13087-53-1

Basic information

• Product Name: 1-deoxy-1-(methylamino)-D-glucitol 3-(acetylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]benzoate
• Synonyms: Iothalamate Meglumine;D-Glucitol, 1-deoxy-1-(methylamino)-, 3-(acetylamino)-2,4,6-triiodo- 5-[(methylamino)carbonyl]benzoate (salt);iothalamic acid meglumine salt;Iothalamic acid·meglumine;Meglumine iotalamate;Meglumine iothalamate injection;Iotalamic acid meglumine salt;1-deoxy-1-(methylamino)-D-glucitol 3-(acetylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]benzoate
• CAS NO: 13087-53-1
• Molecular Formula: C11H9I3N2O4.C7H17NO5
• Molecular Weight: 809.115
• EINECS: 235-998-9
• Product Categories: Organics
• Mol File: 13087-53-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 967.6°C at 760 mmHg
• Flash Point: 539°C
• Appearance: /
• Vapor Pressure: 0mmHg at 25°C
• CAS DataBase Reference: 1-deoxy-1-(methylamino)-D-glucitol 3-(acetylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-deoxy-1-(methylamino)-D-glucitol 3-(acetylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]benzoate(13087-53-1)
• EPA Substance Registry System: 1-deoxy-1-(methylamino)-D-glucitol 3-(acetylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]benzoate(13087-53-1)

Safety Data

• Hazardous Substances Data: 13087-53-1(Hazardous Substances Data)

Usage

Originator

Conray,Mallinckrodt Inc.,US,1962

Uses

Diagnostic aid (radiopaque medium).

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)

General Description

Iothalamate meglumineis a high-osmolar, ionic monomer with 47% boundiodine content. Conray is indicated for use in angiography,excretory urography, arthrography, cholangiography, endoscopicretrograde cholangiopancreatography, and variousCT procedures.

InChI:InChI=1/C11H9I3N2O4.C7H17NO5/c1-3(17)16-9-7(13)4(10(18)15-2)6(12)5(8(9)14)11(19)20;1-8-2-4(10)6(12)7(13)5(11)3-9/h1-2H3,(H,15,18)(H,16,17)(H,19,20);4-13H,2-3H2,1H3/t;4-,5+,6+,7+/m.0/s1