Patent ID: 6187788
Filing Date: 2001-02-13
Classification: A61P,C07D

Abstract:
A compound of the formula: ##STR74##whereinR.sup.1 is a group of the formula: R.sup.9 --(CH.sub.2)m-, wherein R.sup.9 is a group bonded through a nitrogen atom of the formula: --NR.sup.22 R.sup.23 ; m is 0 to 3;R.sup.2 is a group of the formula: R.sup.10 --A--wherein R.sup.10 is phenyl which may be substituted by 1 to 5 substituents selected from the group consisting of (i) halogen, (ii) C.sub.1-8 alkyl which may be substituted by 1 to 3 of halogen, (iii) C.sub.1-8 alkoxy which may be substituted by 1 to 3 of halogen, (iv) C.sub.1-8 alkylthio which may be substituted by 1 to 3 of halogen, (v) C.sub.1-8 aralkyloxy, (vi) hydroxy, (vii) carboxy, (viii) C.sub.1-6 alkoxy-carbonyl, (ix) cyano, (x) nitro, (xi) amido, and (xii) mono- or di-C.sub.1-6 alkylcarbamoyl;A is (i) a chemical bond, (ii) C.sub.1-4 alkylene, (iii) vinylene, (iv) butadienylene, (v) a group of the formula: --(CH.sub.2)cNR.sup.24 -- wherein c is 0 to 3; R.sup.24 is hydrogen or C.sub.1-6 alkyl, (vi) --CO--, (vii) a group of the formula: --CONR.sup.22 --, (viii) --O-- (ix) --S--, or (x) a group of the formula: --NR.sup.22 S(O)e- wherein e is 0 to 2;wherein R.sup.22 is (1') hydrogen, (2') C.sub.1-6 alkyl, (3') C.sub.3-6 cycloalkyl, (4') C.sub.6-14 aryl, (5') a 5-membered cyclic group selected from the group consisting of 2- or 3-thienyl, 2- or 3-furyl, 2- or 3-pyrrolyl, 2-, 3- or 4-pyridyl, 2-, 4- or 5-oxazolyl, 2-, 4- or 5-thiazolyl, 3-, 4- or 5-pyrazolyl, 2-, 4- or 5-imidazolyl, 3-, 4- or 5-isoxazolyl, 3-, 4- or 5-isothiazolyl, 3- or 5-(1,2,4-oxadiazolyl), 1,3,4-oxadiazolyl, 3- or 5-(1,2,4-thiadiazolyl), 1,3,4-thiadiazolyl, 4- or 5-(1,2,3-thiadiazolyl), 1,2,5-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl and 1H- or 2H-tetrazolyl, (6') a 6-membered cyclic group selected from the group consisting of N-oxido-2-, 3- or 4-pyridyl, 2-, 4- or 5-pyrimidinyl, N-oxido-2-, 4- or 5-pyrimidinyl, 2- or 3-thiomorpholinyl, 2- or 3-morpholinyl, oxoimidazinyl, dioxotriazinyl, pyrrolidinyl, piperidinyl, pyranyl, thiopyranyl, 1,4-oxazinyl, 1,4-thiazinyl, 1,3-thiazinyl, 2- or 3-piperazinyl, triazinyl, oxotriazinyl, 3- or 4-pyridazinyl, pyrazinyl and N-oxido-3- or 4-pyridazinyl, or (7') a 5- to 8-membered cyclic group or condensed ring thereof, selected from the group consisting of benzofuryl, benzothiazolyl, benzoxazolyl, tetrazolo[1,5-b]pyridazinyl, triazolo[4,5-b]pyridazinyl, benzoimidazolyl, quinolyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, indolizinyl, quinolizinyl, 1,8-naphthylizinyl, purinyl, pteridinyl, dibenzofuranyl, carbazolyl, acrydinyl, phenanthridinyl, chromanyl, benzoxazinyl, phenazinyl, phenothiazinyl and phenoxazinyl; R.sup.23 is hydrogen or C.sub.1-6 