Metrizoate sodiumProduct ingredient for Metrizoic acid

Name
Metrizoate sodium
Drug Entry
Metrizoic acid

Metrizoic acid is a molecule used as a contrast medium. It present a higher risk of allergic reactions due to its high osmolality. Its approval has been discontinued by the FDA. One study in 1976 demonstrated that metrizoic acid, when used for cardiac angiography, was well tolerated. A total of 10, 000 injections were administered to 2,028 patients undergoing angiocardiographic procedures over a three-year period. With two exceptions, all complications occurred during injection of the right coronary artery. Seven cases of ventricular fibrillation, and 5 of significant bradycardia/asystole, were associated with metrizoic acid injection. In general, the drug was well tolerated by patients during cardiac examinations [A32901].

Accession Number
DBSALT001367
Structure
Thumb
Synonyms
Not Available
UNII
O65Q227UIC
CAS Number
7225-61-8
Weight
Average: 649.925
Monoisotopic: 649.76724
Chemical Formula
C12H10I3N2NaO4
InChI Key
UKIYDXCFKFLIMU-UHFFFAOYSA-M
InChI
InChI=1S/C12H11I3N2O4.Na/c1-4(18)16-10-7(13)6(12(20)21)8(14)11(9(10)15)17(3)5(2)19;/h1-3H3,(H,16,18)(H,20,21);/q;+1/p-1
IUPAC Name
sodium N-[3-carboxy-2,4,6-triiodo-5-(N-methylacetamido)phenyl]ethanecarboximidate
SMILES
[Na+].CN(C(C)=O)C1=C(I)C(C(O)=O)=C(I)C(N=C(C)[O-])=C1I
External Links
ChemSpider
22114
ChEBI
31730
ChEMBL
CHEMBL1200423
Wikipedia
Metrizoic_acid
Predicted Properties
PropertyValueSource
Water Solubility0.0486 mg/mLALOGPS
logP2.89ALOGPS
logP3.48ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)2.81ChemAxon
pKa (Strongest Basic)-0.93ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area93.03 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity117.55 m3·mol-1ChemAxon
Polarizability39.85 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon