Molecular Rearrangement of 5-(a-Hydroxy-Alkanoylamino)-2,4,6-Triiodo-Isophthali Acid Amides
- 1 September 1988
- journal article
- research article
- Published by Wolters Kluwer Health in Investigative Radiology
- Vol. 23, S101-S105
- https://doi.org/10.1097/00004424-198809001-00010
Abstract
Felder E, Gallotti A, Favilla A. Molecular rearrangement of 5-(a-hydroxy-alkanoylamino)-2,4,6-triiodo-isophthalic acid amides. Invest Radiol 1988;23(Suppl 1):S101-S105. 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.Keywords
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