Substituted pteridines useful for the treatment and prevention of viral infections

Abstract

The invention provides 4,6-di- and 2,4,6-tri-substituted pteridine derivatives with a specific substitution pattern which exhibit a significant and selective activity against certain types of viral infections, in particular selectively inhibit replication of Flaviridae such as the hepatitis C virus, and are useful for the prevention and treatment of such viral infections.

1 - 30 . (canceled) 
     
     
         31 . A pteridine derivative represented by the structural formula: 
       
         
           
           
               
               
           
         
       
       wherein X represents an oxygen atom or a group with the formula S(O)m wherein m is an integer from 0 to 2, or a group with the formula NZ and wherein:
 R 1  is a group selected from the group consisting of C 1-7  alkyl, C 2-7  alkenyl, C 2-7  alkynyl, C 3-10  cycloalkyl, C 3-10  cycloalkenyl, aryl, alkylaryl, arylalkyl, hetero-cyclyl, heterocyclic-substituted alkyl and alkyl-substituted heterocyclyl, each of said groups being optionally substituted with one or more substituents independently selected from the group consisting of halogen, C 1-4  alkyl, C 1-4  alkoxy, C 2-7  alkenyl, C 2-7  alkynyl, halo C 1-4  alkyl, C 3-10  cycloalkoxy, aryloxy, arylalkyloxy, oxyheterocyclic, heterocyclic-substituted alkyloxy, thio C 1-7  alkyl, thio C 3-10  cycloalkyl, thioaryl, thioheterocyclic, arylalkylthio, heterocyclic-substituted alkylthio, formyl, hydroxyl, sulfhydryl, nitro, hydroxylamino, mercapto-amino, cyano, carboxylic acid or esters or thioesters or amides or thioamides or halides or anhydrides thereof, thiocarboxylic acid or esters or thioesters or amides or thioamides or halides or anhydrides thereof, carbamoyl, thiocarba-moyl, ureido, thio-ureido, amino, alkylamino, cycloalkylamino, alkenylamino, cycloalkenylamino, alkynylamino, arylamino, arylalkylamino, hydroxyalkyl-amino, mercaptoalkylamino, heterocyclic amino, hydrazino, alkylhydrazino and phenyl-hydrazino; or R 1  is a carboxyalkyl, carboxyaryl, thiocarboxyaryl or thiocarboxyalkyl group; 
 Z is a group independently defined as R 1  or Z is hydrogen or the group NZ together with R 1  is either hydroxylamino or an optionally substituted heterocyclic group containing at least one nitrogen atom; 
 R 2  is selected from the group consisting of amino; alkanoylamino; thioalkanoylamino; carbamoyl; thiocarbamoyl; ureido; thioureido, sulfonamido; hydroxylamino; alkoxyamino; thioalkylamino; mercaptoamino; hydrazino; alkylhydrazino; phenylhydrazino; optionally substituted heterocyclyl; C 03-7  alkylamino; arylamino; arylalkylamino; cycloalkylamino; alkenylamino; cyclo-alkenylamino; heterocyclyl-amino; hydroxyalkylamino; mercaptoalkylamino; C 1-7  alkoxy; C 3-10  cycloalkoxy; thio C 1-7  alkyl; arylsulfoxide; arylsulfone; hetero-cyclic sulfoxide; heterocyclic sulfone; thio C 3-10  cycloalkyl; aryloxy; arylthio; arylalkyloxy; arylalkylthio; oxyheterocyclic and thioheterocyclic radicals; 
 R 4  is hydrogen; and 
 R 3  is aryl substituted with one or more substituents independently selected from the group consisting of aryl wherein said aryl is optionally substituted with arylcarbonyl; (O,O-dialkylphosphonyl)-alkyl; alkanoyl; halo-C 1-7  alkoxy; hydroxy-C 1-7  alkoxy; hydroxy-C 1-7  alkyl; di-C 1-7  alkylamino C 1-7  alkyl; ω-carboxyalkanoylamino; mono-(C 3-7 cycloalkyl)aminocarbonyl, di-(C 3-7  cycloalkyl)aminocarbonyl, mono-(C 1-7  alkyl)aminocarbonyl, mono-(ω-dimethylamino-C 1-7  alkyl)aminocarbonyl, di-(C 1-7  alkyl)aminocarbonyl, mono-(hydroxy-C 1-7  alkyl)aminocarbonyl, formylamino, SO 2 NH 2 , arylamino-C 1-7  alkyl, C 1-7  alkylsulfonyl, heterocyclyl-carbonyl, heterocyclyl-C 1-7  alkyl and hetero-cyclyl, wherein said heterocyclyl is optionally substituted with C 3-7  alkenyloxy-carbonyl, C 1-7  alkyl or C 1-7  alkyloxycarbonyl; or R 3  is a fused benzo-C 5-8  cyclo-alkyl optionally substituted with oxo; or R 3  is heterocyclyl substituted with one or more substituents independently selected from the group consisting of acylamino, C 1-7  alkylsulfonyl, arylsulfonyl, heterocyclyl-C 1-7  alkyl, heterocyclyl-C 1-7  alkylamino, aryl and heterocyclyl, wherein said heterocyclyl is optionally substituted with C 1-7  alkyl, arylsulfonyl or (di-C 1-7  alkylamino)-C 1-7  alkoxy, or said heterocyclyl is non-aromatic and includes a nitrogen atom substituted with heterocyclyl-C 1-7  alkyl or a carboxylic acid or a C 1-7  alkyl ester thereof, 
 and/or a pharmaceutically acceptable addition salt thereof and/or a stereo-isomer thereof and/or a mono- or a di-N-oxide thereof and/or a solvate thereof and/or a pro-drug form thereof. 
 
