Patent ID: 6022890
Filing Date: 2000-02-08
Classification: C07D

Abstract:
A compound of structural Formula I: ##STR62## or a pharmaceutically acceptable salt, crystal form, or hydrate, wherein: a, b and c are independently a single bond or a double bond, and represented by in the structure above:n is: 0, 1 or 2;r is: 0 or 1;s is: 0 or 1;R.sup.1 and R.sup.10 are independently:(1) hydroxyl,(2) (C.sub.1 -C.sub.6)-alkyloxy,(3) H,(4) OCO(C.sub.1 -C.sub.6)-alkyl,(5) (C.sub.1 -C.sub.6)-alkyl,(6) R.sup.1 and R.sup.10 taken together is an exo-methylene group,(7) R.sup.1 and R.sup.10 taken together is .dbd.O, or(8) R.sup.1 and R.sup.10 taken together is an oxirane group;R.sup.2 and R.sup.3 are independently:(1) hydroxyl,(2) (C.sub.1 -C.sub.6)-alkyloxy,(3) H,(4) OCO(C.sub.1 -C.sub.6)-alkyl,(5) (C.sub.1 -C.sub.6)-alkyl,(6) phenyl, or(7) R.sup.2 and R.sup.3 taken together is an oxirane group when b is a single bond,or R.sup.2 is .dbd.O when b is a single bond;R.sup.4 is:(1) CO.sub.2 (C.sub.1 -C.sub.6)-alkyl,(2) CO.sub.2 H,(3) CH2OH,(4) C(.dbd.O) NR.sup.13 R.sup.14,(5) (C.sub.1 -C.sub.6)-alkyl,(6) CH.sub.2 O(C.sub.1 -C.sub.6)-alkyl, or(7) CHO;R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are independently selected from the group consisting of:(1) O[(C.dbd.O)O.sub.r ].sub.s R.sup.13,(2) O[(C.dbd.O)O.sub.r ].sub.s -aryl, aryl as defined below, and(3) O[(C.dbd.O)O.sub.r ].sub.s -heteroaryl, heteroaryl as defined below;R.sup.9 is:(1) H,(2) OH,(3) .dbd.O when a is a single bond,(4) O[(C.dbd.O)O.sub.r ].sub.s (C.sub.1 -C.sub.6)-alkyl, alkyl as defined below,(5) O[(C.dbd.O)O.sub.r ].sub.s (C.sub.2 -C.sub.6)-alkenyl, as defined below,(6) O[(C.dbd.O)O.sub.r ].sub.s -aryl, aryl as defined below,(7) O[(C.dbd.O)O.sub.r ].sub.s -heteroaryl, heteroaryl as defined below,(8) O(CH.sub.2).sub.n -heteroaryl, heteroaryl as defined below, or(9) O(CH.sub.2).sub.n -aryl, aryl as defined below,R.sup.11 is chosen from the group consisting of:(1) H,(2) O(CH.sub.2).sub.n -heteroaryl, wherein heteroaryl is defined as an unsubstituted, monosubstituted, or disubstituted five or six membered aromatic heterocycle containing from 1 to 3 heteroatoms selected from the group consisting of O, N and S and wherein the substituents are selected from the group consisting of:(a) halo, wherein halo is fluoro, chloro, bromo, or iodo,(b) hydroxy,(c) (C.sub.1 -C.sub.6)-alkyl,(d) (C.sub.1 -C.sub.4)-perfluoroalkyl,(e) (C.sub.1 -C.sub.6)-alkenyl,(f) (C.sub.1 -C.sub.6)-alkynyl,(g) (C.sub.1 -C.sub.6)-alkyloxy,(h) (C.sub.1 -C.sub.6)-alkyl-S(O).sub.n -,(i) phenyl,(j) phenoxy,(k) cyano,(l) nitro,(m) CO.sub.2 H,(n) CO(C.sub.1 -C.sub.6)-alkyl,(o) CO.sub.2 (C.sub.1 -C.sub.6)-alkyl,(p) CONR.sup.13 R.sup.14,(q) NR.sup.13 R.sup.14,(r) NR.sup.13 CO(C.sub.1 -C.sub.6)-alkyl,(s) fused benzo, and(t) fused pyridyl group,(3) O(CH.sub.2).sub.n -aryl, wherein aryl is defined as phenyl or naphthyl, unsubstituted