U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula 2C12H12I3N2O2.Ca
Molecular Weight 1233.977
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of IPODATE CALCIUM

SMILES

[Ca++].CN(C)C=NC1=C(I)C(CCC([O-])=O)=C(I)C=C1I.CN(C)C=NC2=C(I)C(CCC([O-])=O)=C(I)C=C2I

InChI

InChIKey=HVZGHKKROPCBDE-UHFFFAOYSA-L
InChI=1S/2C12H13I3N2O2.Ca/c2*1-17(2)6-16-12-9(14)5-8(13)7(11(12)15)3-4-10(18)19;/h2*5-6H,3-4H2,1-2H3,(H,18,19);/q;;+2/p-2

HIDE SMILES / InChI

Molecular Formula C12H12I3N2O2
Molecular Weight 596.9493
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Molecular Formula Ca
Molecular Weight 40.078
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ORAGRAFIN SODIUM

Approved Use

Unknown

Launch Date

1962
Primary
ORAGRAFIN SODIUM

Approved Use

Unknown

Launch Date

1962
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
250 μM
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
IPODIC ACID blood
Canis lupus
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
1600 μM × h
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
IPODIC ACID blood
Canis lupus
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
12 h
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
IPODIC ACID blood
Canis lupus
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
PubMed

PubMed

TitleDatePubMed
A study of cardiac effects of thyroid hormones: evidence for amelioration of the effects of thyroxine by sodium ipodate.
1984 Jun
The use of oral radiographic contrast agents in the management of hyperthyroidism.
2001 Jun
Use of oral cholecystography agents in the treatment of hyperthyroidism of subacute thyroiditis.
2003 Mar
Sources of circulating 3,5,3'-triiodothyronine in hyperthyroidism estimated after blocking of type 1 and type 2 iodothyronine deiodinases.
2007 Jun
Patents

Patents

Sample Use Guides

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
Created
by admin
on Fri Dec 15 16:00:20 GMT 2023
Edited
by admin
on Fri Dec 15 16:00:20 GMT 2023
Record UNII
50S7W5M9ZZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IPODATE CALCIUM
ORANGE BOOK   VANDF  
Common Name English
CALCIUM IOPODATE [MART.]
Common Name English
IPODATE CALCIUM [VANDF]
Common Name English
Calcium 3-[[(dimethylamino)methylene]amino]-2,4,6-triiodohydrocinnamate
Systematic Name English
IPODATE CALCIUM [ORANGE BOOK]
Common Name English
IPODATE CALCIUM SALT
MI  
Common Name English
ORAGRAFIN CALCIUM
Brand Name English
IOPODATE CALCIUM
WHO-DD  
Common Name English
IPODATE CALCIUM SALT [MI]
Common Name English
BENZENEPROPANOIC ACID, 3-(((DIMETHYLAMINO)METHYLENE)AMINO)-2,4,6-TRIIODO-, CALCIUM SALT
Common Name English
Iopodate calcium [WHO-DD]
Common Name English
CALCIUM IPODATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1937
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
WHO-VATC QV08AC10
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
Code System Code Type Description
FDA UNII
50S7W5M9ZZ
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY
RXCUI
1911
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY RxNorm
EVMPD
SUB02751MIG
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY
ECHA (EC/EINECS)
214-565-8
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY
MERCK INDEX
m6385
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY Merck Index
SMS_ID
100000086430
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY
NCI_THESAURUS
C65953
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY
ChEMBL
CHEMBL1201243
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY
PUBCHEM
14381
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY
CAS
1151-11-7
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY
DRUG BANK
DBSALT001319
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID401026635
Created by admin on Fri Dec 15 16:00:20 GMT 2023 , Edited by admin on Fri Dec 15 16:00:20 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY