Synthesis, X-ray characterisation and studies of the new ionic complex [bis(pyridin-2-yl) disulfide] triiodide, obtained by oxidation of 2-mercaptopyridine with I-2 - Implications in the mechanism of action of antithyroid drugs (Journal article)

Antoniadis, C. D./ Hadjikakou, S. K./ Hadjiliadis, N./ Kubicki, M./ Butler, I. S.


The reaction of 2-mercaptopyridine (C5H5NS or PYSH) with diiodine in a molar ratio of 1:2 in dichloromethane led to the oxidation and dimerization of the ligand and formation of [(PYS-PYSH)I-+.(3)-]. The compound was characterised by elemental analysis, DTA-TG, FT-Raman, FT-IR, UV/Vis and H-1 NMR spectroscopy. The crystal structure of the complex has been determined by X-ray diffraction at 293(2) K. The compound [(C5H4NS-SNC5H5)I-3] is monoclinic with the space group P2(1) and a = 8.230(2) Angstrom, b = 35.708(7) Angstrom, c = 11.369(2) Angstrom, beta = 91.86(3)degrees and Z = 8. The results are discussed in relation to the mechanism of action of antithyroid drugs. The easy oxidation of PYSH by I-2 to form the monocationic disulfide complex [(PYS-PYSH)I-+.(3)-] is similar to the case of the antithyroid drug methimazole (MMI) and may indicate that PYSH might also possess antithyroid properties similar to those of MMI. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Institution and School/Department of submitter: Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας
Keywords: bioinorganic chemistry,iodine complexes,polyiodides,s ligands,crystal structures,charge-transfer complexes,i iodothyronine deiodinase,crystal-structures,molecular-interactions,diiodine adducts,ft-raman,iodine,methimazole,imidazole-2-thiones,interhalogens
URI: http://olympias.lib.uoi.gr/jspui/handle/123456789/9541
ISSN: 1434-1948
Link: <Go to ISI>://000225259900021
http://onlinelibrary.wiley.com/store/10.1002/ejic.200400290/asset/4324_ftp.pdf?v=1&t=h0dvkpks&s=cca98d506dc4a84a6bad8dd9bbd4d8ff8e05b537
Publisher: Wiley-VCH Verlag
Appears in Collections:Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά)

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