Tricyclic condensed heterocyclic compounds, their production and use
AssigneeTakeda Chemical Industries, Ltd.
InventorsGiichi Goto, Yuji Ishihara, Keisuke Hirai
Life of this patent
Estimating the term…
Abstract
A novel compound of the formula: ##STR1## wherein Ar represents an optionally substituted tricyclic condensed benzene ring group which includes at least one heterocyclic ring as a component ring; n represents an integer from 2 to 10; R.sup.1 represents H or an optionally substituted hydrocarbon group, which may be different from one another in the repetition of n; and Y represents an optionally substituted 4-piperidinyl, 1-piperazinyl or 4-benzyl-1-piperidinyl group, or a salt thereof, inhibiting excellent cholinesterase inhibitory activity and monoamine reuptake inhibitory activity, thus being useful as therapeutic and/or prophylactic medicaments of senile dementia.
Claims6
A compound of the formula:
- ##STR1483## wherein Ar is 5, 6-dihydro-2(1H)-oxo-4H-pyrrolo[3,2,1-ij]quinolin-8-yl or 4-oxo-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-8-yl;
- n is an integer from 2 to 10;
- R.sup.1 is a hydrogen atom;
- Y is a 4-piperidinyl or 1-piperazinyl group which may be substituted by 1 to 5 substituents selected from the group consisting of (a) a straight chain or branched C.sub.1-11 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl group, C.sub.3-7 monocyclic cycloalkyl or C.sub.8-14 bridge ring saturated hydrocarbon group which may be substituted by 1 to 5 substituents selected from the group consisting of halogen, nitro, cyane, hydroxy, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, amino, mono- or di-C.sub.1-4 alkylamino, 5 to 7-membered cyclic amino, C.sub.1-4 alkyl-carbonylamino, C.sub.1-4 alkylsulfonylamino, C.sub.1-4 alkoxy-carbonyl, carboxyl, C.sub.1-6 alkyl-carbonyl, carbamoyl, mono- or di-C.sub.1-4 alkyl-carbamoyl and C.sub.1-6 alkylsulfonyl, (b) a C.sub.6-14 aryl, C.sub.7-18 aralkyl, C.sub.6-14 aryl-C.sub.2-12 alkenyl, C.sub.6-14 aryl-C.sub.2-12 alkynyl or C.sub.3-7 cycloalkyl-C.sub.1-6 alkyl group which may be substituted by 1 to 5 substituents selected from the group consisting of C.sub.1-4 alkyl, halogen, nitro, cyano, hydroxy, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, amino, mono- or di-C.sub.1-4 alkylamino, 5 to 7-membered cyclic amino, C.sub.1-4 alkyl-carbonylamino, aminocarbonyloxy, mono- or di-C.sub.1-4 alkylamino-carbonyloxy, C.sub.1-4 alkylsulfonylamino, C.sub.1-4 alkoxy-carbonyl, carboxyl, C.sub.1-6 alkyl-carbonyl, C.sub.3-7 cycloalkyl-carbonyl, carbamoyl, mono- or di-C.sub.1-4 alkyl-carbamoyl, C.sub.1-6 alkylsulfonyl, C.sub.3-7 cycloalkylsulfonyl and a phenyl, naphthyl, mono- or di-phenyl-C.sub.1-3 alkyl, phenoxy, benzoyl, phenoxycarbonyl, benzylcarbonyl, phenyl-C.sub.1-4 alkylcarbamoyl, phenylcarbamoyl, phenyl-C.sub.1-4 alkyl-carbonylamino, benzoylamino, phenyl-C.sub.1-4 alkylsulfonyl, phenylsulfonyl, phenyl-C.sub.1-4 alkylsulfonyl, phenyl-C.sub.1-4 alkylsulfonylamino or phenylsulfonylamino group which may be substituted by 1 to 5 substituents selected from the group consisting of C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen, hydroxy, benzoyloxy, amino, mono- or di-C.sub.1-4 alkylamino, nitro, C.sub.1-6 alkyl-carbonyl and benzoyl, (c) an acyl group which may be substituted by 1 to 3 substituents selected from the group consisting of halogen, nitro, hydroxy, amino, mono- or di-C.sub.1-6 alkylamino and C.sub.1-4 alkoxy, (d) halogen atom, (e) nitro group, (f) cyano group, (g) oxo group, (h) hydroxyl group, (i) C.sub.1-4 alkoxy group, j) C.sub.1-4 alkylthio group, (k) amino group, (l) mono or di-C.sub.1-4 alkylamino group, (m) 5 to 7-membered cyclic amino, (n) C.sub.1-4 alkyl-carbonylamino group, (o) C.sub.1-4 alkylsulfonylamino group, (p) C.sub.1-4 alkoxy-carbonyl group, (q) phenyl-C.sub.1-4 alkoxycarbonyl group, (r) carboxyl group, (s) C.sub.1-6 alkyl-carbonyl group, (t) benzoyl group which may be substituted by 1 to 3 substituents selected from the group consisting of C.sub.1-4 alkyl, halogen, C.sub.1-4 alkoxy, mono- or di-C.sub.1-4 alkylamino, 5 to 7-membered cyclic amino group, nitro and hydroxy, (u) carbamoyl (v) mono or di-C.sub.1-4 alkyl-carbamoyl group and (w) C.sub.1-6 alkylsulfonyl group or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.