To provide a novel oxyiminoalkanoic acid derivative which has excellent hypoglycemic
and hypolipidemic actions and which is used for the prevention or treatment of
diabetes mellitus, hyperlipemia, insulin insensitivity, insulin resistance and
impaired glucose tolerance.
A compound represented by the formula:
##STR1##
wherein R1 is an optionally substituted hydrocarbon group or an
optionally substituted heterocyclic group; X is a bond, -CO-, -CH(OH)- or a group
represented by -NR6- wherein R6 is a hydrogen atom or an
optionally substituted alkyl group; n is an integer of 1 to 3; Y is an oxygen atom,
a sulfur atom, -SO-, -SO2- or a group represented by -NR7-
wherein R7 is a hydrogen atom or an optionally alkyl group; ring A is
a benzene ring optionally having additional one to three substituents; p is an
integer of 1 to 8; R2 is a hydrogen atom, an optionally substituted
hydrocarbon group or an optionally substituted heterocyclic group; q is an integer
of 0 to 6; m is 0 or 1; R3 is a hydroxy group, OR8 (R8
is an optionally substituted hydrocarbon group.) or NR9R10
(R9 and R10 are the same or different groups which
are selected from a hydrogen atom, an optionally substituted hydrocarbon group,
an optionally substituted heterocyclic group or an optionally substituted acyl
group or R9 and R10 combine together to form a ring); R4
and R5 are the same or different groups which are selected from
a hydrogen atom or an optionally substituted hydrocarbon group wherein R4
may form a ring with R2; provided that when R1 is a
ethoxymethyl, a C1-3 alkyl, phenyl or p-methoxyphenyl and q=m=0, R3
is NR9R10; and provided that O-[2-chloro-4-(2-quinolylmethoxy)phenylmethyl]oxime
and a methyl pyruvate of [2-chloro-4-(2-quinolylmethoxy)phenylmethyl]-2-iminoxypropionic
acid are excluded; or a salt thereof.