Patent ID: 6147197
Filing Date: 2000-11-14
Classification: A61P,C07H,Y02P

Abstract:
A compound having the formula V ##STR49## or a pharmaceutically acceptable salt, ester or prodrug thereof, wherein R.sup.b is selected from the group consisting of hydroxy, --O--C(O)--NH.sub.2 and --O--C(O)-imidazolyl;R.sup.c is hydrogen or a hydroxy protecting group; andR is selected from the group consisting of(1) methyl substituted with a moiety selected from the group consisting of(a) --C.tbd.N,(b) F,(c) --CO.sub.2 R.sup.10 wherein R.sup.10 is C.sub.1 -C.sub.3 -alkyl or aryl substituted C.sub.1 -C.sub.3 -alkyl, or heteroaryl substituted C.sub.1 -C.sub.3 -alkyl,(d) S(O).sub.n R.sup.10 wherein n is 0, 1 or 2 and R.sup.10 is as previously defined,(e) NHC(O)R.sup.10 wherein R.sup.10 is as previously defined,(f) NHC(O)NR.sup.11 R.sup.12 wherein R.sup.11 and R.sup.12 are independently selected from the group consisting of hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkyl substituted with aryl, substituted aryl, heteroaryl, and substituted heteroaryl,(g) aryl,(h) substituted aryl,(i) heteroaryl, and(j) substituted heteroaryl,(2) C.sub.2 -C.sub.10 -alkyl,(3) C.sub.2 -C.sub.10 -alkyl substituted with one or more substituents selected from the group consisting of(a) halogen,(b) hydroxy,(c) C.sub.1 -C.sub.3 -alkoxy,(d) C.sub.1 -C.sub.3 -alkoxy-C.sub.1 -C.sub.3 -alkoxy,(e) oxo,(f) --N.sub.3,(g) --CHO, and(h) O--SO.sub.2 -(substituted C.sub.1 -C.sub.6 -alkyl),(i) --NR.sup.13 R.sup.14 wherein R.sup.13 and R.sup.14 are selected from the group consisting of(i) hydrogen,(ii) C.sub.1 -C.sub.12 -alkyl,(iii) substituted C.sub.1 --C.sub.12 -alkyl,(iv) C.sub.1 -C.sub.12 -alkenyl,(v) substituted C.sub.1 -C.sub.12 -alkenyl,(vi) C.sub.1 -C.sub.12 -alkynyl,(vii) substituted C.sub.1 -C.sub.12 -alkynyl,(viii) aryl,(ix) C.sub.3 -C.sub.8 -cycloalkyl,(x) substituted C.sub.3 -C.sub.8 -cycloalkyl,(xi) substituted aryl,(xii) heterocycloalkyl,(xiii) substituted heterocycloalkyl,(xiv) C.sub.1 -C.sub.12 -alkyl substituted with aryl,(xv) C.sub.1 -C.sub.12 -alkyl substituted with substituted aryl,(xvi) C.sub.1 -C.sub.12 -alkyl substituted with heterocycloalkyl,(xvii) C.sub.1 -C.sub.12 -alkyl substituted with substituted heterocycloalkyl,(xviii) C.sub.1 -C.sub.12 -alkyl substituted with C.sub.3 -C.sub.8 -cycloalkyl,(xix) C.sub.1 -C.sub.12 -alkyl substituted with substituted C.sub.3 -C.sub.8 -cycloalkyl,(xx) heteroaryl,(xxi) substituted heteroaryl,(xxii) C.sub.1 -C.sub.12 -alkyl substituted with heteroaryl, and(xxiii) C.sub.1 -C.sub.12 -alkyl substituted with substituted heteroaryl, orR.sup.13 and R.sup.14 are taken together with the atom to which they are attached form a 3-10 membered heterocycloalkyl ring which may be substituted with one or more substituents independently selected from the group consisting of(i) halogen,(ii) hydroxy,(iii) C.sub.1 -C.sub.3 -alkoxy,(iv) C.sub.1 -C.sub.3 -alkoxy-C.sub.1 -C.sub.3 -alkoxy,(v) oxo,(vi) C.sub.1 -C.sub.3 -alkyl,(vii) halo-C.sub.1 -C.sub.3 -alkyl, and(vii) C.sub.1 -C.sub.3 -alkoxy-C.sub.1 -C.sub.3 -alkyl,(j) --CO.sub.2 R.sup.10 wherein R.sup.10 is as previously defined,(k) --C(O)NR.sup.11 R.sup.12 wherein R.sup.11 and