METRIZOIC ACID

US Previously Marketed

First approved in 1973

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H11I3N2O4
Molecular Weight	627.9402
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C(C)=O)C1=C(I)C(NC(C)=O)=C(I)C(C(O)=O)=C1I

InChI

InChIKey=GGGDNPWHMNJRFN-UHFFFAOYSA-N

InChI=1S/C12H11I3N2O4/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)

HIDE SMILES / InChI

Description
Sources: https://pubchem.ncbi.nlm.nih.gov/compound/Metrizoic_acid#section=Top

Metrizoic acid is a diagnostic radiopaque that usually occurs as the sodium salt. The mechanism of action of metrizoic acid is as a X-Ray Contrast Activity.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Contrast agent 13 Sources: http://www.ncbi.nlm.nih.gov/pubmed/616209	Diagnostic		Approved 8429	ISOPAQUE 280 Approved Use Unknown Launch Date 1974

C_max

Value	Dose	Co-administered	Analyte	Population
300 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3375780/	2310 mg single, intravenous dose: 2310 mg route of administration: Intravenous experiment type: SINGLE co-administered:		METRIZOIC ACID serum	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
250 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3375780/	2310 mg single, intravenous dose: 2310 mg route of administration: Intravenous experiment type: SINGLE co-administered:		METRIZOIC ACID serum	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
75.1 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3375780/	2310 mg single, intravenous dose: 2310 mg route of administration: Intravenous experiment type: SINGLE co-administered:		METRIZOIC ACID serum	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
100% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3375780/	2310 mg single, intravenous dose: 2310 mg route of administration: Intravenous experiment type: SINGLE co-administered:		METRIZOIC ACID serum	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:34847	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:34847
ChemicalBook	CB1775662	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB1775662
MolPort	MolPort-006-147-732	https://www.molport.com/shop/molecule-link/MolPort-006-147-732
ZINC	ZINC000003831116	http://zinc15.docking.org/substances/ZINC000003831116
eMolecules	736293	https://www.emolecules.com/cgi-bin/more?vid=736293

PubMed

Title	Date	PubMed
Increased ventricular fibrillation during coronary arteriography with a new contrast medium preparation.	1971 Oct	4106954
Adverse general reactions to high doses of methylglucamine-based contrast media.	1974 Sep	4424022
ECG changes and arrhythmias induced by ionic and non-ionic contrast media during coronary arteriography in dogs.	1978 May-Jun	711398
Selective injection of iopentol, iohexol and metrizoate into the left coronary artery of the dog. Induction of ventricular fibrillation and decrease of aortic pressure.	1987	2980315
Acute renal failure in rats. Interaction between contrast media and temporary renal arterial occlusion.	1989 May-Jun	2736186
Enrichment and analysis of secretory lysosomes from lymphocyte populations.	2009 Jul 29	19640298

Sample Use Guides

In Vivo Use Guide

0.35 mg/ml; 140.1 mg/ml; 461.8 mg/ml

Route of Administration: Intravascular

In Vitro Use Guide

Unknown

Name

Type

Language

METRIZOIC ACID

Common Name

English

Metrizoic acid [WHO-DD]

Common Name

English

BENZOIC ACID, 3-(ACETYLAMINO)-5-(ACETYLMETHYLAMINO)-2,4,6-TRIIODO-

Common Name

English

3-ACETAMIDO-2,4,6-TRI-IODO-5-(N-METHYLACETAMIDO)BENZOIC ACID

Systematic Name

English

METRIZOIC ACID [JAN]

Common Name

English

METRIZOIC ACID [MART.]

Common Name

English

METRIZOIC ACID [MI]

Common Name

English

V08AA02

Code

English

METRIZOIC ACID [ORANGE BOOK]

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000010258