RU2431635C2 - Соединения и композиции в качестве ингибиторов активности каннабиноидного рецептора 1 - Google Patents

Info

Publication number

RU2431635C2

RU2431635C2 RU2007119449/04A RU2007119449A RU2431635C2 RU 2431635 C2 RU2431635 C2 RU 2431635C2 RU 2007119449/04 A RU2007119449/04 A RU 2007119449/04A RU 2007119449 A RU2007119449 A RU 2007119449A RU 2431635 C2 RU2431635 C2 RU 2431635C2

Authority

RU

Russia

Prior art keywords

phenyl

chlorophenyl

group

pyrimidin

dihydropyrazolo

Prior art date

2004-10-26

Links

• Espacenet
• Global Dossier
• Discuss

• 150000001875 compounds Chemical class 0.000 title claims abstract 39
• 102100033868 Cannabinoid receptor 1 Human genes 0.000 title claims abstract 6
• 101710187010 Cannabinoid receptor 1 Proteins 0.000 title claims abstract 6
• 239000003112 inhibitor Substances 0.000 title 1
• 239000000203 mixture Substances 0.000 title 1
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract 9
• 201000010099 disease Diseases 0.000 claims abstract 7
• 238000000034 method Methods 0.000 claims abstract 6
• 208000035475 disorder Diseases 0.000 claims abstract 2
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract 2
• -1 methylsulphonylaminomethyl Chemical group 0.000 claims 196
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 97
• 229910052736 halogen Inorganic materials 0.000 claims 70
• 150000002367 halogens Chemical class 0.000 claims 70
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims 61
• 150000003254 radicals Chemical class 0.000 claims 56
• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 51
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 50
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 49
• 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 38
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 37
• 125000004093 cyano group Chemical group *C#N 0.000 claims 36
• 125000000753 cycloalkyl group Chemical group 0.000 claims 36
• 125000001072 heteroaryl group Chemical group 0.000 claims 33
• 229910052739 hydrogen Inorganic materials 0.000 claims 30
• 239000001257 hydrogen Substances 0.000 claims 30
• DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 claims 28
• 125000004076 pyridyl group Chemical group 0.000 claims 19
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 18
• 229910052757 nitrogen Inorganic materials 0.000 claims 18
• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 18
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 17
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 17
• YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Natural products C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 16
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 16
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 14
• 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 13
• 150000002431 hydrogen Chemical class 0.000 claims 13
• 125000004433 nitrogen atom Chemical group N* 0.000 claims 13
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 12
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 12
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 12
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 12
• 229910052794 bromium Inorganic materials 0.000 claims 12
• 229910052801 chlorine Inorganic materials 0.000 claims 12
• 239000000460 chlorine Substances 0.000 claims 12
• 229910052731 fluorine Inorganic materials 0.000 claims 12
• 239000011737 fluorine Substances 0.000 claims 12
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 11
• 125000002541 furyl group Chemical group 0.000 claims 11
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 11
• 125000006518 morpholino carbonyl group Chemical group [H]C1([H])OC([H])([H])C([H])([H])N(C(*)=O)C1([H])[H] 0.000 claims 11
• 125000004193 piperazinyl group Chemical group 0.000 claims 11
• 125000003226 pyrazolyl group Chemical group 0.000 claims 11
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 11
• 125000004429 atom Chemical group 0.000 claims 10
• 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 10
• 125000002950 monocyclic group Chemical group 0.000 claims 10
• 125000006413 ring segment Chemical group 0.000 claims 10
• 229910052717 sulfur Inorganic materials 0.000 claims 10
• 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims 9
• 125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 9
• 208000008589 Obesity Diseases 0.000 claims 9
• 125000005997 bromomethyl group Chemical group 0.000 claims 9
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 9
• 235000020824 obesity Nutrition 0.000 claims 9
• 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 8
• 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 8
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 8
• 235000014632 disordered eating Nutrition 0.000 claims 7
• 125000004494 ethyl ester group Chemical group 0.000 claims 7
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 7
• 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 6
• 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims 6
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 6
• 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 6
• 229910052799 carbon Inorganic materials 0.000 claims 6
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 6
• 230000001404 mediated effect Effects 0.000 claims 6
• 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims 6
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 6
• 125000003386 piperidinyl group Chemical group 0.000 claims 6
• 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 6
• SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 6
• 125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 claims 6
• 125000006727 (C1-C6) alkenyl group Chemical group 0.000 claims 5
• 150000001204 N-oxides Chemical class 0.000 claims 5
• 125000003118 aryl group Chemical group 0.000 claims 5
• 125000002619 bicyclic group Chemical group 0.000 claims 5
• 239000012634 fragment Substances 0.000 claims 5
• 150000004677 hydrates Chemical class 0.000 claims 5
• 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 claims 5
• 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 5
• 229910052760 oxygen Inorganic materials 0.000 claims 5
• 125000004430 oxygen atom Chemical group O* 0.000 claims 5
