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Acetrizoic acid
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Acetrizoic acid

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Acetrizoic acid
Skeletal formula
Space-filling model
Clinical data
Trade names Urokon, Triurol, Salpix, others
AHFS/Drugs.com International Drug Names
ATC code
Identifiers
  • 3-Acetamido-2,4,6-triiodobenzoic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.001.455
Chemical and physical data
Formula C9H6I3NO3
Molar mass 556.864 g·mol−1
3D model (JSmol)
  • O=C(Nc1c(I)c(c(I)cc1I)C(=O)O)C
  • InChI=1S/C9H6I3NO3/c1-3(14)13-8-5(11)2-4(10)6(7(8)12)9(15)16/h2H,1H3,(H,13,14)(H,15,16) checkY
  • Key:GNOGSFBXBWBTIG-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Acetrizoic acid is a pharmaceutical drug that was used as an iodinated contrast medium for X-ray imaging. It was applied in form of its salt, sodium acetrizoate, but is no longer in clinical use.

Chemistry and mechanism of action

The substance has high osmolality and is water-soluble. The three iodine atoms in the molecule readily absorb X-rays and are therefore responsible for its usability as a contrast medium.

History

Acetrizoate was developed by V.H. Wallingford of Mallinckrodt, and introduced in 1950; it was employed as a contrast agent for several radiographic studies, including pyelography,angiography of the brain, carotid arteries and the aorta, and cholecystography. It was soon found to be highly toxic to the kidneys and nervous system—work urging caution in its administration was published as early as 1959, after reports of adverse reactions ranging from hypersensitivity to brain damage—and was eventually replaced by other agents with higher efficacy and lower toxicity, such as sodium diatrizoate, a closely related compound.

Trade names

Trade names include Urokon, Triurol and Salpix, as well as Gastrografina and Urografina in Portugal.



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