Iotalamic acid

Iotalamic acid Basic information
Product Name:Iotalamic acid
Synonyms: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;3-(acetylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]-benzoicaci;iothalamicacid;IOTHALAMIC ACID (200 MG)
CAS:2276-90-6
MF:C11H9I3N2O4
MW:613.91
EINECS:218-897-4
Product Categories:Organics
Mol File:2276-90-6.mol
Iotalamic acid Structure
Iotalamic acid Chemical Properties
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)
pka0.78±0.10(Predicted)
form Solid
color Off-White to Pale Yellow
CAS DataBase Reference2276-90-6(CAS DataBase Reference)
Safety Information
HS Code 2924296000
Toxicityman,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.
MSDS Information
Iotalamic acid Usage And Synthesis
Chemical PropertiesOff-white Solid
OriginatorConray,Mallinckrodt Inc.,US,1962
UsesIothalamic 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.
UsesIothalamic 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.
DefinitionChEBI: Iotalamic acid is an organic molecular entity.
Manufacturing ProcessCrude 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 nameConray(Mallinckrodt).
Therapeutic FunctionDiagnostic aid (radiopaque medium)
Iotalamic acid Preparation Products And Raw materials
Raw materialsMeglumine-->Acetic anhydride-->5-Amino-2,4,6-triiodoisophthalic acid
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