http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CO-5180636-A1

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_bb66d9373d09efad73c142762f6dfb00
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-44
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filingDate 2000-06-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_dd0558cf2555034d88c622c7da3f58a2
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9292c966b21e75e88bf56b7bd2b0a074
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http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_6d607b8cfa82e79000193712e741b9e4
publicationDate 2002-07-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber CO-5180636-A1
titleOfInvention DERIVATIVES OF QUINOLINA-4-AMINO-6,7-DISUSTITUTED AND DERIVATIVES OF QUINAZOLINA-4-AMINO-6,7-DISPOSED, PROCESS OF OBTAINING AND ITS PHARMACEUTICAL COMPOSITIONS
abstract Bicyclic heterocycles of the general formula <EMI FILE = "00045906_1" ID = "1" MFI = JPEG> in which Ra means a hydrogen atom or a C1-4 alkyl group, Rb means a phenyl, benzyl or 1-phenylethyl group, in which the phenyl core is substituted in each case with the radicals R1 to R3, where R1 and R2, which may be the same or different, represent in each case a hydrogen atom, fluorine, chlorine, bromine or iodine , a C1-4 alkyl, hydroxy, C1-4 alkoxy, C3-6 cycloalkyl, C4-6 cycloalkoxy, C2-5 alkenyl or C2-5 alkynyl group, an aryl, aryloxy, arylmethyl or arylmethyl xi group, a group C3-5 alkenyloxy or C3-5 alkynyloxy, the unsaturated part cannot be linked to the oxygen atom, a C1-4-sulfenyl alkyl, C1-4-sulfinyl alkyl, C1-4-sulfonyl alkyl, C1 alkyl -4-sulfonyloxy, tri fluo ro me tilsulfenyl, trifluo romethylsulfinyl or trifluoro me tilsulfonyl, a methyl or methoxy group substituted with 1 to 3 fluorine atoms, an ethyl or ethoxy group constituted with 1 to 5 fluorine atoms, a cyano or nitro group, or an amino group possibly substituted with one or two C1-4 alkyl groups, which may be the same or different substituents, or R1 together with R2, if these are attached to adjacent carbon atoms, they mean a group -CH = CH-CH = CH, -CH = CH-NH or -CH = N-NH and R3 represents a non-fluorine, fluorine, chlorine or bromine atom, - 2 -a group C1-4 alkyl, trifluoromethyl or C1-4 alkoxy, X means a methyl group substituted with a cyano group, or a nitrogen atom, A means an imino group, optionally substituted with a C1-4 alkyl group, B means a carbonyl group or sulfonyl, C means a 1,3-alenylene, 1,1- or 1,2-vinylene group, which in each case may be substituted with one or two methyl groups or with a trifluoromethyl group, an ethynylene group or a group 1, 3-butadien-1,4-ylene, optionally substituted with 1 to 4 methyl groups or with a trifluoromethyl group, D means an alkylene group, -CO-alkylene or -SO2-al- chylene, in which the alkylene part contains in each case 1 to 8 carbon atoms, and additionally 1 to 4 hydrogen atoms in the alkylene part may be replaced by fluorine atoms, the group bond must be made - CO-alkylene or -SO2-alkylene with the group C adjoining in each case through the carbonyl or sulfo nyl group, a group -CO-O-alkylene, -CO-NR4-alkylene or -SO2-NR4-al-qui le no, in which the alkylene part contains in each case 1 to 8 carbon atoms, the link to the adjacent group C having to be made in each case through the carbo nyl or sulfonyl group, in which R4 represents an atom of hydrogen or a C1-4 alkyl group or, in the