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)

form 

Solid

pka

0.78±0.10(Predicted)

color 

Off-White to Pale Yellow

CAS DataBase Reference

2276-90-6(CAS DataBase Reference)

Safety Information

HS Code 

2924296000

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.

Iotalamic acid Usage And Synthesis

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 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)

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