     
     
         32 . A pteridine derivative selected from the group consisting of:
 4-morpholino-6-(4-(4′-allyloxycarbonylpiperazino)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-aminocarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-aminocarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-amino-5-chlorophenyl)pteridin-2-ylamine,   4-morpholino-6-(4-amino-3-methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-amino-4-methylphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-amino-5-methylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-amino-2-methyl phenyl)pteridin-2-ylamine,   4-morpholino-6-(5-amino-2-methyl phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-amino-3-nitrophenyl)pteridin-2-ylamine,   4-morpholino-6-(2-benzyloxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(3-benzyloxy-4-methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-biphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-n-butyl phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-isobutylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-carboxy-3-fluorophenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(3-carboxypropionylamino)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(3-carboxypropionylamino)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-chloro-4-hydroxy-5-methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-chloro-5-hydroxymethylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-cyanomethoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(3-cyanomethoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-cyanomethoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-cyanophenyl)pteridin-2-ylamine,   4-morpholino-6-(3-cyanophenyl)pteridin-2-ylamine,   4-morpholino-6-(2-cyanophenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(N-cyclopropylaminocarbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(N,N-diethylaminocarbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(N,N-dimethylamino)phenyl)pteridin-2-ylamine,   4-morpholino-6-(2-(N,N-dimethylamino)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(N,N-dimethylaminocarbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-[(N′,N′-dimethylamino)ethylaminocarbonyl]phenyl)-pteridin-2-ylamine,   4-morpholino-6-(4-[(N′,N′-dimethylamino)ethylaminocarbonyl]phenyl)-pteridin-2-ylamine,   4-morpholino-6-(3-[1,3]dioxolan-2-ylmethoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(ethoxycarbonyl)methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(ethoxycarbonyl)methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-ethoxycarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(3-ethoxycarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-ethoxycarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(3-ethoxycarbonylpiperidino)carboxamidophenyl)-pteridin-2-ylamine,   4-morpholino-6-(4-formylaminophenyl)pteridin-2-ylamine,   4-morpholino-6-(3-formylaminophenyl)pteridin-2-ylamine,   4-morpholino-6-(2-formylaminophenyl)pteridin-2-ylamine,   4-morpholino-6-(2-formyl-5-methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(3-formyl-4-methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(5-formyl-2-methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-formyl-5-methylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-formylphenyl)pteridin-2-ylamine,   4-morpholino-6-(3-formylphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-formylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-hydroxy-3,5-dimethylphenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(2-hydroxyethyl)-aminocarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(2-hydroxyethyl)aminocarbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-hydroxy-4-methoxycarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-hydroxy-3-methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(hydroxymethyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(hydroxymethyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-hydroxy-3-nitrophenyl)pteridin-2-ylamine,   4-morpholino-6-(4-isopropoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(4-isopropylpiperazinyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-isopropylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-methanesulfonamidophenyl)pteridin-2-ylamine,   4-morpholino-6-(3-methanesulfonamidophenyl)pteridin-2-ylamine,   4-morpholino-6-(2-methanesulfonamido phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-methoxycarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(3-methoxycarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-methoxycarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(3-methoxy-4-methoxycarbonylphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-methoxy-5-methylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-methoxy-3-nitrophenyl)pteridin-2-ylamine,   4-morpholino-6-(4-methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(3-methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-N-methylcarboxamidophenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(N-methylamino)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(4-methylpiperazine-1-carbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(4-methylpiperazine-1-carbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(methylthio)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(methylthio)phenyl)pteridin-2-ylamine,   4-morpholino-6-(2-(methylthio)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(morpholinocarbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-morpholinophenyl)pteridin-2-ylamine,   4-morpholino-6-(2-(morpholinomethyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-nitrophenyl)pteridin-2-ylamine,   4-morpholino-6-(3-nitrophenyl)pteridin-2-ylamine,   4-morpholino-6-(2-nitrophenyl)pteridin-2-ylamine,   4-morpholino-6-(4-phenoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(N-phenylaminomethyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(phenylcarbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(piperazine-1-carbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-piperazinylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-succinamidophenyl)pteridin-2-ylamine,   4-morpholino-6-(3-succinamidophenyl)pteridin-2-ylamine,   4-morpholino-6-(sulfamoylphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-(toluene-4-sulfonamido)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(toluene-4-sulfonamido)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(tert-butoxycarbonylamino)-3-methoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(2-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(3-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(2,3,4-trifluorophenyl)pteridin-2-ylamine,   