alkyl; or R.sup.22 and R.sup.23 form, taken together with the adjacent nitrogen atom, 1H-1-pyrrolyl, 1-imidazolyl, pyrazolyl, indolyl, 1H-1-indazolyl, 7-purinyl, 1-pyrrolidinyl, 1-pyrrolinyl, 1-imidazolidinyl, pyrazolidinyl, piperazinyl, pyrazolidinyl, 4-morpholinyl or 4-thiomorpholinyl,and the above group of --NR.sup.22 R.sup.23 is optionally substituted by 1 to 6 substituents selected from the group consisting of (1') C.sub.1-6 alkyl, (2') C.sub.2-6 alkenyl, (3') C.sub.2-6 alkynyl, (4') C.sub.3-6 cycloalkyl, (5') C.sub.5-7 cycloalkenyl, (6') C.sub.7-11 aralkyl, (7') C.sub.6-14 aryl, (8') C.sub.1-6 alkoxy, (9') C.sub.6-14 aryloxy, (10') C.sub.1-6 alkanoyl, (11') C.sub.6-14 aryl-carbonyl, (12') C.sub.1-6 alkanoyloxyl, (13') C.sub.6-14 aryl-carbonyloxy, (14') carboxy, (15') C.sub.1-6 alkoxy-carbonyl, (16') carbamoyl, (17') N-mono-C.sub.1-4 alkylcarbamoyl, (18') N,N-di-C.sub.1-4 alkylcarbamoyl, (19') cyclic aminocarbonyl selected from the group consisting of 1-aziridinylcarbonyl, 1-azetidinylcarbonyl, 1-pyrrolidinylcarbonyl, 1-piperidinylcarbonyl, N-methylpiperazinylcarbonyl and morpholinocarbonyl, (20') halogen, (21') mono- to tri-halogeno-C.sub.1-4 alkyl, (22') oxo, (23') amidino, (24') imino, (25') amino, (26') mono- or di-C.sub.1-4 alkylamino, (27') 3- to 6-membered cyclic amino selected from the group consisting of aziridinyl, azetidinyl, pyrrolidinyl, pyrrolinyl, pyrrolyl, imidazolyl, pyrazolyl, imidazolidinyl, piperidino, morpholino, dihydropyridyl, N-methylpiperazinyl and N-ethylpiperazinyl, (28') C.sub.1-6 alkanoylamino, (29') benzamido, (30') carbamoylamino, (31') N--C.sub.1-4 alkylcarbamoylamino, (32') N,N-di-C.sub.1-4 alkylcarbamoylamino, (33') C.sub.1-3 alkylenedioxy, (34') --B(OH).sub.2, (35') hydroxy, (36') epoxy, (37') nitro, (38') cyano, (39')mercapto, (40') sulfo, (41') sulfino, (42') phosphono, (43') sulfamoyl, (44') C.sub.1-6 alkylsulfamoyl, (45') di-C.sub.1-6 alkylsulfamoyl, (46') C.sub.1-6 alkylthio, (47') phenylthio, (48') C.sub.1-6 alkylsulfinyl, (49') phenylsulfinyl, (50') C.sub.1-6 alkylsulfonyl, and (51') phenylsulfonyl,R.sup.3 is a group of the formula: ##STR75##wherein R.sup.7 is (i) hydrogen.(ii) a group bonded through a carbon atom selected from the group consisting of (1) C.sub.1-6 alkyl, (2) C.sub.3-6 cycloalkyl, (3) C.sub.1-3 alkoxy-C.sub.1-6 alkyl, (4) hydroxy-C.sub.1-6 alkyl, (5) C.sub.2-6 alkenyl, (6) formyl, (7) carboxyl, (8) C.sub.1-6 alkoxycarbonyl, (9) cyano, (10) amido, (11) mono- or di-C.sub.1-6 alkylcarbamoyl, (12) amidino, (13) C.sub.6-14 aryl, (14) C.sub.7-20 aralkyl, aralkyl, (15) a 5-membered cyclic group selected from the group consisting of 2- or 3-thienyl, 2- or 3-furyl, 2- or 3-pyrrolyl, 2-, 3- or 4-pyridyl, 2-, 4- or 5-oxazolyl, 2-, 4- or 5-thiazolyl, 3-, 