Meglumine metrizoateProduct ingredient for Metrizoic acid

Name
Meglumine metrizoate
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
DBSALT001369
Structure
Thumb
Synonyms
Not Available
UNII
RJY6JR42WQ
CAS Number
7241-11-4
Weight
Average: 823.158
Monoisotopic: 822.89596
Chemical Formula
C19H28I3N3O9
InChI Key
TXKOGNLDVKUFSI-WZTVWXICSA-N
InChI
InChI=1S/C12H11I3N2O4.C7H17NO5/c1-4(18)16-10-7(13)6(12(20)21)8(14)11(9(10)15)17(3)5(2)19;1-8-2-4(10)6(12)7(13)5(11)3-9/h1-3H3,(H,16,18)(H,20,21);4-13H,2-3H2,1H3/t;4-,5+,6+,7+/m.0/s1
IUPAC Name
(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol; 3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)benzoic acid
SMILES
CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CN(C(C)=O)C1=C(I)C(NC(C)=O)=C(I)C(C(O)=O)=C1I
External Links
ChemSpider
8231822
ChEMBL
CHEMBL1200353
Predicted Properties
PropertyValueSource
Water Solubility0.0877 mg/mLALOGPS
logP2.18ALOGPS
logP2.76ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)2.16ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area86.71 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity106.24 m3·mol-1ChemAxon
Polarizability40.1 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon