3,3',5,5'-Tetraiodothyroformic acid

HCID 6451352CAS 2055-97-2

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Basic information

Standard SMILES: O=C(O)c1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1
InChIKey: HKJUOMPYMPXLFS-UHFFFAOYSA-N
Molecular formula: C13H6I4O4
Average molar mass: 733.8 g/mol
Monoisotopic mass: 733.64450067

Overview

structure

Names & identifiers

Preferred name: 3,3',5,5'-Tetraiodothyroformic acid
IUPAC: 4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzoic acid
English name: 3,5-DIIODO-4'-(4-HYDROXYPHENOXY)BENZOIC ACID
Molecular formula: C13H6I4O4
Molecular weight: 733.8

Names & synonyms

2055-97-23,3',5,5'-Tetraiodothyroformic acidBenzoic acid, 4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodo-069P3V0KG2TFA-4DTXSID00174553RefChem:910528DTXCID90970444-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzoic acidTetraiodothyroformic AcidLevothyroxine EP Impurity HUNII-069P3V0KG2

Show more names

THYROFORMIC ACIDLevothyroxine Impurity-H3,5-DIIODOTHYROFORMIC ACIDLevothyroxine Acid ImpurityLevothyroxine T4 benzoic acidLevothyroxine Benzoic Acid Impurity3,3',5,5'-Tetraiodo ThyroforMic Acid3,3',5,5'-Tetraiodo Thyroformic Acid, >90%

3,3',5,5'-Tetraiodo Thyroformic Acid, ~90%TFA 4C13H6I4O4T4-BENZOIC ACIDSCHEMBL9522943HKJUOMPYMPXLFS-UHFFFAOYSA-N3,5-Diiodo-4-(3',5'-diiodo-4'-hydroxyphenoxy)benzoic AcidAKOS028111821

Database identifiers

CAS: 2055-97-2
PubChem CID: 6451352
DTXSID: DTXSID00174553
UNII: 069P3V0KG2
Nikkaji: J308.037D

Properties

Computed structural properties

XLogP: 5.2
Topological polar surface area: 66.8 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 21
Formal charge: 0
Complexity: 359

Physicochemical properties

Melting point: 236 · 236-239°C (dec.)
Boiling point: 525.4 · 525.4±50.0 °C(Predicted)
Density: 2.83 · 2.830±0.06 g/cm3(Predicted)
storage temp.: Refrigerator
solubility: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka: 3.48 · 3.48±0.10(Predicted)
form: Solid
color: White to Light Brown
Major Application: pharmaceutical small molecule
InChI: InChI=1S/C13H6I4O4/c14-7-3-6(4-8(15)11(7)18)21-12-9(16)1-5(13(19)20)2-10(12)17/h1-4,18H,(H,19,20)
InChIKey: HKJUOMPYMPXLFS-UHFFFAOYSA-N
SMILES: C(O)(=O)C1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1
FDA UNII: 69 P3V0KG2 · 069P3V0KG2

Chemistry & industry

Applications

Uses3,3'',5,5''-Tetraiodo Thyroformic Acid (Levothyroxine EP Impurity H; T4-Benzoic Acid (USP)) is a thyroid hormone analogue and a potent Thyroxine impurity.