4- or 5-pyrazolyl, 2-, 4- or 5-imidazolyl, 3-, 4- or 5-isoxazolyl, 3-, 4- or 5-isothiazolyl, 3- or 5-(1,2,4-oxadiazolyl), 1,3,4-oxadiazolyl, 3- or 5-(1,2,4-thiadiazolyl), 1,3,4-thiadiazolyl, 4- or 5-(1,2,3-thiadiazolyl), 1,2,5-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl and 1H- or 2H-tetrazolyl, (16) a 6-membered cyclic group selected from the group consisting of N-oxido-2-, 3- or 4-pyridyl, 2-, 4- or 5-pyrimidinyl, N-oxido-2-, 4- or 5-pyrimidinyl, 2- or 3-thiomorpholinyl, 2- or 3-morpholinyl, oxoimidazinyl, dioxotriazinyl, pyrrolidinyl, piperidinyl, pyranyl, thiopyranyl, 1,4-oxazinyl, 1,4-thiazinyl, 1,3-thiazinyl, 2- or 3-piperazinyl, triazinyl, oxotriazinyl, 3- or 4-pyridazinyl, pyrazinyl and N-oxido-3- or 4-pyridazinyl, and (17) a 5- to 8-membered cyclic group or condensed ring thereof, selected from the group consisting of benzofuryl, benzothiazolyl, benzoxazolyl, tetrazolo[1,5-b]pyridazinyl, triazolo[4,5-b]pyridazinyl, benzoimidazolyl, quinolyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, indolizinyl, quinolizinyl, 1,8-naphthylizinyl, purinyl, pteridinyl, dibenzofuranyl, carbazolyl, acrydinyl, phenanthridinyl, chromanyl, benzoxazinyl, phenazinyl, phenothiazinyl and phenoxazinyl, each of which (1) to (17) is optionally substituted by 1 to 6 substituents selected from the group consisting of (a) C.sub.6-14 aryl which optionally substituted by 1 to 4 substituents selected from the group consisting of hydroxy, amino, mono- or di-C.sub.1-6 alkylamino, C.sub.1-6 alkoxy and halogen, (b) mono- or di-C.sub.1-6 alkylamino, (c) C.sub.1-4 acylamino, (d) hydroxy, (e) carboxy, (f) nitro, (g) C.sub.1-6 alkoxy, (h) C.sub.1-6 alkyl-carbonyloxy, (i) halogen and (j) a group of the formula: --NR.sup.22 R.sup.23 ; wherein R.sup.22 and R.sup.23 areas defined above,(iii) a group bonded through a nitrogen atom, of the formula: --NR.sup.22 R.sup.23 wherein R.sup.22 and R.sup.23 are as defined above,(iv) a group bonded through an oxygen atom selected from the group consisting of (a) hydroxy, (b) C.sub.1-6 alkoxy, (c) C.sub.3-6 cycloalkoxy, (d) C.sub.6-14 aryloxy, (e) C.sub.7-11 aralkyloxy, (f) hydroxy substituted by a 5-membered cyclic group selected from the group consisting of 2- or 3-thienyl, 2- or 3-furyl, 2- or 3-pyrrolyl, 2-, 3- or 4-pyridyl, 2-, 4- or 5-thiazolyl, 3-, 4- or 5-pyrazolyl, 2-, 4- or 5-imidazolyl, 3-, 4- or 5-isoxazolyl, 3-, 4- or 5-isothiazolyl, 3- or 5-(1,2,4-oxadiazolyl), 1,3,4-oxadiazolyl, 3- or 5-(1,2,4-thiadiazolyl), 1,3,4-thiadiazolyl, 4- or 5-(1,2,3-thiadiazolyl), 1,2,5-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl and 1H- or 2H-tetrazolyl, (g) hydroxy substituted by a 6-membered cyclic group selected from the group consisting of N-oxido-2-, 3- or 4-pyridyl, 2-, 4- or 