| Identification | Back Directory | [Name]
iobenzamic acid | [CAS]
3115-05-7 | [Synonyms]
Orbil
Osbil
Razebil
Osbiland
N-(3-Amino-2,4,6-triiodobenzoyl)-N-phenyl-β-alanine
β-Alanine, N-(3-amino-2,4,6-triiodobenzoyl)-N-phenyl-
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 | [EINECS(EC#)]
221-484-1 | [Molecular Formula]
C16H13I3N2O3 | [MDL Number]
MFCD00867919 | [MOL File]
3115-05-7.mol | [Molecular Weight]
662 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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. |
|
|