14131
Iopanoic acid
analytical standard
Synonym(s):
2-(3-Amino-2,4,6-triiodobenzyl)butyric acid, 3-(3-Amino-2,4,6-triiodophenyl)-2-ethylpropanoic acid, Iodopanoic acid
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About This Item
Empirical Formula (Hill Notation):
C11H12I3NO2
CAS Number:
Molecular Weight:
570.93
UNSPSC Code:
41116107
PubChem Substance ID:
EC Number:
202-539-9
MDL number:
grade
analytical standard
Quality Level
assay
≥95.0% (HPLC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable, gas chromatography (GC): suitable
mp
150-156 °C
application(s)
clinical
format
neat
storage temp.
2-8°C
SMILES string
O=C(O)C(CC)CC1=C(I)C(N)=C(I)C=C1I
InChI
1S/C11H12I3NO2/c1-2-5(11(16)17)3-6-7(12)4-8(13)10(15)9(6)14/h4-5H,2-3,15H2,1H3,(H,16,17)
InChI key
OIRFJRBSRORBCM-UHFFFAOYSA-N
General description
Iopanoic acid is an oral cholecystographic agent, which is rich in iodine and is a potent inhibitor of 5′-deiodinase.
This radiographic contrast agent prevents the release of thyroid hormone from the thyroid gland. It also inhibits the conversion of thyroxine to triiodothyronine.
This radiographic contrast agent prevents the release of thyroid hormone from the thyroid gland. It also inhibits the conversion of thyroxine to triiodothyronine.
Application
Iopanoic acid may be used as a standard to investigate the presence and regulation of type 3 iodothyronine deiodinase in human cardiomyocytes.
Other Notes
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
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Type 3 iodothyronine deiodinase is expressed in human induced pluripotent stem cell derived cardiomyocytes.
Nishimura K, et al.
Life Sciences (2018)
Evidence against a major role of L-thyroxine at the pituitary level: studies in rats treated with iopanoic acid (telepaque).
Obregon JM, et al.
Endocrinology, 106(6), 1827-1836 (1980)
Iopanoic acid rapidly controls type I amiodarone-induced thyrotoxicosis prior to thyroidectomy.
Bogazzi F, et al.
Journal of Endocrinological Investigation, 25(2), 176-180 (2002)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 14131-100MG | 04061838734020 |