Patent ID: RE39265

Claim:
A compound of the formula: wherein, X is —O—, —S—, —NH—, —N(R 2 ) or R 2 is selected from the group consisting of lower alkyl, aryl lower alkyl, aryl, (C 3 -C 10) cycloalkyl, aroyl, (C 2 -C 11 ) alkanoyl, and phenylsulfonyl groups; aryl is as defined hereinafter; p is 1 or 2; Y is hydrogen, lower alkyl, hydroxy, chlorine, fluorine, bromine, iodine, lower alkoxy, trifluoromethyl, nitro, or amino , when p is 1 ; Y is lower alkoxy when p is 2 and X is —O— ; R 1 is R 20 R 21 or R 22 , wherein: R 20 is —(CH 2 ) 5 , where n is 2, 3, 4, or 5; R 21 is —CH 2 —CH═CH—CH 2 —, —CH 2 —C═C—CH 2 —, —CH 2 —CH═CH—CH 2 —CH 2 —, —CH 2 —CH 2 —CH═CH—CH 2 —, —CH 2 —C═C—CH 2 —CH 2 —, or —CH 2 —CH 2 —C═CH 2 —, the —CH—CH— bond being cis or trans; R 22 is R 20 or R 21 in which one or more carbon atoms of R 20 or R 21 are substituted by at least one C 1 -C 6 linear alkyl group, phenyl group, or where Z 1 is lower alkyl, —OH, lower alkoxy, —CF 3 , —NO 2 , —NO 2 , or halogen, p is as previously defined; R is hydrogen, lower alkyl, lower alkoxy, hydroxyl, carboxyl, chlorine, fluorine, bromine, iodine, amino, lower mono a dialkylamino, nitro, lower alkyl thio, trifluoromethoxy, cyano, acylamino, trifluoromethyl, trifluoroacetyl, aminocarbonyl, monoalkylaminocarbonyl, dialkylaminocarbonyl, formyl, —C(═O)-alkyl, —C(═O)—O-alkyl, —C(═O)-aryl, —C(═O)-heteroaryl, or —CH(OR 7 )-alkyl, ; —C(═W)-alkyl, —C(═W)-aryl, or —C(═W)-heteroaryl; wherein alkyl is lower alkyl; aryl is phenyl or where in R 5 is hydrogen, lower alkyl, lower alkoxy, hydroxy, chlorine, fluorine, bromine, iodine, lower monoalkylamino, lower dialkylamino, nitro, cyano, trifluoromethyl, or trifluoromethoxy; heteroaryl is Q 3 is —O—, —S—, —NH—, or —CH═N—; W is CH 2 or CHR 8 or N—R 9 ; R 7 is hydrogen, lower alkyl, or alkanoyl ; lower alkyl—(C═O)— ; R 8 is lower alkyl; R 9 is hydroxy, alkoxy, or —NRF 10 ; and R 10 is hydrogen, lower alkyl, C 1 -C 3 acyl, aryl, —C(═O)-aryl or —C(═O)-heteroaryl, where aryl and heteroaryl are as defined above; and m is 1, 2, or 3; with the exclusion of compounds wherein X is O or S, Y is hydrogen, and R is hydrogen, C 1 =14 C 4 C 1 -C 4 alkyl, chlorine, fluorine, bromine, iodine, cyano, C 1 -C 4 alkoxy, or —COOR 23 where R 23 is H or C 1 -C 4 alkyl; with the exclusion of compounds wherein X is —S—, R 1 is R 20 , R is H, and m=1; all geometric, optical, and stereoisomers thereof, or a pharmaceutically acceptable acid addition salt thereof.