Iopanoic acid

Iopanoic acid
Systematic (IUPAC) name
(RS)-2-[(3-Amino-2,4,6-triiodophenyl)methyl]butanoic acid
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 96-83-3
ATC code V08AC06
PubChem CID 3735
UNII FE9794P71J Y
KEGG D01014
ChEMBL CHEMBL867 Y
Chemical data
Formula C11H12I3NO2 
Mol. mass 570.93 g/mol

Iopanoic acid is an iodine-containing radiocontrast medium used in cholecystography. Both iopanoic acid and ipodate sodium are potent inhibitors of thyroid hormone release from thyroid gland, as well as of peripheral conversion of thyroxine (T4) to triiodothyronine (T3). These compounds inhibit 5'deiodinase (5'DID-1 and 5'DID-2) enzymes, which catalyse T4-T3 conversion in the thyroid cell, liver, kidney, skeletal muscle, heart, brain, pituitary. This accounts for the dramatic improvement in both subjective and objective symptoms of hyperthyroidism, particularly when they are used as an adjunctive therapy with thioamides (propylthiouracil, carbimazole). These are less toxic, as iodine is covalently bound in these compounds. They can be used in the treatment of patients with severe thyrotoxicosis (thyroid storm) and significant morbidity (e.g., myocardial infarction, or stroke) for rapid control of elevated plasma triiodothyronine concentrations.