5-pyrimidinyl, N-oxido-2-, 4- or 5-pyrimidinyl, 2- or 3-thiomorpholinyl, 2- or 3-morpholinyl, oxoimidazinyl, dioxotriazinyl, pyrrolidinyl, piperidinyl, pyranyl, thiopyranyl, 1,4-oxazinyl, 1,4-thiazinyl, 1,3-thiazinyl, 2- or 3-piperazinyl, triazinyl, oxotriazinyl, 3- or 4-pyridazinyl, pyrazinyl and N-oxido-3- or 4-pyridazinyl, or (h) hydroxy substituted by a 5- to 8-membered cyclic group or a condensed ring thereof, selected from the group consisting of benzofuryl, benzothiazolyl, benzoxazolyl, tetrazolo[1,5-b]pyridazinyl, triazolo[4,5-b]pyridazinyl, benzoimidazolyl, quinolyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, indolizinyl, quinolizinyl, 1,8-naphthylizinyl, purinyl, pteridinyl, dibenzofuranyl, carbazolyl, acrydinyl, phenanthridinyl, chromanyl, benzoxazinyl, phenazinyl, phenothiazinyl and phenoxazinyl,each of which (b) to (h) is optionally substituted by 1 to 6 substituents selected from the group consisting of (1) C.sub.1-6 alkyl, (2) C.sub.2-6 alkenyl, (3) C.sub.2-6 alkynyl, (4) C.sub.3-6 cycloalkyl, (5) C.sub.5-7 cycloalkenyl, (6) C.sub.7-11 aralkyl, (7) C.sub.6-14 aryl, (8) C.sub.1-6 alkoxy, (9) C.sub.6-14 aryloxy, (10) C.sub.1-6 alkanoyl, (11) C.sub.6-14 aryl-carbonyl, (12) C.sub.1-6 alkanoyloxyl, (13) C.sub.6-14 aryl-carbonyloxy, (14) carboxy, (15) C.sub.1-6 alkoxy-carbonyl, (16) carbamoyl, (17) N-mono-C.sub.1-4 alkylcarbamoyl, (18) N,N-di-C.sub.1-4 alkylcarbamoyl, (19) cyclic aminocarbonyl selected from the group consisting of 1-aziridinylcarbonyl, 1-azetidinylcarbonyl, 1-pyrrolidinylcarbonyl, 1-piperidinylcarbonyl, N-methylpiperazinylcarbonyl and morpholinocarbonyl, (20) halogen, (21) mono- or tri-halogeno-C.sub.1-4 alkyl, (22) oxo, (23) amidino, (24) imino, (25) amino, (26) mono- or di-C.sub.1-4 alkylamino, (27) 3- to 6-membered cyclic amino selected from the group consisting of aziridinyl, azetidinyl, pyrrolidinyl, pyrrolinyl, pyrrolyl, imidazolyl, pyrazolyl, imidazolidinyl, piperidino, morpholino, dihydropyridyl, N-methylpiperazinyl and N-ethylpiperazinyl, (28) C.sub.1-6 alkanoylamino, (29) benzamido, (30) carbamoylamino, (31) N-C.sub.1-4 alkylcarbamoylamino, (32) N,N-di-C.sub.1-4 alkylcarbamoylamino, (33) C.sub.1-3 alkylenedioxy, (34) --B(OH).sub.2, (35) hydroxy, (36) epoxy, (37) nitro, (38) cyano, (39) mercapto, (40) sulfo, (41) sulfino, (42) phosphono, (43) sulfamoyl, (44) C.sub.1-6 alkylsulfamoyl, (45) di-C.sub.1-6 alkylsulfamoyl, (46) C.sub.1-6 alkylthio, (47) phenylthio, (48) C.sub.1-6 alkylsulfinyl, (49) phenylsulfinyl, (50) C.sub.1-6 alkylsulfonyl, and (51) phenylsulfonyl, or(v) a group bonded through a sulfur atom selected from the group consisting of (a) mercapto, (b) C.sub.1-6 alkylthio, (c) C.sub.3-6 cycloalkylthio, (d) C.sub.6-14 arylthio, (e) C.sub.7-20 aralkylthio, (f) thio substituted by a 5-membered cyclic group selected from the group consisting of 2- or 3-thienyl. 