ChemicalBook--->CAS DataBase List--->117-96-4

117-96-4

117-96-4 Structure

117-96-4 Structure
IdentificationBack Directory
[Name]

DIATRIZOIC ACID
[CAS]

117-96-4
[Synonyms]

diat
odiston
urotrast
triombrin
NSC-61815
NSC 262168
Diatrizoic
diatrizoate
diatriazoate
Diaztrizoate
amidotrizoate
urografinacid
urogranoicacid
diatrizoesaure
Diatrizoic aci
AMIDOTRIZOIC ACID
DIATRIZOICACID,ANHYDROUS
DIAZTRIZOICACID,ANHDYROUS
3,5-diacetamido-2,4,6-triiodo-benzoicaci
2,4,6-triiodo-3,5-diacetamidobenzoicacid
3,5-diacetamino-2,4,6-triiodobenzoic acid
3,5-BIS(ACETAMIDO)-2,4,6-TRIIODOBENZOIC ACID
3,5-bis(acetylamino)-2,4,6-triiodo-benzoicaci
3,5-BIS(ACETYLAMINO)-2,4,6-TRIIODOBENZOIC ACID
Benzoic acid, 3,5-bis(acetylamino)-2,4,6-triiodo-
2,4,6-TRIIODO-3,5-DIACETAMIDOBENZOICACID(DIATRIZOICACID)
3,5-Bis(acetamido)-2,4,6-triiodobenzoic Acid 3,5-Di(acetamido)-2,4,6-triiodobenzoic Acid
[EINECS(EC#)]

204-223-6
[Molecular Formula]

C11H9I3N2O4
[MDL Number]

MFCD00069960
[MOL File]

117-96-4.mol
[Molecular Weight]

613.91
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

>300°C
[Boiling point ]

614.1±55.0 °C(Predicted)
[density ]

2.4079 (estimate)
[vapor pressure ]

0Pa at 20℃
[storage temp. ]

Amber Vial, -20°C Freezer
[solubility ]

Soluble in Methanol.
[form ]

neat
[pka]

0.92±0.10(Predicted)
[color ]

White to Off-White
[Water Solubility ]

500g/L(25 ºC)
[Merck ]

14,2992
[Henry's Law Constant]

3.5×1012 mol/(m3Pa) at 25℃, Zhang et al. (2010)
[Stability:]

Light Sensitive
[Major Application]

diagnostic assay manufacturing
hematology
histology
[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)
[InChIKey]

YVPYQUNUQOZFHG-UHFFFAOYSA-N
[SMILES]

C(O)(=O)C1=C(I)C(NC(C)=O)=C(I)C(NC(C)=O)=C1I
[LogP]

3.3 at 20℃
[EPA Substance Registry System]

Benzoic acid, 3,5-bis(acetylamino)-2,4,6-triiodo- (117-96-4)
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

Density gradient reagent for blood cell seperation. Diagnostic aid (radiopaque medium)
[Uses]

radiopaque agent
[Definition]

ChEBI: A member of the class of benzoic acids that is benzoic acid having iodo substituents at the 2-, 4- and 6-positions and acetamido substituents at the 3- and 5-positions. It is used, mainly as its N-methylglucamine and sodium salts, as an -ray contrast medium in gastrointestinal studies, angiography, and urography.
[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 recrystallized
from 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.
[Brand name]

Md (Mallinckrodt); Urovist Sodium (Berlex).
[Therapeutic Function]

Diagnostic aid (radiopaque medium)
[General Description]

Diatrizoate is a water-soluble, ionicmonomer. It is commercially available as the megluminesalt, sodium salt, or as fixed combinations of the two saltforms. These triiodobenzoic acid salts contain 47% organicallybound iodine.
Numerous products with various concentrations of one ortwo of the salt forms are available for various imaging procedures.Indicated uses include angiography, venography,excretory urography, retrograde cystourethrography, retrogradeor ascending pyelography, operative, T-tube, or percutaneoustranshepatic cholangiography, splenoportography,arthrography; discography, radiographic examinationof the GI tract when barium sulfate is contraindicated (i.e.,suspected perforation of the GI tract), adjunct contrast enhancementin CT of the torso (dual contrast study), and hysterosalpingography.
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Danger
[Hazard statements ]

H334-H317
[Precautionary statements ]

P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P261-P285-P304+P341-P342+P311-P501
[WGK Germany ]

3
[RTECS ]

DG5950000
[HS Code ]

2924.29.7790
[REACH Registrations]

Active
[Storage Class]

11 - Combustible Solids
[Hazardous Substances Data]

117-96-4(Hazardous Substances Data)
[Toxicity]

LD50 intravenous in mouse: 8900mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

ACETYL IODIDE-->3,5-Diaminobenzoic acid-->Sodium hydroxide-->Hydrogen-->2-Chloro-3,5-dinitrobenzoic acid-->Iodine monochloride
[Preparation Products]

Diatrizoate sodium
Spectrum DetailBack Directory
[Spectrum Detail]

DIATRIZOIC ACID(117-96-4)MS
DIATRIZOIC ACID(117-96-4)IR1
DIATRIZOIC ACID(117-96-4)IR2
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