case where D is attached to a carbon atom of the radical E, also means a bond, or, in the case that D is attached to a nitrogen atom of the radical E, also means a carbonyl or sulfonyl group, E means an amino, C1-4-alkyl or di- (C1-4-alkyl) -amino group , in which the alkyl parts may be the same or different, a C2-4-amino alkyl group, in which the alkyl part, in position â, ã or ä with respect to the nitrogen atom of the amino group, is substituted with the radical R5, representing R5 with a hydroxy group, C1-4 alkoxy, amino, alkyl1-4-amino or di- (C1-4 alkyl) -amino, a 4- to 7-membered alkyleneimino group, optionally substituted with one or two methyl groups, or an alkylene group of 6 to 7 members, possibly substituted with one or two methyl groups, in which in each case a methylene group in position 4 is replaced by an oxygen or sulfur atom , by a sulfi nyl, sulfonyl, imino or N- (C1-4 alkyl) - -imino group, an N- (C1-4 alkyl) -N- (C2-4 alkyl) -amino group, in which the part of alkyl C2-4, in position â, ã or ä with respect to the nitrogen atom of the amino group, it is substituted with the radical R5, R5 being defined as mentioned above, a di- group (C2 alkyl- 4) -amino, in which the two parts of alkyl C2-4, in position â, ã or ä with respect to the nitrogen atom of the amino group, are substituted in each case with the radical R5, being able to be the substituents equal or different and R5 is defined as mentioned above, a C3-7-amino or C3-7-cycloalkyl C1-3-amino cycloalkyl group, in which in each case the nitrogen atom can be substituted with another C1-4 alkyl group, an amino or C1-4 alkyl group, in which in each case the nitrogen atom is substituted with a tetrahi drofuran-3-yl, tetrahi dropiran-3-yl group, te trahi dropi ran-4 - yl, tetrahi drofuranylmethyl, 1- (tetrahydrofuran-3-yl) -pi-peridin-4-yl, 1- (tetrahydropyran-3-yl) -piperidin-4-yl, 1-- (tetrahydropyran-4-yl) -piperidin-4-yl, 3-pyrro li dinyl, 3-piperidinyl, 4-piperidinyl, 3-hexahydro-azepi nyl or 4-hexahydro-azepinyl, optionally substituted with 1 to 3 alkyl groups C1-4, an alkyleneimino group of 4 to 7 members, possibly substituted with 1 to 4 C1-2 alkyl groups, which may be substituted on a carbon atom of the ring or in one of the alkyl groups with the group R5, R5 being defined as mentioned above, a piperidine group substituted with a tetrahydrofu ranyl, tetrahydropyranyl or tetrahydrofuranylmethyl group, a 6 to 7-membered alkyleneimino group, possibly substituted with 1 or 2 C1-2 alkyl groups, in which in each case a methylene group in position 4 is replaced by an oxygen or sulfur atom, by an imino group substituted with the radical R6, by a sulfiyl or sulfonyl group, R6 representing a hydrogen atom, a C1-4, 2-methoxy-ethyl, 3-methoxy-alkyl group propyl, ci C3-7 chloalkyl, ci C3-7 -alkyl C1-4, tetrahydrofuran-3-yl, -3-tetrahydropyran-3-yl, tetrahydropyran-4-yl, trahydrofuranylmethyl, formyl, C1-4 alkyl -carbon nyl, C1-4 alkyl-sulfo nyl, aminocar bonyl, C1-4 alkyl-aminocarbonyl od i- (C1-4 alkyl) -aminocar bonyl, an imidazolyl group, optionally substituted with 1 to 3 methyl groups, a C5-7 cycloalkyl group, in which a methylene group is replaced by an oxygen or sulfur atom, by an imino group substituted with the radical R6, by a sulfiyl or sulfonyl group, where R6 is defined as mentioned above, or D, together with E, means a hydrogen atom, fluorine or chlorine, a C1-4 alkyl group , optionally substituted