4-morpholino-6-(4-tert-butylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(2-thienyl)phenyl)pteridin-2-ylamine,   4-morpholino-6-(2,4,6-trimethylphenyl)pteridin-2-ylamine,   4-morpholino-6-(3,4,5-trimethoxyphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-vinylphenyl)pteridin-2-ylamine,   4-morpholino-6-(4-(2-hydroxyethoxy)phenyl)pteridin-2-ylamine,   4-morpholino-6-(6-benzyloxynaphth-2-yl)pteridin-2-ylamine,   4-morpholino-6-(naphth-1-yl)pteridin-2-ylamine,   4-morpholino-6-(naphth-2-yl)pteridin-2-ylamine,   4-morpholino-6-(4′-benzoyl[1,1′-biphenyl]-4-yl)pteridin-2-ylamine,   4-morpholino-6-(1-biphenylyl)pteridin-2-ylamine,   4-morpholino-6-(oxoindan-5-yl)pteridin-2-ylamine,   4-morpholino-6-(benzodioxolyl)pteridin-2-ylamine,   4-morpholino-6-(2-acetamidopyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2-aminopyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2-aminopyrimidin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(1,4-benzodioxan-6-yl)pteridin-2-ylamine,   4-morpholino-6-(1-benzothien-3-yl)pteridin-2-ylamine,   4-morpholino-6-(2-benzyloxypyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(1-benzyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(2-bromo-3-chloropyridin-4-yl)pteridin-2-ylamine,   4-morpholino-6-(5-bromo-2,3-dihydrobenzo[b]furan-7-yl)pteridin-2-ylamine,   4-morpholino-6-(2-bromo-3-methylpyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2-bromopyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(3-bromopyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(5-bromothien-2-yl)pteridin-2-ylamine,   4-morpholino-6-(2-chloro-6-isopropylpyridin-3-yl)pteridin-2-ylamine,   4-morpholino-6-(2-chloro-3-methylpyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2-[4-(4-chlorophenylsulfonyl)piperazin-1-yl]pyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2-chloropyrid-4-yl)pteridin-2-ylamine,   4-morpholino-6-(2-chloropyrid-5-yl)pteridin-2-ylamine,   4-morpholino-6-(dibenzo[b,d]furan-4-yl)pteridin-2-ylamine,   4-morpholino-6-(2-chloro-3-fluoropyridin-4-yl)pteridin-2-ylamine,   4-morpholino-6-(dibenzo[b,d]thien-4-yl)pteridin-2-ylamine,   4-morpholino-6-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)pteridin-2-ylamine,   4-morpholino-6-(3,6-dihydro-2H-pyridine-1-tert-butoxycarbonyl)pteridin-2-ylamine,   4-morpholino-6-(2,5-dibromopyridin-3-yl)pteridin-2-ylamine,   4-morpholino-6-(2,6-dichloropyridin-3-yl)pteridin-2-ylamine,   4-morpholino-6-(2,3-dihydro-1-benzofuran-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2,6-dimethoxypyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2,6-dimethoxypyridin-3-yl)pteridin-2-ylamine,   4-morpholino-6-(2,4-dimethoxypyrimidin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(3,5-dimethylisoxazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(2-(3-N,N-dimethylaminopropoxy)pyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(3,5-dimethylpyrazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(1-[1,3]dioxolan-2-ylmethyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)pteridin-2-ylamine,   4-morpholino-6-(2,4-di(tert-butoxy)pyrimidin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2-ethoxypyridin-3-yl)pteridin-2-ylamine,   4-morpholino-6-(2-fluoro-3-methylpyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2-fluoropyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(5-formyl-2-furyl)pteridin-2-ylamine,   4-morpholino-6-(5-formylthien-2-yl)pteridin-2-ylamine,   4-morpholino-6-(furan-2-yl)pteridin-2-ylamine,   4-morpholino-6-(2-hydroxypyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(1-isobutyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(isoquinolin-4-yl)pteridin-2-ylamine,   4-morpholino-6-(2-methoxypyridin-3-yl)pteridin-2-ylamine,   4-morpholino-6-(2-methoxypyrimidin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(5-methyl-1-benzothien-2-yl)pteridin-2-ylamine,   4-morpholino-6-(1-(3-methylbutyl)-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(5-methylfuran-2-yl)pteridin-2-ylamine,   4-morpholino-6-(1-methylindol-5-yl)pteridin-2-ylamine,   4-morpholino-6-(5-methyl-3-phenyl-4-isoxazolyl)pteridin-2-ylamine,   4-morpholino-6-(5-(methylthio)thien-2-yl)pteridin-2-ylamine,   4-morpholino-6-(2-(4-methylpiperazinyl)pyridin-4-yl)pteridin-2-ylamine,   4-morpholino-6-(2-(4-methylpiperazinyl)pyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(1-methyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(3-methylpyridin-2-yl)pteridin-2-ylamine,   4-morpholino-6-(5-methylpyridin-2-yl)pteridin-2-ylamine,   4-morpholino-6-(5-methylpyridin-3-yl)pteridin-2-ylamine,   4-morpholino-6-(2-methoxypyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(4-methylthien-2-yl)pteridin-2-ylamine,   4-morpholino-6-(5-methylthien-2-yl)pteridin-2-ylamine,   4-morpholino-6-(2-(2-morpholinoethylamino)-pyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2-(2-morpholinoethyl)-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(2-(morpholin-1-yl)-pyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(1-(phenylsulfonyl)-1H-indol-3-yl)pteridin-2-ylamine,   4-morpholino-6-(5-phenyl-2-thienyl)pteridin-2-ylamine,   4-morpholino-6-(2-(piperazin-1-yl)-pyridin-5-yl)pteridin-2-ylamine,   4-morpholino-6-(2-(piperazin-1-yl)-pyridin-4-yl)pteridin-2-ylamine,   4-morpholino-6-(1-propyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(pyrazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(pyridin-4-yl)pteridin-2-ylamine,   4-morpholino-6-(4-phenoxathiinyl)pteridin-2-ylamine,   4-morpholino-6-(quinolin-8-yl)pteridin-2-ylamine,   4-morpholino-6-(quinolin-3-yl)pteridin-2-ylamine,   4-morpholino-6-(2-(4-tert-butoxycarbonylpiperazinyl)-pyrid-4-yl)pteridin-2-ylamine,   4-morpholino-6-(1-tert-butoxycarbonyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-morpholino-6-(1-tert-butoxycarbonyl-2-pyrrolyl)pteridin-2-ylamine,   4-morpholino-6-(1-(tert-butoxycarbonyl)-5-bromo-1H-indol-2-yl)pteridin-2-ylamine,   4-morpholino-6-(1-(tert-butoxycarbonyl)-1H-indol-5-yl)pteridin-2-ylamine,   4-morpholino-6-(1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)pteridin-2-ylamine,   4-morpholino-6-(1-thianthrenylthien-3-yl)pteridin-2-ylamine,   