R.sup.12 are as previously defined,(l) .dbd.N--O--R.sup.10 wherein R.sup.10 is as previously defined,(m) --C.tbd.N,(n) O--S(O).sub.n R.sup.10 wherein n is 0, 1 or 2 and R.sup.10 is as previously defined,(o) aryl,(p) substituted aryl,(q) heteroaryl,(r) substituted heteroaryl,(s) C.sub.3 -C.sub.8 -cycloalkyl,(t) substituted C.sub.3 -C.sub.8 -cycloalkyl,(u) C.sub.1 -C.sub.12 -alkyl substituted with heteroaryl,(v) heterocycloalkyl,(w) substituted heterocycloalkyl,(x) NHC(O)R.sup.10 where R.sup.10 is as previously defined,(y) NHC(O)NR.sup.11 R.sup.12 wherein R.sup.11 and R.sup.12 are as previously defined,(z) .dbd.N--NR.sup.13 R.sup.14 wherein R.sup.13 and R.sup.14 are as previously defined,(aa) .dbd.N--R.sup.9 wherein R.sup.9 is selected from the group consisting of:(i) C.sub.1 -C.sub.6 -alkyl, optionally substituted with a substituent selected from the group consisting of(aa) aryl,(bb) substituted-aryl,(cc) heteroaryl, and(dd) substituted-heteroaryl,(ii) aryl,(iii) substituted-aryl,(iv) heteroaryl,(v) substituted-heteroaryl, and(vi) heterocycloalkyl,(bb) .dbd.N--NHC(O)R.sup.10 wherein R.sup.10 is as previously defined, and(cc) .dbd.N--NHC(O)NR.sup.11 R.sup.12 wherein R.sup.11 and R.sup.12 are as previously defined;(4) C.sub.3 -alkenyl substituted with a moiety selected from the group consisting of(a) halogen,(b) --CHO,(c) --CO.sub.2 R.sup.10 where R.sup.10 is as previously defined,(d) --C(O)--R.sup.9 where R.sup.9 is as previously defined,(e) --C(O)NR.sup.11 R.sup.12 wherein R.sup.11 and R.sup.12 are as previously defined,(f) --C.tbd.N,(g) aryl,(h) substituted aryl,(i) heteroaryl,(j) substituted heteroaryl,(k) C.sub.3 -C.sub.7 -cycloalkyl, and(l) C.sub.1 -C.sub.12 -alkyl substituted with heteroaryl,(5) C.sub.4 -C.sub.10 -alkenyl;(6) C.sub.4 -C.sub.10 -alkenyl substituted with one or more substituents selected from the group consisting of(a) halogen,(b) C.sub.1 -C.sub.3 -alkoxy,(c) oxo,(d) --CHO,(e) --CO.sub.2 R.sup.10 where R.sup.10 is as previously defined,(f) --C(O)NR.sup.11 R.sup.12 wherein R.sup.11 and R.sup.12 are as previously defined,(g) --NR.sup.13 R.sup.14 wherein R.sup.13 and R.sup.14 are as previously defined,(h) .dbd.N--O--R.sup.10 where R.sup.10 is as previously defined,(i) --C.tbd.N,(j) O--S(O).sub.n R.sup.10 where n is 0, 1 or 2 and R.sup.10 is as previously defined,(k) aryl,(l) substituted aryl,(m) heteroaryl,(n) substituted heteroaryl,(o) C.sub.3 -C.sub.7 -cycloalkyl,(p) C.sub.1 -C.sub.12 -alkyl substituted with heteroaryl,(q) NHC(O)R.sup.10 where R.sup.10 is as previously defined,(r) NHC(O)NR.sup.11 R.sup.12 wherein R.sup.11 and R.sup.12 are as previously defined,(s) .dbd.N--NR.sup.13 R.sup.14 wherein R.sup.13 and R.sup.14 are as previously defined,(t) .dbd.N--R.sup.9 wherein R.sup.9 is as previously defined,(u) .dbd.N--NHC(O)R.sup.10 where R.sup.10 is as previously defined, and(v) .dbd.N--NHC(O)NR.sup.11 R.sup.12 wherein R.sup.11 and R.sup.12 are as previously defined;(7) C.sub.3 -C.sub.10 -alkynyl; and(8) C.sub.3 -C.sub.10 -alkynyl substituted with one or more substituents selected from the group consisting of(a) trialkylsilyl,(b) aryl,(c) substituted aryl,(d) heteroaryl, and(e) substituted heteroaryl.