6,7-benzomorphan derivatives, methods for their preparation...

C - Chemistry – Metallurgy – 07 – D

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260/237.85

C07D 221/26 (2006.01) C07D 309/12 (2006.01)

Patent

CA 1080704

ABSTRACT OF THE DISCLOSURE A 6,7-benzomophan derivative of the general formula Image (I) having analgesic and/or morphine-antagonistic properties, is pre- pared by subjecting a tetrahydronaphthalene derivative of the formula Image (II) to a ring closure reaction. In the above formulae, each R is a lower alkyl group; R1 is a hydrogen atom or an alkyl, haloalkyl or alkenyl group containing up to seven carbon atoms, a halo- alkenyl or alkinyl group containing up to four carbon atoms, a cycloalkyl or cycloalkenyl group containing up to seven carbon atoms, a cycloalkylalkyl, cycloalkenylalkyl, cycloalkylidenealkyl or aralkyl group containing up to nine carbon atoms, a furyl lower alkyl group or a tetrahydrofuryl lower alkyl group in which the furyl or tetrahydrofuryl ring may be substituted by a lower alkyl group; R2 is a hydrogen atom or a hydroxy group, an alkoxy group containing up to three carbon atoms, an alkoxyalkoxy group containing up to four carbon atoms, a nicotinoyloxy group, a lower alkanoyloxy group, a phenylalkanoyloxy or alkylaroyloxy group containing up to nine carbon atoms; Y is a halogen atom, X is an alkyl, cycloalkyl or cycloalkylalkyl group as defined here- inbefore for R1; and Z is a hydrogen atom or a lower alkoxy group.

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