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Kinetics of Degradation of Levothyroxine in Aqueous Solution and in Solid State
Abstract
The kinetics of the deiodination of levothyroxine in aqueous solution were studied over the pH range 1 to 12. Temperature dependence of the reaction was also studied. The log k - pH profile indicated that the kinetics of deiodination include proton attack on the anion and dianion in acidic solution and water attack on the anion and dianion in alkaline solution. A possible mechanism of the deiodination was discussed. The solid-state stability of levothyroxine sodium was studied at elevated temperatures; and the compound was found to undergo deamination on heating. The decomposition follows biphasic first-order kinetics, with the most rapid decomposition occurring at the beginning of heating.
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Metadata
- Authors
- Won, C. M.
- Corresponding author
- Won, Chong Min
- Venue
- Pharmaceutical Research
- Published
- 1992-01
- Volume
- 9
- Issue
- 1
- Pages
- 131-137
- ISSN
- 0724-8741 (ISSN-L)
- 1573-904X
- OpenAlex
- W1600533342
- Cited by
- 69
- References
- 13
- Citations by year
- 2025: 3 · 2024: 1 · 2023: 5 · 2022: 1 · 2021: 5 · 2020: 3 · 2019: 2 · 2018: 3 · 2017: 3 · 2016: 5 · 2015: 3 · 2014: 1 · 2013: 7 · 2012: 2
- FWCI
- 1.89
- Type
- journal article
- Language
- en
- Open access
- closed
- Licence
- Locations
- Pharmaceutical Research (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Analytical Chemistry › Analytical Methods in Pharmaceuticals
- Physical Sciences › Chemistry › Organic Chemistry › Physical Organic Chemistry and Reaction Kinetics
- Physical Sciences › Materials Science › Materials Chemistry › Thermal and Kinetic Analysis
- Keywords
- levothyroxine, deiodination, degradation kinetics, pH dependence, temperature dependence, water attack, reaction mechanism, levothyroxine sodium, solid-state stability, thermal decomposition, deamination, aqueous solutions
- MeSH terms
- Chromatography, High Pressure Liquid, Dosage Forms, Drug Stability, Hydrogen-Ion Concentration, Iodine, Solubility, Solutions, Thyroxine, Water, Molecular Structure
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