Substituted pteridines useful for the treatment and prevention of viral infections
AssigneeGilead Sciences, Inc.
InventorsPiet André Maurits Maria Herdewijn, Steven Cesar Alfons De Jonghe, William John Watkins, Lee Shun Chong
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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.
Claims24
1-30. (canceled)
A pteridine derivative selected from the group consisting of:
- 6-(2,6-dichlorophenyl)-4-ethoxypteridin-2-amine,
- 3-(2-amino-4-ethoxypteridin-6-yl)benzonitrile,
- 4-ethoxy-6-(3-fluoro-4-methoxyphenyl)pteridin-2-amine,
- 4-ethoxy-6-(4-(trifluoromethoxy)phenyl)pteridin-2-amine,
- 6-(3,5-bis(trifluoromethyl)phenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(4-(trifluoromethyl)phenyl)pteridin-2-amine,
- 6-(4-chloro-3-fluorophenyl)-4-ethoxypteridin-2-amine,
- 6-(3,5-dichlorophenyl)-4-ethoxypteridin-2-amine,
- 6-(3,4-difluorophenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(2-fluorophenyl)pteridin-2-amine,
- 6-(2,6-difluorophenyl)-4-ethoxypteridin-2-amine,
- 6-(3,5-difluorophenyl)-4-ethoxypteridin-2-amine,
- 6-(2,3-difluorophenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(3-fluorophenyl)pteridin-2-amine,
- dimethyl (4-(2-amino-4-ethoxypteridin-6-yl)phenyl)methylphosphonate,
- 6-(2,4-difluorophenyl)-4-ethoxypteridin-2-amine,
- 6-(3-chlorophenyl)-4-ethoxypteridin-2-amine,
- 6-(2,4-bis(trifluoromethyl)phenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(pyridin-3-yl)pteridin-2-amine,
- 4-ethoxy-6-(1H-pyrazol-5-yl)pteridin-2-amine,
- 4-ethoxy-6-(pyrimidin-5-yl)pteridin-2-amine,
- 4-ethoxy-6-(2-fluoropyridin-3-yl)pteridin-2-amine,
- 4-ethoxy-6-(thiophen-3-yl)pteridin-2-amine,
- 4-ethoxy-6-(furan-3-yl)pteridin-2-amine,
- N-(4-(2-amino-4-ethoxypteridin-6-yl)phenyl)acetamide,
- 6-(2,5-difluorophenyl)-4-ethoxypteridin-2-amine,
- 6-(4-chlorophenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(2-(trifluoromethyl)phenyl)pteridin-2-amine,
- 4-ethoxy-6-(1H-indol-5-yl)pteridin-2-amine,
- 4-ethoxy-6-(4-(methylsulfonyl)phenyl)pteridin-2-amine,
- 4-ethoxy-6-(pyridin-4-yl)pteridin-2-amine,
- 4-ethoxy-6-(1H-pyrazol-4-yl)pteridin-2-amine,
- 4-ethoxy-6-(furan-2-yl)pteridin-2-amine,
- 6-(2-chlorophenyl)-4-ethoxypteridin-2-amine,
- 6-(2,3-dichlorophenyl)-4-ethoxypteridin-2-amine,
- 6-(3-chloro-4-fluorophenyl)-4-ethoxypteridin-2-amine,
- 6-(2-chloro-4-fluorophenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(3-(trifluoromethyl)phenyl)pteridin-2-amine,
- 4-ethoxy-6-(3-(trifluoromethoxy)phenyl)pteridin-2-amine,
- 4-(2-amino-4-ethoxypteridin-6-yl)-N-methylbenzamide,
- 4-(2-amino-4-ethoxypteridin-6-yl)-N-cyclopropylbenzamide,