4-morpholino-6-(1,3,5-trimethyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(4-(4′-allyloxycarbonylpiperazino)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-aminocarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-aminocarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-amino-5-chlorophenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-amino-3-methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-amino-4-methylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-amino-5-methylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-amino-2-methyl phenyl)pteridin-2-ylamine,   4-ethoxy-6-(5-amino-2-methyl phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-amino-3-nitrophenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-benzyloxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-benzyloxy-4-methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-biphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-n-butyl phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-isobutylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-carboxy-3-fluorophenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(3-carboxypropionylamino)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(3-carboxypropionylamino)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-chloro-4-hydroxy-5-methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-chloro-5-hydroxymethylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-cyanomethoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-cyanomethoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-cyanomethoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-cyanophenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-cyanophenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-cyanophenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(N-cyclopropylaminocarbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(N,N-diethylaminocarbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(N,N-dimethylamino)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-(N,N-dimethylamino)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(N,N-dimethylaminocarbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-[(N′,N′-dimethylamino)ethylaminocarbonyl]phenyl)-pteridin-2-ylamine,   4-ethoxy-6-(4-[(N′,N′-dimethylamino)ethylaminocarbonyl]phenyl)-pteridin-2-ylamine,   4-ethoxy-6-(3-[1,3]dioxolan-2-ylmethoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(ethoxycarbonyl)methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(ethoxycarbonyl)methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-ethoxycarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-ethoxycarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-ethoxycarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(3-ethoxycarbonylpiperidino)carboxamidophenyl)-pteridin-2-ylamine,   4-ethoxy-6-(4-formylaminophenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-formylaminophenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-formylaminophenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-formyl-5-methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-formyl-4-methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(5-formyl-2-methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-formyl-5-methylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-formylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-formylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-formylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-hydroxy-3,5-dimethylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(2-hydroxyethyl)-aminocarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(2-hydroxyethyl)aminocarbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-hydroxy-4-methoxycarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-hydroxy-3-methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(hydroxymethyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(hydroxymethyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-hydroxy-3-nitrophenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-isopropoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(4-isopropylpiperazinyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-isopropylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-methanesulfonamidophenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-methanesulfonamidophenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-methanesulfonamido phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-methoxycarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-methoxycarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-methoxycarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-methoxy-4-methoxycarbonylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-methoxy-5-methylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-methoxy-3-nitrophenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-N-methylcarboxamidophenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(N-methylamino)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(4-methylpiperazine-1-carbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(4-methylpiperazine-1-carbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(methylthio)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(methylthio)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-(methylthio)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(morpholinocarbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-morpholinophenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-(morpholinomethyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-nitrophenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-nitrophenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-nitrophenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-phenoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(N-phenylaminomethyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(phenylcarbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(piperazine-1-carbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-piperazinylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-succinamidophenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-succinamidophenyl)pteridin-2-ylamine,   