Introduction：Basic information about iocarmic acid CAS 10397-75-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
iocarmic acid Basic information
| Product Name: | iocarmic acid |
| Synonyms: | iocarmic acid;Iocarmic;3,3'-[(1,6-Dioxohexane-1,6-diyl)diimino]bis[2,4,6-triiodo-5-[(methylamino)carbonyl]benzoic acid];3,3'-[Tetramethylenebis(carbonylimino)]bis(2,4,6-triiodo-5-methylcarbamoylbenzoic acid);5,5'-[Tetramethylenebis(carbonylimino)]bis[3-(methylcarbamoyl)-2,4,6-triiodobenzoic acid];MP 2032;Benzoic acid, 3,3'-[(1,6-dioxo-1,6-hexanediyl)diimino]bis[2,4,6-triiodo-5-[(methylamino)carbonyl]-;iocarmic acid USP/EP/BP |
| CAS: | 10397-75-8 |
| MF: | C24H20I6N4O8 |
| MW: | 1253.86 |
| EINECS: | 233-861-8 |
| Product Categories: | |
| Mol File: | 10397-75-8.mol |
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iocarmic acid Chemical Properties
| Melting point | 302° (dec) |
| Boiling point | 868.1±65.0 °C(Predicted) |
| density | 2.4238 (estimate) |
| pka | 0.56±0.10(Predicted) |
Safety Information
iocarmic acid Usage And Synthesis
| Originator | Myelotrast,Winthrop |
| Uses | Diagnostic aid (radiopaque medium, cholecystographic). |
| Definition | ChEBI: Iocarmic acid is an organic molecular entity. |
| Manufacturing Process | 5-Amino-2,4,6-triiodo-N-methylisophthalamic acid (228.0 g, 4 mole) wasadded to stirred, heated dimethylacetamide (400 ml). When the temperaturereached 95°C, adipoyl chloride (27.5 g, 0.15 mole) was added all at once,followed by an equal amount added slowly over a period of 15 min (a total of55.0 g). After addition of the adipoyl chloride the solution was stirred at about95°C for another 15 min, then poured into 2 L of hot water. As the abovemixture cooled to room temperature a gum separated. The mother liquor wasdiscarded and the gum was dissolved in water (2 L) with sufficient sodiumhydroxide to complete solution. The solution was acidified with hydrochloricand acetic acids, treated with decolorizing charcoal and filtered. The filtratewas then strongly acidified with hydrochloric acid, which caused the separationof an apparently amorphous granular solid. This was filtered off, digested 0.5h with hot ethanol (500 ml) collected, washed with ethanol and dried at110°C. Yield of crude 5,5-(adipoyldiimino)-bis[2,4,6-triiodo-Nmethylisophthalamic acid].
The 5,5-(adipoyldiimino)-bis[2,4,6-triiodo-N-methylisophthalamic acid] wasprecipitated a second and third time from its sodium salt solution. The thirdprecipitate was then dissolved in hot dimethylformamide (400 ml), and water(1.5 L) was slowly added. The mixture was digested and the hot mixturefiltered, yielding a crystalline product which, after drying at 110°C, weighed126.0 g (neutral equivalent, 724). This product was dissolved in dilute sodiumhydroxide solution (1 L) and the solution was acidified (pH 5) and filtered intoa hot stirred solution of hydrochloric acid (25 ml of concentrated acid in 75 mlwater). The mixture was chilled and the solid collected, washed with waterand dried at 110°C. Yield of 5,5-(adipoyldiimino)-bis[2,4,6-triiodo-Nmethylisophthalamic acid] 114.0 g (45%). Melting point, 302°C (corrected),with decomposition. |
| Brand name | Dimeray (Mallinckrodt). |
| Therapeutic Function | Diagnostic aid |
iocarmic acid Preparation Products And Raw materials
| Raw materials | Adipoyl chloride-->N,N-Dimethylacetamide-->Sodium hydroxide-->Acetic acid-->Hydrochloric acid-->5-Amino-2,4,6-triiodoisophthalic acid |
