iobenzamic acid
iobenzamic acid Basic information
- Product Name:
- iobenzamic acid
- Synonyms:
-
- N-(3-Amino-2,4,6-triiodobenzoyl)-N-phenyl-β-alanine
- Orbil
- Osbil
- Osbiland
- Razebil
- 3-(N-(3-amino-2,4,6-triiodobenzoyl)anilino)propanoic acid
- 3-(N-(3-amino-2,4,6-triiodo-benzoyl)anilino)propionic acid
- 3-[(3-azanyl-2,4,6-triiodo-phenyl)carbonyl-phenyl-amino]propanoic acid
- CAS:
- 3115-05-7
- MF:
- C16H13I3N2O3
- MW:
- 662
- EINECS:
- 221-484-1
- Mol File:
- 3115-05-7.mol
iobenzamic acid Chemical Properties
- 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)
iobenzamic acid Usage And Synthesis
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.