• 150000003839 salts Chemical class 0.000 claims 5
• 229920006395 saturated elastomer Polymers 0.000 claims 5
• 239000012453 solvate Substances 0.000 claims 5
• 125000004434 sulfur atom Chemical group 0.000 claims 5
• CPEONABTMRSIKA-UHFFFAOYSA-N 1,4$l^{2}-oxazinane Chemical compound C1COCC[N]1 CPEONABTMRSIKA-UHFFFAOYSA-N 0.000 claims 4
• CSOYDALHEQEMAK-UHFFFAOYSA-N 2h-pyrimidine-1-carboxylic acid Chemical compound OC(=O)N1CN=CC=C1 CSOYDALHEQEMAK-UHFFFAOYSA-N 0.000 claims 4
• 208000030814 Eating disease Diseases 0.000 claims 4
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
• 208000019454 Feeding and Eating disease Diseases 0.000 claims 4
• 230000037406 food intake Effects 0.000 claims 4
• 235000012631 food intake Nutrition 0.000 claims 4
• 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 claims 4
• RHFWLPWDOYJEAL-UHFFFAOYSA-N 1,2-oxazol-3-amine Chemical compound NC=1C=CON=1 RHFWLPWDOYJEAL-UHFFFAOYSA-N 0.000 claims 3
• ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 3
• 239000005711 Benzoic acid Substances 0.000 claims 3
• WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 3
• 206010006550 Bulimia nervosa Diseases 0.000 claims 3
• 102000009132 CB1 Cannabinoid Receptor Human genes 0.000 claims 3
• 108010073366 CB1 Cannabinoid Receptor Proteins 0.000 claims 3
• GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 3
• ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 3
• 208000010235 Food Addiction Diseases 0.000 claims 3
• 206010020772 Hypertension Diseases 0.000 claims 3
• 150000001408 amides Chemical class 0.000 claims 3
• 235000010233 benzoic acid Nutrition 0.000 claims 3
• 125000006226 butoxyethyl group Chemical group 0.000 claims 3
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
• 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims 3
• AQEFLFZSWDEAIP-UHFFFAOYSA-N di-tert-butyl ether Chemical compound CC(C)(C)OC(C)(C)C AQEFLFZSWDEAIP-UHFFFAOYSA-N 0.000 claims 3
• 125000006264 diethylaminomethyl group Chemical group [H]C([H])([H])C([H])([H])N(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 claims 3
• 125000001153 fluoro group Chemical group F* 0.000 claims 3
• 125000002883 imidazolyl group Chemical group 0.000 claims 3
• 230000001771 impaired effect Effects 0.000 claims 3
• 229910052740 iodine Inorganic materials 0.000 claims 3
• 239000011630 iodine Chemical group 0.000 claims 3
• 125000000842 isoxazolyl group Chemical group 0.000 claims 3
• 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 3
• 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims 3
• 125000001064 morpholinomethyl group Chemical group [H]C([H])(*)N1C([H])([H])C([H])([H])OC([H])([H])C1([H])[H] 0.000 claims 3
• 125000002971 oxazolyl group Chemical group 0.000 claims 3
• 125000003373 pyrazinyl group Chemical group 0.000 claims 3
• 125000003072 pyrazolidinyl group Chemical group 0.000 claims 3
• 125000002098 pyridazinyl group Chemical group 0.000 claims 3
• 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
• 125000001544 thienyl group Chemical group 0.000 claims 3
• 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims 3
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 3
• COEHPBLCHQVRQQ-UHFFFAOYSA-N 1-(4-aminophenyl)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(N)=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2C=N1 COEHPBLCHQVRQQ-UHFFFAOYSA-N 0.000 claims 2
• YVXXWCRYMRJYPD-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-9-phenylpurin-6-one Chemical compound ClC1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 YVXXWCRYMRJYPD-UHFFFAOYSA-N 0.000 claims 2
• KWADLQINXZGEPT-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(2-fluorophenyl)-9-phenylpurin-6-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 KWADLQINXZGEPT-UHFFFAOYSA-N 0.000 claims 2
• KBJBFEJPSUUKIE-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(4-methoxyphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(OC)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 KBJBFEJPSUUKIE-UHFFFAOYSA-N 0.000 claims 2
• CNLORCDLZNDEQX-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(methoxymethyl)phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(COC)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 CNLORCDLZNDEQX-UHFFFAOYSA-N 0.000 claims 2
• BNFMAWGNJLMYEG-UHFFFAOYSA-N 4-[1-(4-chlorophenyl)-6-oxo-9-phenylpurin-2-yl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 BNFMAWGNJLMYEG-UHFFFAOYSA-N 0.000 claims 2
• 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 2
• MJHKIDXPBNVAGM-UHFFFAOYSA-N 5,6-bis(3-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=C(C)C=CC=2)=C1 MJHKIDXPBNVAGM-UHFFFAOYSA-N 0.000 claims 2
• JQDKZDULLRGNAR-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-1-(2-nitrophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound [O-][N+](=O)C1=CC=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2C=N1 JQDKZDULLRGNAR-UHFFFAOYSA-N 0.000 claims 2
• LLWGEJHKYINBQU-UHFFFAOYSA-N 6-(4-bromophenyl)-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1 LLWGEJHKYINBQU-UHFFFAOYSA-N 0.000 claims 2
• 208000035895 Guillain-Barré syndrome Diseases 0.000 claims 2
• 206010049567 Miller Fisher syndrome Diseases 0.000 claims 2
• KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims 2
• 208000006011 Stroke Diseases 0.000 claims 2
• 229930003827 cannabinoid Natural products 0.000 claims 2
• 239000003557 cannabinoid Substances 0.000 claims 2
• QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 claims 2
• 239000003814 drug Substances 0.000 claims 2
• 125000001041 indolyl group Chemical group 0.000 claims 2
• 125000005928 isopropyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 claims 2
• 206010027175 memory impairment Diseases 0.000 claims 2
• 208000030159 metabolic disease Diseases 0.000 claims 2
• 150000004702 methyl esters Chemical class 0.000 claims 2
• MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 claims 2
• 208000030212 nutrition disease Diseases 0.000 claims 2
• 208000019180 nutritional disease Diseases 0.000 claims 2
• 125000001715 oxadiazolyl group Chemical group 0.000 claims 2
• 230000001575 pathological effect Effects 0.000 claims 2
• 125000004943 pyrimidin-6-yl group Chemical group N1=CN=CC=C1* 0.000 claims 2
