5054. Iomeprol

Nomenclature

CAS number: 78649-41-9
N,N′-Bis(2,3-dihydroxypropyl)-5-[(hydroxyacetyl)methylamino]-2,4,6-triiodo-1,3-benzenedicarboxamide; N,N′-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-(N-methylglycolamido)isophthalamide; B-16880; Imeron (Bracco); Iomeron (Bracco).
C17H22I3N3O8; mol wt 777.09.
C 26.28%, H 2.85%, I 48.99%, N 5.41%, O 16.47%.

Description and references

Nonionic x-ray contrast media. Prepn: E. Felder, D. Pitrè, EP 026281; eidem, US 4352788 (1981, 1982 both to Bracco). HPLC determn in plasma and urine: V. Lorusso et al., J. Chromatogr. 525, 401 (1990). Series of articles on properties, pharmacology, pharmacokinetics and clinical experience in angiography and urography: Eur. J. Radiol. 18, Suppl. 1, S1-S124 (1994). Toxicology study: A. Morisetti et al., ibid. S21.

Chemical structure

Properties

Crystalline powder, mp 285-291° (dec). Extremely sol in water, very sol in methanol, poorly sol in ethanol. Practically insol in chloroform. Aqueous soln of 150 mg I/ml: d420 1.166, d437 1.161; osmolality (37°) 0.27 osmol/kg H2O; viscosity at 20° (mPa.s) 1.9, at 37° 1.3; nD20 1.3828. Aqueous soln of 300 mg I/ml: d420 1.334, d437 1.329; osmolality (37°) 0.52 osmol/kg H2O; viscosity at 20° (mPa.s) 8.4, at 37° 4.8; nD20 1.4327. Aqueous soln of 400 mg I/ml: d420 1.446, d437 1.441; osmolality (37°) 0.72 osmol/kg H2O; viscosity at 20° (mPa.s) 28.9, at 37° 13.9; nD20 1.4660. LD50 (400 mgI/ml soln) i.v. in mice, rats (gI/kg): 19.9, 14.5; LD50 (370 mgI/ml soln) i.v. in dogs (gI/kg): >12.5 (Morisetti).

Therapeutic Category

Diagnostic aid (radiopaque medium).

Keywords

Diagnostic Aid (Radiopaque Medium)