ChemicalBook--->CAS DataBase List--->2276-90-6

2276-90-6

2276-90-6 Structure

2276-90-6 Structure
IdentificationMore
[Name]

Iotalamic acid
[CAS]

2276-90-6
[Synonyms]

3-(acetylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]-benzoicaci
iothalamicacid
IOTHALAMIC ACID (200 MG)
5-acetamido-2,4,6-triiodo-N-methylisophthalamic acid
iotalamic acid
Iothalamic
Benzoic acid, 3-(acetylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]-
3-Acetamido-2,4,6-triiodo-5-(methylcarbamoyl)benzoic acid
3-(Acetylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]benzenecarboxylic acid
3-(Acetylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]benzoic acid
3-Acetylamino-5-methylcarbamoyl-2,4,6-triiodobenzoic acid
Metalamic acid
MI-216
[EINECS(EC#)]

218-897-4
[Molecular Formula]

C11H9I3N2O4
[MDL Number]

MFCD00800738
[Molecular Weight]

613.914
[MOL File]

2276-90-6.mol
Chemical PropertiesBack Directory
[Melting point ]

>300 °C (decomp)
[Boiling point ]

520.2±50.0 °C(Predicted)
[density ]

2.4079 (estimate)
[storage temp. ]

Refrigerator
[solubility ]

DMSO (Slightly, Heated), Methanol (Slightly)
[form ]

Solid
[pka]

0.78±0.10(Predicted)
[color ]

Off-White to Pale Yellow
[Henry's Law Constant]

4.4×1012 mol/(m3Pa) at 25℃, Zhang et al. (2010)
[Major Application]

pharmaceutical (small molecule)
[InChI]

1S/C11H9I3N2O4.Na/c1-3(17)16-9-7(13)4(10(18)15-2)6(12)5(8(9)14)11(19)20;/h1-2H3,(H,15,18)(H,16,17)(H,19,20);/q;+1/p-1
[InChIKey]

WCIMWHNSWLLELS-UHFFFAOYSA-M
[SMILES]

[Na+].Ic1c(c(c(c(c1C(=O)NC)I)C(=O)[O-])I)NC(=O)C
[CAS DataBase Reference]

2276-90-6(CAS DataBase Reference)
Safety DataBack Directory
[WGK Germany ]

WGK 3
[REACH Registrations]

Active
[HS Code ]

2924296000
[Storage Class]

11 - Combustible Solids
[Toxicity]

man,TDLo,unreported,2143uL/kg (2.143mL/kg),SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYELUNGS, THORAX, OR RESPIRATION: DYSPNEA,AJR, American Journal of Roentgenology. Vol. 162, Pg. 997, 1994.
Hazard InformationBack Directory
[Chemical Properties]

Off-white Solid
[Originator]

Conray,Mallinckrodt Inc.,US,1962
[Uses]

Iothalamic Acid is used as a contrast medium in diagnostic radiology. Iothalamic Acid displayed the same level of nephrotoxicity against rat and human renal epithelial cells as conventional ionic cont rast medioum.
[Uses]

Iothalamic Acid is used as a contrast medium in diagnostic radiology. Iothalamic Acid displayed the same level of nephrotoxicity against rat and human renal epithelial cells as conventional ionic contrast medioum.
[Definition]

ChEBI:Iotalamic acid is an organic molecular entity.
[Manufacturing Process]

Crude 5-amino-2,4,6-triiodo-N-methylisophthalamic acid (21.0 g) was dissolved in warm dimethylacetamide (40 ml) and acetic anhydride (30 ml) and concentrated sulfuric acid (2 drops) were added. This solution was heated on the steam bath for 2 hours, then heated at 110°C for 5 minutes, then cooled. Water and ammonium hydroxide were added to destroy the excess acetic anhydride, after which the mixture was evaporated to a volume of 50 ml. The cooled solution was acidified with concentrated hydrochloric acid and a tan solid was collected. The crude product was dissolved in 100 ml of water containing a slight excess of sodium hydroxide. The pH was adjusted to 4.5 with acetic acid, and the solution was treated with charcoal. The colorless solution was acidified with concentrated hydrochloric acid and cooled, and the precipitate was filtered off and dried under reduced pressure. The resulting 5- acetamido-2,4,6-triiodo-N-methylisophthalamic acid decomposes about 285°C and does not melt below 300°C.
5-acetamido-2,4,6-triiodo-N-methylisophthalamic acid was slurried in water and dissolved by the addition of an equivalent quantity of N-methylglucamine. The solution was evaporated to dryness to yield the meglumate salt of 5- acetamido-2,4,6-triiodo-N-methylisophthalamic acid.
[Brand name]

Conray(Mallinckrodt).
[Therapeutic Function]

Diagnostic aid (radiopaque medium)
[storage]

Store at -20°C
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