• WTVSOESDARPVQO-UHFFFAOYSA-N triazolo[4,5-d]pyrimidin-7-one Chemical compound O=C1N=CN=C2N=NN=C12 WTVSOESDARPVQO-UHFFFAOYSA-N 0.000 claims 2
• SEPPVOUBHWNCAW-FNORWQNLSA-N (E)-4-oxonon-2-enal Chemical compound CCCCCC(=O)\C=C\C=O SEPPVOUBHWNCAW-FNORWQNLSA-N 0.000 claims 1
• CPHOHOZBKYXBOE-UHFFFAOYSA-N 1,5,6-triphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C=1C=CC=CC=1C1=NC=2N(C=3C=CC=CC=3)N=CC=2C(=O)N1C1=CC=CC=C1 CPHOHOZBKYXBOE-UHFFFAOYSA-N 0.000 claims 1
• RTRZUHVDRDFUOY-UHFFFAOYSA-N 1-(4-aminophenyl)-5,6-bis(4-chlorophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(N)=CC=C1N1C(N=C(C=2C=CC(Cl)=CC=2)N(C=2C=CC(Cl)=CC=2)C2=O)=C2C=N1 RTRZUHVDRDFUOY-UHFFFAOYSA-N 0.000 claims 1
• BIQCBYACCKCCMG-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(2,3-difluorophenyl)-9-phenylpurin-6-one Chemical compound FC1=CC=CC(C=2N(C(=O)C=3N=CN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Br)=CC=2)=C1F BIQCBYACCKCCMG-UHFFFAOYSA-N 0.000 claims 1
• NPRZWKHHDOMTDO-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-7-phenylpurin-6-one Chemical compound ClC1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N(C=1C=CC=CC=1)C=N2 NPRZWKHHDOMTDO-UHFFFAOYSA-N 0.000 claims 1
• SISTXBOAUQTZBZ-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-8-ethyl-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(CC)=NC(C(N2C=3C=CC(Br)=CC=3)=O)=C1N=C2C1=CC=C(Cl)C=C1Cl SISTXBOAUQTZBZ-UHFFFAOYSA-N 0.000 claims 1
• WCFMNYYLLCKQLD-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-8-methyl-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(C)=NC(C(N2C=3C=CC(Br)=CC=3)=O)=C1N=C2C1=CC=C(Cl)C=C1Cl WCFMNYYLLCKQLD-UHFFFAOYSA-N 0.000 claims 1
• UAINFDTULNWQRV-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-9-(2-methoxy-5-methylphenyl)purin-6-one Chemical compound COC1=CC=C(C)C=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Br)=CC=2)C2=O)=C2N=C1 UAINFDTULNWQRV-UHFFFAOYSA-N 0.000 claims 1
• CVVLYVOVDYSUHM-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-9-(4-methylphenyl)purin-6-one Chemical compound C1=CC(C)=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Br)=CC=2)C2=O)=C2N=C1 CVVLYVOVDYSUHM-UHFFFAOYSA-N 0.000 claims 1
• KCHBEOPRACSEGD-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-9-[3-(trifluoromethoxy)phenyl]purin-6-one Chemical compound FC(F)(F)OC1=CC=CC(N2C3=C(C(N(C=4C=CC(Br)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=N3)=O)N=C2)=C1 KCHBEOPRACSEGD-UHFFFAOYSA-N 0.000 claims 1
• WTXIVQKGPUYREK-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(2-methylphenyl)-9-phenylpurin-6-one Chemical compound CC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 WTXIVQKGPUYREK-UHFFFAOYSA-N 0.000 claims 1
• ACKPWJUMPHEZIQ-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(3,4-dichlorophenyl)-9-phenylpurin-6-one Chemical compound C1=C(Cl)C(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 ACKPWJUMPHEZIQ-UHFFFAOYSA-N 0.000 claims 1
• YSWZCFCTKUTUAD-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(3-fluorophenyl)-9-phenylpurin-6-one Chemical compound FC1=CC=CC(C=2N(C(=O)C=3N=CN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Br)=CC=2)=C1 YSWZCFCTKUTUAD-UHFFFAOYSA-N 0.000 claims 1
• CAOAVRGXYIFZCM-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(3-methylphenyl)-9-phenylpurin-6-one Chemical compound CC1=CC=CC(C=2N(C(=O)C=3N=CN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Br)=CC=2)=C1 CAOAVRGXYIFZCM-UHFFFAOYSA-N 0.000 claims 1
• NSFGXVRAAXFIHT-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(4-chlorophenyl)-7-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N(C=1C=CC=CC=1)C=N2 NSFGXVRAAXFIHT-UHFFFAOYSA-N 0.000 claims 1
• FCUNMFYODCOLGK-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(4-chlorophenyl)-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 FCUNMFYODCOLGK-UHFFFAOYSA-N 0.000 claims 1
• JEXJTVGJOUGEIK-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(4-ethylphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(CC)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 JEXJTVGJOUGEIK-UHFFFAOYSA-N 0.000 claims 1
• HKRQWMFEHPCYOR-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(4-fluoro-3-methylphenyl)-9-phenylpurin-6-one Chemical compound C1=C(F)C(C)=CC(C=2N(C(=O)C=3N=CN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Br)=CC=2)=C1 HKRQWMFEHPCYOR-UHFFFAOYSA-N 0.000 claims 1
• OQRSWWCIZIRDKL-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(4-methylphenyl)-6-oxo-9-phenylpurine-8-carbonitrile Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=C(C#N)N2C1=CC=CC=C1 OQRSWWCIZIRDKL-UHFFFAOYSA-N 0.000 claims 1
• ABWSEZBDTUKXIQ-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(4-methylphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 ABWSEZBDTUKXIQ-UHFFFAOYSA-N 0.000 claims 1
• GNMJDBASQVVLQA-UHFFFAOYSA-N 1-(4-bromophenyl)-2-(4-tert-butylphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(C(C)(C)C)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 GNMJDBASQVVLQA-UHFFFAOYSA-N 0.000 claims 1
• JISQYBYCOOTQNI-UHFFFAOYSA-N 1-(4-bromophenyl)-2-[3-fluoro-4-(trifluoromethyl)phenyl]-9-phenylpurin-6-one Chemical compound C1=C(C(F)(F)F)C(F)=CC(C=2N(C(=O)C=3N=CN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Br)=CC=2)=C1 JISQYBYCOOTQNI-UHFFFAOYSA-N 0.000 claims 1
• HKRFOIAWIDPALW-UHFFFAOYSA-N 1-(4-bromophenyl)-8-ethyl-2-(4-ethylphenyl)-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(CC)=NC(C(N2C=3C=CC(Br)=CC=3)=O)=C1N=C2C1=CC=C(CC)C=C1 HKRFOIAWIDPALW-UHFFFAOYSA-N 0.000 claims 1
• IBHGHBZOPWSKNB-UHFFFAOYSA-N 1-(4-bromophenyl)-8-ethyl-2-(4-methylphenyl)-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(CC)=NC(C(N2C=3C=CC(Br)=CC=3)=O)=C1N=C2C1=CC=C(C)C=C1 IBHGHBZOPWSKNB-UHFFFAOYSA-N 0.000 claims 1
• NZEXJDPYNLVJIL-UHFFFAOYSA-N 1-(4-bromophenyl)-8-ethyl-9-phenyl-2-(4-propylphenyl)purin-6-one Chemical compound C1=CC(CCC)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=C(CC)N2C1=CC=CC=C1 NZEXJDPYNLVJIL-UHFFFAOYSA-N 0.000 claims 1
• QWMMPQKBYGZDSP-UHFFFAOYSA-N 1-(4-bromophenyl)-8-ethyl-9-phenyl-2-[4-(trichloromethyl)phenyl]purin-6-one Chemical compound C=1C=CC=CC=1N1C(CC)=NC(C(N2C=3C=CC(Br)=CC=3)=O)=C1N=C2C1=CC=C(C(Cl)(Cl)Cl)C=C1 QWMMPQKBYGZDSP-UHFFFAOYSA-N 0.000 claims 1
• YJVARSALAHOUNO-UHFFFAOYSA-N 1-(4-bromophenyl)-8-ethyl-9-phenyl-2-[4-(trifluoromethyl)phenyl]purin-6-one Chemical compound C=1C=CC=CC=1N1C(CC)=NC(C(N2C=3C=CC(Br)=CC=3)=O)=C1N=C2C1=CC=C(C(F)(F)F)C=C1 YJVARSALAHOUNO-UHFFFAOYSA-N 0.000 claims 1