- 6-(4-(dimethylamino)phenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(4-fluoro-2-methylphenyl)pteridin-2-amine,
- 5-(2-amino-4-ethoxypteridin-6-yl)thiophene-2-carbonitrile,
- 4-ethoxy-6-(2-(trifluoromethoxy)phenyl)pteridin-2-amine,
- 4-ethoxy-6-(2,3,4-trifluorophenyl)pteridin-2-amine,
- 6-(2-chloro-4-(trifluoromethyl)phenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(2,4,6-trifluorophenyl)pteridin-2-amine,
- 6-(5-chlorothiophen-2-yl)-4-ethoxypteridin-2-amine,
- 2-(2-amino-4-ethoxypteridin-6-yl)phenol,
- 6-(2,5-dichlorophenyl)-4-ethoxypteridin-2-amine,
- 6-(3,5-dimethylphenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(3-ethoxyphenyl)pteridin-2-amine,
- 4-ethoxy-6-p-tolylpteridin-2-amine,
- 6-(benzo[b]thiophen-2-yl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(2-ethoxyphenyl)pteridin-2-amine,
- 4-(2-amino-4-ethoxypteridin-6-yl)phenol,
- 6-(2,4-dichlorophenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(2,4,5-trifluorophenyl)pteridin-2-amine,
- 4-ethoxy-6-(2-methylphenyl)pteridin-2-amine,
- 1-(4-(2-amino-4-ethoxypteridin-6-yl)phenyl)pyrrolidin-2-one,
- 5-(2-amino-4-ethoxypteridin-6-yl)indolin-2-one,
- 4-ethoxy-6-(6-methoxypyridin-3-yl)pteridin-2-amine,
- 4-ethoxy-6-(isoxazol-4-yl)pteridin-2-amine,
- 4-ethoxy-6-(5-fluoro-2-methoxyphenyl)pteridin-2-amine,
- methyl 4-(2-amino-4-ethoxypteridin-6-yl)phenylcarbamate,
- 6-(benzofuran-2-yl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-morpholinopteridin-2-amine,
- 6-(4-aminophenyl)-4-ethoxypteridin-2-amine,
- 4-ethoxy-6-(3-methylpyridin-4-yl)pteridin-2-amine,
- 4-ethoxy-6-(2-methoxypyridin-4-yl)pteridin-2-amine,
- 4-ethoxy-6-(2-methylpyridin-4-yl)pteridin-2-amine,
- 4-ethoxy-6-(pyridin-2-yl)pteridin-2-amine,
- 6-(2-fluorophenyl)-4-morpholinopteridin-2-amine,
- 6-(2-chlorophenyl)-4-morpholinopteridin-2-amine,
- 4-morpholino-6-(2-(trifluoromethyl)phenyl)pteridin-2-amine,
- 6-(2-methoxyphenyl)-4-morpholinopteridin-2-amine,
- 6-(3-fluorophenyl)-4-morpholinopteridin-2-amine,
- 6-(3-chlorophenyl)-4-morpholinopteridin-2-amine,
- 4-morpholino-6-(3-(trifluoromethyl)phenyl)pteridin-2-amine,
- 4-morpholino-6-(3-(trifluoromethoxy)phenyl)pteridin-2-amine,
- 3-(2-amino-4-morpholinopteridin-6-yl)benzonitrile,
- 4-morpholino-6-(4-(trifluoromethoxy)phenyl)pteridin-2-amine,
- 4-(2-amino-4-morpholinopteridin-6-yl)benzonitrile,
- 4-morpholino-6-(4-(morpholinomethyl)phenyl)pteridin-2-amine,
- 6-(2,3-difluorophenyl)-4-morpholinopteridin-2-amine,
- 6-(2,3-dichlorophenyl)-4-morpholinopteridin-2-amine,
- 6-(2-chloro-4-fluorophenyl)-4-morpholinopteridin-2-amine,
- 6-(2,4-bis(trifluoromethyl)phenyl)-4-morpholinopteridin-2-amine,
