Patent ID: 6271248
Filing Date: 2001-08-07
Classification: A61P,C07D

Abstract:
A compound of the formula ##STR24##an enantiomer, diastereomer or pharmaceutically acceptable salt thereof,wherein:one of X and Y is N and the other is O;R.sup.1 is ##STR25##R.sup.2 and R.sup.3 are each independently(a) hydrogen;(b) alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl, aryloxy, aralkyl or aralkoxy, any of which may be independently substituted with one or more of Zl, Z.sup.2 and Z.sup.3 ;(c) halo;(d) hydroxyl;(e) cyano;(f) nitro;(g)--C(O)H or --C(O)R.sup.6 ;(h) --CO.sub.2 H or --C.sub.O.sub.2 R.sup.6 ;(i) --SH, --S(O).sub.n R.sup.6, --S(O).sub.m --OH, --S(O).sub.m -OR.sup.6, --O--S(O).sub.m -R.sup.6, --O--S(O).sub.m OH or --O--S(O).sub.m -OR.sup.6 ;(j) --Z.sup.4 -NR.sup.7 R.sup.8 ; or(k) --Z.sup.4 -N(R.sup.11)-Z.sup.5 -NR.sup.9 R.sup.10 ;R.sup.4 and R.sup.5 are each independently(a) hydrogen;(b) alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl, aryloxy, aralkyl or aralkoxy, any of which may be independently substituted with one or more of Zl, Z.sup.2 and Z.sup.3 ;(c) halo;(d) hydroxyl;(e) cyano;(f) nitro; (g) --C(O)H or --C(O)R.sup.6 ; (h) --CO.sub.2 H or --CO.sub.2 R.sup.6 ; (i) --SH, --S(O).sub.n R.sup.6, --S(O).sub.m --OH, --S(O).sub.m --OR.sup.6, --O--S(O).sub.m --R.sup.6, --O--S(O).sub.m OH or --O--S(O).sub.m --OR.sup.6 ;(j) --Z.sup.4 --NR.sup.7 R.sup.8 ;(k) --Z.sup.4 --N(R.sup.11)--Z.sup.5 --NR.sup.9 R.sup.10 ; or(l) R.sup.4 and R.sup.5 together are alkylene or alkenylene, either of which may be substituted with Z.sup.1, Z.sup.2 and Z.sup.3, completing a 4- to 8-membered saturated, unsaturated or aromatic ring together with the carbon atoms to which they are attached;R.sup.6 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl or aralkyl, any of which may be independently substituted with one or more of Z.sup.1, Z.sup.2 and Z.sup.3 ;R.sup.7, R.sup.8, R.sup.9, R.sup.10 and R.sup.11 are each independently(a) hydrogen; or(b) alkyl, cycloalkyl, cycloalkylalkyl, cycloalkenylalkyl, aryl or aralkyl, any of which may be independently substituted with one or more of Zl, Z.sup.2 and Z.sup.3 ;R.sup.7 and R.sup.8 together may be alkylene or alkenylene, either of which may be independently substituted with one or more of Z.sup.1, Z.sup.2 and Z.sup.3, completing a 3- to 8-membered saturated or unsaturated ring together with the nitrogen atom to which they are attached;any two of R.sup.9, R.sup.10 and R.sup.11 together may be alkylene or alkenylene, either of which may be independently substituted with one or more of Z.sup.1, Z.sup.2 and Z.sup.3, completing a 3- to 8-membered saturated or unsaturated ring together with the atoms to which they are attached;G.sup.1 is(a) hydrogen; or(b) alkyl;G.sup.2 is--(CH.sub.2).sub.m -NR.sup.12 R.sup.13 where R.sup.12 and R.sup.13 together are alkylene which may be independently substituted with one or more of Z.sup.1, Z.sup.2 and Z.sup.3, completing a 3- to 8-membered saturated ring together with the nitrogen atom to which they are attached, or, together with the nitrogen atom to which they are attached form ##STR26##R.sup.14 is lower alkyl substituted with 1, 2 or 3 halogen atoms;Z.sup.1, Z.sup.2 and Z.sup.3 are each independently(a) hydrogen;(b) halo;(c) hydroxy;(d) alkyl;(e) alkenyl;(f) aralkyl;(g) alkoxy;(h) aryloxy;(i) aralkoxy;(j) --SH, --S(O).sub.n Z.sup.6, --S(O).sub.m --OH, --S(O).sub.m --OZ.sup.6, --O--S(O).sub.m --Z.sup.6, --O--S(O).sub.m OH or --O--S(O).sub.m --OZ.sup.6 ;(k) oxo;(l) nitro;(m) cyano;(n) --C(O)H or --C(O)Z.sup.6 ;(o) --CO.sub.2 H or --CO.sub.2 Z.sup.6 ;(p) --Z.sup.4 --NZ.sup.7 Z.sup.8 ;(q) --Z.sup.4 --N(Z.sup.11)--Z.sup.5 --H;(r) --Z.sup.4 --N(Z.sup.11)--Z.sup.5 --Z.sup.6 ; or(s) --Z.sup.4 --N(Z.sup.11)--Z.sup.5 --NZ.sup.7 Z.sup.8 ;Z.sup.4 and Z.sup.5 are each independently(a) a single bond;(b) --Z.sup.9 --S(O).sub.n --Z.sup.10 -;(c) --Z.sup.9 --C(O)--Z.sup.10 --;(d) --Z.sup.9 --C(S)--Z.sup.10 --;(e) --Z.sup.9 --O--Z.sup.10 --;(f) --Z.sup.9 --S--Z.sup.10 --;(g) --Z.sup.9 --O--C(O)--Z.sup.10 --; or(h) --Z.sup.9 --C(O)--O--Z.sup.10 --;Z.sup.6 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl or aralkyl;Z.sup.7 and Z.sup.8 are each independently hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, cycloalkenylalkyl, aryl or aralkyl or Z.sup.7 and Z.sup.8 together are alkylene or alkenylene, completing a 3- to 8-membered saturated or unsaturated ring together with the nitrogen atom to which they are attached;Z.sup.9 and Z.sup.10 are each independently a single bond, alkylene, alkenylene or alkynylene;Z.sup.11 is(a) hydrogen; or(b) alkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl or aralkyl; or any two of Z.sup.7, Z.sup.8 and Z.sup.11 together are alkylene or alkenylene, completing a 3- to 8-membered saturated or unsaturated ring together with the atoms to which they are attached;each m is independently 1 or 2; andeach n is independently 0, 1, or 2.