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US 6,645,958 B2Granted
Benzocycloalkylenylamine derivatives as muscarinic receptor antagonists
AssigneeSyntex (U.S.A.) Inc.
InventorsRobert James Weikert, Ann Marie Madera, Russell Stephen Stabler
Life of this patent
Estimating the term…
Abstract
This invention relates to compounds which are generally muscarinic M2/M3 receptor antagonists and which are represented by Formula I: wherein X, Y, and Z are O, S, or NR4, and the other substituents are as defined in the specification; and prodrugs, individual isomers, racemic or non-racemic mixtures of isomers, and pharmaceutically acceptable salts or solvates thereof. The invention further relates to pharmaceutical compositions containing such compounds and methods for their use as therapeutic agents.
Claims13
A compound comprising Formula I
- wherein:
- R1 and R2 are independently in each occurrence hydrogen, halogen, (C1-6)-alkyl, —OR′, —SR′, —NR′R″, —SOR′, —SO2R′, —COOR′, —OCOR′, —OCONR′R″, —OSO2R′, —OSO2NR′R″;
- —NRSO2R″, —NR′COR″, —SO2NR′R″, —SO2(CH2)1-3CONR′R″, —CONR′R″, cyano, haloalkyl or nitro;
- R′ and R″ are independently in each occurrence hydrogen, (C1-6)-alkyl, substituted lower alkyl, aryl, heterocyclyl, heteroaryl, aryl-(C1-3)-alkyl, heteroaryl-(C1-3)-alkyl, heterocyclyl-(C1-3)-alkyl, cycloalkylalkyl, cycloalkyl, or R′ and R″ together with the nitrogen to which they are attached form a 5- to 7-membered ring, optionally incorporating one additional ring heteroatom chosen from N, O or S(O)0-2;
- R3 is selected from the group consisting of (C1-6) alkyl, (C1-6) alkenyl, (C1-6) alkynyl, and cycloalkyl;
- one of Y or Z is O and the other of Y or Z and X is CH2;
- wherein:
- “substituted lower alkyl” means the lower alkyl having one to three substituents, selected from the group consisting of hydroxyl, alkoxy, amino, amido, carboxyl, acyl, halogen, cyano, nitro, thiol;
- “heteroaryl” means the monovalent aromatic cyclic radical having one to three rings of four to eight atoms per ring, incorporating one or two heteroatoms (chosen from nitrogen, oxygen or sulfur), within the ring which can optionally be substituted with one or two substituents selected from the group consisting of hydroxy, cyano, lower alkyl, lower alkoxy, lower haloalkoxy, alkylthio, halo, haloalkyl, hydroxyalkyl, nitro, alkoxycarbonyl, amino, alkylainino, alkylsulfonyl, arylsulfonyl, alkylaminosulfonyl, arylaminosulfonyl, alkylsulfonylamino, arylsulfonylamino, alkylaminocarbonyl, arylaminocarbonyl, alkylcarbonylamino, arylcarbonylamino;
- “heterocyclyl” means the monovalent saturated cyclic radical, consisting of one or two rings, of three to eight atoms per ring, incorporating one or more ring heteroatoms (chosen from N, O or S(O)0-2), and which can optionally be substituted with one or two substituents selected from hydroxy, oxo, cyano, lower alkyl, lower alkoxy, lower haloalkoxy, alkylthio, halo, haloalkyl, hydroxyalkyl, nitro, alkoxycarbonyl, amino, alkylamino, alkylsulfonyl, arylsulfonyl, alkylaminosulfonyl, arylaminosulfonyl, alkylsulfonylamino, arylsulfonylamino, alkylaminocarbonyl, arylaminocarbonyl, alkylcarbonylamino, arylcarbonylamino;
- “cycloalkyl” means the monovalent saturated carbocyclic radical consisting of one or two rings, of three to eight carbons per ring, which can optionally be substituted with one or two substitutents, selected from hydroxy, cyano, lower alkyl, lower alkoxy, lower haloalkoxy, alkylthio, halo, haloalkyl, hydroxyalkyl, nitro, alkoxycarbonyl, amino, alkylamino, alkylsulfonyl, arylsulfonyl, alkylaminosulfonyl, arylaminosulfonyl, alkylsulfonylamino, arylsulfonylamino, alkylamninocarbonyl, arylaminocarbonyl, alkylcarbonylamino, arylcarbonylamino;
- p is an integer from 1 to 3 inclusive;
- m is 2;
- n is an integer from 1 to 6 inclusive;
- or,
- individual isomers, racemic or non-racemic mixtures of isomers, or pharmaceutically acceptable salts or solvates, thereof.
13 more elements
Dependencies are inferred from the claim text.