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Iotalamic acid

CAS No.2276-90-6
Chemical Name:Iotalamic acid
CBNumber:CB0501411
Molecular Formula:C11H9I3N2O4
Formula Weight:613.91
MOL File:2276-90-6.mol

Iotalamic acid Property

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)
FDA UNII 16CHD79MIX
ATC code V08AA04
UNSPSC Code 41116107
NACRES NA.24

Safety

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.

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H312-H332
Precautionary statements P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Iotalamic acid Chemical Properties,Usage,Production

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)