- 6-(2,4-difluorophenyl)-4-morpholinopteridin-2-amine,
- 6-(2,6-dichlorophenyl)-4-morpholinopteridin-2-amine,
- 6-(3,5-bis(trifluoromethyl)phenyl)-4-morpholinopteridin-2-amine,
- 6-(4-chloro-3-fluorophenyl)-4-morpholinopteridin-2-amine,
- 6-(3,5-difluorophenyl)-4-morpholinopteridin-2-amine,
- 6-(3,5-dichlorophenyl)-4-morpholinopteridin-2-amine,
- dimethyl (4-(2-amino-4-morpholinopteridin-6-yl)phenyl)methylphosphonate,
- 6-(2,6-difluorophenyl)-4-morpholinopteridin-2-amine,
- 6-(3,4-dichlorophenyl)-4-morpholinopteridin-2-amine,
- 6-(3-chloro-4-fluorophenyl)-4-morpholinopteridin-2-amine,
- 4-morpholino-6-(4-(trifluoromethyl)phenyl)pteridin-2-amine,
- 6-(4-(methylsulfonyl)phenyl)-4-morpholinopteridin-2-amine,
- 6-(1H-indol-5-yl)-4-morpholinopteridin-2-amine,
- 4-morpholino-6-(pyrimidin-5-yl)pteridin-2-amine,
- 4-morpholino-6-(pyridin-3-yl)pteridin-2-amine,
- 6-(2-fluoropyridin-3-yl)-4-morpholinopteridin-2-amine,
- 4-morpholino-6-(thiophen-3-yl)pteridin-2-amine,
- 6-(furan-3-yl)-morpholinopteridin-2-amine,
- 4-morpholino-6-(1H-pyrazol-5-yl)pteridin-2-amine,
- 6-(2,3-difluorophenyl)-4-morpholinopteridin-2-amine,
- 4-(2-amino-4-morpholinopteridin-6-yl)-N-methylbenzamide,
- 4-(2-amino-4-morpholinopteridin-6-yl)-N-cyclopropylbenzamide,
- 6-(2,5-difluorophenyl)-4-morpholinopteridin-2-amine,
- 4-morpholino-6-(pyridin-4-yl)pteridin-2-amine,
- 4-morpholino-6-(1H-pyrazol-4-yl)pteridin-2-amine,
- 6-(4-(dimethylamino)phenyl)-4-morpholinopteridin-2-amine,
- 6-(4-fluoro-2-methylphenyl)-4-morpholinopteridin-2-amine,
- 6-(2-chloro-4-(trifluoromethyl)phenyl)-4-morpholinopteridin-2-amine,
- 5-(2-amino-4-morpholinopteridin-6-yl)thiophene-2-carbonitrile,
- 6-(benzo[b]thiophen-2-yl)-4-morpholinopteridin-2-amine,
- 2-(2-amino-4-morpholinopteridin-6-yl)phenol,
- 6-(2-ethoxyphenyl)-4-morpholinopteridin-2-amine,
- 6-(3-ethoxyphenyl)-4-morpholinopteridin-2-amine,
- 6-(5-chlorothiophen-2-yl)-morpholinopteridin-2-amine,
- 1-(4-(2-amino-4-morpholinopteridin-6-yl)phenyl)pyrrolidin-2-one,
- methyl 4-(2-amino-4-morpholinopteridin-6-yl)phenylcarbamate,
- 6-(6-methoxypyridin-3-yl)-4-morpholinopteridin-2-amine,
- 6-(isoxazol-4-yl)-4-morpholinopteridin-2-amine,
- 6-(2-methylphenyl)-4-morpholinopteridin-2-amine,
- 6-(benzofuran-2-yl)-4-morpholinopteridin-2-amine,
- 6-(5-fluoro-2-methoxyphenyl)-4-morpholinopteridin-2-amine,
- 4-morpholino-6-(3,4,5-trifluorophenyl)pteridin-2-amine,
- 5-(2-amino-4-morpholinopteridin-6-yl)indolin-2-one,
- N-(4-(2-amino-4-morpholinopteridin-6-yl)phenyl)isobutyramide,
- N-(4-(2-amino-4-morpholinopteridin-6-yl)phenyl)pivalamide,
- (S)-tert-butyl 1-(4-(2-amino-4-morpholinopteridin-6-yl)phenylamino)-3-hydroxy-1-oxopropan-2-ylcarbamate,
