Heterobicyclic h.sub.2-antagonists

Details Heterobicyclic h.sub.2-antagonists Heterobicyclic h.sub.2-antagonists

C - Chemistry, Metallurgy

07

D

260/255, 260/277

C07D 217/00 (2006.01) C07D 217/02 (2006.01) C07D 217/04 (2006.01) C07D 217/10 (2006.01) C07D 217/14 (2006.01) C07D 217/22 (2006.01) C07D 217/24 (2006.01) C07D 217/26 (2006.01) C07D 401/00 (2006.01) C07D 401/12 (2006.01) C07D 401/14 (2006.01) C07D 405/14 (2006.01) C07D 417/12 (2006.01) C07D 417/14 (2006.01) C07D 491/04 (2006.01) C07D 495/04 (2006.01)

Patent

CA 1225639

ABSTRACT OF THE DISCLOSURE The invention relates to a class of bicyclic nitrogen heterocyclic ether and thioether compounds having the general formula: Image I wherein: W1 is CH, CH2, CHR or CR; W2 and W3 are independently CH, CH2, CHR3 or CR3; X is N or CH, or (CH)3-d, when Y is (CH)d; Y is O, S, or NR4, or (CH)d, when X is (CH)3-d; Z is O, S, ?, Image , or CH2; and wherein: R is alkyl, halo, alkoxy, hydroxy, hydroxy, hydroxy alkyl, halo alkyl, -(CH2)n-NR8R9, Image , or -?-NR8R9; R1 is H, alkyl, acyl, haloalkyl, alkoxy alkyl, hydroxyalkyl, aminoalkyl, mono- and di-alkylamino alkyl, or together with W1 forms a carbon-nitrogen double bond; R2 is selected from the group consisting of NH2, Image , -CN, Image , Image , . Image , Image , Image , and Image ; R3 is alkyl, halo, alkoxy, hydroxy, hydroxy alkyl, haloalkyl, aminoalkyl, mono- and di-alkylamino alkyl, amino, alkylamino, or dialkylamino; R4 is H, alkyl, or acyl; R5 is H or alkyl; R6 is H, alkyl or acyl; R8 and R9 are each independently hydrogen, alkyl, or both together with the nitrogen to which they are attached form a 5, 6 or 7-membered ring which may in- clude one to three additional hetero atoms of N, O or S; and wherein: a is 0 or 1; b is 1 or 2; c is 0, 1 or 2; d is 0, 1, 2 or 3; e is 1 or 2; f is 1, 2, 3, or 4; n is 0, 1, 2, or 3; and the acid addition salts thereof. These compounds exhibit physiological activity in mammals including anti- secretory activity, histamine H2-receptor antagonist activity, anti-ulcer activity and cytoprotective activity.

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