2- or 3-furyl, 2- or 3-pyrrolyl, 2-, 3- or 4-pyridyl, 2-, 4, or 5-oxazolyl, 2-, 4- or 5-thiazolyl, 3-, 4- or 5-pyrazolyl, 2-, 4- or 5-imidazolyl, 3-, 4-, or 5-isoxazolyl, 3-, 4- or 5-isothiazolyl, 3- or 5-(1,2,4-oxadiazolyl), 1,3,4-oxadiazolyl, 3- or 5-(1,2,4-thiadiazolyl), 1,3,4-thiadiazolyl, 4- or 5-(1,2,3-thiadiazolyl), 1,2,5-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl and 1H- or 2H-tetrazolyl, (g) thio substituted by a 6-membered cyclic group selected from the group consisting of N-oxido-2-, 3- or 4-pyridyl, 2-, 4- or 5-pyrimidinyl, N-oxido-2-, 4- or 5-pyrimidinyl, 2- or 3-thiomorpholinyl, 2- or 3-morpholinyl, oxoimidazinyl, dioxotriazinyl, pyrrolidinyl, piperidinyl, pyranyl, thiopyranyl, 1,4-oxazinyl, 1,4-thiazinyl, 1,3-thiazinyl, 2- or 3-piperazinyl, triazinyl, oxotriazinyl, 3- or 4-pyridazinyl, pyrazinyl and N-oxido-3- or 4-pyridazinyl, or (h) thio substituted by a 5- to 8-membered cyclic group or a condensed ring thereof, selected from the group consisting of benzofuryl, benzothiazolyl, benzoxazolyl, tetrazolo[1,5-b]pyridazinyl, triazolo[4,5-b]pyridazinyl, benzoimidazolyl, quinolyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, indolizinyl, quinolizinyl, 1,8-naphthylizinyl, purinyl, pteridinyl, dibenzofuranyl, carbazolyl, acrydinyl, phenanthridinyl, chromanyl, benzoxazinyl, phenazinyl, phenothiazinyl and phenoxazinyl,each of which (b) to (h) is optionally substituted by 1 to 6 substituents selected from the group consisting of(1) C.sub.1-6 alkyl, (2) C.sub.2-6 alkenyl, (3) C.sub.2-6 alkynyl, (4) C.sub.3-6 cycloalkyl, (5) C.sub.5-7 cycloalkenyl, (6) C.sub.7-11 aralkyl, (7) C.sub.6-14 aryl, (8) C.sub.1-6 alkoxy, (9) C.sub.6-14 aryloxy, (10) C.sub.1-6 alkanoyl, (11) C.sub.6-14 aryl-carbonyl, (12) C.sub.1-6 alkanoyloxyl, (13) C.sub.6-14 aryl-carbonyloxy, (14) carboxy, (15) C.sub.1-6 alkoxy-carbonyl, (16) carbamoyl, (17) N-mono-C.sub.1-4 alkylcarbamoyl, (18) N,N-di-C.sub.1-4 alkylcarbamoyl, (19) cyclic aminocarbonyl selected from the group consisting of 1-aziridinylcarbonyl, 1-azetidinylcarbonyl, 1-pyrrolidinylcarbonyl, 1-piperidinylcarbonyl, N-methylpiperazinylcarbonyl and morpholinocarbonyl, (20) halogen, (21) mono- or tri-halogeno-C.sub.1-4 alkyl, (22) oxo, (23) amidino, (24) imino, (25) amino, (26) mono- or di-C.sub.1-4 alkylamino, (27) 3- to 6-membered cyclic amino selected from the group consisting of aziridinyl, azetidinyl, pyrrolidinyl, pyrrolinyl, pyrrolyl, imidazolyl, pyrazolyl, imidazolidinyl, piperidino, morpholino, dihydropyridyl, N-methylpiperazinyl and N-ethylpiperazinyl, (28) C.sub.1-6 alkanoylamino, (29) benzamido, (30) carbamoylamino, (31) N-C.sub.1-4 