7. Nagasaka A, Hidaka H (1976) Effect of antithyroid agents 6-propyl-2-thiouracil and
l-methyl-2-mercaptoimidazole on human thyroid iodide peroxidase. J Clin Endocrinol Metab
43:152–158
8. Heath H, Toennies G (1958) The preparation and properties of ergothioneine disulphide.
Biochem J 68:204–210
9. Phan H, Lekin K, Winter SM, Oakley RT, Shatruk M (2013) Photoinduced solid state
conversion of a radical r-dimer to a p-radical pair. J Am Chem Soc 135:15674–15677
10. Matsuzaki H, Fujita W, Awaga K, Okamoto H (2003) Photoinduced phase transition in an
organic radical crystal with room-temperature optical and magnetic bistability. Phys Rev Lett
91:017403
11. Brás EM, Fausto R (2018) An insight into methimazole phototautomerism: Central role of the
thiyl radical and effect of benzo substitution. J Mol Struct. https://doi.org/10.1016/j.molstruc.
2018.02.013 (in press)
12. Brás EM, Fausto R (2018) Controlled light-driven switching in 2-thiobenzimidazole.
J Photoch Photobio A 357:185–192
13. Arunan E, Desiraju GR, Klein RA, Sadlej J, Scheiner S, Alkorta I, Clary DC, Crabtree RH,
Dannenberg JJ, Hobza P, Kjaergaard HG, Legon AC, Mennucci B, Nesbitt DJ (2011)
Definition of the hydrogen bond. Pure Appl Chem 83:1637–1641
14. Lodochnikova OA, Bodrov AV, Saifina AF, Nikitina LE, Litvinov IA (2013) A new
polymorph of methimazole: Single crystal and powder X-ray diffraction study. J Struct Chem
54:140–147
15. Khan H, Badshah A, Shaheen F, Giek C, Qureshi RA (2008) 1-methyl-1H-benzimidazole-2
(3H)-thione. Acta Cryst E 64:o1141
16. Form GR, Raper ES, Downie TC (1976) The crystal and molecular structure of
2-mereaptobenzimidazole. Acta Cryst B 32:345–348
17. Block SS (2003) Disinfection, sterilization and preservation, 4th edn. Lea & Febiger Inc.,
Philadelphia, USA
18. Kumar CSA, Kavitha CV, Vinaya K, Prasad SBB, Thimmegowda NR, Chandrappa S,
Raghavan SC, Rangappa KS (2009) Synthesis and in vitro cytotoxic evaluation of novel
diazaspiro bicyclo hydantoin derivatives in human leukemia cells: a SAR study. Invest New
Drugs 27:327–337
19. Kavitha CV, Nambiar M, Kumar CSA, Choudhary B, Muniyappa K, Rangappa KS,
Raghavan SC (2009) Novel derivatives of spirohydantoin induce growth inhibition followed
by apoptosis in leukemia cells. Biochem Pharmacol 77:348–363
20. Sarges R, Schnur RC, Belletire JL, Peterson MJ (1988) Spiro hydantoin aldose reductase
inhibitors. J Med Chem 31:230–243
21. Yang K, Tang Y, Iczkowski KA (2010) Phenyl-methylene hydantoins alter CD44-specific
ligand binding of benign and malignant prostate cells and suppress CD44 isoform expression.
Am J Transl Res 2:88–94
22. Park HS, Choi HJ, Shin HS, Lee SK, Park MS (2007) Synthesis and characterization of novel
hydantoins as potential COX-2 inhibitors: 1,5-Diarylhydantoins. Bull Korean Chem Soc
28:751–757
23. Comber RN, Reynolds RC, Friedrich JD, Manguikian RA, Buckheit RW, Truss JW,
Shannon WM, Secrist JA (1992) 5,5-disubstituted hydantoins: syntheses and anti-HIV
activity. J Med Chem 35:3567–3572
24. Cruz-Cabeza AJ, Schwalbe CH (2012) Observed and predicted hydrogen bond motifs in
crystal structures of hydantoins, dihydrouracils and uracils. New J Chem 36:1347–1354
25. Faris WM, Safi ZS (2014) Theoretical investigation of tautomerism stability of hydantoin in
the gas phase and in the solution. Orient J Chem 30:1045–1054
26. Ildiz GO, Nunes CM, Fausto R (2013) Matrix isolation infrared spectra and photochemistry of
hydantoin. J Phys Chem A 117:726–734
27. Ildiz GO, Boz I, Unsalan O (2012) FTIR spectroscopic and quantum chemical studies on
hydantoin. Opt Spectrosc 112:665–670
7 Hydantoins and Mercaptoimidazoles: Vibrational …
221
l-methyl-2-mercaptoimidazole on human thyroid iodide peroxidase. J Clin Endocrinol Metab
