4299-63-2Relevant academic research and scientific papers
Process development and scale-up of T3-Sulfate, a new prodrug alternative to the conventional hormone therapy of hypothyroidism
Lattuada, Luciano,Argese, Maria,Boi, Valeria,Galimberti, Laura,Gazzetto, Sonia
, p. 1175 - 1180 (2014/12/10)
An efficient and scalable preparation of the thyroid hormone analogue O-[3-iodo-4-(sulfooxy)phenyl]-3,5-diiodo-L-tyrosine sodium salt (T3-sulfate, 1) is reported. The synthesis involved monoiodination of O-(4-hydroxyphenyl)-3,5-diiodo- L-tyrosineto give liothyronine (2) which was sulfated with chlorosulfonic acid in N,N -dimethylacetamide. Crude T3-sulfate was initially purified by chromatography on polystyrene resin Amberlite XAD 1600 and then crystallized with ethanol. This strategy was scaled-up to give a process suitable for the production of kilogram quantities of API, needed to support preclinical and clinical studies.
