79. Acetrizoic Acid

Nomenclature

CAS number: 85-36-9
3-(Acetylamino)-2,4,6-triiodobenzoic acid; 3-acetamido-2,4,6-triiodobenzoic acid.
C9H6I3NO3; mol wt 556.86.
C 19.41%, H 1.09%, I 68.37%, N 2.52%, O 8.62%.

Description and references

Prepn: V. H. Wallingford et al., J. Am. Chem. Soc. 74, 4365 (1952) DOI; idem, J. Am. Pharm. Assoc. Sci. Ed. 42, 721 (1953). Toxicity data: J. O. Hoppe et al., J. Pharmacol. Exp. Ther. 116, 394 (1956) PubMed.

Chemical structure

Properties

White powder, decompn 278-283°.

Derivative

Sodium salt.

Nomenclature

CAS number: 129-63-5
Acetrizoate sodium; Cystokon (Mallinckrodt); Pyelokon-R (Mallinckrodt); Thixokon (Mallinckrodt); Urokon Sodium (Mallinckrodt).
C9H5I3NNaO3; mol wt 578.84.
C 18.67%, H 0.87%, I 65.77%, N 2.42%, Na 3.97%, O 8.29%.

Properties

Soly in water at 25°: 94.2 g/100 ml. pH of 30% aq soln: 4.8 to 5.2. Sol in alcohol. Very slightly sol in chloroform. Practically insol in benzene. LD50 in rabbits, cats, dogs (mg/kg): 5200, 5600, 6300 i.v. (Hoppe).

Derivative

Meglumine salt.

Nomenclature

CAS number: 22154-43-4
Meglumine acetrizoate; methylglucamine acetrizoate; Vasurix (Guerbet).
C9H6I3NO3.C7H17NO5; mol wt 752.08.
C 25.55%, H 3.08%, I 50.62%, N 3.72%, O 17.02%.

Properties

Minute crystals. Freely sol in water. Aq solns have a pH of ≈7.0.

Therapeutic Category

Diagnostic aid (radiopaque medium).

Keywords

Diagnostic Aid (Radiopaque Medium)