Sulfonamide derivatives

A sulfonamide derivative of the formula (I) ##STR1161## wherein R.sup.1 is C1-8 alkyl, C1-8 alkoxy, hydroxy, keto, nitro, halogen atom, trihalomethyl, cyano, amidino, --COOR.sup.7 (in which R.sup.7 is hydrogen atom or C1-8 alkyl), or ##STR1162## (in which p is an integer from 0 to 4, and R.sup.8 and R.sup.9 each, independently, is hydrogen atom, C1-4 alkyl, C2-5 acyl, --COOR.sup.10 (in which R.sup.10 is hydrogen atom or C1-8 alkyl), --CONR.sup.11 R.sup.12 (in which

• R.sup.11 and R.sup.12 each, independently, is hydrogen atom or C1-4 alkyl), ##STR1163## (in which ##STR1164## is an .alpha.-amino acid residue), or R.sup.8 and R.sup.9 taken together with the nitrogen atom to which they are attached represent an aliphatic heterocyclic ring which is unsubstituted or substituted by C1-4 alkyl or phenyl C1-4 alkyl);
• n is an integer from 0 to 5;
• ##STR1165## is a carbocyclic ring;
• ##STR1166## in which R.sup.2 and R.sup.3 each, independently, is hydrogen atom, C1-4 alkyl, C1-4 alkoxy, halogen atom, trihalomethyl or phenyl, or
• R.sup.2 and R.sup.3, taken together, represent C1-4 alkylidene, or ##STR1167## in which R.sup.2 and R.sup.3, taken together with the carbon atom to which they are attached represent C3-7 cycloalkyl;
• R.sup.4 is C1-4 alkyl or C1-4 alkoxy or two of R.sup.4, attached to the benzene nucleus at ortho positions relative to each other, taken together, represent C3-5 alkylene;
• m is an integer from 0 to 4;
• and ##STR1168## in which R.sup.5 and R.sup.6 each, independently, is 1) hydrogen atom,
• 2) hydroxy,
• 3) C1-8 alkyl,
• 4) C1-8 alkoxy
• 5) phenyl C1-4 alkoxy,
• 6) amidino,
• 7) --M--R.sup.16
• (in which M is single bond or C1-8 alkylene, and
• R.sup.16 is
• i) --NR.sup.17 R.sup.18 (in which R.sup.17 and R.sup.18 each, independently, is hydrogen atom or C1-4 alkyl),
• ii) --CONR.sup.19 R.sup.20 (in which R.sup.19 and R.sup.20 each, independently, is hydrogen atom or C1-4 alkyl),
• iii) ##STR1169## (in which ##STR1170## is a carbocyclic ring, r is an integer from 0 to 5, and
• R.sup.21 is C1-4 alkyl, C1-4 alkoxy, nitro, amidino, --COOR.sup.22 (in which R.sup.22 is hydrogen atom, C1-8 alkyl, phenyl or phenyl C1-4 alkyl), --SO.sub.3 H, --CONR.sup.23 --E--R.sup.24 (in which R.sup.23 is hydrogen atom or C1-4 alkyl, E is 1-4 alkylene and alkylene and R.sup.24 is --COOR.sup.25 (in which R.sup.25 is hydrogen atom, C1-8 alkyl, phenyl or phenyl C1-4 alkyl) or tetrazole ring), tetrazole ring or morpholino ring),
• iv) heterocyclic ring, unsubstituted or substituted by 1 to 4 substituents selected from C1-4 alkyl, C1-4 alkoxy, hydroxy, phenyl C1-4 alkyl, --COOR.sup.26 (in which R.sup.26 is hydrogen atom, C1-8 alkyl, phenyl or phenyl C1-4 alkyl), hydroxy C1-4 alkyl or C2-4 alkoxyalkyl),
• 8) C1-8 alkyl substituted by one or two of --OR.sup.27 (in which R.sup.27 is hydrogen atom, C1-4 alkyl, C2-4 alkoxyalkyl or C2-4 alkyl substituted by --OR.sup.28 (in which R.sup.28 is hydrogen atom or C2-4 alkoxyalkyl)),