alkylcarbamoylamino, (32) N,N-di-C.sub.1-4 alkylcarbamoylamino, (33) C.sub.1-3 alkylenedioxy, (34) --B(OH).sub.2, (35) hydroxy, (36) epoxy, (37) nitro, (38) cyano, (39) mercapto, (40) sulfo, (41) sulfino, (42) phosphono, (43) sulfamoyl, (44) C.sub.1-6 alkylsulfamoyl, (45) di-C.sub.1-6 alkylsulfamoyl, (46) C.sub.1-6 alkylthio, (47) phenylthio, (48) C.sub.1-6 alkylsulfinyl, (49) phenylsulfinyl, (50) C.sub.1-6 alkylsulfonyl, and (51) phenylsulfonyl;and R.sup.8 is (i) hydrogen, (ii) halogen, (iii) nitro, (iv) cyano, or (v) a hydrocarbon group selected from the group consisting of C.sub.1-15 alkyl, C.sub.3-8 cycloalkyl, C.sub.2-10 alkenyl, C.sub.2-10 alkynyl and C.sub.1-6 alkoxy, which hydrocarbon group is optionally substituted by 1 to 4 substituents selected from the group consisting of (1) nitro, (2) hydroxy, (3) oxo, (4) thioxo, (5) cyano, (6) carbamoyl, (7) carboxy, (8) C.sub.1-4 alkoxy-carbonyl, (9) sulfo, (10) halogen, (11) C.sub.1-4 alkoxy, (12) C.sub.1-4 alkylthio, (13) amino, (14) C.sub.1-6 alkanoylamino, (15) mono- or di-C.sub.1-4 alkylamino, (16) C.sub.1-4 alkanoyl, (17) 5- or 6-membered heterocyclic group selected from the group consisting of 2- or 3-thienyl, 2- or 3-furyl, 3-, 4- or 5-pyrazolyl, 2-, 4-, or 5-thiazolyl,3-, 4- or 5-isothiazolyl, 2-, 4- or 5-oxazolyl, 3-, 4- or 5-isoxazolyl, 2-, 4-, or 5-imidazolyl, 1,2,3- or 1,2,4-triazolyl, 1H- or 2H-tetrazolyl, 2-, 3- or 4-pyridyl, 2-, 4- or 5-pyrimidyl, 3- or 4-pyridazinyl, quinolyl, isoquinolyl and indolyl, which heterocyclic group is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen and C.sub.1-4 alkyl, and (18) C.sub.1-4 haloalkyl;R.sup.4 is (i) hydrogen, (ii) formyl, (iii) cyano, (iv) C.sub.1-6 alkyl substituted by (1) a group bonded through a sulfur atom as defined above or (2) a hydroxy group which may be substituted by (a) C.sub.1-6 alkyl which may be substituted by 1 to 4 substituents selected from the group consisting of halogen, C.sub.6-10 aryl, C.sub.7-12 aralkyl and nitro, (b) C.sub.6-10 aryl which may be substituted by 1 to 4 substituents selected from the group consisting of halogen, C.sub.1-6 alkyl and C.sub.6-10 aryl, (c) C.sub.7-12 aralkyl which may be substituted by 1 to 4 substituents selected from the group consisting of halogen, C.sub.1-6 alkyl, C.sub.6-10 aryl, C.sub.7-12 aralkyl and nitro, (d) C.sub.1-6 alkyl-carbonyl which may be substituted by 1 to 3 substituents selected from the group consisting of formyl, halogen, C.sub.1-6 alkyl, C.sub.6-10 aryl, C.sub.7-12 aralkyl and nitro, (e) C.sub.6-10 aryloxy-carbonyl which may be substituted by 1 to 4 substituents selected from the group consisting of halogen, C.sub.1-6 alkyl, C.sub.6-10 aryl, C.sub.7-12 aralkyl and nitro, (f) C.sub.6-10 aryl-carbonyl which may be substituted by 1 to 4 substituents