4-ethoxy-6-(sulfamoylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-(toluene-4-sulfonamido)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(toluene-4-sulfonamido)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(tert-butoxycarbonylamino)-3-methoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(2-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(3-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(2,3,4-trifluorophenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-tert-butylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(2-thienyl)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(2,4,6-trimethylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(3,4,5-trimethoxyphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-vinylphenyl)pteridin-2-ylamine,   4-ethoxy-6-(4-(2-hydroxyethoxy)phenyl)pteridin-2-ylamine,   4-ethoxy-6-(6-benzyloxynaphth-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(naphth-1-yl)pteridin-2-ylamine,   4-ethoxy-6-(naphth-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(4′-benzoyl[1,1′-biphenyl]-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-biphenylyl)pteridin-2-ylamine,   4-ethoxy-6-(oxoindan-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(benzodioxolyl)pteridin-2-ylamine,   4-ethoxy-6-(2-acetamidopyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-aminopyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-aminopyrimidin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(1,4-benzodioxan-6-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-benzothien-3-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-benzyloxypyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-benzyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-bromo-3-chloropyridin-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(5-bromo-2,3-dihydrobenzo[b]furan-7-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-bromo-3-methylpyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-bromopyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(3-bromopyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(5-bromothien-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-chloro-6-isopropylpyridin-3-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-chloro-3-methylpyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-[4-(4-chlorophenylsulfonyl)piperazin-1-yl]pyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-chloropyrid-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-chloropyrid-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(dibenzo[b,d]furan-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-chloro-3-fluoropyridin-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(dibenzo[b,d]thien-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)pteridin-2-ylamine,   4-ethoxy-6-(3,6-dihydro-2H-pyridine-1-tert-butoxycarbonyl)pteridin-2-ylamine,   4-ethoxy-6-(2,5-dibromopyridin-3-yl)pteridin-2-ylamine,   4-ethoxy-6-(2,6-dichloropyridin-3-yl)pteridin-2-ylamine,   4-ethoxy-6-(2,3-dihydro-1-benzofuran-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2,6-dimethoxypyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2,6-dimethoxypyridin-3-yl)pteridin-2-ylamine,   4-ethoxy-6-(2,4-dimethoxypyrimidin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(3,5-dimethylisoxazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-(3-N,N-dimethylaminopropoxy)pyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(3,5-dimethylpyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-[1,3]dioxolan-2-ylmethyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)pteridin-2-ylamine,   4-ethoxy-6-(2,4-di(tert-butoxy)pyrimidin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-ethoxypyridin-3-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-fluoro-3-methylpyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-fluoropyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(5-formyl-2-furyl)pteridin-2-ylamine,   4-ethoxy-6-(5-formylthien-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(furan-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-hydroxypyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-isobutyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(isoquinolin-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-methoxypyridin-3-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-methoxypyrimidin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(5-methyl-1-benzothien-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-(3-methylbutyl)-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(5-methylfuran-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-methylindol-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(5-methyl-3-phenyl-4-isoxazolyl)pteridin-2-ylamine,   4-ethoxy-6-(5-(methylthio)thien-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-(4-methylpiperazinyl)pyridin-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-(4-methylpiperazinyl)pyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-methyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(3-methylpyridin-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(5-methylpyridin-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(5-methylpyridin-3-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-methoxypyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(4-methylthien-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(5-methylthien-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-(2-morpholinoethylamino)-pyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-(2-morpholinoethyl)-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-(morpholin-1-yl)-pyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-(phenylsulfonyl)-1H-indol-3-yl)pteridin-2-ylamine,   4-ethoxy-6-(5-phenyl-2-thienyl)pteridin-2-ylamine,   4-ethoxy-6-(2-(piperazin-1-yl)-pyridin-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-(piperazin-1-yl)-pyridin-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-propyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(pyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(pyridin-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(4-phenoxathiinyl)pteridin-2-ylamine,   4-ethoxy-6-(quinolin-8-yl)pteridin-2-ylamine,   4-ethoxy-6-(quinolin-3-yl)pteridin-2-ylamine,   4-ethoxy-6-(2-(4-tert-butoxycarbonylpiperazinyl)-pyrid-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-tert-butoxycarbonyl-1H-pyrazol-4-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-tert-butoxycarbonyl-2-pyrrolyl)pteridin-2-ylamine,   4-ethoxy-6-(1-(tert-butoxycarbonyl)-5-bromo-1H-indol-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-(tert-butoxycarbonyl)-1H-indol-5-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)pteridin-2-ylamine,   4-ethoxy-6-(1-thianthrenylthien-3-yl)pteridin-2-ylamine, and   4-ethoxy-6-(1,3,5-trimethyl-1H-pyrazol-4-yl)pteridin-2-ylamine.   
     
