5011. Iodamide

Nomenclature

CAS number: 440-58-4
3-(Acetylamino)-5-[(acetylamino)methyl]-2,4,6-triiodobenzoic acid; α,5-diacetamido-2,4,6-triiodo-m-toluic acid; 3-acetamido-5-(acetamidomethyl)-2,4,6-triiodobenzoic acid; ametriodinic acid; SH-926.
C12H11I3N2O4; mol wt 627.94.
C 22.95%, H 1.77%, I 60.63%, N 4.46%, O 10.19%.

Description and references

Prepn: Felder, Pitre, FR 1382277 and US 3360436 (1964 and 1967 to Eprova); Felder et al., Helv. Chim. Acta 48, 259 (1965). Pharmacology and toxicology: F. Bonati et al., Arzneim.-Forsch. 15, 222 (1965); Z. B. Zsebk, L. Szlavy, ibid. 17, 1380 (1967); eidem, Int. Z. Klin. Pharmakol. Ther. Toxikol. 3, 157 (1970). Clinical trials: Grothuesmann, Arzneim.-Forsch. 15, 233 (1965). Comprehensive description: D. Pitré, Anal. Profiles Drug Subs. 15, 337-365 (1986).

Chemical structure

Properties

Crystals from acetic acid, mp 255-257°. Soly in water: 0.3 g/100 ml (22°).

Derivative

N-Methyl-d-glucamine salt.

Nomenclature

CAS number: 18656-21-8
Iodamide meglumine; Isteropac E.R. (Bracco); Jodomiron (Bracco); Opacist E.R. (Bracco); Renovue-65 (BMS); Renovue-DIP (BMS); Uromiro (Bracco).
C19H28I3N3O9; mol wt 823.15.
C 27.72%, H 3.43%, I 46.25%, N 5.10%, O 17.49%.

Properties

Sparingly sol in methanol, slightly sol in water, ethanol. Practically insol in ether, chloroform. LD50 in mice, rats, rabbits (g/kg): 9.0, 11.4, 13.2 i.v.; in rats, guinea pigs (g/kg): 17.9, 15.0 i.p. (Bonati).

Therapeutic Category

Diagnostic aid (radiopaque medium).

Keywords

Diagnostic Aid (Radiopaque Medium)