selected from the group consisting of halogen, C.sub.1-6 alkyl, C.sub.6-10 aryl, C.sub.7-12 aralkyl and nitro, (g) C.sub.7-12 aralkyl-carbonyl which may be substituted by 1 to 4 substituents selected from the group consisting of halogen, C.sub.1-6 alkyl, C.sub.6-10 aryl, C.sub.7-12 aralkyl and nitro, (h) pyranyl which may be substituted by 1 to 4 substituents selected from the group consisting of halogen, C.sub.1-6 alkyl, C.sub.6-10 aryl, C.sub.7-12 aralkyl and nitro, (i) furanyl which may be substituted by 1 to 4 substituents selected from the group consisting of halogen, C.sub.1-6 alkyl, C.sub.6-10 aryl, C.sub.7-12 aralkyl and nitro,(j) tri (C.sub.1-4 alkyl)silyl which may be substituted by 1 to 4 substituents selected from the group consisting of halogen, C.sub.1-6 alkyl, C.sub.6-10 aryl, C.sub.7-12 aralkyl and nitro,(v) carbonyl which is substituted by C.sub.1-8 alkyl, C.sub.3-6 cycloalkyl, C.sub.1-3 alkoxy-C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.6-14 alkyl or C.sub.7-20 aralkyl,(vi) carboxy substituted by (1) C.sub.1-6 alkyl, (2) C.sub.3-6 cycloalkyl, (3) C.sub.6-14 aryl, (4) a 5-membered cyclic group selected from the group consisting of 2- or 3-thienyl, 2- or 3-furyl, 2- or 3-pyrrolyl, 2-, 3- or 4-pyridyl, 2-, 4- or 5-oxazolyl, 2-, 4- or 5-thiazolyl, 3-, 4- or 5-pyrazolyl, 2-, 4- or 5-imidazolyl, 3-, 4- or 5-isoxazolyl, 3-, 4- or 5-isothiazolyl, 3- or 5-(1,2,4-oxadiazolyl), 1,3,4-oxadiazolyl, 3- or 5-(1,2,4-thiadiazolyl), 1,3,4-thiadiazolyl, 4- or 5-(1,2,3-thiadiazolyl), 1,2,5-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl and 1H- or 2H-tetrazolyl, (5) a 6-membered cyclic group selected from the group consisting of N-oxido-2-, 3- or 4-pyridyl, 2-, 4- or 5-pyrimidinyl, N-oxido-2-, 4- or 5-pyrimidinyl, 2- or 3-thiomorpholinyl, 2- or 3-morpholinyl, oxoimidazinyl, dioxotriazinyl, pyrrolidinyl, piperidinyl, pyranyl, thiopyranyl, 1,4-oxazinyl, 1,4-thiazinyl, 1,3-thiazinyl, 2- or 3-piperazinyl, triazinyl, oxotriazinyl, 3- or 4-pyridazinyl, pyrazinyl and N-oxido-3- or 4-pyridazinyl, or (6) a 5- to 8-membered cyclic group or condensed ring thereof, selected from the group consisting of benzofuryl, benzothiazolyl, benzoxazolyl, tetrazolo[1,5-b]pyridazinyl, triazolo[4,5-b]pyridazinyl, benzoimidazolyl, quinolyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, indolizinyl, quinolizinyl, 1,8-naphthylizinyl, purinyl, pteridinyl, dibenzofuranyl, carbazolyl, acrydinyl, phenanthridinyl, chromanyl, benzoxazinyl, phenazinyl, phenothiazinyl and phenoxazinyl, or(vii) a group of the formula: --CONR.sup.22 R.sup.23 wherein R.sup.22 and R.sup.23 are as defined above;R.sup.5 is (i) hydrogen or (ii) a group bonded through a carbon atom as defined in above R.sup.7 ;n is 0 to 3, or a salt thereof.