Quinoline carboxylic acid derivatives having 7-(4-amino-methyl-3-oxime) pyrrolidine substituent and processes for preparing thereof

A naphthyridine carboxylic acid compound represented by the following formula (I) :

• ##STR267## and its pharmaceutically acceptable non-toxic salt, its physiologically hydrolyzable ester, solvate and isomer, in which
• R represents hydrogen, methyl or amino;
• Q represents N;
• R.sub.1 represents cyclopropyl, ethyl, or phenyl which is substituted with one or more fluorine atom(s);
• R.sub.2 represents one of the following a) through e):
• a) hydrogen, straight or branched C.sub.1 -C.sub.4 alkyl, cyclopropyl, cyclopropylmethyl, C.sub.3 -C.sub.6 alkynyl, 2-haloethyl, methoxymethyl, methoxycarbonylmethyl, aryl or allyl,
• b) a group of the following formula (1), ##STR268## wherein X represents hydrogen, 2, 3 or 4-fluoro, cyano, nitro, methoxy, C.sub.1 -C.sub.4 alkyl, or 2,4-difluoro,
• c) a group of the following formula (2), ##STR269## d) a heteroarylmethyl of the following formula (3), ##STR270## e) a group of the following formula (4), ##STR271## wherein n denotes 0 or 1, m denotes 0, 1 or 2 and X represents methylene, O or N, and
• R.sub.3 and R.sub.4 independently of one another represent hydrogen or C.sub.1 -C.sub.3 alkyl or R.sub.3 and R.sub.4 together with a nitrogen atom to which they are attached can form a ring.