• LJXWDYAQBPVZNB-UHFFFAOYSA-N 1-(4-bromophenyl)-8-methoxy-2-(4-methylphenyl)-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(OC)=NC(C(N2C=3C=CC(Br)=CC=3)=O)=C1N=C2C1=CC=C(C)C=C1 LJXWDYAQBPVZNB-UHFFFAOYSA-N 0.000 claims 1
• BBCKSRAVRYUKEE-UHFFFAOYSA-N 1-(4-bromophenyl)-9-(2-methoxy-5-methylphenyl)-2-(4-methylphenyl)purin-6-one Chemical compound COC1=CC=C(C)C=C1N1C(N=C(C=2C=CC(C)=CC=2)N(C=2C=CC(Br)=CC=2)C2=O)=C2N=C1 BBCKSRAVRYUKEE-UHFFFAOYSA-N 0.000 claims 1
• CPXWFXCOPYTEFW-UHFFFAOYSA-N 1-(4-bromophenyl)-9-cyclopropyl-2-(2,4-dichlorophenyl)purin-6-one Chemical compound ClC1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1CC1 CPXWFXCOPYTEFW-UHFFFAOYSA-N 0.000 claims 1
• YUBCVFAKLSQLCT-UHFFFAOYSA-N 1-(4-bromophenyl)-9-phenyl-2-(4-propylphenyl)purin-6-one Chemical compound C1=CC(CCC)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 YUBCVFAKLSQLCT-UHFFFAOYSA-N 0.000 claims 1
• JWQLSSQYJCSNQE-UHFFFAOYSA-N 1-(4-bromophenyl)-9-phenyl-2-[2-(trifluoromethyl)phenyl]purin-6-one Chemical compound FC(F)(F)C1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 JWQLSSQYJCSNQE-UHFFFAOYSA-N 0.000 claims 1
• OWHPKWMVOHOJQK-UHFFFAOYSA-N 1-(4-bromophenyl)-9-phenyl-2-[4-(trifluoromethyl)phenyl]purin-6-one Chemical compound C1=CC(C(F)(F)F)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 OWHPKWMVOHOJQK-UHFFFAOYSA-N 0.000 claims 1
• MGBNEBUYKGTHDB-UHFFFAOYSA-N 1-(4-chlorophenyl)-2,9-diphenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1 MGBNEBUYKGTHDB-UHFFFAOYSA-N 0.000 claims 1
• FIQWJZOGTDEVLE-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(2,5-dichlorophenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N(C=2C(=CC=C(Cl)C=2)Cl)C=N2)=C2N=C1C1=CC=C(Cl)C=C1Cl FIQWJZOGTDEVLE-UHFFFAOYSA-N 0.000 claims 1
• TXMVQEQFCAFDLZ-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(2,5-difluorophenyl)purin-6-one Chemical compound FC1=CC=C(F)C(N2C=3C(=O)N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=NC=3N=C2)=C1 TXMVQEQFCAFDLZ-UHFFFAOYSA-N 0.000 claims 1
• QCRFKWHUKVILSF-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(2,5-dimethylphenyl)purin-6-one Chemical compound CC1=CC=C(C)C(N2C=3C(=O)N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=NC=3N=C2)=C1 QCRFKWHUKVILSF-UHFFFAOYSA-N 0.000 claims 1
• RCVZUUYMEDUFOH-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(2-fluorophenyl)purin-6-one Chemical compound FC1=CC=CC=C1N1C(C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=N2)=C2N=C1 RCVZUUYMEDUFOH-UHFFFAOYSA-N 0.000 claims 1
• OBILLLXSLILQHP-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(2-nitrophenyl)purin-6-one Chemical compound [O-][N+](=O)C1=CC=CC=C1N1C(C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=N2)=C2N=C1 OBILLLXSLILQHP-UHFFFAOYSA-N 0.000 claims 1
• CMIPEXNCULLMCF-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(3,5-difluorophenyl)purin-6-one Chemical compound FC1=CC(F)=CC(N2C=3C(=O)N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=NC=3N=C2)=C1 CMIPEXNCULLMCF-UHFFFAOYSA-N 0.000 claims 1
• MBLYGJWSJKSGAL-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(3,5-dimethylphenyl)purin-6-one Chemical compound CC1=CC(C)=CC(N2C=3C(=O)N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=NC=3N=C2)=C1 MBLYGJWSJKSGAL-UHFFFAOYSA-N 0.000 claims 1
• QASQELUXWXAFFP-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(3-methoxyphenyl)purin-6-one Chemical compound COC1=CC=CC(N2C=3C(=O)N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=NC=3N=C2)=C1 QASQELUXWXAFFP-UHFFFAOYSA-N 0.000 claims 1
• TXHXFKSFTZTSJZ-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(4-fluoro-2-methylphenyl)purin-6-one Chemical compound CC1=CC(F)=CC=C1N1C(C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=N2)=C2N=C1 TXHXFKSFTZTSJZ-UHFFFAOYSA-N 0.000 claims 1
• WCSKIPQMRUTEAD-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(4-methylsulfonylphenyl)purin-6-one Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C(C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=N2)=C2N=C1 WCSKIPQMRUTEAD-UHFFFAOYSA-N 0.000 claims 1
• OCGMQWBVWPCTJK-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(5-fluoro-2-methoxyphenyl)purin-6-one Chemical compound COC1=CC=C(F)C=C1N1C(C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=N2)=C2N=C1 OCGMQWBVWPCTJK-UHFFFAOYSA-N 0.000 claims 1
• LTEWKUGVBBHESZ-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-(furan-3-yl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N(C2=COC=C2)C=N2)=C2N=C1C1=CC=C(Cl)C=C1Cl LTEWKUGVBBHESZ-UHFFFAOYSA-N 0.000 claims 1
• QTPKFYYYYRIUJY-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-[2-(trifluoromethyl)phenyl]purin-6-one Chemical compound FC(F)(F)C1=CC=CC=C1N1C(C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=N2)=C2N=C1 QTPKFYYYYRIUJY-UHFFFAOYSA-N 0.000 claims 1
• KLOLNVAVGMVNCD-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-[3-(trifluoromethoxy)phenyl]purin-6-one Chemical compound FC(F)(F)OC1=CC=CC(N2C=3C(=O)N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=NC=3N=C2)=C1 KLOLNVAVGMVNCD-UHFFFAOYSA-N 0.000 claims 1
• XQBHKPPUSOSFPR-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-[4-(dimethylamino)phenyl]purin-6-one Chemical compound C1=CC(N(C)C)=CC=C1N1C(C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=N2)=C2N=C1 XQBHKPPUSOSFPR-UHFFFAOYSA-N 0.000 claims 1
• TYWWCSROXVLYSN-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-[4-(hydroxymethyl)phenyl]purin-6-one Chemical compound C1=CC(CO)=CC=C1N1C(C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=N2)=C2N=C1 TYWWCSROXVLYSN-UHFFFAOYSA-N 0.000 claims 1
• RZWLELXAKPGSLI-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-[4-(methylamino)phenyl]purin-6-one Chemical compound C1=CC(NC)=CC=C1N1C(C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=N2)=C2N=C1 RZWLELXAKPGSLI-UHFFFAOYSA-N 0.000 claims 1
• FHRKSTYRBJXXPU-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-pyridin-3-ylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N(C=2C=NC=CC=2)C=N2)=C2N=C1C1=CC=C(Cl)C=C1Cl FHRKSTYRBJXXPU-UHFFFAOYSA-N 0.000 claims 1
• XKZDNZCXYAPPHU-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-7-pyridin-4-ylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N(C=2C=CN=CC=2)C=N2)=C2N=C1C1=CC=C(Cl)C=C1Cl XKZDNZCXYAPPHU-UHFFFAOYSA-N 0.000 claims 1