or substituted with one, two or three of the substituents selected from the group consisting of:(a) halo, wherein halo is fluoro, chloro, bromo, or iodo,(b) hydroxy,(c) (C.sub.1 -C.sub.6)-alkyl,(d) (C.sub.1 -C.sub.4)-perfluoroalkyl,(e) (C.sub.1 -C.sub.6)-alkenyl,(f) (C.sub.1 -C.sub.6)-alkynyl,(g) (C.sub.1 -C.sub.6)-alkyloxy,(h) (C.sub.1 -C.sub.6)-alkyl-S(O).sub.n -,(i) phenyl,(j) phenoxy,(k) cyano,(l) nitro,(m) CO.sub.2 H,(n) CO(C.sub.1 -C.sub.6)-alkyl,(o) CO.sub.2 (C.sub.1 -C.sub.6)-alkyl,(p) CONR.sup.13 R.sup.14,(q) NR.sup.13 R.sup.14,(r) NR.sup.13 CO(C.sub.1 -C.sub.6)-alkyl,(s) (C.sub.1 -C.sub.6)-alkenyloxy, and(t) benzyloxy;(4) (C.sub.1 -C.sub.6)-alkyl, wherein alkyl is unsubstituted or substituted with one or two of the substituents selected from the group consisting of:(a) halo, wherein halo is fluoro, chloro, bromo, or iodo,(b) hydroxy,(c) oxo,(d) (C.sub.1 -C.sub.6)-alkyloxy,(e) (C.sub.1 -C.sub.6)-S(O).sub.n -,(f) aryl-(C.sub.1 -C.sub.6)-alkyloxy,(g) cyano,(h) nitro,(i) vinyl,(j) NR.sup.13 R.sup.14,(k) NR.sup.13 CO(C.sub.1 -C.sub.6)-alkyl,(l) CHO,(m) CO.sub.2 H,(n) CO(C.sub.1 -C.sub.6)-alkyl,(o) CO.sub.2 (C.sub.1 -C.sub.6)-alkyl,(p) CONR.sup.13 R.sup.14,(q) aryl, as defined above, and(r) OCOCH.sub.3,(5) (CH2 ).sub.n O(C.sub.1 -C.sub.6)-alkyl, wherein alkyl is as defined above,(6) (C.sub.2 -C.sub.6)-alkenyl, wherein alkenyl is unsubstituted or substituted with one or two of the substituents selected from the group consisting of:(a) halo, wherein halo is fluoro, chloro, bromo, or iodo,(b) hydroxy,(c) oxo,(d) (C.sub.1 -C.sub.6)-alkyloxy,(e) (C.sub.1 -C.sub.6)-S(O).sub.n -,(f) phenyl-(C.sub.1 -C.sub.6)-alkyloxy,(g) cyano,(h) nitro,(i) vinyl,(j) NR.sup.13 R.sup.14,(k) NR.sup.13 CO(C.sub.1 -C.sub.6)-alkyl,(l) CHO,(m) CO.sub.2 H,(n) CO(C.sub.1 -C.sub.6)-alkyl,(o) CO.sub.2 (C.sub.1 -C.sub.6)-alkyl,(p) CONR.sup.13 R.sup.14,(q) aryl, wherein aryl is as defined above,(r) heteroaryl, wherein heteroaryl is as defined above, and(s) OCOCHC.sub.3,(7) (CH.sub.2 ).sub.n O(C.sub.2 -C.sub.6)-alkenyl, wherein alkenyl is as defined above,(8) CHO,(9) COOH,(10) CONR.sup.13 R.sup.14,(11) O[(C.dbd.O)O.sub.r ].sub.s (C.sub.1 -C.sub.6)-alkyl, alkyl as defined above,(12) (CH.sub.2 ).sub.n S(C.sub.1 -C.sub.6)-alkyl, wherein alkyl is as defined above,(13) (CH.sub.2 ).sub.n S(C.sub.2 -C.sub.6)-alkenyl, wherein alkenyl is as defined above, or(14) (CH.sub.2 ).sub.n S(C.sub.2 -C.sub.6)-aryl, wherein aryl is as defined above;R.sup.12 is as defined above for R.sup.11 when c is a single bond, orR.sup.12 is as defined below when c is a double bond:(1) .dbd.O,(2) .dbd.CH-(C.sub.1 -C.sub.6)-alkyl, wherein alkyl is as defined above,(3) .dbd.CH-(C.sub.1 -C.sub.6)-alkenyl, wherein alkenyl is as defined above, or(4) .dbd.CH-aryl, wherein aryl is as defined above;R.sup.13 and R.sup.14 are independently:(1) hydrogen,(2) (C.sub.1 -C.sub.6)-alkyl, or(3) phenyl.