Levothyroxine N-Methylamide

Ref. TR-L378050

Product Information

• Name: Levothyroxine N-Methylamide
• Synonyms: (S)-2-Amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)-N-methylpropanamide

Description

Applications Levothyroxine N-Methylamide is an impurity of Thyroxine (T425600), one of the thyroid hormones involved in the maintenance of metabolic homeostasis. Synthesized and stored as amino acid residues of thyroglobulin, the major protein component of the thyroid follicular colloid. Synthesis and secretion are regulated by the pituitary hormone (TSH). Deiodinated in peripheral tissues to the active metabolite, liothyronine. The D-form has very little activity as a thyroid hormone, but has been used to treat hyperlipidemia.
References Post, A., et al.: Anal. Profiles Drug Subs., 5, 225 (1976); Nelson, J.C., et al.: Clin. Chem., 34, 1737 (1988); Fischer, D.A., et al.: Clin. Chem., 42, 135 (1996); Cavalieri, R.R., et al.: Thyroid, 7, 177 (1997)

• Brand: TRC

Chemical properties

• Molecular weight: 789.91
• Formula: C₁₆H₁₄I₄N₂O₃
• Color/Form: Neat
• InChI: InChI=1S/C16H14I4N2O3/c1-22-16(24)13(21)4-7-2-11(19)15(12(20)3-7)25-8-5-9(17)14(23)10(18)6-8/h2-3,5-6,13,23H,4,21H2,1H3,(H,22,24)/t13-/m0/s1
• InChI key: InChIKey=KRYBBJJOQJVIIZ-ZDUSSCGKSA-N
• SMILES: CNC(=O)[C@@H](N)Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1