• 9) --J--COOR.sup.29 (in which R.sup.2 9 is hydrogen atom, C1-8 alkyl, phenyl or phenyl C1-4 alkyl, and
• J is a single bond, --(CH.sub.2).sub.s -- or ##STR1171## (in which s is an integer from 2 to 6, and R.sup.30 and R.sup.31 each, independently, is
• i) hydrogen atom,
• ii) C1-8 alkyl,
• iii) --COOR.sup.32 (in which R.sup.32 is hydrogen atom, C1-8 alkyl, phenyl or phenyl C1-4 alkyl),
• iv) carbocyclic or heterocyclic ring, unsubstituted or substituted by one or more substituents selected from C1-4 alkyl, C1-4 alkoxyalkyl, amino, nitro, hydroxy, halogen atom, nitrile, guanidino and amidino, or
• v) C1-8 alkyl substituted by one or more substituents selected from hydroxy, --COOR.sup.33 (in which R.sup.33 is hydrogen atom, C1-8 alkyl, phenyl or phenyl C1-4 alkyl), --NR.sup.34 R.sup.35 (in which R.sup.34 and R.sup.35 each, independently, is hydrogen atom or C1-4 alkyl), carbocyclic or heterocyclic ring, unsubstituted or substituted by one or more substituents selected from C1-4 alkyl, C1-4 alkoxyalkyl, amino, nitro, hydroxy, halogen atom, nitrile, guanidino and amidino, with the proviso that a carbon atom of C1-8 alkyl may be replaced by a sulfur atom), or ##STR1172## in which R.sup.5 and R.sup.6, taken together with the nitrogen atom to which they are attached represent a heterocyclic ring,
• q is an integer from 0 to 4, and
• R.sup.15 is
• 1) hydroxy,
• 2) keto,
• 3) protected keto,
• 4) C1-4 alkyl,
• 5) C1-4 alkoxy,
• 6) phenyl,
• 7) phenoxy,
• 8) phenyl C1-4 alkyl,
• 9) phenyl C1-4 alkoxy,
• 10) nitro,
• 11) --COOR.sup.36 (in which R.sup.36 is hydrogen atom, C1-8 alkyl, C1-4 alkyl substituted by --CONR.sup.37 R.sup.38 (in which R.sup.37 and R.sup.38 each, independently, is hydrogen atom or C1-4 alkyl), C1-4 alkyl substituted by --NR.sup.39 R.sup.40 (in which R.sup.39 and R.sup.40 each, independently, is hydrogen atom or C1-4 alkyl), C1-4 alkyl substituted by --OR.sup.41 (in which R.sup.41 is C2-4 alkyl substituted by --OR.sup.42 (in which R.sup.42 is hydrogen atom or C2-4 alkoxyalkyl)) or C1-4 alkyl substituted by piperadino ring),
• 12) --NR.sup.43 R.sup.44 (in which R.sup.43 and R.sup.44 each, independently, is hydrogen atom, C1-4 alkyl or C2-5 acyl),
• 13) --CONR.sup.45 R.sup.46 (in which R.sup.45 and R.sup.46 each, independently, is hydrogen atom, hydroxy, C1-4 alkyl, phenyl C1-4 alkyloxy or C1-4 alkyl substituted by hydroxy or --COOR.sup.47 (in which R.sup.47 is hydrogen atom or C1-8 alkyl),),
• 14) C1-4 alkyl substituted by one or more substituents selected from hydroxy, --COOR.sup.48 (in which R.sup.48 is hydrogen atom or C1-8 alkyl), --NR.sup.49 R.sup.50 (in which R.sup.49 and R.sup.50 each, independently, is hydrogen atom or C1-4 alkyl), --OSO.sub.3 H or 5- or 6-membered heterocyclic ring containing one or two nitrogen atoms,
• 15) 5- or 6-membered heterocyclic ring containing one or two nitrogen atoms,
• 16) halogen atom,
• 17) --CHO, or
• 18) --NR.sup.51 --COOR.sup.52 (in which R.sup.51 and R.sup.52 each, independently, is hydrogen atom or C1-8 alkyl);
• or a non-toxic salt, acid addition salt or solvate thereof.