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Synthesis and Thermodynamic Investigation of 4-Amino-6-Hydroxy-2-Mercapto Pyrimidine (AHMP) Complexes with Some Selected Divalent Metal(II) Ions

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Abstract

The synthesis and characterization of zinc(II), cadmium(II), lead(II), mercury(II) and phenylmercury(II) complexes of 4-amino-6-hydroxy-2-mercapto pyrimidine (AHMP) are reported. The stoichiometry of the complexes was found to be 1:2 except for the phenylmercury(II) complex where the ratio is 1:1. Characterization of these complexes was carried out by means of elemental analyses, IR and 1H NMR measurements. In these complexes the ligand is bonded to the metal through its sulfur atom. The potentiometric results showed the formation of 1:1 and 1:2 complexes and the corresponding stability constants were determined for both Zn(II) and Cd(II) ions. The high insolubility of mercury(II), phenylmercury(II) and lead(II) complexes prevented the determination of their stability constants. The concentration distribution of the complexes in solution was evaluated. The effect of temperature on the dissociation constant of AHMP and the formation constants of both the Zn-AHMP and Cd-AHMP complexes were studied and the thermodynamic parameters were calculated.

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References

  1. 1. Ashby, J.R., Craig, P.J.: The Biomethylation of Heavy Metal Elements, In: Harrison, R. M., (ed.) Royal Society of Chemistry, Cambridge, p. 309 (1990)

    Google Scholar 

  2. 2. Bell, N.A., Coles, S.J., Constable, C.P., Hibbs, D.E., Hursthouse, M.B., Mansor, R., Raper, E.S., Sammon, C.: Complexes of Heterocyclic Thiones and Group 12 Metals: Part 5. Reactions of 1,3-thiazolidine-2-thione and benzo-1,3-thiazoline-2-thione with mercury(II) halides in a 2:1 ratio. Crystal structures of bis(1,3-thiazolidine-2-thione)mercury(II) bromide and bis(benzo-1,3-thiazolinato)mercury(II). Inorg. Chim. Acta 323, 69–77 (2001)

    Article  CAS  Google Scholar 

  3. 3. Miller, D.M., Woods, J.S.: Redox activities of mercury-thiol complexes: Implications for mercury-induced porphyria and toxicity. Chem.-Biol. Interact. 88, 23–35(1993)

    Article  CAS  Google Scholar 

  4. 4. Raper, E.S.: Copper complexes of heterocyclic thioamides and related ligands. Coord. Chem. Rev. 129, 91–156 (1994)

    Article  CAS  Google Scholar 

  5. 5. Dunnich, J.K., Fowler, B.A.: in Handbook on Toxicity of Inorganic Compounds. In: Seiler, H.G., Sigel, H., Sigel, A. (eds.) (Ch. 14), Marcel Dekker, p. 155 New York, (1988)

    Google Scholar 

  6. 6. Catsch, A., Harmuth-Hoene, A.E.: Pharmacology and therapeutic applications of agents used in heavy metal poisoning, pharmacology and therapeutics. Part A: Chemotherapy, toxicology and metabolic Inhibitors, 1, 1–118 (1976)

    Article  CAS  Google Scholar 

  7. 7. Thunus, L., Lejeune, R.: in Handbook on Metals in Clinical and Analytical Chemistry. In: Seiler, H.G., Sigel, H., Sigel, A. (eds.), (Ch. 58), Marcel Dekker, New York, (1994)

    Google Scholar 

  8. 8. Wilson, R.L.: in Zinc in Human Biology, Mills, C.F. (ed.), Springer, London, (1989)

    Google Scholar 

  9. 9. Brzoska, M.M., Moniusko-Jakoniuk, J.: Interactions between cadmium and zinc in the organism. Food Chem. Toxicol. 39, 967–980 (2001)

    Article  CAS  Google Scholar 

  10. 10. Armitage, I.M., Schoot Viterkamp, A.J.M., Chlebowski, J.R., Coleman, J.E.: 113Cd NMR as a probe of the active sites of metalloenzymes. J. Magnetic Resonance 29, 375–392 (1978)

    CAS  Google Scholar 

  11. 11. Beinert, H.: Structure and function of copper proteins: Report on the fourth La Cura Conference. Coord. Chem. Rev. 33, 55–85 (1980)

    Article  CAS  Google Scholar 

  12. 12. Lippard, S.J.: Iron sulfur coordination compounds and proteins. Accts. Chem. Res. 6, 282–288 (1973)

    Article  CAS  Google Scholar 

  13. 13. Rabinowitz, J.C.: Bioinorganic Chemistry, Adv. in Chem. Series 100, 322 (1971)

    Article  Google Scholar 

  14. 14. Rau, T., Shoukry, M.M., van Eldik, R.: Complex formation and ligand substitution reactions of (2-picolylamine)palladium(II) with various biologically relevant ligands. Characterization of (2-picolylamine)(1,1-cyclobutanedicarboxylato)palladium(II). Inorg. Chem. 36, 1454–1463 (1997)

    Article  CAS  Google Scholar 

  15. 15. El-Sherif, A.A., Shoukry, M.M., van Eldik, R.: Complex-formation reactions and stability constants for mixed-ligand complexes of diaqua(2-picolylamine)palladium(II) with some bio-relevant ligands. J. Chem. Soc., Dalton Trans. 1425–1432 (2003)

  16. 16. El-Sherif, A.A., Shoukry, M.M.: Copper(II) complexes of imino-bis(methyl phosphonic acid) with some bio-relevant ligands. Equilibrium studies and hydrolysis of glycine methyl ester through complex formation. J. Coord. Chem. 58, 1401 (2005)

    Article  CAS  Google Scholar 

  17. 17. El-Sherif, A. A.: Mixed-ligand complexes of 2-(aminomethyl)benzimidazolepalladium(II) with various biologically relevant ligands. J. Solution Chem. (2006) in press

  18. 18. Bates, R. G.: Determination of pH-Theory and Practice, 2nd Edit., Wiley-Interscience, New York (1975)

    Google Scholar 

  19. 19. Chemistry Data Book, Eds. J. G. Stark and H. G. Wallace, Murray, London, p. 75, (1975)

    Google Scholar 

  20. 20. Gans, P., Sabatini, A., Vacca, A.: An improved computer program for the computation of formation constants from potentiometric data. Inorg. Chim. Acta 18, 237–239 (1976)

    Article  CAS  Google Scholar 

  21. 21. Pettit, L.: University of Leeds, personal communication

  22. 22. Arhland, S.: Structure and Bonding, 1, 207 (1966).

    Google Scholar 

  23. 23. Nath, M., Sulaxna, Song, X., Eng, G.: Synthesis, spectral and thermal studies of some organotin(IV) derivatives of 5-amino-3H-1,3,4-thiadiazole-2-thione. Spectrochim. Acta (A) 64, 148–155 (2006)

    Article  CAS  Google Scholar 

  24. 24. Rao, C.N.: Chemical Applications of Infrared Spectroscopy. Academic Press, New York, p. 297 (1963)

    Google Scholar 

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Correspondence to Mohamed. M. Shoukry.

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Al-Kandary, J.A., Mandani, F.M.A., Al-Jimaz, A.S. et al. Synthesis and Thermodynamic Investigation of 4-Amino-6-Hydroxy-2-Mercapto Pyrimidine (AHMP) Complexes with Some Selected Divalent Metal(II) Ions. J Solution Chem 36, 247–257 (2007). https://doi.org/10.1007/s10953-006-9107-0

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