Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1990-07-06
1992-07-14
Rotman, Alan L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
546 5, 546 6, 546 24, 546261, C07F 958, C07F 102, C07F 304, C07F 1300
Patent
active
051304317
ABSTRACT:
N,N'-bis-(pyridoxal-5-phosphate)-alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal-5-phosphate)-1,2-cycloalkylenediamine-N,N'-diacetic acids, and N,N'-bis-(pyridoxal-5-phosphate)-1,2-arylenediamine-N,N'-diacetic acids, the corresponding monophosphate compounds and monoacetic acid compounds, and their salts and esters form stable, highly soluble chelates with paramagnetic metal ions, and are highly effective NMRI contrast agents. Preferred contrast agents are paramagnetic ion chelates of N,N'-bis-(pyridoxal-5-phosphate)ethylenediamine-N,N'-diacetic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-cyclohexylenediamine-N,N'-diacet ic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-arylenediamine-N,N'-diacetic acid, and the soluble calcium salts thereof.
Novel intermediates for forming these compounds are N,N'-bis(pyridoxal-5-phosphate)alkylenediimines, N,N'-bis(pyridoxal-5-phosphate)alkylenediamines, N,N'-bis(pyridoxal-5-phosphate)-1,2-cycloalkylenediimines, N,N'-bis(pyridoxal-5-phosphate)-1,2-cycloalkylenediamines, N,N'-bis(pyridoxal-5-phosphate)-1,2-arylenediamines, and the corresponding monophosphate compounds.
REFERENCES:
patent: 3632637 (1972-01-01), Martel
patent: 3981980 (1976-09-01), Baker et al.
patent: 4313928 (1982-02-01), Kato et al.
patent: 4440739 (1984-04-01), Azuma et al.
patent: 4489053 (1984-12-01), Azuma et al.
patent: 4637929 (1987-01-01), Quay
patent: 4647447 (1987-03-01), Gries et al.
patent: 4842845 (1989-06-01), Rocklage et al.
Chemical Abstracts, vol. 77 (11) 75, 138-Z Sep. 11, 1972.
Taliaferro, C. et al; "New Multidentate Ligands.22. et seq."; Inorg. Chem. 23:1188-1192 (1984).
Taliaferro, C. et al; "NMR Investigation of Protonation Sites et seq."; Inorg. Che.; 24:2408-2413 (1985).
Green, M. et al; "Evaluation of PLED as a Chelating Ligand et seq."; Int. J. Nucl. Med. Biol.; 12(5):381-386 (1985).
Frost, et al; "Chelating Tendencies of N,N'-Ethylenebis-et seq."; J. Am. Chem. Soc.; 80:530 (1958).
Anderegg, G. et al; "117. Metallindikatoren VII. et seq"; Helv. Chim. Acta.; 47:1067 (1964)--foreign language--.
L'Eplattenier, F. et al., "New Multidentate Ligands. et seq"; J. Am. Chem. Soc.; 89:837 (1967).
Patch, et al.; "The Cobalt (III), Chromium(III), Copper(KK), and Manganese(III) Complexes et seq."; Inorg. Chem 21(8):2972-2977 (1982).
Rocklage, et al.; "Manganese (II) N,N'-Dipyridoxylethylenediamine-N,N'-et seq"; Inorganic Chemistry; 1989, 2,477.
Marafie, et al.; "Complexes of Vitamin B.sub.6 XX:.sup.1 Equilibrium and Mechanistic Studies of the Reaction of Pyridoxal-5'-Phosphate with Pyridoxamine-5'-Phosphate in the Presence of Copper (II)"; J. Inorg. Biochem., 37, pp. 7-16 (1989).
Matsushima et al., "N-Pyridoxylidenehydrazine-N',N'-diacetic Acid, III. Formation of Metal Chelates in Solution"; Chem. Pharm. Bull., 35, No. 12, 4695-9 (1987).
Quay Steven C.
Rocklage Scott M.
Rotman Alan L.
Salutar Inc.
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