with 1 to 5 fluorine atoms, a C3-6 cycloalkyl group, an aryl, heteroaryl, C1-4-alkylcarbonyl or aryl carbonyl group, a carboxy group, C1-4-alkoxycarbonyl, aminocarbonyl, C1- alkyl 4-aminocarbonyl or di- (C1-4 alkyl) -aminocar bonyl, or a carbonyl group which is substituted with a 4 to 7-membered alkyl group, and may be substituted in the 6 to 7-member alkylene groups mentioned in each case a methyl group not in position 4 by an oxygen or sulfur atom, by a imino group substituted with the radical R6, by a sulfiyl or sulfonyl group, R6 being defined as mentioned above, and Rc means a C4-7 cycloalkoxy or C3-7-C1-6 alkoxy alkyl group, in which the cycloalkyl part may be substituted in each case with a C1-3 alkyl group, hydroxy, C1-4 alkoxy, amino, C1-4 alkyl, di- (C1-4 alkyl) -amino, pyrrolidino, piperidino, morpholino , piperazino, N- (C1-2 alkyl) -piperazino, hydroxy-C1-2 alkyl, C1-4 alkoxy-C1-2 alkyl, amino C1-2 alkyl, C1-4 alkyl-C1-2 alkyl , di- (C1-4 alkyl) -amino-C1-2 alkyl, pyrrolidino-C1-2 alkyl, piperidino-C1-2 alkyl, morpholino-C1-2 alkyl, zino-C1-2 alkyl pipette or N- (C1-2 alkyl) -pipe zino-C1-2 alkyl, the above-mentioned monosubstituted cycloalkyl parts may be substituted, additionally with a C1-3 alkyl group, a tetrahydrofuran-3-yloxy group, tetrahydropyran- 3-yloxy, tetrahydropyran-4-yloxy or tetrahydrofuranylmethoxy, a C2-4 alkoxy group, which in position â, ã or ä with respect to the oxygen atom is substituted with an azetidin-1-yl, 4-methyl-homopiperazino or 4-ethyl-homopiperazino group, a 3-pyrrolidinyloxy group, 2-Pyrrolidinyl-C 1-4 alkyloxy, 3-pyrrolidinyl-C 1-4 alkyloxy, 3-piperidinyloxy, 4-piperidi niloxy, 2-piperidinyl-C 1-4 alkyloxy, 3-piperidinyl-C 1-4 alkyl, 4-piperidinyl- C1-4 alkyl, 3-hexahydro-azepinyl xi, 4-hexahydro-azepinyl xi, 2-hexahydro-azepinyl-C1-4 alkyl, 3-hexahydro-azepinyl-C1-4 alkyl or 4-hexahydro-azepinyl- C1-4alkyl, in which in each case the ring nitrogen atom is substituted with the radical R6, R6 being defined as mentioned above, whereby the aryl parts mentioned in the definition of the radicals mentioned above, a phenyl group that can be in each case monosubstituted with R7, mono-, di- or tri-substituted with R8, or monosubstituted with R7 and, additionally te, mono- or di-sus substituted with R8, the substituents being the same or different and R7 may represent a cyano, carboxy, C1-4 alkoxycarbonyl, aminocarbo nyl, C1-4-ami nocar bonyl alkyl, di- (to C 1-4 alkyl) -aminocarbonyl, C 1-4 alkyl-sulfenyl, C 1-4 alkyl-sulfinyl, C 1-4 alkyl-sulfo nyl, hydroxy, C 1-4 alkyl-sulfonyloxy, trifluorome tiloxy, nitro, amino, alkyl C1-4-amino, di- (C1-4 alkyl) -amino, C1-4 alkylcarbonylamino, N (C1-4 alkyl) - -C1-4 alkylcarbonylamino, C1-4 alkyl sulfonylamino, N (C1 alkyl -4) -C 1-4 alkyl-sulfonylamino, aminosulfo nyl, C 1-4 alkyl-aminosulfonyl or di (C 1-4 alkyl) - -ami sulfonyl, or a carbonyl group which is substituted with a 5- to 7-membered alkyleneimino group , which may be replaced in the aforementioned 6 to 7-member alkylene groups, in each case a methylene group in position 4 by a non-sulfur or oxygen atom, by a sulfinyl, sulfonyl, imino or N (C1-4 alkyl) group ) -imino, and being able to r R8 represents a fluorine, chlorine, bromine or iodine atom, a C1-4 alkyl, methyl trifluoro or C1-4 alkoxy group, or may
priorityDate 1999-06-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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