• CSPUWZFSBPGYSP-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-8-(2-methylhydrazinyl)-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(NNC)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C1=CC=C(Cl)C=C1Cl CSPUWZFSBPGYSP-UHFFFAOYSA-N 0.000 claims 1
• HYHGJRZGBFRGHH-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-8-[2-(dimethylamino)ethoxy]-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(OCCN(C)C)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C1=CC=C(Cl)C=C1Cl HYHGJRZGBFRGHH-UHFFFAOYSA-N 0.000 claims 1
• DJGLZQYVMGARLP-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-8-[2-hydroxyethyl(methyl)amino]-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(N(CCO)C)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C1=CC=C(Cl)C=C1Cl DJGLZQYVMGARLP-UHFFFAOYSA-N 0.000 claims 1
• UYMGJYPQHOWSHP-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-8-[ethyl(methyl)amino]-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(N(C)CC)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C1=CC=C(Cl)C=C1Cl UYMGJYPQHOWSHP-UHFFFAOYSA-N 0.000 claims 1
• GBCPKTYMSJDBLZ-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-8-ethyl-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(CC)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C1=CC=C(Cl)C=C1Cl GBCPKTYMSJDBLZ-UHFFFAOYSA-N 0.000 claims 1
• ATFVDGLQGPVEAL-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-8-methoxy-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(OC)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C1=CC=C(Cl)C=C1Cl ATFVDGLQGPVEAL-UHFFFAOYSA-N 0.000 claims 1
• IDSWGZUBZCEAPC-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-8-methyl-9-phenylpurin-6-one Chemical compound C=1C=CC=CC=1N1C(C)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C1=CC=C(Cl)C=C1Cl IDSWGZUBZCEAPC-UHFFFAOYSA-N 0.000 claims 1
• XROJIIANSPENBT-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-8-morpholin-4-yl-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=C(N2C=3C=CC=CC=3)N3CCOCC3)=C2N=C1C1=CC=C(Cl)C=C1Cl XROJIIANSPENBT-UHFFFAOYSA-N 0.000 claims 1
• DTUPXWNDGULTNC-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(2,5-dichlorophenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C(=CC=C(Cl)C=3)Cl)=C2N=C1C1=CC=C(Cl)C=C1Cl DTUPXWNDGULTNC-UHFFFAOYSA-N 0.000 claims 1
• FVYLGUOQWRTRAY-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(2,5-difluorophenyl)purin-6-one Chemical compound FC1=CC=C(F)C(N2C3=C(C(N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=N3)=O)N=C2)=C1 FVYLGUOQWRTRAY-UHFFFAOYSA-N 0.000 claims 1
• AJUSYBLJDRQPCW-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(2,5-dimethylphenyl)purin-6-one Chemical compound CC1=CC=C(C)C(N2C3=C(C(N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=N3)=O)N=C2)=C1 AJUSYBLJDRQPCW-UHFFFAOYSA-N 0.000 claims 1
• VNSXWQBHNDUGKE-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(2-fluorophenyl)purin-6-one Chemical compound FC1=CC=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 VNSXWQBHNDUGKE-UHFFFAOYSA-N 0.000 claims 1
• QUJRWORNCBNZFK-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(2-methoxy-5-methylphenyl)purin-6-one Chemical compound COC1=CC=C(C)C=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 QUJRWORNCBNZFK-UHFFFAOYSA-N 0.000 claims 1
• HQGGHGIXPNOYEL-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(2-nitrophenyl)purin-6-one Chemical compound [O-][N+](=O)C1=CC=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 HQGGHGIXPNOYEL-UHFFFAOYSA-N 0.000 claims 1
• SIAIJXCFOIQWTP-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(2-propan-2-yloxyphenyl)purin-6-one Chemical compound CC(C)OC1=CC=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 SIAIJXCFOIQWTP-UHFFFAOYSA-N 0.000 claims 1
• VMNRGAKVZHANIN-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(3,5-difluorophenyl)purin-6-one Chemical compound FC1=CC(F)=CC(N2C3=C(C(N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=N3)=O)N=C2)=C1 VMNRGAKVZHANIN-UHFFFAOYSA-N 0.000 claims 1
• FNZXFTARNYOGEP-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(3,5-dimethylphenyl)purin-6-one Chemical compound CC1=CC(C)=CC(N2C3=C(C(N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=N3)=O)N=C2)=C1 FNZXFTARNYOGEP-UHFFFAOYSA-N 0.000 claims 1
• RVVFCGJZDMCCQA-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(3-methoxyphenyl)purin-6-one Chemical compound COC1=CC=CC(N2C3=C(C(N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=N3)=O)N=C2)=C1 RVVFCGJZDMCCQA-UHFFFAOYSA-N 0.000 claims 1
• KACXTCQDYMMULF-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(3-nitrophenyl)purin-6-one Chemical compound [O-][N+](=O)C1=CC=CC(N2C3=C(C(N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=N3)=O)N=C2)=C1 KACXTCQDYMMULF-UHFFFAOYSA-N 0.000 claims 1
• SMKCAMAVBTUHEW-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(4-methylsulfonylphenyl)purin-6-one Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 SMKCAMAVBTUHEW-UHFFFAOYSA-N 0.000 claims 1
• BEEVPQOHJGCMOT-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(5-fluoro-2-methylphenyl)purin-6-one Chemical compound CC1=CC=C(F)C=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 BEEVPQOHJGCMOT-UHFFFAOYSA-N 0.000 claims 1
• LPQYCEHYVPLVDJ-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-(furan-3-yl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C3=COC=C3)=C2N=C1C1=CC=C(Cl)C=C1Cl LPQYCEHYVPLVDJ-UHFFFAOYSA-N 0.000 claims 1
• VTEPRCAJKKHLOB-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-[2-(trifluoromethyl)phenyl]purin-6-one Chemical compound FC(F)(F)C1=CC=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 VTEPRCAJKKHLOB-UHFFFAOYSA-N 0.000 claims 1
• LIDQGYMZCPKUCZ-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-[3-(trifluoromethoxy)phenyl]purin-6-one Chemical compound FC(F)(F)OC1=CC=CC(N2C3=C(C(N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=N3)=O)N=C2)=C1 LIDQGYMZCPKUCZ-UHFFFAOYSA-N 0.000 claims 1
• IXIJOBVAHLLALE-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-[4-(dimethylamino)phenyl]purin-6-one Chemical compound C1=CC(N(C)C)=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 IXIJOBVAHLLALE-UHFFFAOYSA-N 0.000 claims 1
