iobenzamic acid Property

Melting point:

133-134.5°

Boiling point:

702.8±60.0 °C(Predicted)

Density 

2.1751 (estimate)

pka

4.15±0.10(Predicted)

color 

White or pale-yellow powder

Water Solubility 

115mg/L(temperature not stated)

Safety

Toxicity

LD50 orally in mice: 2.87 g/kg (Lindner)

Hazard and Precautionary Statements (GHS)

iobenzamic acid Chemical Properties,Usage,Production

Originator

Bilibyk,Byk Gulden

Uses

Diagnostic aid (radiopaque medium, cholecystographic).

Definition

ChEBI: Iobenzamic acid is an organic molecular entity.

Manufacturing Process

1013.2 g 3-amino-2,4,6-triiodobenzoyl chloride are dissolved in a minimum amount of hot dioxane and caused to flow into 700.6 g molten methyl β- anilinopropionate with stirring. After the ensuing exothermic reaction has gradually terminated the reaction mixture is heated on a steam bath for about 3 h and while boiling hot has then methanol and methanolic 3 N HCl added thereto, where after it is cooled. The precipitated solids are separated and washed with ether. 953.0 g methyl β-N-(3-amino-2,4,6-triiodobenzoyl)- phenylaminopropionate are obtained having a melting paint of 156°-157°C. Yield 74.2% of theory
The methyl ester may be precipitated as the free acid by dissolving in dioxane, addition of 3.15 N methanolic sodium hydroxide solution, pouring the resulting reaction mixture in water, and acidulating the solution with 6 N HCl. After separation and drying, 553.6 g β-N-(3-amino-2,4,6-triiodobenzoyl)- phenylaminopropionic acid having a melting point of 133°-134.5°C are obtained from 571.0 g methyl ester. Overall yield 73.46% of theory.

brand name

Osbil (Mallinckrodt).

Therapeutic Function

Diagnostic aid

Safety Profile

Moderately toxic by ingestion andintravenous routes. When heated to decomposition itemits very toxic fumes of I^- and NOx.