Levothyroxine EP Impurity E is a tyrosine-derived thyronamine derivative featuring a 3,5-diiodo-4-hydroxyphenyl ring linked to an amino acid moiety via a methylene bridge. It retains the core aromatic scaffold of levothyroxine but lacks one iodine substituent at the 3-position, resulting in altered redox and binding properties. This impurity arises during synthetic oxidation steps or thermal degradation pathways. It serves as a critical HPLC reference standard for quantifying process-related impurities in levothyroxine active pharmaceutical ingredients.
On RequestC1=CC(=CC=C1O)OC2=C(C=C(C=C2I)C[C@@H](C(=O)O)N)I
InChI=1S/C15H13I2NO4/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10/h1-6,13,19H,7,18H2,(H,20,21)/t13-/m0/s1
ZHSOTLOTTDYIIK-ZDUSSCGKSA-N