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Metrizoate

Metrizoate structure

CAS No:
1949-45-7
Formula:
C12H11I3N2O4
Chemical Name:
Metrizoate
Synonyms:
Benzoic acid,3-(acetylamino)-5-(acetylmethylamino)-2,4,6-triiodo-;Benzoic acid,3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)-;3-(Acetylamino)-5-(acetylmethylamino)-2,4,6-triiodobenzoic acid;3,5-Diacetamido-N-methyl-2,4,6-triiodobenzoic acid;Metrizoic acid;Metrizoate;3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodobenzoic acid;3-Acetamido-2,4,6-triiodo-5-(N-methylacetamido)benzoic acid
Categories:
Active Pharmaceutical Ingredients > Diagnostic Agents

Description

Metrizoic acid (Metrizoate) is an ionic contrast medium. Metrizoic acid (Metrizoate) shows high osmolality and has a risk of inducing allergic reactions[1][2][3].

Metrizoic acid is a monocarboxylic acid. It has a role as a radioopaque medium.|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.|Metrizoic acid is a Radiographic Contrast Agent. The mechanism of action of metrizoic acid is as a X-Ray Contrast Activity.|A diagnostic radiopaque that usually occurs as the sodium salt.

Metrizoate Basic Attributes

Molecular Weight：

627.94

Exact Mass：

627.94

EC Number：

217-761-1

UNII：

CM1N99QR1M

DSSTox ID：

DTXSID6023311

ATC Code：

V - Various

HScode：

2924299090

Characteristics

PSA：

86.7

XLogP3：

3.21270

Density：

2.3140 (estimate)

Melting Point：

281.5 °C

Boiling Point：

678.8ºC at 760mmHg

Flash Point：

364.3ºC

Refractive Index：

1.77

Vapor Pressure：

2.35E-19mmHg at 25°C

Safety Information

hazard class code：

36/37/38

safety instructions：

26-36/37/39

RTECS Number：

DG0887300

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

Drug Indication：

For use as a contrast medium.

MeSH：

Substances used to allow enhanced visualization of tissues. (See all compounds classified as Contrast Media.)

Mechanism of Action：

The mechanism of action of metrizoic acid is as an X-Ray contrast activity.

MeSH Entry Terms：

Benzoic acid, 3-(acetylamino)-5-(acetylmethylamino)-2,4,6-triiodo-

Metrizoate Use and Manufacturing

Uses

Diagnosis aid (radiopaque medium).

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:627.94
XLogP3:1.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:627.7853
Monoisotopic Mass:627.7853
Topological Polar Surface Area:86.7
Heavy Atom Count:21
Complexity:448
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes