Metrizoic acid Chemical Properties

Melting point:

281-282°

Boiling point:

678.8±55.0 °C(Predicted)

Density 

2.3140 (estimate)

storage temp. 

2-8°C(protect from light)

solubility 

DMSO

form 

Solid

pka

0.82±0.10(Predicted)

color 

White

Merck 

14,6156

CAS DataBase Reference

1949-45-7(CAS DataBase Reference)

EPA Substance Registry System

Benzoic acid, 3-(acetylamino)-5-(acetylmethylamino)-2,4,6-triiodo- (1949-45-7)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

RTECS 

DG0887300

HS Code 

2924.29.7790

Metrizoic acid Usage And Synthesis

Originator

Isopaque,Winthrop,France,1973

Uses

Diagnosis aid (radiopaque medium).

Definition

ChEBI: Metrizoic acid is a monocarboxylic acid. It has a role as a radioopaque medium.

Manufacturing Process

3,5-Diacetamido-2,4,6-triiodobenzoic acid (diatrizoic acid) (see Diatrizoate entry for synthesis) (10 g) is suspended in water (10 ml), 5 N potassium hydroxide (4.3 equivalent) is added and the mixture cooled to about 15°C. Dimethyl sulfate (0.5 equivalent) dissolved in an equal volume of acetone is added drop by drop while stirring. After the reaction mixture has been stirred for about 1 hour hydrochloric acid (1:1) is added, with stirring to pH about 0.5. The precipitate is filtered, washed and suspended moist in 4 parts of water, concentrated ammonia is added to pH about 7 and the ammonium salt solution is isomerized at 90°C to 100°C for about one-half hour whereafter additional ammonia is added to pH about 9 followed by solid ammonium chloride (about 10% weight/volume) and the solution stirred overnight and the excess of 3,5-diacetamide-2,4,6-triiodobenzoic acid recovered as ammonium salt on the filter. The filtrate is precipitated by means of hydrochloric acid (1:1 ) at pH about 0.5 and the N-methyl-3,5-diacetamido- 2,4,6-triiodobenzoic acid collected on a filter, washed and dried.

Therapeutic Function

Diagnostic aid (radiopaque medium)

Metrizoic acid(1949-45-7)Related Product Information

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