117-96-4 Usage
Description
DIATRIZOIC ACID is a water-soluble, ionic monomer that belongs to the class of benzoic acids. It is a triiodobenzoic acid with iodo substituents at the 2-, 4-, and 6-positions and acetamido substituents at the 3and 5-positions. It is commercially available as the meglumine salt, sodium salt, or as fixed combinations of the two salt forms, containing 47% organically bound iodine. It is a white solid and is used mainly as its N-methylglucamine and sodium salts.
Uses
Used in Medical Imaging:
DIATRIZOIC ACID is used as a radiopaque medium for various imaging procedures, including angiography, venography, excretory urography, retrograde cystourethrography, retrograde or ascending pyelography, operative, T-tube, or percutaneous transhepatic cholangiography, splenoportography, and arthrography.
Used in Gastrointestinal Tract Examinations:
DIATRIZOIC ACID is used as an alternative to barium sulfate for radiographic examination of the gastrointestinal tract when barium sulfate is contraindicated, such as in cases of suspected perforation of the GI tract.
Used in Computed Tomography (CT) of the Torso:
DIATRIZOIC ACID is used as an adjunct contrast enhancement in CT of the torso for dual contrast studies.
Used in Hysterosalpingography:
DIATRIZOIC ACID is used in hysterosalpingography for imaging the female reproductive system.
Used in Blood Cell Separation:
DIATRIZOIC ACID is used as a density gradient reagent for blood cell separation, aiding in the diagnostic process.
Brand Names:
Some brand names for DIATRIZOIC ACID include Md (Mallinckrodt) and Urovist Sodium (Berlex).
Originator
Hypaque Sodium,Winthrop,US,1955
Manufacturing Process
3,5-Dinitrobenzoic acid (15.9 g) was dissolved in an equivalent amount of
sodium hydroxide solution, and the solution was diluted to 310 ml with water.
The solution was refluxed with Raney nickel for fifteen minutes, filtered, and
the filtrate was hydrogenated at elevated pressure using platinum oxide
catalyst. After the amount of hydrogen calculated to reduce both nitro groups
had been absorbed, the mixture was filtered, and the filtrate was acidified
with an equal volume of concentrated hydrochloric acid. Iodine monochloride
(17 ml) in 100 ml of 6N HCl was then added with stirring. The reaction
mixture was allowed to stand for two and one-half hours at room
temperature, then diluted with an equal amount of water with vigorous
stirring, and the solid material was collected by filtration and recrystallizedfrom dilute methanol, giving 18.5 g of 3,5-diamino-2,4,6-triiodobenzoic acid,
MP about 135°C with decomposition. The 18.5 g of 3,5-diamino-2,4,6-
triiodobenzoic acid was suspended in 150 ml of acetic anhydride containing 5
drops of 70% perchloric acid, and the mixture was heated on a steam bath for
three and one-half hours. The reaction mixture was poured into 300 ml of ice
water, and then heated on a steam bath until crystallization took place. The
solid material was collected by filtration, dissolvedin dilute sodium hydroxide
solution, filtered, and hydrochloric acid was added to the filtrate to
reprecipitate the acid product. The latter was again dissolved in sodium
hydroxide and reprecipitated with acid, giving 9 g of 3,5-diacetamido-2,4,6-
triiodobenzoic acid, MP above 250°C.The acid may be used as the sodium salt or as the meglumate.
Therapeutic Function
Diagnostic aid (radiopaque medium)
Check Digit Verification of cas no
The CAS Registry Mumber 117-96-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 7 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 117-96:
(5*1)+(4*1)+(3*7)+(2*9)+(1*6)=54
54 % 10 = 4
So 117-96-4 is a valid CAS Registry Number.
InChI:InChI=1S/C11H9I3N2O4/c1-3(17)15-9-6(12)5(11(19)20)7(13)10(8(9)14)16-4(2)18/h1-2H3,(H,15,17)(H,16,18)(H,19,20)
117-96-4Relevant articles and documents
Synthesis and evaluation of potential CT (computer tomography) contrast agents for bone structure and microdamage analysis
Parkesh, Raman,Gowin, Wolfgang,Lee, T. Clive,Gunnlaugsson, Thorfinnur
, p. 3611 - 3617 (2008/09/19)
The design and synthesis of several novel X-ray contrast agents 1-3, developed for targeting bone structures, and in particularly microcracks in bones, using CT (Computer Tomography) detection is described. These contrast agents are based on the use of the well known triiodobenzene platform, which was conjugated into one or more phenyliminodiacetate moieties, which can be used to 'lock' onto bone matrices. Compounds 1-3 were all tested for their ability to visualise cracks in bone structures (bovine bones) using μ-CT imaging. The Royal Society of Chemistry 2006.
Non-ionic polyol contrast media from ionic contrast media
-
, (2008/06/13)
Novel non-ionic contrast media of a hitherto unknown combination of low osmolality and low viscosity are efficiently prepared from generally available ionic contrast media or non-iodinated precursors. Particularly, polyhydroxyhalo-hydrocarbons are employed with a triiodo-substituted acylamido benzoic acids in aqueous weakly basic media to selectively substitute the amido nitrogen, followed by activation of the carboxyl group for amide formation.
