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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
The use of oral radiographic contrast agents in the management of hyperthyroidism.
2001 Jun
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
Clinical review 129: Oral cholecystographic agents and the thyroid.
2001 May
A surface-modified chylomicron remnant-like emulsion for percutaneous computed tomography lymphography: synthesis and preliminary imaging findings.
2002 Apr
Recombinant lysine:N(6)-hydroxylase: effect of cysteine-->alanine replacements on structural integrity and catalytic competence.
2002 Feb 11
Acute decrease in circulating T3 levels enhances, but does not normalise, the GH response to GHRP-6 plus GHRH in thyrotoxicosis.
2003 Aug
Light-induced hormone conversion of T4 to T3 regulates photoperiodic response of gonads in birds.
2003 Nov 13
Is there a place for thyroidectomy in older patients with thyrotoxic storm and cardiorespiratory failure?
2003 Oct
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
Effects of tetraiodothyronine and triiodothyronine on hamster cheek pouch microcirculation.
2005 Apr
Suppression of hypothalamic deiodinase type II activity blunts TRH mRNA decline during fasting.
2005 Aug 29
Effect of iopanoic acid on radioiodine therapy of hyperthyroidism: long-term outcome of a randomized controlled trial.
2005 Dec
Long-lasting systemic bait markers for Eurasian badgers.
2006 Oct
Unliganded thyroid hormone receptor is essential for Xenopus laevis eye development.
2006 Oct 18
An in vivo multiwell-based fluorescent screen for monitoring vertebrate thyroid hormone disruption.
2007 Aug 15
Combination of minimally invasive thyroid surgery and local anesthesia associated to iopanoic acid for patients with amiodarone-induced thyrotoxicosis and severe cardiac disorders: a pilot study.
2007 Nov
A thyroid hormone deiodinase inhibitor can decrease cutaneous cell proliferation in vitro.
2009 Feb
Competitive inhibition of organic anion transporting polypeptide 1c1-mediated thyroxine transport by the fenamate class of nonsteroidal antiinflammatory drugs.
2009 Feb
Effects and safety of iopanoic acid in cats administered levothyroxine.
2009 Feb
Implication of type 3 deiodinase induction in zebrafish fin regeneration.
2010 Aug 1
Colloid formation by drugs in simulated intestinal fluid.
2010 May 27
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
  • Download
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