Patent ID: 6288065
Filing Date: 2001-09-11
Classification: C07D,C07F

Abstract:
A compound of formula I ##STR6##whereinR.sup.1 is R.sup.2 -substituted methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, heptyl, octyl, nonyl or decyl, R.sup.2 -substituted 2-propenyl, 2-butenyl, 3-methyl-2-propenyl, 1-propenyl, 1-butenyl or vinyl, R.sup.2 -substituted ethynyl, 1-propynyl, 2-propynyl or 1-butynyl, R.sup.2 -substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or cycloheptyl, --(CH.sub.2).sub.n -phenyl-(CH.sub.2).sub.n -naphthyl, --(CH.sub.2).sub.n -biphenylyl or --(CH.sub.2).sub.n -indenyl substituted by R.sup.2 in the aryl or in the alkyl residue, or --(CH.sub.2).sub.n -pyrazolyl, --(CH.sub.2) imidazolyl, --(CH.sub.2).sub.n -pyrazinyl, --(CH.sub.2).sub.n -pyridinyl, --(CH.sub.2).sub.n -pyrimidinyl, --(CH.sub.2).sub.n -pyridazinyl or --(CH.sub.2).sub.n -triazinyl substituted by R.sup.2 in the hetaryl or alkyl residue,R.sup.4 is hydrogen or R.sup.2 -substituted methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, heptyl, octyl, nonyl or decyl, R.sup.2 -substituted 2-propenyl, 2-butenyl, 3-methyl-2-propenyl, 1-propenyl, 1-butenyl or vinyl, R.sup.2 -substituted ethynyl, 1-propynyl, 2-propynyl or 1-butynyl, R.sup.2 -substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or cycloheptyl, --(CH.sub.2).sub.n -phenyl-(CH.sub.2) naphthyl, --(CH.sub.2).sub.n -biphenylyl or --(CH.sub.2).sub.n -indenyl substituted by R.sup.2 in the aryl or in the alkyl residue, or --(CH.sub.2).sub.n -pyrazolyl, --(CH .sub.2).sub.n -imidazolyl, --(CH.sub.2).sub.n -pyrazinyl, --(CH.sub.2).sub.n -pyridinyl, --(CH.sub.2).sub.n -pyrimidinyl, --(CH.sub.2).sub.n -pyridazinyl or --(CH.sub.2)- triazinyl substituted by R.sup.2 in the hetaryl or alkyl residue,R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are each independently hydrogen, halogen, nitro, NHCOR.sup.11, SO.sub.2 R.sup.12, C.sub.3-7 -cycloalkyloxy, COR.sup.13, cyano, CF.sub.3, C.sub.1-6 -alkyl, C.sub.1-4 -alkoxy, or imidazolyl optionally substituted by cyano, C.sub.1-4 -alkyl or --COO--C.sub.1-6 -alkyl,R.sup.2 is --CO--R.sup.3 and is present once or twice,n is 0, 1, 2, 3, 4 or 5,R.sup.3 is hydroxy, C.sub.1-6 -alkoxy or NR.sup.9 R.sup.10,R.sup.9 and R.sup.10 are each independently hydrogen, C.sub.1-4 -alkyl, or jointly with the nitrogen form a saturated 5- or 6-membered heterocycle which is piperidine, pyrrolidine, morpholine, thiomorpholine or piperazine,R.sup.11 is C.sub.1-6 -alkyl or phenyl,R.sup.12 is hydrogen, C.sub.1-4 -alkyl, NH.sub.2, N(C.sub.1-4 -alkyl).sub.2,R.sup.13 is hydroxy, C.sub.1-6 -alkoxy, C.sub.1-6 -alkyl or NR.sup.9 R.sup.10,or a tautomer, optical isomer, or a racemic or enantiomeric mixture thereof, or a physiologically acceptable salt thereof,and wherein,if R.sup.1 is methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, heptyl, octyl, nonyl or decyl substituted by --COR.sup.3,then at least one of R.sup.5, R.sup.6, R.sup.7 or R.sup.8 is not hydrogen andat least three of R.sup.5, R.sup.6, R.sup.7 or R.sup.8 are not halogen;if R.sup.1 is --CH.sub.2 --COOH,then R.sup.6 and R.sup.7 are not simultaneously CH.sub.3,R.sup.6 is not NO.sub.2 wherein R.sup.5, R.sup.7 and R.sup.8 are each hydrogen, andR.sup.7 is not NO.sub.2 where R.sup.5, R.sup.6 and R.sup.8 are each hydrogen;if R.sup.1 is --CH.sub.2 --COOC.sub.2 H.sub.5,then R.sup.6 is not NO.sub.2 where R.sup.5, R.sup.7 and R.sup.8 are each hydrogen,R.sup.7 is not NO.sub.2 where R.sup.5, R.sup.6 and R.sup.8 are each hydrogen; andif R.sup.1 is --COR.sup.3 substituted methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, heptyl, octyl, nonyl or decyl or --(CH.sub.2)-phenyl, --(CH.sub.2)-naphthyl, --(CH.sub.2)-biphenylyl or --(CH.sub.2)-indenyl substituted by --COR.sup.3 in the aryl or in the alkyl residue and R.sup.4 is H,then at least one of R.sup.5, R.sup.6, R.sup.7 or R.sup.8 is NHCOR.sup.11, SO.sub.2 R.sup.12, C.sub.3-7 -cycloalkyloxy or COR.sup.13, andif R.sup.1 is --COR.sup.3 -substituted methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, heptyl, octyl, nonyl or decyl, then R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are not imidazolyl nor NO.sub.2.