Patent ID: 6294672
Filing Date: 2001-09-25
Classification: C07F

Abstract:
A compound of formula 1: ##STR65##wherein:A, E, and L are selected from the group consisting of --NR.sup.8.sub.2, --NO.sub.2, --H, --OR.sup.7, --SR.sup.7, --C(O)NR.sup.4.sub.2, halo, --COR.sup.11, --SO.sub.2 R.sup.3, guanidine, amidine, --NHSO.sub.2 R.sup.5, --SO.sub.2 NR.sup.4.sub.2, --CN, sulfoxide, perhaloacyl, perhaloalkyl, perhaloalkoxy, C1-C5 alkyl, C2-C5 alkenyl, C2-C5 alkynyl, and lower alicyclic, or together A and L form a cyclic group, or together L and E form a cyclic group, or together E and J form a cyclic group including aryl, cyclic alkyl, and heterocyclic;J is selected from the group consisting of --NR.sup.8.sub.2, --NO.sub.2, --H, --OR.sup.7, --SR.sup.7, --C(O)NR.sup.4.sub.2, halo, --C(O)R.sup.11, --CN, sulfonyl, sulfoxide, perhaloalkyl, hydroxyalkyl, perhaloalkoxy, alkyl, haloalkyl, aminoalkyl, alkenyl, alkynyl, alicyclic, aryl, and aralkyl, or together with Y forms a cyclic group including aryl, cyclic alkyl and heterocyclic alkyl;X is selected from the group consisting of alkylamino, alkyl(hydroxy), alkyl(carboxyl), alkyl(phosphonate), alkyl, alkenyl, alkynyl, alkyl(sulfonate), aryl, heteroaryl, carbonylalkyl, 1,1-dihaloalkyl, aminocarbonylamino, alkylaminoalkyl, alkoxyalkyl, alkylthioalkyl, alkylthio, alkylaminocarbonyl, alkylcarbonylamino, alicyclic, aralkyl, and alkylaryl, all optionally substituted; or together with Y forms a cyclic group including aryl, cyclic alkyl, and heterocyclic;Y is selected from the group consisting of --H, alkyl, alkenyl, alkynyl, aryl, alicyclic, aralkyl, aryloxyalkyl, alkoxyalkyl, --C(O)R.sup.3, --S(O).sub.2 R.sup.3, --C(O)--OR.sup.3, --CONHR.sup.3, --NR.sup.2.sub.2, and --OR.sup.3, all except H are optionally substituted; or together with X forms a cyclic group including aryl, cyclic alkyl, and heterocyclic;R.sup.1 is independently selected from the group consisting of --H, alkyl, aryl, alicyclic where the cyclic moiety contains a carbonate or thiocarbonate, --C(R.sup.2).sub.2 -aryl, alkylaryl, --C(R.sup.2).sub.2 OC(O)NR.sup.2.sub.2, --NR.sup.2 --C(O)--R.sup.3, --C(R.sup.2).sub.2 --OC(O)R.sup.3, C(R.sup.2).sub.2 --O--C(O)OR.sup.3, --C(R.sup.2).sub.2 OC(O)SR.sup.3, alkyl-S--C(O)R.sup.3, alkyl-S--S-alkylhydroxy, and alkyl-S--S--S-alkylhydroxy, or together R.sup.1 and R.sup.1 are -alkyl-S--S-alkyl to form a cyclic group, or together R.sup.1 and R.sup.1 are ##STR66##whereinV and W are independently selected from the group consisting of hydrogen, aryl, substituted aryl, heteroaryl, substituted heteroaryl, 1-alkenyl, 1-alkynyl, and --R.sup.9 ; ortogether V and Z are connected to form a cyclic group containing 3-5 atoms, optionally 1 heteroatom, substituted with hydroxy, acyloxy, alkoxycarboxy, or aryloxycarboxy attached to a carbon atom that is three atoms from an oxygen attached to the phosphorus; ortogether V and W are connected to form a cyclic group containing 3 carbon atoms substituted with hydroxy, acyloxy, alkoxycarboxy, alkylthiocarboxy, hydroxymethyl, and aryloxycarboxy attached to a carbon atom that is three atoms from an oxygen attached to the phosphorus;Z is selected from the group consisting of --CH.sub.2 OH, --CH.sub.2 OCOR.sup.3, --CH.sub.2 OC(O)SR.sup.3, --CH.sub.2 OCO.sub.2 R.sup.3, --SR.sup.3, --S(O)R.sup.3, --CH.sub.2 N.sub.3, --CH.sub.2 NR.sup.2.sub.2, --CH.sub.2 Ar, --CH(Ar)OH, --CH(CH.dbd.CR.sup.2 R.sup.2)OH, --CH(C.ident.CR.sup.2)OH, and --R.sup.2 ;with the provisos that:a) V, Z, W are not all --H; andb) when Z is --R.sup.2, then at least one of V and W is not --H or --R.sup.9 ;R.sup.2 is selected from the group consisting of R.sup.3 and --H;R.sup.3 is selected from the group consisting of alkyl, aryl, alicyclic, and aralkyl;R.sup.4 is independently selected from the group consisting of --H, lower alkyl, lower alicyclic, lower aralkyl, and lower aryl;R.sup.5 is selected from the group consisting of lower alkyl, lower aryl, lower aralkyl, and lower alicyclic;R.sup.6 is independently selected from the group consisting of --H, and lower alkyl;R.sup.7 is independently selected from the group consisting of --H, lower alkyl, lower alicyclic, lower aralkyl, lower aryl, and --C(O)R.sup.10 ;R.sup.8 is independently selected from the group consisting of --H, lower alkyl, lower aralkyl, lower aryl, lower alicyclic, --C(O)R.sup.10, or together said R.sup.8 groups form a bidentate alkyl;R.sup.9 is selected from the group consisting of alkyl, aralkyl, and alicyclic;R.sup.10 is selected from the group consisting of --H, lower alkyl, --NH.sub.2, lower aryl, and lower perhaloalkyl;R.sup.11 is selected from the group consisting of alkyl, aryl, --OH, --NH.sub.2 and --OR.sup.3 ; orpharmaceutically acceptable prodrugs or salts thereof;with the provisos that:a) R is not lower alkyl of 1-4 carbon atoms;b) X is not alkylamine and alkylaminoalkyl substituted with phosphonic esters or acids;c) A, L, E, J, Y, and X together may only form 0-2 cyclic groups; andd) X is not aryl and alkylaryl linked 1,4 through a 6-membered aromatic ring.