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Levothyroxine Impurity-B (Crude)

Levothyroxine Impurity-B is a chlorinated analog of the parent thyronamine derivative, featuring a 3,5-diiodo-4-hydroxyphenyl moiety linked to a 3-iodo-4-amino tyrosine backbone. The substitution of an aromatic iodine with chlorine at the para-position relative to the hydroxyl group introduces distinct electronic and steric effects, altering its metabolic stability. This impurity arises via oxidative chlorination during synthetic pathways involving iodinated tyrosine precursors. It serves as an HPLC reference standard for quantifying this specific degradation byproduct in levothyroxine active pharmaceutical ingredients.

On Request
Molecular Formula C15H11ClI3NO4
Molecular Weight 685.4200
CAS Number 1628720-66-0 โœ“ Verified
PubChem CID 54086387 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Levothyroxine
Lead Time On Request
IUPAC Name (2S)-2-amino-3-[4-(3-chloro-4-hydroxy-5-iodophenoxy)-3,5-diiodophenyl]propanoic acid

๐Ÿ“ Synonyms

Levothyroxine EP Impurity B 1628720-66-0 3-ChloroThyroxine 3-Chloro Thyroxine (2S)-2-amino-3-(4-(3-chloro-4-hydroxy-5-iodophenoxy)-3,5-diiodophenyl)propanoic acid (S)-2-Amino-3-(4-(3-chloro-4-hydroxy-5-iodophenoxy)-3,5-diiodophenyl)propanoic acid SY87G5ZM3E SCHEMBL2591026 3'-MONOCHLOROTRIIODOTHYRONIN IL183329

๐Ÿ”ฌ Chemical Identifiers

C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)Cl)I)C[C@@H](C(=O)O)N
InChI=1S/C15H11ClI3NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1
MQUDMFHNJQNOJT-LBPRGKRZSA-N

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