Propenecarboxylic acid amidoxime derivatives, a process for the preparation thereof, and pharmaceutical compositions containing the same

A propenecarboxylic acid amidoxime derivative of the formula

• wherein
• R represents a C1-20 alkyl group, a phenyl group which is optionally substituted by 1 to 3 substituents, wherein the substituents are independently selected from the group consisting of a halo atom, a C1-2 alkyl group, a C1-2 alkoxy group, an amino group, a (C1-4 alkyl)amino group, a di(C1-4 alkyl)amino group, a (C1-4 alkanoyl)amino group, a 5- or 6-membered saturated or unsaturated heterocyclic group containing one or two nitrogen atom(s) or a sulphur atom as the heteroatom and said heterocyclic group is optionally fused with one or more benzene ring(s) and/or one or more heterocyclic group(s), and
• R′ stands for a hydrogen atom, or
• R forms together with R′ a C5-7 cycloalkyl group optionally fused with a benzene ring,
• R4 and R5 represent, independently, a hydrogen atom, a C1-5 alkyl group, a C1-5 alkanoyl group or a phenyl group which is optionally substituted by 1 to 3 substituents wherein the substituents are independently selected from the group consisting of a halo atom, a C1-2 alkyl group and a C1-2 alkoxy group, or
• R4 and R5 form together with the adjacent nitrogen atom a 5- or 6-membered saturated or unsaturated heterocyclic group that may contain a further atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulphur atom as the heteroatom and can be fused with a benzene ring, and the heterocyclic group and/or the benzene ring may bear one or two substituents independently selected from the group consisting of a halo atom, a C1-2 alkyl group and a C1-2 alkoxy group,
• R1 and R2 stand for a hydrogen atom and
• R3 means a hydrogen atom, a hydroxy group or a C1-5 alkoxy group, and N-oxides, optical isomers, pharmaceutically suitable acid addition salts and quaternary ammonium derivatives thereof.