Patent ID: 6413972
Filing Date: 2002-07-02
Classification: A61K,A61P,C07D

Abstract:
A compound of the formula (I): or a salt thereof, wherein in formula I:m represents an integer from 0 to 3; each dotted line represents a single bond or a double bond and R1, R2 and R3 each is (1) hydrogen, (2) a hydrocarbon group which may be substituted, (3) an acyl group which may be substituted, (4) a heterocyclic group having a bond in a carbon atom thereof which may be substituted, (5) a group of the formula: â€”COOR21 wherein R21 is hydrogen, a hydrocarbon group which may be substituted or a heterocyclic group which may be substituted, (6) a group of the formula: â€”COâ€”NR15R16 wherein R15 is hydrogen, a hydrocarbon group which may be substituted or a C1-10 alkoxy group; and R16 is hydrogen or a hydrocarbon group which may be substituted; or R15 and R16 form, taken together with the adjacent nitrogen atom, a cyclic amino group which may be substituted, (7) a cyano group, (8) a nitro group, (9) a group of the formula: â€”NR8R9 wherein R8 is (i) hydrogen, (ii) a hydrocarbon group which may be substituted, (iii) an acyl group which may be substituted, (iv) a group of the formula: â€”Oâ€”R13 wherein R13 is hydrogen, a C1-10 hydrocarbon group which may be substituted, a C1-20 acyl group which may be substituted, a C1-20 allkylsulfonyl group which may be substituted, a C6-14 arylsulfonyl group which may be substituted or a heterocyclic group which may be substituted, (v) a heterocyclic group which may be substituted or (vi) a group of the formula: â€”S(O)t-R12 wherein t is an integer from 0 to 2, and R12 is hydrogen or a C1-10 hydrocarbon group which may be substituted; R9 is hydrogen, a hydrocarbon group which may be substituted or an acyl group which may be substituted; or R8 and R9 form, taken together with the adjacent nitrogen atom, a cyclic amino group which may be substituted, (10) a group of the formula: â€”Oâ€”R13 wherein R13 is as defined above, or (11) a group of the formula: â€”S(O)t-R14 wherein t is an integer from 0 to 2, and R14 is hydrogen, a hydrocarbon group which may be substituted or a heterocyclic group which may be substituted; R4 is (1) a hydrocarbon group which may be substituted, (2) an acyl group which may be substituted, (3) a heterocyclic group having a bond in a carbon atom thereof which may be substituted, (4) a group of the formula: â€”COOR21 wherein R21 is as defined above, (5) a group of the formula: â€”COâ€”NR15R16 wherein each symbol is as defined above, or (6) a cyano group; R5 is (1) hydrogen, (2) halogen, (3) a hydrocarbon group which may be substituted, (4) an acyl group which may be substituted, (5) a heterocyclic group having a bond in a carbon atom thereof which may be substituted, (6) a group of the formula: â€”COOR21 wherein R21 is as defined above, (7) a group of the formula: â€”COâ€”NR15R16 wherein each symbol is as defined above, (8) a cyano group, or (9) a group of the formula: â€”Oâ€”R13 wherein R13 is as defined above; R6 is (1) hydrogen, (2) a hydrocarbon group which may be substituted, (3) an acyl group which may be substituted, (4) a heterocyclic group having a bond in a carbon atom thereof which may be substituted, (5) a group of the formula: â€”COOR21 wherein R21 is as defined above, (6) a group of the formula: â€”COâ€”NR15R16 wherein each symbol is as defined above, or (7) a cyano group; R7 is (i) a C6-10 aryl or C3-7 cycloalkyl group, each of which may be substituted by 1 to 6 substituents selected from the group consisting of (1) C1-15 alkyl which may be substituted by 1 to 3 halogen, (2) C3-10 cycloalkyl, (3) C2-10 alkenyl, (4) C2-10 alkynyl, (5) C3-10 cycloalkenyl, (6) C6-10 aryl, (7) C7-20 aralkyl, (8) nitro, (9) hydroxy, (10) mercapto, (11) oxo, (12) thioxo, (13) cyano, (14) carbamoyl, (15) carboxyl, (16) C1-6 alkoxy-carbonyl, (17) sulfo, (18) halogen, (19) C1-6 