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| | 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 | | Product Categories: | | | 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) |
| Toxicity | LD50 orally in mice: 2.87 g/kg (Lindner) |
| | 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. |
| | iobenzamic acid Preparation Products And Raw materials |
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