uraev, A.I., Suponitskii, K.Yu., Zubenko, A.A., Ionov, A.M., and Kogan, V.A., J. Struct. Chem., 2015, vol. 56, no. 1, p. 113.

    Article  CAS  Google Scholar 

  14. Lee, C., Yang, W., and Parr, R.G., Phys. Rev. B, 1988, vol. 37, no. 2, p. 785. DOI: 10.1103/PhysRevB.37.785.

    Article  CAS  Google Scholar 

  15. Becke, A.D., J. Chem. Phys., 1993, vol. 98, no. 7, p. 5648. DOI: 10.1063/1.464913.

    Article  CAS  Google Scholar 

  16. Ditchfield, R., Hehre, W.J., and Pople, J.A., J. Chem. Phys., 1971, vol. 54, no. 2, p. 724. DOI: 10.1063/1.1674902.

    Article  CAS  Google Scholar 

  17. Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Montgomery, J.A., Vreven, Jr.T., Kudin, K.N., Burant, J.C., Millam, J.M., Iyengar, S.S., Tomasi, J., Barone, V., Mennucci, B., Cossi, M., Scalmani, G., Rega, N., Petersson, G.A., Nakatsuji, H., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Klene, M., Li, X., Knox, J.E., Hratchian, H.P., Cross, J.B., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R.E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Ayala, P.Y., Morokuma, K., Voth, G.A., Salvador, P., Dannenberg, J.J., Zakrzewski, V.G., Dapprich, S., Daniels, A.D., Strain, M.C., Farkas, O., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Ortiz, J.V., Cui, Q., Baboul, A.G., Clifford, S., Cioslowski, J., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nanayakkara, A., Challacombe, M., Gill, P.M.W., Johnson, B., Chen, W., Wong, M.W., Gonzalez, C., and Pople, J.A., Gaussian 03, Revision A.1, Gaussian, Inc., Pittsburgh PA, USA (2003).

    Google Scholar 

  18. Kumaradhas, P., Lakshmi, G.S., Sridhar, B., Selvam, P.P., and Saravanan, G., Acta Cryst. E, 2007, vol. 63, p. o4293. DOI: 10.1107/S1600536807047393.

  19. Porai-Koshits, B.A. and Kvitko, I.Ya., Zh. Obshch. Khim., 1962, vol. 32, no. 12, p. 4050.

    CAS  Google Scholar 

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Correspondence to L. D. Popov.

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Original Russian Text © L.D. Popov, S.A. Borodkin, Yu.P. Tupolova, M.E. Kletskii, O.N. Burov, V.G. Vlasenko, A.S. Burlov, I.N. Shcherbakov, A.A. Zubenko, A.V. Derkun, 2015, published in Zhurnal Obshchei Khimii, 2015, Vol. 85, No. 7, pp. 1187–1194.

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Popov, L.D., Borodkin, S.A., Tupolova, Y.P. et al. Spectral and theoretical study of 2-methyl-3-{[(Z)-3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino}quinazolin-4-one and its complexes with metal ions M(II). Russ J Gen Chem 85, 1706–1712 (2015). https://doi.org/10.1134/S1070363215070233

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  • DOI: https://doi.org/10.1134/S1070363215070233

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