N,N-disubstituted ureas and processes for their manufacture

Details N,N-disubstituted ureas and processes for their manufacture N,N-disubstituted ureas and processes for their manufacture

1987-11-30

1990-07-10

Killos, Paul J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbonate esters

560 25, 560 29, 560 34, 560158, 560159, C07C17506

Patent

active

049408119

ABSTRACT:
N,O-acylates, derived from N-acylated carbamic acids, of desferrioxamine B of the formula ##STR1## in which B represents a carbamoyl radical of the partial formula --CO--NH--Alk--CO--O--R.sub.a.sup.1 (II) in which R.sub.a.sup.1 represents C.sub.1 -C.sub.4 -alkyl or C.sub.2 -C.sub.4 -alkyenyl and Alk represents C.sub.1 -C.sub.7 -alkylene that is optionally substituted by hydroxy, C.sub.1 -C.sub.4 -alkanoyloxy, amino, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamoyl, phenyl, hydroxyphenyl, methoxyphenyl or by indolyl, and each of the symbols A.sup.1, A.sup.2 and A.sup.3, independently of the others, represents hydrogen, an acyl radical Ac derived from a carboxylic acid, or an above-defined carbamoyl radical of the partial formula II, form strong iron(III) and aluminium complexes in living cells. They can therefore be used therapeutically for the treatment of pathological conditions in warm-blooded animals, including humans, that are associated with an excess of iron(III) or aluminium in the body or are caused by iron(III)-dependent pathogenic organisms. The compounds according to the invention can be obtained, for example, by conventional reaction of desferrioxamine B, or a suitable N- and O-silylated derivative thereof, with an isocyanatoalkanoic acid ester.

REFERENCES:
patent: 3634407 (1972-01-01), Gaumann
patent: 4671901 (1987-06-01), Green
Chem. Abstr., 100: 185755z (1984).
H. Bickel et al., Helv. Chem. Acta XLVI, pp. 1385-1389 (1963).

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