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DOI: 10.1039/A705943D (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1998, 237-242

Synthesis of new bifunctional chelating agents: (1R*,2R*,4S*)-4-isothiocyanatocyclohexane-1,2-diamine-N,N,N′,N′-tetrakismethanephosphonic acid (4-ICMP) and (1R*,2R*,4S*)-4-isothiocyanatocyclohexane-1,2-diamine-N,N,N′,N′-tetrakisethanephosphonic acid (4-ICEP)

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Anthony Loussouarn, Muriel Duflos, Eric Benoist, Jean-François Chatal, Guillaume Le Baut and Jean-François Gestin

Abstract

Immunotherapy with radiolabelled antibodies should allow fairly specific targeting of certain cancers. Although 153Sm possesses favourable radiophysical characteristics for such therapy, a lack of radiolabelling stability in vivo limits its application. Yet the use of phosphonic semi-rigid bifunctional chelating agents (BCA) can improve its stability. Syntheses of (1R*,2R*,4S*)-4-isothiocyanatocyclohexane-1,2-diamine-N,N,N′,N′-tetrakismethanephosphonic acid (4-ICMP) and (1R*,2R*,4S*)-4-isothiocyanatocyclohexane-1,2-diamine-N,N,N′,N′-tetrakisethanephosphonic acid (4-ICEP) are described in this paper. The complexing properties of these two compounds has been confirmed by labelling with 153Sm. A novel synthetic approach involving the introduction of methanephosphonic functions has also been developed.

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