- (S)-tert-butyl 1-(4-(2-amino-4-morpholinopteridin-6-yl)phenylamino)-1-oxopropan-2-ylcarbamate,
- N-[6-(4-Amino-phenyl)-4-morpholin-4-yl-pteridin-2-yl]-acetamide,
- cyclopropane carboxylic acid[4-(2-amino-4-morpholin-4-yl-pteridin-6-yl)-phenyl]-amide,
- 6-(2,3-difluorophenyl)-pteridine-2,4-diamine,
- (S)-2-amino-N-(4-(2-amino-4-morpholinopteridin-6-yl)phenyl)-3-hydroxypropanamide,
- (S)-2-amino-N-(4-(2-amino-4-morpholinopteridin-6-yl)phenyl)propanamide,
- 6-(4-Fluoro-phenyl)-4-methoxy-pteridin-2-ylamine,
- 6-(4-Fluoro-phenyl)-4-(2-methoxy-ethoxy)-pteridin-2-ylamine,
- 4-Butoxy-6-(4-fluoro-phenyl)-pteridin-2-ylamine,
- 6-(4-Fluoro-phenyl)-4-(2,2,2-trifluoro-ethoxy)-pteridin-2-ylamine,
- 4-[2-Amino-6-(4-fluoro-phenyl)-pteridin-4-yloxy]-2-methyl-butan-2-ol,
- 6-(4-Fluoro-phenyl)-4-(2-morpholin-4-yl-ethoxy)-pteridin-2-ylamine,
- 6-(4-Fluoro-phenyl)-4-(3-morpholin-4-yl-propoxy)-pteridin-2-ylamine,
- 4-Cyclopropylmethoxy-6-(4-fluoro-phenyl)-pteridin-2-ylamine,
- 4-Cyclobutylmethoxy-6-(4-fluoro-phenyl)-pteridin-2-ylamine,
- 6-(4-Fluoro-phenyl)-4-propoxy-pteridin-2-ylamine,
- 4-sec-Butoxy-6-(4-fluoro-phenyl)-pteridin-2-ylamine,
- 6-(4-Fluoro-phenyl)-4-(tetrahydro-furan-3-yloxy)-pteridin-2-ylamine,
- 6-(4-Fluoro-phenyl)-4-isobutoxy-pteridin-2-ylamine,
- 4-Benzyloxy-6-(4-fluoro-phenyl)-pteridin-2-ylamine,
- 4-Ethylsulfanyl-6-(4-fluoro-phenyl)-pteridin-2-ylamine,
- 4-Amino-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,
- 6-(4-Fluoro-phenyl)-4-piperidin-1-yl-pteridin-2-ylamine,
- N-4-Cyclopropyl-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,
- 4-(2,6-Dimethyl-morpholin-4-yl)-6-(4-fluoro-phenyl)-pteridin-2-ylamine,
- N-4-Cyclohexyl-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,
- N-4-Benzyl-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,
- N-4-(3-Methyl-benzyl)-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,
- N-4-(3-Fluoro-benzyl)-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,
- 6-(4-Fluoro-phenyl)-4-(4-methyl-piperazin-1-yl)-pteridin-2-ylamine,
- 6-(4-Fluoro-phenyl)-4-piperazin-1-yl-pteridin-2-ylamine,
- N-4-Cyclopropylmethyl-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,
- 6-(4-Fluoro-phenyl)-4-pyrrolidin-1-yl-pteridin-2-ylamine,
- 4-Ethoxy-6-(4-fluoro-phenyl)-pteridine,
- 4-isopropoxy-6-(4-fluoro-phenyl)-pteridine,
- 4-(2-methoxy-ethoxy)-6-(4-fluoro-phenyl)-pteridine,
- [6-(4-Fluoro-phenyl)-pteridin-4-yl]-(4-methyl-cyclohexyl)-amine,
- [6-(4-Fluoro-phenyl)-pteridin-4-yl]-(4-methyl-cyclohexyl)-amine,
- 6-(4-Fluoro-phenyl)-4-morpholin-4-yl-pteridine, and
- 4-Ethylsulfanyl-6-(4-fluoro-phenyl)-pteridine
- 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.
