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14131

Supelco

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:
96-83-3
Molecular Weight:
570.93
EC Number:
202-539-9
MDL number:
MFCD00038687
UNSPSC Code:
41116107
PubChem Substance ID:
329750405

grade

analytical standard

Quality Level

100

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

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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.

Application

Iopanoic acid may be used as a standard to investigate the presence and regulation of type 3 iodothyronine deiodinase in human cardiomyocytes.

Recommended products

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC6613
BCBV8566
BCBP9737V
BCBP9737

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3,3′,5-Triiodo-L-thyronine ≥95% (HPLC), powder

Sigma-Aldrich

T2877

3,3′,5-Triiodo-L-thyronine

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)
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)
Type 3 iodothyronine deiodinase is expressed in human induced pluripotent stem cell derived cardiomyocytes.
Nishimura K, et al.
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