43:152–158
8. Heath H, Toennies G (1958) The preparation and properties of ergothioneine disulphide.
Biochem J 68:204–210
9. Phan H, Lekin K, Winter SM, Oakley RT, Shatruk M (2013) Photoinduced solid state
conversion of a radical r-dimer to a p-radical pair. J Am Chem Soc 135:15674–15677
10. Matsuzaki H, Fujita W, Awaga K, Okamoto H (2003) Photoinduced phase transition in an
organic radical crystal with room-temperature optical and magnetic bistability. Phys Rev Lett
91:017403
11. Brás EM, Fausto R (2018) An insight into methimazole phototautomerism: Central role of the
thiyl radical and effect of benzo substitution. J Mol Struct. https://doi.org/10.1016/j.molstruc.
2018.02.013 (in press)
12. Brás EM, Fausto R (2018) Controlled light-driven switching in 2-thiobenzimidazole.
J Photoch Photobio A 357:185–192
13. Arunan E, Desiraju GR, Klein RA, Sadlej J, Scheiner S, Alkorta I, Clary DC, Crabtree RH,
Dannenberg JJ, Hobza P, Kjaergaard HG, Legon AC, Mennucci B, Nesbitt DJ (2011)
Definition of the hydrogen bond. Pure Appl Chem 83:1637–1641
14. Lodochnikova OA, Bodrov AV, Saifina AF, Nikitina LE, Litvinov IA (2013) A new
polymorph of methimazole: Single crystal and powder X-ray diffraction study. J Struct Chem
54:140–147
15. Khan H, Badshah A, Shaheen F, Giek C, Qureshi RA (2008) 1-methyl-1H-benzimidazole-2
(3H)-thione. Acta Cryst E 64:o1141
16. Form GR, Raper ES, Downie TC (1976) The crystal and molecular structure of
2-mereaptobenzimidazole. Acta Cryst B 32:345–348
17. Block SS (2003) Disinfection, sterilization and preservation, 4th edn. Lea & Febiger Inc.,
Philadelphia, USA
18. Kumar CSA, Kavitha CV, Vinaya K, Prasad SBB, Thimmegowda NR, Chandrappa S,
Raghavan SC, Rangappa KS (2009) Synthesis and in vitro cytotoxic evaluation of novel
diazaspiro bicyclo hydantoin derivatives in human leukemia cells: a SAR study. Invest New
Drugs 27:327–337
19. Kavitha CV, Nambiar M, Kumar CSA, Choudhary B, Muniyappa K, Rangappa KS,
Raghavan SC (2009) Novel derivatives of spirohydantoin induce growth inhibition followed
by apoptosis in leukemia cells. Biochem Pharmacol 77:348–363
20. Sarges R, Schnur RC, Belletire JL, Peterson MJ (1988) Spiro hydantoin aldose reductase
inhibitors. J Med Chem 31:230–243
21. Yang K, Tang Y, Iczkowski KA (2010) Phenyl-methylene hydantoins alter CD44-specific
ligand binding of benign and malignant prostate cells and suppress CD44 isoform expression.
Am J Transl Res 2:88–94
22. Park HS, Choi HJ, Shin HS, Lee SK, Park MS (2007) Synthesis and characterization of novel
hydantoins as potential COX-2 inhibitors: 1,5-Diarylhydantoins. Bull Korean Chem Soc
28:751–757
23. Comber RN, Reynolds RC, Friedrich JD, Manguikian RA, Buckheit RW, Truss JW,
Shannon WM, Secrist JA (1992) 5,5-disubstituted hydantoins: syntheses and anti-HIV
activity. J Med Chem 35:3567–3572
24. Cruz-Cabeza AJ, Schwalbe CH (2012) Observed and predicted hydrogen bond motifs in
crystal structures of hydantoins, dihydrouracils and uracils. New J Chem 36:1347–1354
25. Faris WM, Safi ZS (2014) Theoretical investigation of tautomerism stability of hydantoin in
the gas phase and in the solution. Orient J Chem 30:1045–1054
26. Ildiz GO, Nunes CM, Fausto R (2013) Matrix isolation infrared spectra and photochemistry of
hydantoin. J Phys Chem A 117:726–734
27. Ildiz GO, Boz I, Unsalan O (2012) FTIR spectroscopic and quantum chemical studies on
hydantoin. Opt Spectrosc 112:665–670
7 Hydantoins and Mercaptoimidazoles: Vibrational …
221