Patent ZA-803714-B (ZA)
Title: Pyrazoloquinolines, process for their manufacture, pharmaceutical preparations containing these compounds and their therapeutica application
Inventor: YOKOYAMA NAOKATA
IPC: A61P25/20
Filed: 1980-06-20
Abstract: For the Contracting States : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE 1. A compound of the general formulae I and II  see diagramm : EP0022078,P19,F1  and  see diagramm : EP0022078,P19,F2  wherein R3 is hydrogen or not more than 3 identical or different members selected from C1 -C7-alkyl, C1 -C7 -alkoxy, C1 -C7 -alkylthio, hydroxy, halogen, trifluoromethyl, nitro, amino, mono- or di-C1 -C7 -alkylamino, cyano, carbamoyl and carboxyl ; R is phenyl or phenyl substituted by not more than 3 of the radicals as defined for R3 , pyridyl, C1 -C7 -alkylpyridyl, or halopyridyl ; R1  is hydrogen, C1 -C7 -alkyl or (hydroxy, di-C1 -C7 -alkyl-mino or R3 -phenyl)-C1 -C7 -alkyl, wherein the hydroxy or amino group is separated from the ring nitrogen atom by at least 2 carbon atoms, and R2 is hydrogen or C1 -C7 -alkyl ; their 3-hydroxy-tautomers ; C1 -C7 -alkanoyl, carbamoyl, mono- or di-C1 -C7 alkylcarbomoyl derivatives of said (hydroxy or amino)-(phenyl or phenylene) compounds ; or salts thereof. For the Contracting State AT 1. A process for the preparation of a 2-aryl-pyrazolo [4,3-c] quinolin-3-(1 or 5H)-one of the general formulae I and II  see diagramm : EP0022078,P21,F1  and  see diagramm : EP0022078,P21,F2  wherein R3  is hydrogen or not more than 3 identical or different members selected from C1 -C7 -alkyl, C1 -C7 -alkoxy, C1 -C7 -alkylthio, hydroxy, halogen, trifluoromethyl, nitro, amino, mono- or di-C1 -C7 -alkylamino, cyano, carbamoyl and carboxy ; R is phenyl or phenyl substituted by not more than 3 of the radicals as defined for R3 , pyridyl, C1 -C7 -alkylpyridyl, or halopyridyl ; R1  is hydrogen, C1 -C7 -alkyl or (hydroxy, di-C1 -C7 -alkylamino or R3 -phenyl)-C1 -C7 -alkyl, wherein the hydroxy or amino group is separated from the ring nitrogen atom by at least 2 carbon atoms, and R2  is hydrogen or C1 -C7 -alkyl ; their 3-hydroxy-tautomers ; C1 -C7 -alkanoyl, carbamoyl, mono- or di-C1 -C7 -alkylcarbamoyl derivatives of said (hydroxy or amino)-(phenyl or phenylene) compounds ; or a salts thereof, which comprises a) cyclising a compound of the formula IV  see diagramm : EP0022078,P21,F3  wherein X is -NH-NH-R and Y is hydroxy or C1 -C7 -alkoxy ; or X is halogen and Y is  see diagramm : EP0022078,P21,F4  ; or X is C1 -C7 -alkoxyamino or azido, and Y is NH-R, and, if desired, reacting a resulting compound, or an alkali metal salt thereof, with a reactive ester of the alcohol R1 -OH, or b) condensing a compound of the formula V  see diagramm : EP0022078,P21,F5  wherein W and R1  are both hydrogen, Z is  see diagramm : EP0022078,P21,F6  and R1 ' is C1 -C7 -alkyl ; or W is  see diagramm : EP0022078,P22,F7  and Z is hydrogen ; or W is  see diagramm : EP0022078,P22,F8  and Z is R2 -CO, or  see diagramm : EP0022078,P22,F9  together is isocyano ; and, if desired, converting a resulting compound into another compound of the invention, and/or, if desired, converting a resulting compound into a salt thereof, or a resulting salt into the corresponding free compound or into another salt, and/or, if desired, separating a mixture of isomers obtained into the individual isomers.