C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/291.1, 260/2
C07D 249/08 (2006.01) C07C 43/23 (2006.01) C07C 45/71 (2006.01) C07D 209/48 (2006.01) C07D 249/14 (2006.01) C07D 275/04 (2006.01) C07D 285/10 (2006.01) C07D 295/073 (2006.01) C07D 295/096 (2006.01) C07D 295/135 (2006.01) C07D 303/22 (2006.01) C07D 401/06 (2006.01) C07D 401/12 (2006.01) C07D 403/12 (2006.01) C07D 405/06 (2006.01)
Patent
CA 1219262
A B S T R A C T A class of bicyclic benzenoid aminoalkylene ether and thioether compounds of the formula: Image wherein: a is 0, 1 or 2; b is 0 or 1; c is 1-b, 2-b or 3-b; d is 0 or 1; e is 2, 3 or 4; X is oxygen, sulfur, Image ; Z is -NHR4, CN or Image ; R1 is -NR2R3, Image ; R2 and R3 are each independently H or alkyl, or both together with he nitrogen to which they are attached form a 5, 6 or 7-membered ring which may include one to three additional hetero atoms of N, 0 or S; R4 is selected from the group consisting of H, Image Image Image R5 is H or lower alkyl; R6 is H or lower alkyl or R6 and R2 together are ethylene or propylene and form a 5- or 6-membered ring together with the nitrogens to which they are attached; R7 is hydrogen, lower alkyl, lower alkenyl, aryl, arloweralkyl, hydroxyloweralkyl, acyloxyloweralkyl, loweralkoxyloweralkyl, aryloxyalkyl, aroyloxyalkyl, aralkyl- oxyalkyl, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, hydroxy, alkoxy, alkylthio or halogen or NR8R9; R8 is hydrogen, lower alkyl, lower alkenyl or arloweralkyl; R9 Image is hydrogen, COR10, SO2R11 or Image ; R10 is hydrogen, lower alkyl, aryl, arloweralkyl, lower alkoxy, heteroaryl, or monocyclic heteroarylalkyl; R11 is lower alkyl or aryl; R12 is hydrogen, lower alkyl, cycloloweralkyl, aryl or arloweralkyl; R13 is halo, amino, nitro, cyano, hydroxy, lower alkyl, lower alkoxy, lower alkanoyl, cycloloweralkyl, mono or dilower alkyl amino, lower alkanoyl, lower alkanoyl amino, haloloweralkyl, aryl, mercapto, loweralkoxy carbonyl, carboxy, loweralkylthio, loweralkylsulfonyl, sulfamoyl, or lower alkyl sulfamoyl; R14 is SO2, SO, S or C=O; or a pharmaceutically acceptable salt thereof. The compounds of the invention are useful in the treatment of physio- logical disorders including gastrointestinal disoxders in humans and other mammals.
453181
Campbell Henry F.
Kuhla Donald E.
Studt William L.
Goudreau Gage Dubuc
Rorer International (holdings) Inc.
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