• IFTNONPESMRNQF-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-[4-(hydroxymethyl)phenyl]purin-6-one Chemical compound C1=CC(CO)=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 IFTNONPESMRNQF-UHFFFAOYSA-N 0.000 claims 1
• VSSALXJFVMMRQW-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Cl)C=C1Cl VSSALXJFVMMRQW-UHFFFAOYSA-N 0.000 claims 1
• JJIURWRFWSNXCB-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-pyridin-3-ylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=NC=CC=3)=C2N=C1C1=CC=C(Cl)C=C1Cl JJIURWRFWSNXCB-UHFFFAOYSA-N 0.000 claims 1
• JDVKBXIHSOCMAV-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2,4-dimethylphenyl)-9-phenylpurin-6-one Chemical compound CC1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 JDVKBXIHSOCMAV-UHFFFAOYSA-N 0.000 claims 1
• PHLPZNWPHCEADL-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(2-fluoro-4-methylphenyl)-9-phenylpurin-6-one Chemical compound FC1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 PHLPZNWPHCEADL-UHFFFAOYSA-N 0.000 claims 1
• CZPBEGJZHWUKPZ-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(4-cyclohexylphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C2CCCCC2)C=C1 CZPBEGJZHWUKPZ-UHFFFAOYSA-N 0.000 claims 1
• VGMGRGYTOHHSAI-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(4-cyclopropylphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C2CC2)C=C1 VGMGRGYTOHHSAI-UHFFFAOYSA-N 0.000 claims 1
• NPJFTKJUWYOJER-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(4-ethenylphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=C)C=C1 NPJFTKJUWYOJER-UHFFFAOYSA-N 0.000 claims 1
• IKMJZMDXNBXBAO-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(4-hydroxyphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(O)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 IKMJZMDXNBXBAO-UHFFFAOYSA-N 0.000 claims 1
• JYULPHKSRLTQDM-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(4-imidazol-1-ylphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(N2C=NC=C2)C=C1 JYULPHKSRLTQDM-UHFFFAOYSA-N 0.000 claims 1
• HTKYPUUZJHYLPU-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(4-iodophenyl)-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(I)C=C1 HTKYPUUZJHYLPU-UHFFFAOYSA-N 0.000 claims 1
• XBWMKZXADPXGMG-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(4-methoxyphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(OC)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 XBWMKZXADPXGMG-UHFFFAOYSA-N 0.000 claims 1
• AQTASVMWPMYTAR-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(4-methylphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 AQTASVMWPMYTAR-UHFFFAOYSA-N 0.000 claims 1
• KXMHLCFEFPTJCX-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(4-methylsulfonylphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 KXMHLCFEFPTJCX-UHFFFAOYSA-N 0.000 claims 1
• SAZHJRVAMSDQJN-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-(4-phenylphenyl)-9-[3-(trifluoromethoxy)phenyl]purin-6-one Chemical compound FC(F)(F)OC1=CC=CC(N2C3=C(C(N(C=4C=CC(Cl)=CC=4)C(C=4C=CC(=CC=4)C=4C=CC=CC=4)=N3)=O)N=C2)=C1 SAZHJRVAMSDQJN-UHFFFAOYSA-N 0.000 claims 1
• CMDYERVPPMQQJM-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[2-fluoro-4-(trifluoromethyl)phenyl]-9-phenylpurin-6-one Chemical compound FC1=CC(C(F)(F)F)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 CMDYERVPPMQQJM-UHFFFAOYSA-N 0.000 claims 1
• ISHIJJKJSXCPPW-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(1,3-oxazol-5-yl)phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2OC=NC=2)C=C1 ISHIJJKJSXCPPW-UHFFFAOYSA-N 0.000 claims 1
• WNHYLOHEKJMOGU-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(2-chloropyrimidin-4-yl)phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2N=C(Cl)N=CC=2)C=C1 WNHYLOHEKJMOGU-UHFFFAOYSA-N 0.000 claims 1
• BOXDPJIUMJCZMT-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(2-fluorophenyl)phenyl]-9-phenylpurin-6-one Chemical compound FC1=CC=CC=C1C1=CC=C(C=2N(C(=O)C=3N=CN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 BOXDPJIUMJCZMT-UHFFFAOYSA-N 0.000 claims 1
• SJIRSUMVHGVTSH-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(2-methylpropyl)phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(CC(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 SJIRSUMVHGVTSH-UHFFFAOYSA-N 0.000 claims 1
• FCTWOIBOJXJVGI-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(2-oxopiperidin-1-yl)phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(N2C(CCCC2)=O)C=C1 FCTWOIBOJXJVGI-UHFFFAOYSA-N 0.000 claims 1
• FDDVTIXOEMNXNA-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(2-oxopyrrolidin-1-yl)phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(N2C(CCC2)=O)C=C1 FDDVTIXOEMNXNA-UHFFFAOYSA-N 0.000 claims 1
• QQAXHJYXNWWARX-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(3,5-difluorophenyl)phenyl]-9-phenylpurin-6-one Chemical compound FC1=CC(F)=CC(C=2C=CC(=CC=2)C=2N(C(=O)C=3N=CN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=C1 QQAXHJYXNWWARX-UHFFFAOYSA-N 0.000 claims 1
• MROOWUVAXBDEBA-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(3-fluorophenyl)phenyl]-9-phenylpurin-6-one Chemical compound FC1=CC=CC(C=2C=CC(=CC=2)C=2N(C(=O)C=3N=CN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=C1 MROOWUVAXBDEBA-UHFFFAOYSA-N 0.000 claims 1
• LSWYXPOSEUPUNV-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(4-fluorophenyl)phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(F)=CC=C1C1=CC=C(C=2N(C(=O)C=3N=CN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 LSWYXPOSEUPUNV-UHFFFAOYSA-N 0.000 claims 1
• RBUXSPCPIIMKJJ-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(6-oxo-1h-pyridin-3-yl)phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C2=CNC(=O)C=C2)C=C1 RBUXSPCPIIMKJJ-UHFFFAOYSA-N 0.000 claims 1
• QYAXBQQYTZEMRY-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(diethylaminomethyl)phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(CN(CC)CC)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 QYAXBQQYTZEMRY-UHFFFAOYSA-N 0.000 claims 1
• SSXVUQNBYOWXNP-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(morpholin-4-ylmethyl)phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C(C=C1)=CC=C1CN1CCOCC1 SSXVUQNBYOWXNP-UHFFFAOYSA-N 0.000 claims 1