     
         33 . A pharmaceutical composition comprising as an active principle at least one pteridine derivative according to  claim 31  and one or more pharmaceutically acceptable excipients. 
     
     
         34 . A pharmaceutical composition according to  claim 33 , and further comprising one or more other antiviral drugs. 
     
     
         35 . A method of treatment or prevention of an infection due to a virus, by administering to a patient in need thereof a therapeutically effective amount of a pteridine derivative according to  claim 31 . 
     
     
         36 . A method of treatment or prevention of a viral infection according to  claim 35 , wherein said virus belongs to the Flaviridae family. 
     
     
         37 . A method of treatment or prevention of a viral infection according to  claim 35 , wherein said virus belongs to a genus selected from the group consisting of Genus  Flavivirus,  Genus  Hepacivirus  and Genus  Pestivirus.    
     
     
         38 . A method of treatment or prevention of a viral infection according to  claim 35 , wherein said virus is  hepatitis C virus.    
     
     
         39 . A method of treatment or prevention of a viral infection according to  claim 35 , wherein said administration is oral administration. 
     
     
         40 . A method of treatment or prevention of a viral infection according to  claim 35 , wherein said therapeutically effective amount is from 0.01 mg to 20 mg per day per kg bodyweight of said patient. 
     
     
         41 . A method of treatment or prevention of a viral infection according to  claim 35 , wherein said at least one pteridine derivative is administered together with one or more other antiviral drugs. 
     
     
         42 . A method of treatment or prevention of a viral infection according to  claim 41 , wherein said other antiviral drug is selected from the group consisting of interferon alpha, ribavirin, NS3 protease inhibitors, and nucleoside- or non-nucleoside-based inhibitors of NS5B polymerase.