Liothyronine Impurity E - CAS 1041-01-6
Catalog number: 1041-01-6
Molecular Formula:
C15H13I2NO4
Molecular Weight:
525.08
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Description:
An impurity of Liothyronine which is a man-made form of thyroid hormone normally synthesized and secreted by the thyroid gland in much smaller quantities than thyroxine (T4).
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Purity:
> 95%
Appearance:
Off-White Solid
Synonyms:
diiodothyronine; O-(4-HYDROXYPHENYL)-3,5-DIIODO-L-TYROSINE; 3,5-DIIODO-L-THYRONINE; 3,5-DIIODO-4-(4-HYDROXYPHENOXY)-L-PHENYLALANINE; L-TYROSINE, O-(4-HYDROXYPHENYL)-3,5-DIIODO-; 3-5-diiodo-L-thyronine crystalline; 3,5-diiodothyronine
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1. Determination of levothyroxine and its degradation products in pharmaceutical tablets by HPLC-UV-ICP-MS
Sasi S. Kannamkumarath, Rodolfo G. Wuilloud, Apryll Stalcup, Joseph A. Caruso*. Himanshu Patel, Adel Sakr, J. Anal. At. Spectrom. , 2004, 19 , 107–113
Synthetic levothyroxine sodium is used primarily in the treatment of hypothyroidism and as a thyroid stimulating hormone (TSH) suppressant, in the treatment or prevention of various types of euthyroid goiters. Regarding its chemical stability, levothyroxine sodium is sensitive to light, temperature, moisture, pH and oxidation. Moreover, the kinetics of degradation of levothyroxine sodium in solution and in solid state has been studied in a previous report. It was found that levothyroxine sodium degradation in solution is pH-dependent, showing less degradation at high pH. The proposed degradation pathway in solution was deiodination, whereas in the solid state degradation was predominantly by deamination. In fact, it has been shown that in addition to T4 and T3, 3,5-diiodothyronine (T2), 3,3’,5,5’-tetraiodothyroacetic acid (TTAA4), 3,3’,5-triiodothyroacetic acid (TTAA3) and 3,5-diiodothyroacetic acid (TTAA2) can be found in samples as a consequence of levothyroxine degradation. Since the first synthetic levothyroxine sodium product was introduced in the United States in 1955 by Flint, under the brand name Synthyroid, frequent recalls have been initiated from the discovery of tablets being sub-potent before the labeled expiration date, or because of lack of assurance that the product could maintain potency until the expiration date.
2. Naturally occurring organoiodines
Lishu Wang, Xuefeng Zhou, Mangaladoss Fredimoses, Shengrong Liaoa, Yonghong Liu*. RSC Adv.,2014, 4, 57350–57376
Although the thyroid gland has been known to exist for hundreds of years, the first report linking cretinism and hypothyroidism to the destruction of this gland was published in 1888. The existence of hormones containing iodine as a normal constituent of the thyroid gland was foretold by Baumann in 1895. The first report of the isolation of thyroxine from mammalian thyroid gland was published in 1915, followed by later publications identifying the related iodinated tyrosines and 3,5-diiodothyronine.
3. Advances in analytical methodology for bioinorganic speciation analysis: metallomics, metalloproteomics and heteroatom-tagged proteomics and metabolomics
Joanna Szpunar. Analyst, 2005, 130, 442–465
Iodine and bromine are readily ionizable by ICP MS and can be determined without interference with high sensitivity. In this way the metabolic fate of iodinated compounds can be followed without the need for radiolabeled compounds. HPLC-ICP MS with iodine specific detection was applied to the speciation of: 3,3,5,5-tetraiodothyronine (T4), 3,3,5-triiodothyronine (T3), 3,5-diiodothyronine (T2), 3,3,5,5-tetraiodothyroacetic acid, 3,3,5-triiodothyroacetic acid, and 3,5-diiodothyroacetic acid, profiling the iodine-containing metabolites produced by the earthworm Eiseniaveneta following exposure to 2-fluoro-4-iodoaniline, and the disposition and metabolic fate of 2-, 3- and 4-iodobenzoic acids in rat. Concerning the brominated compounds ICP MS detection was used to follow the metabolism of 4-bromoaniline, bradykinin metabolism in human and rat plasma, and 2-bromo-4-trifluoromethylacetanilide in rat urine.
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CAS 1041-01-6 Liothyronine Impurity E

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