alkoxy, (20) C6-10 aryloxy, (21) C1-6 alkanoyloxy, (22) C1-6 alkylthio, (23) C6-10 arylthio, (24) C1-6 alkylsulfinyl, (25) C6-10 arylsulfinyl, (26) C1-6 alkylsulfonyl, (27) C6-10 arylsulfonyl, (28) amino, (29) C1-6 alkanoylamino, (30) mono- or di-C1-4 alkylamino, (31) C3-8 cycloalkylamino, (32) C6-10 arylamino, (33) C1-6 alkanoyl, (34) C6-10 aryl-carbonyl and (35) 5- to 6-membered heterocyclic group, or (ii) a heterocyclic group which may be substituted, in which â€œhydrocarbon groupâ€  is a C1-20 hydrocarbon group selected from C1-15 alkyl, C3-10 cycloalkyl, C2-10 alkenyl, C2-10 alkynyl, C3-10 cycloalkenyl, C6-14 aryl and C7-20 aralkyl; â€œC1-10 hydrocarbon groupâ€  is a C1-10 alkyl, C3-10 cycloalkyl, C2-10 alkenyl, C2-10 alkynyl, C3-10 cycloalkenyl, C6-10 aryl or phenyl-C1-4 alkyl group; â€œacyl groupâ€  and â€œC1-20 acyl groupâ€  each is formyl, C1 6 alkyl-carbonyl, C1-6 alkoxy-carbonyl, C6-14 aryl-carbonyl, C6-14 aryloxy-carbonyl, C6-14 aryl-C1-6 alkyl-carbonyl, C6-14 aryl-C1-6 alkoxy-carbonyl, C2-4 alkenyl-carbonyl, C3-6 cycloalkyl-carbonyl or tricyclic bridged C9-10 hydrocarbon-carbonyl; â€œheterocyclic groupâ€  is (1) a 5- to 8-membered heterocyclic group containing 1 to 4 hetero atoms selected from oxygen atoms, sulfur atoms, nitrogen atoms in addition to carbon atoms, (2) a bi- or tri-cyclic condensed heterocyclic group resulting from condensation of 2 or 3 of the above (1) heterocyclic group, whether identical or not, or (3) a bi- or tri-cyclic condensed heterocyclic group resulting from condensation of the above (1) heterocyclic group and 1 or 2 benzene rings; â€œcyclic amino groupâ€  is a 5- to 7-membered cyclic amino group optionally containing 1 to 3 hetero atoms selected from oxygen atoms, sulfur atoms, nitrogen atoms in addition to carbon atoms and a nitrogen atom; â€œsubstituent(s)â€  for the â€œhydrocarbon group which may be substituted,â€  the â€œC1-10 hydrocarbon group which may be substituted,â€  the â€œacyl group which may be substituted,â€  the â€œC1-20 acyl group which may be substituted,â€  the â€œC1-20 alkylsulfonyl group which may be substitutedâ€  or the â€œC6-14 arylsulfonyl group which may be substitutedâ€  is selected from 1 to 6 of (1) halogen, (2) nitro, (3) nitroso, (4) cyano, (5) (i) C1-6 alkyl which may be substituted by 1 to 3 substituents selected from the group consisting of hydroxy, C1-6 alkoxy, C1-3 alkoxy-C1-3 alkoxy, C1-3 alkylthio, hydroxy-C1-3 alkoxy, C1-6 alkyl-carbonyl, carboxy, carbamoyl, C1-6 alkyl-carbamoyl, 5- to 8-membered heterocyclic group and halogen, (ii) C1-4 alkanoyl or C2-4 alkenoyl, (iii) C6-14 aryl-C1-6 alkyl which may be substituted by 1 to 3 substituents selected from the group consisting of halogen, C1-3 alkoxy and C1-4 alkyl, (iv) C6-14 aryl which may be substituted by 1 to 3 halogen, (v) C2-6 alkenyl, (vi) C3-7 cycloalkyl, (vii) C1-3 alkoxy-carbonyl, (viii) mono- or di-C1-6 alkylamino, (ix) C2-6 alkenylamino, (x) C1-3 alkoxy-carbonyl, (xi) formyl or C1-6 alkyl-carbonyl, or (xii) hydroxy which may be substituted by C3-6 cycloalkyloxy-carbonyl, (6) a group of the formula: â€”S(O)t-R17 wherein t is an integer from 0 to 2, and R17 is (i) hydrogen or (ii) a C1-6 alkyl, C6-14 aryl or C7-20 aralkyl group which may be substituted by 1 to 3 substituents selected from the group consisting of halogen, nitro, cyano, hydroxy, oxo, thioxo, carboxy, cyano-C6-14 aryl and halogeno-C6-14 aryl, (7) a group of the formula: â€”NR18R19 wherein R18 and R19 each is hydrogen, C1-6 alkyl, C1-6 alkylamino-C1-6 alkyl, C1-6 alkoxy, C2-6 alkenyl, C3-7 cycloalkyl, phenyl, phenyl-C1-6 alkyl, C1-6 alkanoyl, C3-6 alkenoyl, C4-7 cycloalkyl-carbonyl, phenyl-C1-6 alkyl-carbonyl, C1-6 alkoxy-carbonyl, phenyl-C1-6 alkoxy-carbonyl or 5- to 8-membered heterocyclic group, (8) a group of the formula: â€”COâ€”R20 wherein R20 is (i) hydrogen, (ii) hydroxy, (iii) C1-10 alkyl or (iv) C1-6 alkoxy which may be substituted by C6-14 aryl which may be substituted by 1 to 3 substituents selected from the group consisting of halogen and nitro, (v) C3-6 cycloalkyl, (vi) C6-14 aryl, (vii) C6-14 aryloxy, (viii) C7-20 aralkyl, (ix) a group of the formula: â€”NR10R11 wherein R10 is hydrogen, a C1-10 hydrocarbon group which may be substituted, a C1-20 acyl group which may be substituted, a group of the formula: â€”Oâ€”R13 wherein R13 is as defined above, a heterocyclic group which may be substituted or a group of the formula: â€”S(O)t-R12 wherein each symbol is as defined above; and R11 is hydrogen or a C1-10 hydrocarbon group; or R10 and R11 form, taken together with the adjacent nitrogen atom, a cyclic amino group which may be substituted, or (x) 5- to 8-membered heterocyclic group, (9) 5- to 8-membered heterocyclic group which may be substituted by 1 to 3 substituents selected form the group consisting of hydroxy, amino, mono- or di-C1-4 alkylamino, C1-4 alkoxy, halogen, nitro and C1-6 alkyl, (10) sulfo, (11) C6-14 aryl which may be substituted by 1 to 3 substituents selected form the group consisting of hydroxy, amino, mono- or di-C1-4 alkylamino, C1-4 alkoxy, halogen, nitro and C1-6 alkyl, (12) C3-7 cycloalkyl which may be substituted by 1 to 3 substituents selected from the group consisting of hydroxy, amino, mono- or di-C1-4 alkylamino, C1-4 alkoxy, halogen, nitro and C1-6 alkyl, (13) C1-6 alkylenedioxy, (14) oxo, (15) thioxo, (16) C2-4 alkynyl which may be substituted by 1 to 3 substituents selected form the group consisting of hydroxy, amino, mono- or di-C1-4 alkylamino, C1-4 alkoxy, halogen, nitro and C1-6 alkyl, (17) C3-10 cycloalkyl which may be substituted by 1 to 3 substituents selected form the group consisting of hydroxy, amino, mono- or di-C1-4 alkylamino, C1-4 alkoxy, halogen, nitro and C1-6 alkyl, (18) C2-10 alkenyl which may be substituted by 1 to 3 substituents selected form the group consisting of hydroxy, amino, mono- or di-C1-4 alkylamino, C1-4 alkoxy, halogen, nitro and C1-6 alkyl, (19) C7-20 aralkyl which may be substituted by 1 to 3 substituents selected from the group consisting of hydroxy, amino, mono- or di-C1-4 alkylamino, C1-4 alkoxy, halogen, nitro and C1-6 alkyl, (20) amidino and (21) azido; â€œsubstituent(s)â€  for the â€œheterocyclic group which may be substitutedâ€  or the â€œheterocyclic group having a bond in a carbon atom thereof which may be substitutedâ€  is selected from 1 to 6 of (1) C1-6 alkyl, (2) C2-6 alkenyl, (3) C2-6 alkynyl, (4) C3-6 cycloalkyl, (5) C5-7 cycloalkenyl, (6) C6-10 aryl-C1-5 alkyl, (7) C6-14 aryl, (8) C1-6 alkoxy, (9) C6-14 aryloxy, (10) C1-6 alkanoyl, (11) C6-14 aryl-carbonyl, (12) C1-6 alkanoyloxy, (13) C6-14 aryl-carbonyloxy, (14) carboxyl, (15) C1-6 alkoxy-carbonyl, (16) carbamoyl, (17) N-mono-C1-4 alkylcarbamoyl, (18) N,N-di-C1-4 alkylcarbamoyl, (19) 3- to 6-membered cyclic aminocarbonyl, (20) halogen, (21) mono-, di- or tri-halogeno-C1-4 alkyl, (22) oxo, (23) amidino, (24) imino, (25) amino, (26) mono- or di-C1-4 alkylamino, (27) 3- to 6-membered cyclic amino, (28) C1-6 alkanoylamino, (29) benzamido, (30) carbamoylamino, (31) Nâ€”C1-4 alkylcarbamoylamino, (32) N,N-di-C1-4 alkylcarbamoylamino, (33) C1-3 alkylenedioxy, (34) â€”B(OH)2, (35) hydroxy, (36) epoxy, (37) nitro, (38) cyano, (39) mercapto, (40) sulfo, (41) sulfino, (42) phosphono, (43) sulfamoyl, (44) C16 alkylsulfamoyl, (45) di-C1-6 alkylsulfamoyl, (46) C1-6 alkylthio, (47) phenylthio, (48) C1-6 alkylsulfinyl, (49) phenylsulfinyl, (50) C1-6 alkylsulfonyl and (51) phenylsulfonyl; and â€œsubstituent(s)â€ for the â€œcyclic amino group which may be substitutedâ€  is selected from 1 to 3 of C1-6 alkyl, C6-14 aryl, phenyl-C1-4 alkyl, benzhydryl, C1-6 alkyl-carbonyl, C6-14 aryl-carbonyl and C1-6 alkoxy-carbonyl.