title: Molecular rearrangement of 5-(a-hydroxy-alkanoylamino)-2,4,6-triiodo-isophthalic acid amides.
abstract: Iomeprol, a new nonionic contrast agent, undergoes in alkaline solution a Smiles-type intramolecular rearrangement to give 5-methylaminocarbonylmethoxy-2,4,6-triiodoisophthalic acid-bis-(2,3-dihydroxypropylamide). The rearranged product was isolated and its structure confirmed by spectra and by synthesis. The reaction is reversible and could be extended to some structurally related compounds.
authors.affiliation: Bracco Industria Chimica Spa, Milan, Italy.
authors.forename: E
authors.initials: E
authors.lastname: Felder
authors.forename: A
authors.initials: A
authors.lastname: Gallotti
authors.forename: A
authors.initials: A
authors.lastname: Favilla
mesh_terms: D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D003287:Contrast Media; D007479:Iopamidol / Q000031:analogs & derivatives*; D013329:Structure-Activity Relationship
chemical_list: D003287:Contrast Media; C057937:iomeprol; D007479:Iopamidol