4-(1-hydroxy-2-substituted amino)ethyl-5-hydroxy-2(5H)-furanones as anti-inflammatory agents

Abstract

Compounds of the formula ##STR1## where R.sub.1 is H or alkyl of 1 to 20 carbons, CO--R.sub.1 *, CO--O--R.sub.1 *, CO--NH--R.sub.1 *, or PO(OR.sub.1 *).sub.2, PO(OR.sub.1 *)R.sub.1 * where R.sub.1 * independently is H, alkyl of 1 to 20 carbons, phenyl, or substituted phenyl; R.sub.2 is H or alkyl of 1 to 20 carbons; X is H, R.sub.3, CO--R.sub.3, CO--O--R.sub.3, CO--NH--R.sub.3, CO--N--(R.sub.3).sub.2, PO(OR.sub.3).sub.2, PO(OR.sub.3)R.sub.3, and R.sub.3 independently is H, phenyl, substituted phenyl, alkyl of 1 to 20 carbons or is alkyl of 1 to 20 carbons substituted with a hydroxyl, alkoxy, substituted amino, thioalkoxy or with a COR.sub.3 * group where R.sub.3 * is H, lower alkyl, OH, OR.sub.3 **, NH.sub.2, NHR.sub.3 ** or N(R.sub.3 **).sub.2 group where R.sub.3 ** independently is H or lower alkyl, with the proviso that when X is CO--O--R.sub.3 or is CO--NH--R.sub.3 then R.sub.3 is not hydrogen; Y is H, R.sub.4, CO--R.sub.4, CO--O--R.sub.4, CO-N-piperazinyl, CO-N-substituted N-piperazinyl, CO-N-morpholinyl, CO-N-substitutetd N-morpholinyl, CO--NH--R.sub.4, or CO--N(R.sub.4).sub.2, PO(OR.sub.4).sub.2, PO(OR.sub.4)R.sub.4, SO.sub.2 OR.sub.4, or SO.sub.2 R.sub.4, where R.sub.4 independently is H, phenyl or substituted phenyl, or alkyl of 1 to 20 carbons, or is alkyl of 1 to 20 carbons substituted with a hydroxyl, alkoxy, substituted amino, thioalkoxy, with a COR.sub.4 * or with a O--COR.sub.4 *group where R.sub.4 * is H, lower alkyl, OH, OR.sub.4 **, NH.sub.2, NHR.sub.4 ** or N(R.sub.4 **).sub.2 group where R.sub.4 ** is lower alkyl with the proviso that when Y is CO--O--R.sub.4 then R.sub.4 is not hydrogen, are disclosed. The compounds have anti-inflammatory activity in mammals, including humans.

Dependencies are inferred from the claim text.