| 主权项 |
1. A compound represented by the formula (I) wherein X is a fluorine atom; R is a hydrogen atom or alkyl; R1 is (1) cyclopropyl optionally substituted by 1 to 3 halogen atoms or (2) phenyl optionally substituted by 1 to 3 halogen atoms; R2 is alkyl optionally substituted by 1 or 2 substituents selected from the group consisting of a halogen atom and hydroxyl; alkoxy; haloalkoxy; a chlorine atom; cyano; cyclopropyl; nitro; amino; formyl; alkenyl or alkynyl; or R1 and R2 are bonded to form a 5- or 6-membered ring optionally substituted by alkyl; R3 is (1) a fused heterocyclic group of the formula wherein represents a single bond or a double bond, X1 is C(R5) or N, R4 is a hydrogen atom or alkyl, and R5 is (a) a hydrogen atom,
(b) a halogen atom,(c) cyano,(d) nitro,(e) hydroxy,(f) alkyl optionally substituted by 1 to 3 halogen atoms,(g) alkenyl or alkynyl,(h) aryl, or(i) alkoxy optionally substituted by 1 to 3 halogen atoms, when X1 is C(R5), R4 and R5 are optionally bonded to form a 5- or 6-membered ring optionally substituted by oxo, said fused heterocyclic group is optionally substituted by 1 or 2 substituents selected from the group consisting of a halogen atom, cyano, nitro, hydroxy and alkyl, (2) a group of the formula wherein X2 is C(R8) or N, and R8, R7 and R8 are each independently,
(a) a hydrogen atom,(b) a halogen atom,(c) cyano,(d) nitro,(e) amino,(f) alkyl optionally substituted by 1 to 3 substituents selected from the group consisting of a halogen atom, alkoxy and amino,(g) alkenyl,(h) alkynyl,(i) aryl,(j) formyl or CH═N—OH,(k) carboxy,(l) carbamoyl,(m) a 5- to 10-membered aromatic heterocyclic group optionally substituted by alkyl, or(n) alkenyloxy, (3) a group of the formula wherein X3 and X4 are N, or X3 is N and X4 is CR″, wherein R″ is hydrogen atom, amino, hydroxy, alkyl optionally substituted by 1 to 3 substituents selected from the group consisting of alkoxy and dimethylamino or mercapto, or X3 is CH and X4 is N, R′ is a hydrogen atom or alkyl optionally substituted by 1 to 3 substituents selected from the group consisting of substituted hydroxyl and amino, and R6 is as defined above, (4) a group of the formula wherein represents a single bond or a double bond and R6 is as defined above, (5) 3-pyridyl optionally substituted by 1 or 2 substituents selected from the group consisting of
(a) a halogen atom,(b) cyano,(c) nitro,(d) hydroxy,(e) amino,(f) alkyl optionally substituted by 1 to 3 substituents selected from the group consisting of a halogen atom, alkylamino, dialkylamino and hydroxy,(g) alkenyl, alkynyl(h) aryl,(i) cycloalkyl,(j) alkoxy,(k) alkylamino,(l) dialkylamino,(m) phenylamino optionally substituted by 1 to 3 halogen atoms,(n) a cyclic amino group optionally substituted by alkoxycarbonyl,(o) formyl,(p) carbamoyl optionally substituted by alkyl optionally substituted by hydroxy, and(q) a 5- to 10-membered aromatic heterocyclic group optionally substituted by alkyl, (6) 4-pyridyl optionally substituted by a halogen atom, (7) 5-pyrimidinyl optionally substituted by 1 or 2 substituents selected from the group consisting of amino, alkylamino, dialkylamino and carboxy, (8) 2-indolyl, 3-indolyl, 5-indolyl, 6-indolyl, benzofuranyl, benzothiophenyl, benzoxazolyl or benzothiazolyl, each optionally substituted by 1 or 2 substituents selected from the group consisting of
(a) a halogen atom,(b) cyano,(c) nitro,(d) hydroxy,(e) alkyl optionally substituted by 1 to 3 substituents selected from the group consisting of amino, alkoxycarbonylamino, alkylamino and dialkylamino,(f) alkoxy,(g) formyl,(h) carboxy, and(j) amino optionally substituted by 1 or 2 substituents selected from the group consisting of
(i) alkoxycarbonyl,(ii) alkylcarbonyl optionally substituted by a substituent selected from the group consisting of
(A) cycloalkyloxy optionally substituted by 1 to 3 alkyl,(B) alkylamino,(C) dialkylamino,(D) a cyclic amino group optionally substituted by alkoxycarbonyl, and(E) a halogen atom,(iii) phenylcarbonyl optionally substituted by 1 to 3 substituents selected from the group consisting of alkyl and alkoxy,(iv) cycloalkylcarbonyl,(v) a 5- to 10-membered aromatic heterocyclylcarbonyl group optionally substituted by alkyl optionally substituted by 1 to 3 halogen atoms,(vi) benzylcarbonyl optionally substituted by 1 to 3 substituents selected from the group consisting of a halogen atom and alkoxy,(vii) arylsulfonyl optionally substituted by alkoxy,(viii) cycloalkylalkylsulfonyl optionally substituted by 1 to 3 substituents selected from the group consisting of alkyl and oxo,(ix) a 5- to 10-membered aromatic heterocyclylsulfonyl group optionally substituted by 1 to 3 alkyl, and(x) —C(═N—CN)—SR9 wherein R9 is alkyl, (9) a group of the formula wherein one of Y1, Y2, Y3 and Y4 is N or N+(—O−), and the remaining three are each C(R25), C(R26) and C(R27), W is O, S, NH or N(R23) R23 is a hydrogen atom or alkyl, and R24, R25, R26 and R27 are each independently,
