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Details

Stereochemistry RACEMIC
Molecular Formula C11H11I3NO2.Na
Molecular Weight 592.9137
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IOPANOATE SODIUM

SMILES

[Na+].CCC(CC1=C(I)C(N)=C(I)C=C1I)C([O-])=O

InChI

InChIKey=LEXZDSSHLHPSQC-UHFFFAOYSA-M
InChI=1S/C11H12I3NO2.Na/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);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula C11H11I3NO2
Molecular Weight 569.924
Charge -1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Iopanoic acid is a representative iodinated ionic monomeric contrast medium.

Originator

Curator's Comment: M. Sovak. Radiocontrast Agents. (1984), p. 383. ISBN13: 9783642695179

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
TELEPAQUE

Approved Use

Unknown

Launch Date

-5.8268162E11
Diagnostic
TELEPAQUE

Approved Use

Unknown

Launch Date

-5.8268162E11
Doses

Doses

DosePopulationAdverse events​
75 g single, oral
Overdose
Dose: 75 g
Route: oral
Route: single
Dose: 75 g
Sources:
unknown, 42 years
n = 1
Health Status: unknown
Condition: used for diagnosis
Age Group: 42 years
Sex: M
Population Size: 1
Sources:
Disc. AE: Diarrhea...
AEs leading to
discontinuation/dose reduction:
Diarrhea (1 patient)
Sources:
3 g single, oral
Recommended
Dose: 3 g
Route: oral
Route: single
Dose: 3 g
Sources:
unknown, adult
n = 48
Health Status: unknown
Condition: used for diagnosis
Age Group: adult
Sex: unknown
Population Size: 48
Sources:
Other AEs: Gastrointestinal disorders...
Other AEs:
Gastrointestinal disorders (39 patients)
Sources:
AEs

AEs

AESignificanceDosePopulation
Diarrhea 1 patient
Disc. AE
75 g single, oral
Overdose
Dose: 75 g
Route: oral
Route: single
Dose: 75 g
Sources:
unknown, 42 years
n = 1
Health Status: unknown
Condition: used for diagnosis
Age Group: 42 years
Sex: M
Population Size: 1
Sources:
Gastrointestinal disorders 39 patients
3 g single, oral
Recommended
Dose: 3 g
Route: oral
Route: single
Dose: 3 g
Sources:
unknown, adult
n = 48
Health Status: unknown
Condition: used for diagnosis
Age Group: adult
Sex: unknown
Population Size: 48
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Additive nephrotoxicity from roentgenographic contrast media. Its occurrence in phenazopyridine-induced acute renal failure.
1981 May
The activity of antioxidant enzymes and the content of uncoupling protein-1 in the brown adipose tissue of hypothyroid rats: comparison with effects of iopanoic acid.
2001
A test of the hypothesis that T3 is the "seasonality" thyroid hormone in American tree sparrows (Spizella arborea): intracerebroventricular infusion of iopanoic acid, an inhibitor of T3 synthesis and degradation.
2001 Mar
Preparation with iopanoic acid rapidly controls thyrotoxicosis in patients with amiodarone-induced thyrotoxicosis before thyroidectomy.
2002 Dec
Are the effects of T3 on resting metabolic rate in euthyroid rats entirely caused by T3 itself?
2002 Feb
Recombinant lysine:N(6)-hydroxylase: effect of cysteine-->alanine replacements on structural integrity and catalytic competence.
2002 Feb 11
Effect of iodine or iopanoic acid on thyroid Ca2+/NADPH-dependent H2O2-generating activity and thyroperoxidase in toxic diffuse goiters.
2002 Sep
Acute decrease in circulating T3 levels enhances, but does not normalise, the GH response to GHRP-6 plus GHRH in thyrotoxicosis.
2003 Aug
Convective distribution of macromolecules in the primate brain demonstrated using computerized tomography and magnetic resonance imaging.
2003 Mar
Light-induced hormone conversion of T4 to T3 regulates photoperiodic response of gonads in birds.
2003 Nov 13
Inhibition of drug binding to human serum albumin by cholecystographic agents.
2003 Sep
Thyroid hormones interact with glucocorticoids to affect somatotroph abundance in chicken embryonic pituitary cells in vitro.
2003 Sep
Thyroid hormone-dependent seasonality in American tree sparrows (Spizella arborea): effects of GC-1, a thyroid receptor beta-selective agonist, and of iopanoic acid, a deiodinase inhibitor.
2004 Aug
Iopanoic acid in the management of neonatal Graves' disease.
2004 Feb
Expression of type II iodothyronine deiodinase marks the time that a tissue responds to thyroid hormone-induced metamorphosis in Xenopus laevis.
2004 Feb 1
Rapid preoperative preparation for severe hyperthyroid Graves' disease.
2004 May
Thyroid (dys)function in heart failure: is it a potential target for medical treatment?
2005
Effects of tetraiodothyronine and triiodothyronine on hamster cheek pouch microcirculation.
2005 Apr
Thin-section multiplanar reformats from multidetector-row CT data: utility for assessment of regional tumor extent in non-small cell lung cancer.
2005 Oct
Liquid chromatography-electrospray ionization mass spectrometry for direct identification and quantification of iophenoxic acid in serum.
2006 Feb 17
Comparison of enhancing effects of different goitrogen treatments in combination with beta-estradiol-3-benzoate for establishing a rat two-stage thyroid carcinogenesis model to detect modifying effects of estrogenic compounds.
2006 Jan
Long-lasting systemic bait markers for Eurasian badgers.
2006 Oct
Hashimoto's thyroiditis and the role of selenium. Current concepts.
2007 Jan-Apr
Structural basis of GC-1 selectivity for thyroid hormone receptor isoforms.
2008 Jan 31
Amiodarone-induced thyrotoxicosis. A review.
2008 Sep
Monitoring of deiodinase deficiency based on transcriptomic responses in SH-SY5Y cells.
2013 Jun
Patents

