3,7-diazabicyclo¬3.3.1|nonanes and preparation thereof

C - Chemistry – Metallurgy – 07 – D

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C07D 471/08 (2006.01) A61K 31/44 (2006.01)

Patent

CA 1254208

ABSTRACT OF THE DISCLOSURE New bicyclic compounds of the general formula (I), Image (I) wherein R1 and R2 each represent a C1-6 alkyl group, and R3 is an etherified hydroxy group of the formula -OR4, wherein R4 is benzyl group, benzhydryl group or a phenyl group bearing optionally a phenyl or a trihalomethyl substituent or one or more halogen substituent(s), or R3 is an esterified hydroxy group of the formula -OCO-R5, which represents - a phenyl-(C1-5alkyl)-carbonyloxy group, - a cinnamoyloxy group having optionally a halogen or one or more C1-4 alkoxy substituent(s), -a benzoyloxy group having optionally a C1-4 alkyl, phenyl or trihalomethyl substituent or one or more C1-4 alkoxy substituent(s), one or more halo substituent(s) and/or nitro substituent, -a benzyloyloxy group, -a xanthene-9-carbonyloxy group, - an optionally substituted naphthoyloxy group, or -an acyloxy group derived from a five- or six-membered heterocyclic carboxylic acid bearing optionally a halo substituent on the ring, -2- are prepared by etherifying or esterifying a bicyclic compound of the general formula (II), Image (II) wherein R1 and R2 are as defined above. The new compounds according to the invention possess anti-arrhythmic effects and can be applied to advantage in the therapy of cardiac rhythm disorders.

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