• BZRROWGMXIIJNF-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-[(2-methylpropylamino)methyl]phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(CNCC(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 BZRROWGMXIIJNF-UHFFFAOYSA-N 0.000 claims 1
• COKBCNBCYPSBSO-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-[(cyclopropylmethylamino)methyl]phenyl]-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C(C=C1)=CC=C1CNCC1CC1 COKBCNBCYPSBSO-UHFFFAOYSA-N 0.000 claims 1
• LNVUMXKSQYMVSZ-UHFFFAOYSA-N 1-(4-chlorophenyl)-6-oxo-9-phenyl-2-[4-(trifluoromethyl)phenyl]purine-8-carbonitrile Chemical compound C1=CC(C(F)(F)F)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=C(C#N)N2C1=CC=CC=C1 LNVUMXKSQYMVSZ-UHFFFAOYSA-N 0.000 claims 1
• ZRDOXHXOEKLHLM-UHFFFAOYSA-N 1-(4-chlorophenyl)-8-(dimethylamino)-9-phenyl-2-[4-(trifluoromethyl)phenyl]purin-6-one Chemical compound C=1C=CC=CC=1N1C(N(C)C)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C1=CC=C(C(F)(F)F)C=C1 ZRDOXHXOEKLHLM-UHFFFAOYSA-N 0.000 claims 1
• HDXCZNTUUOXXIA-UHFFFAOYSA-N 1-(4-chlorophenyl)-8-(methylsulfonylmethyl)-9-phenyl-2-(4-phenylphenyl)purin-6-one Chemical compound C=1C=CC=CC=1N1C(CS(=O)(=O)C)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C(C=C1)=CC=C1C1=CC=CC=C1 HDXCZNTUUOXXIA-UHFFFAOYSA-N 0.000 claims 1
• GLAABERGSQZJGM-UHFFFAOYSA-N 1-(4-chlorophenyl)-8-[ethyl(methyl)amino]-9-phenyl-2-[4-(trifluoromethyl)phenyl]purin-6-one Chemical compound C=1C=CC=CC=1N1C(N(C)CC)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C1=CC=C(C(F)(F)F)C=C1 GLAABERGSQZJGM-UHFFFAOYSA-N 0.000 claims 1
• BYBHJBWVKGKHQS-UHFFFAOYSA-N 1-(4-chlorophenyl)-8-ethyl-9-phenyl-2-(4-phenylphenyl)purin-6-one Chemical compound C=1C=CC=CC=1N1C(CC)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C(C=C1)=CC=C1C1=CC=CC=C1 BYBHJBWVKGKHQS-UHFFFAOYSA-N 0.000 claims 1
• BODVBOCQUXLMLO-UHFFFAOYSA-N 1-(4-chlorophenyl)-8-ethyl-9-phenyl-2-[4-(trifluoromethyl)phenyl]purin-6-one Chemical compound C=1C=CC=CC=1N1C(CC)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C1=CC=C(C(F)(F)F)C=C1 BODVBOCQUXLMLO-UHFFFAOYSA-N 0.000 claims 1
• GBQLYPPBCWUOFS-UHFFFAOYSA-N 1-(4-chlorophenyl)-8-methyl-9-phenyl-2-(4-phenylphenyl)purin-6-one Chemical compound C=1C=CC=CC=1N1C(C)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C(C=C1)=CC=C1C1=CC=CC=C1 GBQLYPPBCWUOFS-UHFFFAOYSA-N 0.000 claims 1
• WHZPNOYXUAFHJD-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-(2-methoxy-5-methylphenyl)-2-(4-phenylphenyl)purin-6-one Chemical compound COC1=CC=C(C)C=C1N1C(N=C(C=2C=CC(=CC=2)C=2C=CC=CC=2)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 WHZPNOYXUAFHJD-UHFFFAOYSA-N 0.000 claims 1
• PUGXRTCMYZURKL-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-(4-methylphenyl)-2-(4-phenylphenyl)purin-6-one Chemical compound C1=CC(C)=CC=C1N1C(N=C(C=2C=CC(=CC=2)C=2C=CC=CC=2)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 PUGXRTCMYZURKL-UHFFFAOYSA-N 0.000 claims 1
• LVZLXCFGFYLFKW-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-cyclopropyl-2-(4-phenylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C3CC3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 LVZLXCFGFYLFKW-UHFFFAOYSA-N 0.000 claims 1
• LCCHHIBJDZURRV-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-(4-phenylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 LCCHHIBJDZURRV-UHFFFAOYSA-N 0.000 claims 1
• NUJWVWFVVNKWEW-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-(4-propan-2-ylphenyl)purin-6-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 NUJWVWFVVNKWEW-UHFFFAOYSA-N 0.000 claims 1
• ZCKJNYMEOFPEIB-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-(4-propylphenyl)purin-6-one Chemical compound C1=CC(CCC)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 ZCKJNYMEOFPEIB-UHFFFAOYSA-N 0.000 claims 1
• LSILAWNOINUOIN-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-(4-pyrazol-1-ylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(N2N=CC=C2)C=C1 LSILAWNOINUOIN-UHFFFAOYSA-N 0.000 claims 1
• WBEAEJQTWKUKEH-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-(4-pyridin-2-ylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2N=CC=CC=2)C=C1 WBEAEJQTWKUKEH-UHFFFAOYSA-N 0.000 claims 1
• BHIFUCOXDGXAMK-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-(4-pyridin-3-ylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C=NC=CC=2)C=C1 BHIFUCOXDGXAMK-UHFFFAOYSA-N 0.000 claims 1
• RWVSPZGSKDCFTL-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-(4-pyridin-4-ylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C=CN=CC=2)C=C1 RWVSPZGSKDCFTL-UHFFFAOYSA-N 0.000 claims 1
• OPOQCSIYRBSSBR-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-(4-thiophen-3-ylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C2=CSC=C2)C=C1 OPOQCSIYRBSSBR-UHFFFAOYSA-N 0.000 claims 1
• QJBAKMRVRAHLIY-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-[4-(piperidin-1-ylmethyl)phenyl]purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C(C=C1)=CC=C1CN1CCCCC1 QJBAKMRVRAHLIY-UHFFFAOYSA-N 0.000 claims 1
• VEKGCUXNOUIBNQ-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-[4-(propan-2-yloxymethyl)phenyl]purin-6-one Chemical compound C1=CC(COC(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 VEKGCUXNOUIBNQ-UHFFFAOYSA-N 0.000 claims 1
• FBDYQWZZSYFJRW-UHFFFAOYSA-N 1-(4-chlorophenyl)-9-phenyl-2-[4-(trifluoromethyl)phenyl]purin-6-one Chemical compound C1=CC(C(F)(F)F)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 FBDYQWZZSYFJRW-UHFFFAOYSA-N 0.000 claims 1
• RLWPABNJWZXKOE-UHFFFAOYSA-N 1-[4-(trifluoromethyl)phenyl]-7H-purin-6-one Chemical compound FC(C1=CC=C(C=C1)N1C=NC=2N=CNC=2C1=O)(F)F RLWPABNJWZXKOE-UHFFFAOYSA-N 0.000 claims 1
• CRJHVYHTWFSRSZ-UHFFFAOYSA-N 1-phenyl-6-(4-propan-2-ylphenyl)-5-[3-(trifluoromethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=C(C=CC=2)C(F)(F)F)=NC2=C1C=NN2C1=CC=CC=C1 CRJHVYHTWFSRSZ-UHFFFAOYSA-N 0.000 claims 1
• XOORDSFVLQZWDQ-UHFFFAOYSA-N 2-(4-bromophenyl)-1-(2,4-dichlorophenyl)-7-phenylpurin-6-one Chemical compound ClC1=CC(Cl)=CC=C1N1C(=O)C(N(C=2C=CC=CC=2)C=N2)=C2N=C1C1=CC=C(Br)C=C1 XOORDSFVLQZWDQ-UHFFFAOYSA-N 0.000 claims 1
• AUFHOPBIGBWDCS-UHFFFAOYSA-N 2-(4-bromophenyl)-1-(4-chlorophenyl)-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1 AUFHOPBIGBWDCS-UHFFFAOYSA-N 0.000 claims 1
• ZKGOTJDYYKPBAV-UHFFFAOYSA-N 2-(4-butoxyphenyl)-1-(4-chlorophenyl)-9-phenylpurin-6-one Chemical compound C1=CC(OCCCC)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 ZKGOTJDYYKPBAV-UHFFFAOYSA-N 0.000 claims 1
