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Details

Stereochemistry ACHIRAL
Molecular Formula C12H13I3N2O2
Molecular Weight 597.9572
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of IPODIC ACID

SMILES

CN(C)C=NC1=C(I)C(CCC(O)=O)=C(I)C=C1I

InChI

InChIKey=YQNFBOJPTAXAKV-UHFFFAOYSA-N
InChI=1S/C12H13I3N2O2/c1-17(2)6-16-12-9(14)5-8(13)7(11(12)15)3-4-10(18)19/h5-6H,3-4H2,1-2H3,(H,18,19)

HIDE SMILES / InChI

Molecular Formula C12H13I3N2O2
Molecular Weight 597.9572
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Iopanoic acid and ipodate salts have been used for oral cholangiography to visualize the biliary ducts. Ipodate salts have been used for the long-term treatment of Graves' disease and in hyperthyroidism. Ipodate reduced levels of T3 and T4 in the patients. Ipodate also inhibits the conversion of T4 to T3. It is not considered a first-line approach. Ipodate sodium lacks FDA approval for these uses. During investigation of mechanism of action was discovered, that binding of sodium ipodate with nuclear T3 receptors was not a prominent mechanism via which the drug attenuates T3 effects in vivo. Sodium ipodate could enhance T3 effects at the cellular level and that enhancement could not be reflected by routinely monitored serum TSH.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ORAGRAFIN SODIUM
Primary
ORAGRAFIN SODIUM

Cmax

ValueDoseCo-administeredAnalytePopulation
250 μM
100 mg single, oral
IPODIC ACID blood
Canis lupus

AUC

ValueDoseCo-administeredAnalytePopulation
1600 μM × h
100 mg single, oral
IPODIC ACID blood
Canis lupus

T1/2

ValueDoseCo-administeredAnalytePopulation
12 h
100 mg single, oral
IPODIC ACID blood
Canis lupus

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
hyperthyroidism: Oragrafin; 0.5 g, orally daily or every other day) for 15-60 day Graves' hyperthyroidism: 500 mg, orally, daily for 23-31 weeks
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
F604ZKI910
Record Status Validated (UNII)
Record Version