Diatrizoate sodium Property

Melting point:

261-262° (dec)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

H₂O: 0.35 g/mL, slightly turbid, colorless

form 

White Powder

color 

White to off-white

BRN 

4082984

InChI

InChI=1S/C11H9I3N2O4.Na/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);/q;+1/p-1

InChIKey

ZEYOIOAKZLALAP-UHFFFAOYSA-M

SMILES

C1(NC(=O)C)C(I)=C(C(I)=C(C([O-])=O)C=1I)NC(=O)C.[Na+]

CAS DataBase Reference

737-31-5(CAS DataBase Reference)

EPA Substance Registry System

Benzoic acid, 3,5-bis(acetylamino)-2,4,6-triiodo-, monosodium salt (737-31-5)

Safety

Hazard Codes 

Xn

Risk Statements 

42/43

Safety Statements 

36

WGK Germany 

3

RTECS 

DG6125000

F 

8-10

HS Code 

29242100

Hazardous Substances Data

737-31-5(Hazardous Substances Data)

Toxicity

LD50 i.v. in rats: 14.7 g/kg (Langecker)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

Diatrizoate sodium Chemical Properties,Usage,Production

Description

Diatrizoate sodium is a contrast agent used during the X-rays test. It can be used as a diagnostic aid agent during angiography, urography and radiography. It can be applied during visualizing veins, the urinary system, gastrointestinal tract, spleen and joints as well as during the computer tomography (CT scan). It is used in cases where barium is not suitable for application such as patient being allergic to barium.

References

https://en.wikipedia.org/wiki/Diatrizoate
https://pubchem.ncbi.nlm.nih.gov/compound/Diatrizoate_sodium

Chemical Properties

Diatrizoate sodium is a white or almost white powder that has no odor and a slightly salty taste. It dissolves easily in water but only slightly dissolves in ethanol, and it does not dissolve in ether. A 50% aqueous solution has a pH between 6.5 and 8.0. The substance has an iodine content of approximately 59.9%.

Originator

Hypaque Sodium,Winthrop,US,1955

Uses

Diatrizoate Sodium is an iodinated radiopaque X-ray contrast medium used in radiology for diagnostic purposes. It is also used as a density gradient reagent to separate blood cells.

Definition

ChEBI: Sodium amidotrizoate is the sodium salt of a benzoic acid having iodo substituents at the 2-, 4- and 6-positions and acetamido substituents at the 3- and 5-positions. It is used, often as a mixture with the meglumine salt, as an X-ray contrast medium in gastrointestinal studies, angiography, and urography. It has a role as a radioopaque medium. It is an organoiodine compound and an organic sodium salt. It contains an amidotrizoic acid anion.

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)

Mode of action

The mechanism of action of Diatrizoate sodium is that it can block the X-rays so that the body structure containing iodine to be delineated in contrast to those structures that free of iodine, further allowing the visualization of those related areas.