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:
- R1 is a group selected from the group consisting of C1-7 alkyl, C2-7 alkenyl, C2-7 alkynyl, C3-10 cycloalkyl, C3-10 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 inde-pendently selected from the group consisting of halogen, C1-4 alkyl, C1-4 alkoxy, C2-7 alkenyl, C2-7 alkynyl, halo C1-4 alkyl, C3-10 cycloalkoxy, aryloxy, arylalkyloxy, oxyheterocyclic, heterocyclic-substituted alkyloxy, thio C1-7 alkyl, thio C3-10 cycloalkyl, thioaryl, thioheterocyclic, arylalkylthio, heterocyclic-substi-tuted 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 R1 is a carboxyalkyl, carboxyaryl, thiocarboxyaryl or thiocarboxyalkyl group;
- Z is a group independently defined as R1 or Z is hydrogen or the group NZ together with R1 is either hydroxylamino or an optionally substituted heterocyclic group containing at least one nitrogen atom;
- R2 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;
- C3-7 alkylamino;
- arylamino;
- arylalkylamino;
- cycloalkylamino;
- alkenylamino;
- cyclo-alkenylamino;
- heterocyclyl-amino;
- hydroxyalkylamino;
- mercaptoalkylamino;
- C1-7 alkoxy;
- C3-10 cycloalkoxy;
- thio C1-7 alkyl;
- arylsulfoxide;
- arylsulfone;
- hetero-cyclic sulfoxide;
- heterocyclic sulfone;
- thio C3-10 cycloalkyl;
- aryloxy;
- arylthio;
- arylalkyloxy;
- arylalkylthio;
- oxyheterocyclic and thioheterocyclic radicals;
- R4 is hydrogen;
- and
- R3 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-C1-7 alkoxy;
- hydroxy-C1-7 alkoxy;
- hydroxy-C1-7 alkyl;
- di-C1-7 alkylamino C1-7 alkyl;
- ω-carboxyalkanoylamino;
- mono-(C3-7cycloalkyl)aminocarbonyl, di-(C3-7 cycloalkyl)aminocarbonyl, mono-(C1-7 alkyl)aminocarbonyl, mono-(ω-dimethylamino-C1-7 alkyl)aminocarbonyl, di-(C1-7 alkyl)aminocarbonyl, mono-(hydroxy-C1-7 alkyl)aminocarbonyl, formylamino, SO2NH2, arylamino-C1-7 alkyl, C1-7 alkylsulfonyl, heterocyclyl-carbonyl, heterocyclyl-C1-7 alkyl and hetero-cyclyl, wherein said heterocyclyl is optionally substituted with C3-7 alkenyloxy-carbonyl, C1-7 alkyl or C1-7 alkyloxycarbonyl;
- or R3 is a fused benzo-C5-8 cyclo-alkyl optionally substituted with oxo;
- or R3 is heterocyclyl substituted with one or more substituents independently selected from the group consisting of acylamino, C1-7 alkylsulfonyl, arylsulfonyl, heterocyclyl-C1-7 alkyl, heterocyclyl-C1-7 alkylamino, aryl and heterocyclyl, wherein said heterocyclyl is optionally substituted with C1-7 alkyl, arylsulfonyl or (di-C1-7 alkylamino)-C1-7 alkoxy, or said heterocyclyl is non-aromatic and includes a nitrogen atom substituted with heterocyclyl-C1-7 alkyl or a carboxylic acid or a C1-7 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.
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-methyl phenyl)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.
Dependencies are inferred from the claim text.