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iocarmic acid

CAS No.
10397-75-8
Chemical Name:
iocarmic acid
Synonyms
MP 2032;Iocarmic;iocarmic acid;iocarmic acid USP/EP/BP;3,3'-[Tetramethylenebis(carbonylimino)]bis(2,4,6-triiodo-5-methylcarbamoylbenzoic acid);5,5'-[Tetramethylenebis(carbonylimino)]bis[3-(methylcarbamoyl)-2,4,6-triiodobenzoic acid];3,3'-[(1,6-Dioxohexane-1,6-diyl)diimino]bis[2,4,6-triiodo-5-[(methylamino)carbonyl]benzoic acid];Benzoic acid, 3,3'-[(1,6-dioxo-1,6-hexanediyl)diimino]bis[2,4,6-triiodo-5-[(methylamino)carbonyl]-
CBNumber:
CB9878264
Molecular Formula:
C24H20I6N4O8
Molecular Weight:
1253.86
MDL Number:
MFCD00867950
MOL File:
10397-75-8.mol
Last updated:2023-05-04 17:34:31

iocarmic acid Properties

Melting point 302° (dec)
Boiling point 868.1±65.0 °C(Predicted)
Density 2.4238 (estimate)
pka 0.56±0.10(Predicted)
FDA UNII 82PB24K6TZ
ATC code V08AA08

iocarmic acid Chemical Properties,Uses,Production

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) was added to stirred, heated dimethylacetamide (400 ml). When the temperature reached 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 of 55.0 g). After addition of the adipoyl chloride the solution was stirred at about 95°C for another 15 min, then poured into 2 L of hot water. As the above mixture cooled to room temperature a gum separated. The mother liquor was discarded and the gum was dissolved in water (2 L) with sufficient sodium hydroxide to complete solution. The solution was acidified with hydrochloric and acetic acids, treated with decolorizing charcoal and filtered. The filtrate was then strongly acidified with hydrochloric acid, which caused the separation of an apparently amorphous granular solid. This was filtered off, digested 0.5 h with hot ethanol (500 ml) collected, washed with ethanol and dried at 110°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] was precipitated a second and third time from its sodium salt solution. The third precipitate was then dissolved in hot dimethylformamide (400 ml), and water (1.5 L) was slowly added. The mixture was digested and the hot mixture filtered, yielding a crystalline product which, after drying at 110°C, weighed 126.0 g (neutral equivalent, 724). This product was dissolved in dilute sodium hydroxide solution (1 L) and the solution was acidified (pH 5) and filtered into a hot stirred solution of hydrochloric acid (25 ml of concentrated acid in 75 ml water). The mixture was chilled and the solid collected, washed with water and 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

iocarmic acid Suppliers

Global( 10)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 7724 58
Shaanxi Dideu Newmaterial Co., Ltd. 029-87576359 15353716720 1039@dideu.com China 10009 58
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 10397-75-8 10394-75-8 C24H20I6N4O8