Iopanoic acid

Iopanoic acid
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
ATC code V08AC06 (WHO)
Identifiers
CAS Number 96-83-3
PubChem (CID) 3735
DrugBank DB08946 N
ChemSpider 3604
UNII FE9794P71J YesY
KEGG D01014
ChEMBL CHEMBL867 YesY
ECHA InfoCard 100.002.310
Chemical and physical data
Formula C11H12I3NO2
Molar mass 570.93 g/mol
3D model (Jmol) Interactive image
Melting point 162–163 °C (324–325 °F)

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). 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. The use of iopanoic acid for treatment of thyrotoxicosis has been discontinued in the United States.

In addition to inhibiting deiodinase enzymes, iopanoic acid is also a substrate of type 1 deiodinase. Iopanoic acid underwent monodeiodination in the presence of type 1 deiodinase in a microsomal mouse liver preparation.[1]

References

  1. Renko, K.; Hoefig, C. S.; Hiller, F.; Schomburg, L.; Kohrle, J. (20 March 2012). "Identification of Iopanoic Acid as Substrate of Type 1 Deiodinase by a Novel Nonradioactive Iodide-Release Assay". Endocrinology. 153 (5): 2506–2513. doi:10.1210/en.2011-1863.


This article is issued from Wikipedia - version of the 9/12/2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.