(a) a hydrogen atom,(b) cyano, or(c) nitro, (10) a group of the formula wherein R28 is a hydrogen atom or hydroxy, and R29 is a hydrogen atom or alkyl, (11) a group of the formula wherein X5 is C(R11) or N, X6 is CH2, C(═O), O, S, SO2 or N(R12), X7 is CH(R13), C(═O) or N(R14), X8 is CH(R15) or C(═O), R10, R12 and R14 are each independently,
(a) a hydrogen atom or(b) alkyl, and R11, R13 and R15 are independently,
(a) a hydrogen atom,(b) a halogen atom,(c) cyano,(d) nitro,(e) amino,(f) alkylamino,(g) dialkylamino,(h) alkyl optionally substituted by hydroxy, or(i) alkenyl, when X5 is C(R11), R10 and R11 are optionally bonded to form a 5- or 6-membered ring optionally substituted by alkyl or oxo, and when X6 is N(R12) and X7 is CH(R13), R12 and R13 are optionally bonded to form a 5- or 6-membered ring, (12) a group of the formula wherein R16 is
(a) a hydrogen atom,(b) alkyl optionally substituted by 1 to 3 substituents selected from the group consisting of cyano, alkylamino and dialkylamino,(c) alkenyl optionally substituted by carboxy,(d) formyl,(e) carboxy,(f) carbamoyl,(g) —C(R17)═N—OH wherein R17 is a hydrogen atom, cyano or hydroxy,(h) a 5- to 10-membered aromatic heterocyclic group optionally substituted by alkyl, alkoxycarbonyl, carboxy or phenyl, or cyano, (13) a group of the formula wherein R18 is a hydrogen atom or alkyl optionally substituted by 1 to 3 substituents selected from the group consisting of a halogen atom and phenyl, n is 0 or 1, R19, R20 and R33 are each independently,
(a) a hydrogen atom,(b) a halogen atom,(c) cyano,(d) alkyl optionally substituted by 1 to 3 substituents selected from the group consisting of
(i) a halogen atom(ii) cyano,(iii) hydroxy,(iv) amino,(v) alkylamino,(vi) dialkylamino, and(vii) a cyclic amino group optionally substituted by alkyl,(e) alkoxy,(f) amino optionally substituted by 1 or 2 substituents selected from the group consisting of
(i) alkylcarbonyl optionally substituted by a cyclic amino group,(ii) alkylsulfonyl,(iii) carbamoyl,(iv) alkyl, cycloalkyl or cycloalkylalkyl, and(v) 5- to 10-membered saturated heterocyclic group,(g) carboxy,(h) alkoxycarbonyl,(i) carbamoyl optionally substituted by alkyl optionally substituted by amino, alkylamino, dialkylamino or alkoxycarbonylamino,(j) formyl,(k) a 5- to 10-membered aromatic heterocyclic group optionally substituted by alkyl,(l) —CH═N—OR21 wherein R21 is a hydrogen atom or alkyl optionally substituted by alkylamino or dialkylamino,(m) nitro,(n) a 5- to 10-membered saturated heterocyclic group optionally substituted by amino,(o) phenyl, or(p) —NHC(SMe)=CHCN, (14) a group of the formula wherein R30 is (a) a hydrogen atom,
(b) a halogen atom,(c) cyano,(d) alkyl optionally substituted by 1 to 3 substituents selected from the group consisting of a halogen atom and hydroxy,(e) alkenyl,(f) alkynyl,(g) alkoxy,(h) formyl,(i) —CH═N—OH, or(j) carbamoyl, (15) naphthyl or isochromenyl, (16) quinolyl or isoquinolyl, or their oxide derivatives, (17) a group of the formula (18) a group of the formula wherein U is O or S, and R31 is (a) a hydrogen atom,
(b) a halogen atom,(c) alkyl optionally substituted by 1 to 3 halogen atoms,(d) carboxy,(e) nitro,(f) cyano, or(g) amino, (19) a group of the formula wherein R32 is (a) a halogen atom,
(b) phenyl, or(c) a group of the formula (20) a group of the formula wherein R34 and R35 are each independently,
(a) a hydrogen atom, or(b) aminoalkyl, or R34 and R35 are bonded to form a 6-membered ring optionally substituted by amino or oxo, (21) a group of the formula wherein R36 is
(a) a hydrogen atom,(b) a halogen atom,(c) nitro, or(d) thienyl, or (22) a group of the formula or a salt thereof,
providing that, when R1 and R2 are bonded to form a 6-membered ring substituted by alkyl, R3 is not 4-pyridyl, quinolyl or isoquinolyl. |