Patents

Sample Use Guides

Take 500 mg orally twice a day for the first 3 weeks.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:04:20 UTC 2023
Edited
by admin
on Sat Dec 16 10:04:20 UTC 2023
Record UNII
439WET4G58
Record Status Validated (UNII)
Record Version
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Name Type Language
IOPANOATE SODIUM
WHO-DD  
Common Name English
SODIUM IOPANOATE, (±)-
Common Name English
IOPANOIC ACID SODIUM SALT
MI  
Common Name English
IOPANOIC ACID SODIUM SALT [MI]
Common Name English
HYDROCINNAMIC ACID, 3-AMINO-.ALPHA.-ETHYL-2,4,6-TRIIODO-, MONOSODIUM SALT
Common Name English
SODIUM 3-AMINO-.ALPHA.-ETHYL-2,4,6-TRIIODOBENZENEPROPANOATE
Systematic Name English
BENZENEPROPANOIC ACID, 3-AMINO-.ALPHA.-ETHYL-2,4,6-TRIIODO-, MONOSODIUM SALT
Common Name English
SODIUM IOPANOATE
Common Name English
HYDROCINNAMIC ACID, 3-AMINO-.ALPHA.-ETHYL-2,4,6-TRIIODO-, SODIUM SALT
Common Name English
Iopanoate sodium [WHO-DD]
Common Name English
BENZENEPROPANOIC ACID, 3-AMINO-.ALPHA.-ETHYL-2,4,6-TRIIODO-, SODIUM SALT (1:1)
Systematic Name English
SODIUM 3-AMINO-.ALPHA.-ETHYL-2,4,6-TRIIODOHYDROCINNAMATE
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
219-683-3
Created by admin on Sat Dec 16 10:04:20 UTC 2023 , Edited by admin on Sat Dec 16 10:04:20 UTC 2023
PRIMARY
MERCK INDEX
m6371
Created by admin on Sat Dec 16 10:04:20 UTC 2023 , Edited by admin on Sat Dec 16 10:04:20 UTC 2023
PRIMARY Merck Index
EVMPD
SUB02750MIG
Created by admin on Sat Dec 16 10:04:20 UTC 2023 , Edited by admin on Sat Dec 16 10:04:20 UTC 2023
PRIMARY
FDA UNII
439WET4G58
Created by admin on Sat Dec 16 10:04:20 UTC 2023 , Edited by admin on Sat Dec 16 10:04:20 UTC 2023
PRIMARY
PUBCHEM
23669441
Created by admin on Sat Dec 16 10:04:20 UTC 2023 , Edited by admin on Sat Dec 16 10:04:20 UTC 2023
PRIMARY
RXCUI
340398
Created by admin on Sat Dec 16 10:04:20 UTC 2023 , Edited by admin on Sat Dec 16 10:04:20 UTC 2023
PRIMARY RxNorm
EPA CompTox
DTXSID20947842
Created by admin on Sat Dec 16 10:04:20 UTC 2023 , Edited by admin on Sat Dec 16 10:04:20 UTC 2023
PRIMARY
SMS_ID
100000086410
Created by admin on Sat Dec 16 10:04:20 UTC 2023 , Edited by admin on Sat Dec 16 10:04:20 UTC 2023
PRIMARY
CAS
138711-85-0
Created by admin on Sat Dec 16 10:04:20 UTC 2023 , Edited by admin on Sat Dec 16 10:04:20 UTC 2023
SUPERSEDED
CAS
2497-78-1
Created by admin on Sat Dec 16 10:04:20 UTC 2023 , Edited by admin on Sat Dec 16 10:04:20 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE