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2000
Volume 22, Issue 10
  • ISSN: 1570-1786
  • E-ISSN: 1875-6255

Abstract

Carbimazole is a prodrug that inhibits the overproduction of thyroid hormones in the human body. Its active form, methimazole, is produced by biocatalytic transformation in the target organ. This study addresses the chemistry of carbimazole and thiamazole to improve its therapeutic predictability. The study focuses on the optimisation and selection of conditions for the synthesis and hydrolysis of carbimazole, leading to its active derivative. The study investigated the reaction of thiamazole with iodine ions under programmable process conditions. The results were confirmed using various analytical techniques, including high-performance liquid chromatography (HPLC), liquid chromatography coupled to mass spectrometry (LCMS), infrared spectroscopy (FTIR) and nuclear magnetic resonance (NMR). As a result, the synthesis of both types of therapeutics was optimised and the model interaction with iodide ions was confirmed based on the derivation of imidazole derivatives.

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2025-04-04
2025-10-24

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References

  1. GlinoerD. Thyroid201121101049105110.1089/thy.2011.2110.ed2 21943134
     [Google Scholar]
  2. AlexanderE.K. PearceE.N. BrentG.A. BrownR.S. ChenH. DosiouC. GrobmanW.A. LaurbergP. LazarusJ.H. MandelS.J. PeetersR.P. SullivanS. Thyroid201727331538910.1089/thy.2016.0457 28056690
     [Google Scholar]
  3. Hypothyroidism in Pregnancy2024Available from: https://www.thyroid.org/hypothyroidism-in-pregnancy/
  4. AbadiK.K. JamaA.H. LegesseA.Y. GebremichaelA.K. Int. J. Womens Health2023151481149010.2147/IJWH.S429611 37810201
     [Google Scholar]
  5. MinassianC. AllenL.A. OkosiemeO. VaidyaB. TaylorP. J. Clin. Endocrinol. Metab.2023108112886289710.1210/clinem/dgad276 37200150
     [Google Scholar]
  6. JianJ-W. ZhangH-B. ChenC-Q. ZhaoaY. ZhengaX. J. Raman Spectrosc.2012115258266827710.3866/pku.whxb20122965
     [Google Scholar]
  7. AherS.B. MuskawarP.N. ThenmozhiK. BhagatP.R. BhagatP-R. Eur. J. Med. Chem.20148140841910.1016/j.ejmech.2014.05.036 24858545
     [Google Scholar]
  8. AherS.B. DubeyV. MuskawarP.N. ThenmozhiK. GhoshA.R. BhagatP.R. Res. Chem. Intermed.20174384851486210.1007/s11164‑017‑2916‑5
     [Google Scholar]
  9. AbbaraA. ClarkeS.A. BrewsterR. SimonnardA. EngP.Ch. PhylactouM. PapadopoulouD. Izzi-EngbeayaA. SamA.H. WernigF. JonauskyteE. ComninosA.N. MeeranK. KelseyT.W. DhilloW.S. Front. Endocrinol.20201128610.3389/fendo.2020.00286
     [Google Scholar]
  10. DocratF. MokoenaT. KarusseitV.O.L. AnkrahA.O. S. Afr. Med. J.2021111217617910.7196/SAMJ.2021.v111i2.14522
     [Google Scholar]
  11. DonovanP.J. McLeodD.S.A. LittleR. GordonL. Eur. J. Endocrinol.2016175659560310.1530/EJE‑16‑0527 27634939
     [Google Scholar]
  12. BarretoA.D. Neurotherapeutics20118338839910.1007/s13311‑011‑0049‑x 21638138
     [Google Scholar]
  13. LehaneC. J. Pharmacol. Exp. Ther.201334778179310.1124/jpet.113.205989 24049063
     [Google Scholar]
  14. JianJ.W. ZhangH-B. ChenC-Q. ZhaoY. ZhengX. J. Raman Spectrosc.201344458258910.1002/jrs.4238
     [Google Scholar]
  15. KuiperG.G.J.M. KesterM.H.A. PeetersR.P. VisserT.J. Thyroid200515878779810.1089/thy.2005.15.787 16131322
     [Google Scholar]
  16. CooperD.S. N. Engl. J. Med.2005352990591710.1056/NEJMra042972 15745981
     [Google Scholar]
  17. RoyG. MugeshG. Chem. Biodivers.20085341443910.1002/cbdv.200890042 18357551
     [Google Scholar]
  18. RoyG. MugeshG. J. Am. Chem. Soc.200512743152071521710.1021/ja054497u 16248663
     [Google Scholar]
  19. JayaramP.N. RoyG. MugeshG. J. Chem. Sci.2008120114315410.1007/s12039‑008‑0017‑0
     [Google Scholar]
  20. DasD. RoyG. MugeshG. J. Med. Chem.200851227313731710.1021/jm800894m 18954039
     [Google Scholar]
  21. IsaiaF. AragoniM.C. ArcaM. DemartinF. DevillanovaF.A. FlorisG. GarauA. HursthouseM.B. LippolisV. MeddaR. OppoF. PiraM. VeraniG. J. Med. Chem.200851134050405310.1021/jm8001857 18529045
     [Google Scholar]
  22. MannaD. RoyG. MugeshG. Acc. Chem. Res.201346112706271510.1021/ar4001229 23883148
     [Google Scholar]
  23. SultanaR. ShahinA. JawadulH.M. Heliyon202181e0865110.1016/j.heliyon.2021.e08651
     [Google Scholar]
  24. SilversteinR.M. WebsterF.X. KiemleD.J. Spectroscopic methods of identification of organic compounds.WarsawScience Publishing House PWN2012
     [Google Scholar]
  25. ScarperiA. BarcaroG. PajzderskaA. MartiniF. CarignaniE. GeppiM. Molecules20212615457710.3390/molecules26154577
     [Google Scholar]
  26. AsakaiT. HiokiA. Anal. Chim. Acta20116891343810.1016/j.aca.2011.01.021 21338753
     [Google Scholar]
/content/journals/loc/10.2174/0115701786342781250317081636
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Optimisation of Synthesis and Effects of Chemical Conditions on Antithyroid Drugs in Model Organoiodine Systems
Lett. Org. Chem. 22, 753 (2025); https://doi.org/10.2174/0115701786342781250317081636
/content/journals/loc/10.2174/0115701786342781250317081636
/content/journals/loc/10.2174/0115701786342781250317081636
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  • Article Type:     Research Article
Keyword(s): antithyroid drug; Carbimazole; iodine; methimazole; organoiodine system; prodrugs reactivity; programmable optimisation

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