• UESYWYKKRUYZFE-UHFFFAOYSA-N 2-(4-chloro-2-fluorophenyl)-1-(4-chlorophenyl)-9-phenylpurin-6-one Chemical compound FC1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 UESYWYKKRUYZFE-UHFFFAOYSA-N 0.000 claims 1
• WBOQBXAJVGODIT-UHFFFAOYSA-N 2-(4-chlorophenyl)-1-(2-fluorophenyl)-7-phenylpurin-6-one Chemical compound FC1=CC=CC=C1N1C(=O)C(N(C=2C=CC=CC=2)C=N2)=C2N=C1C1=CC=C(Cl)C=C1 WBOQBXAJVGODIT-UHFFFAOYSA-N 0.000 claims 1
• CSICFTUOUCJDJH-UHFFFAOYSA-N 2-(4-chlorophenyl)-1-(4-methoxyphenyl)-7-phenylpurin-6-one Chemical compound C1=CC(OC)=CC=C1N1C(=O)C(N(C=2C=CC=CC=2)C=N2)=C2N=C1C1=CC=C(Cl)C=C1 CSICFTUOUCJDJH-UHFFFAOYSA-N 0.000 claims 1
• LVJSAYGXAGEWQL-UHFFFAOYSA-N 2-(4-chlorophenyl)-1-(4-methylphenyl)-7-phenylpurin-6-one Chemical compound C1=CC(C)=CC=C1N1C(=O)C(N(C=2C=CC=CC=2)C=N2)=C2N=C1C1=CC=C(Cl)C=C1 LVJSAYGXAGEWQL-UHFFFAOYSA-N 0.000 claims 1
• UGQBRSYOCBLADL-UHFFFAOYSA-N 2-(4-chlorophenyl)-1-[4-(2-fluorophenyl)phenyl]-7-phenylpurin-6-one Chemical compound FC1=CC=CC=C1C1=CC=C(N2C(C=3N(C=4C=CC=CC=4)C=NC=3N=C2C=2C=CC(Cl)=CC=2)=O)C=C1 UGQBRSYOCBLADL-UHFFFAOYSA-N 0.000 claims 1
• GFBVBTPWGMKIQJ-UHFFFAOYSA-N 2-(4-chlorophenyl)-1-[4-(3-fluorophenyl)phenyl]-7-phenylpurin-6-one Chemical compound FC1=CC=CC(C=2C=CC(=CC=2)N2C(C=3N(C=4C=CC=CC=4)C=NC=3N=C2C=2C=CC(Cl)=CC=2)=O)=C1 GFBVBTPWGMKIQJ-UHFFFAOYSA-N 0.000 claims 1
• HXORJXWSXRVNIH-UHFFFAOYSA-N 2-(4-chlorophenyl)-1-[4-(4-fluorophenyl)phenyl]-7-phenylpurin-6-one Chemical compound C1=CC(F)=CC=C1C1=CC=C(N2C(C=3N(C=4C=CC=CC=4)C=NC=3N=C2C=2C=CC(Cl)=CC=2)=O)C=C1 HXORJXWSXRVNIH-UHFFFAOYSA-N 0.000 claims 1
• SKLPGWALCXEOTH-UHFFFAOYSA-N 2-(4-chlorophenyl)-7-phenyl-1-(4-phenylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC2=C1N(C=1C=CC=CC=1)C=N2 SKLPGWALCXEOTH-UHFFFAOYSA-N 0.000 claims 1
• CSXYMNWOQOGRDH-UHFFFAOYSA-N 2-(4-chlorophenyl)-7-phenyl-1-(4-propan-2-ylphenyl)purin-6-one Chemical compound C1=CC(C(C)C)=CC=C1N1C(=O)C(N(C=2C=CC=CC=2)C=N2)=C2N=C1C1=CC=C(Cl)C=C1 CSXYMNWOQOGRDH-UHFFFAOYSA-N 0.000 claims 1
• QWNKKHUSUXFFIW-UHFFFAOYSA-N 2-[1-[4-[5-(4-chlorophenyl)-4-oxo-1-phenylpyrazolo[3,4-d]pyrimidin-6-yl]phenyl]imidazol-4-yl]acetonitrile Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(N2C=C(CC#N)N=C2)C=C1 QWNKKHUSUXFFIW-UHFFFAOYSA-N 0.000 claims 1
• ILTJFHCMDXYBCB-UHFFFAOYSA-N 2-[4-(6-aminopyridin-3-yl)phenyl]-1-(4-chlorophenyl)-9-phenylpurin-6-one Chemical compound C1=NC(N)=CC=C1C1=CC=C(C=2N(C(=O)C=3N=CN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 ILTJFHCMDXYBCB-UHFFFAOYSA-N 0.000 claims 1
• RUSFGTZYRAYLLD-UHFFFAOYSA-N 2-[4-(chloromethyl)phenyl]-1-(4-chlorophenyl)-9-phenylpurin-6-one Chemical compound C1=CC(CCl)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N=CN2C1=CC=CC=C1 RUSFGTZYRAYLLD-UHFFFAOYSA-N 0.000 claims 1
• YCMBLHVJLJWCRH-UHFFFAOYSA-N 2-[6-(4-chlorophenyl)-7-oxo-3-phenyl-5-(4-propan-2-ylphenyl)pyrazolo[4,3-d]pyrimidin-1-yl]acetamide Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N(CC(N)=O)N=C2C1=CC=CC=C1 YCMBLHVJLJWCRH-UHFFFAOYSA-N 0.000 claims 1
• ACGZVOALBQCNGX-UHFFFAOYSA-N 2-[6-(4-chlorophenyl)-7-oxo-3-phenyl-5-(4-propan-2-ylphenyl)pyrazolo[4,3-d]pyrimidin-1-yl]acetonitrile Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N(CC#N)N=C2C1=CC=CC=C1 ACGZVOALBQCNGX-UHFFFAOYSA-N 0.000 claims 1
• 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
• YATFTUJZIJFLJA-UHFFFAOYSA-N 3-[1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-6-oxopurin-9-yl]benzonitrile Chemical compound ClC1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC(C#N)=C1 YATFTUJZIJFLJA-UHFFFAOYSA-N 0.000 claims 1
• TZBKUSCZXKRNHN-UHFFFAOYSA-N 3-[1-(4-bromophenyl)-2-(4-methylphenyl)-6-oxopurin-9-yl]benzonitrile Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=CC(C#N)=C1 TZBKUSCZXKRNHN-UHFFFAOYSA-N 0.000 claims 1
• UGQKWJSXWJEJGM-UHFFFAOYSA-N 3-[1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-6-oxopurin-7-yl]benzoic acid Chemical compound ClC1=CC=C(C=C1)N1C(=NC=2N=CN(C2C1=O)C=1C=C(C(=O)O)C=CC1)C1=C(C=C(C=C1)Cl)Cl UGQKWJSXWJEJGM-UHFFFAOYSA-N 0.000 claims 1
• SXAVMQSSGMEVFA-UHFFFAOYSA-N 3-[1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-6-oxopurin-7-yl]benzonitrile Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N(C=2C=C(C=CC=2)C#N)C=N2)=C2N=C1C1=CC=C(Cl)C=C1Cl SXAVMQSSGMEVFA-UHFFFAOYSA-N 0.000 claims 1
• QCPRLXOQQKSTCL-UHFFFAOYSA-N 3-[1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-6-oxopurin-9-yl]benzoic acid Chemical compound ClC1=CC=C(C=C1)N1C(=NC=2N(C=NC2C1=O)C=1C=C(C(=O)O)C=CC1)C1=C(C=C(C=C1)Cl)Cl QCPRLXOQQKSTCL-UHFFFAOYSA-N 0.000 claims 1
• WTOCCEGGUHWXJT-UHFFFAOYSA-N 3-[1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-6-oxopurin-9-yl]benzonitrile Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=C(C=CC=3)C#N)=C2N=C1C1=CC=C(Cl)C=C1Cl WTOCCEGGUHWXJT-UHFFFAOYSA-N 0.000 claims 1
• XLGMFZWHFVYQGO-UHFFFAOYSA-N 3-[1-(4-chlorophenyl)-6-oxo-2-(4-phenylphenyl)purin-9-yl]-n-(1,2-oxazol-3-yl)benzamide Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=C(C=CC=3)C(=O)NC3=NOC=C3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 XLGMFZWHFVYQGO-UHFFFAOYSA-N 0.000 claims 1
• MRIROVMMYNXUDN-UHFFFAOYSA-N 3-[1-(4-chlorophenyl)-6-oxo-2-(4-phenylphenyl)purin-9-yl]-n-cyclohexylbenzamide Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=C(C=CC=3)C(=O)NC3CCCCC3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 MRIROVMMYNXUDN-UHFFFAOYSA-N 0.000 claims 1
• MUEKLPGQALHWCB-UHFFFAOYSA-N 3-[1-(4-chlorophenyl)-6-oxo-2-(4-phenylphenyl)purin-9-yl]-n-cyclopropylbenzamide Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=C(C=CC=3)C(=O)NC3CC3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 MUEKLPGQALHWCB-UHFFFAOYSA-N 0.000 claims 1
• RKJHJWUHTWZJJP-UHFFFAOYSA-N 3-[1-(4-chlorophenyl)-6-oxo-2-(4-phenylphenyl)purin-9-yl]benzoic acid Chemical compound OC(=O)C1=CC=CC(N2C3=C(C(N(C=4C=CC(Cl)=CC=4)C(C=4C=CC(=CC=4)C=4C=CC=CC=4)=N3)=O)N=C2)=C1 RKJHJWUHTWZJJP-UHFFFAOYSA-N 0.000 claims 1
• NWDBLMYZRUXXHB-UHFFFAOYSA-N 3-[1-(4-chlorophenyl)-6-oxo-2-(4-phenylphenyl)purin-9-yl]benzonitrile Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=C(C=CC=3)C#N)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 NWDBLMYZRUXXHB-UHFFFAOYSA-N 0.000 claims 1
• ZPKVIEXMKCELML-UHFFFAOYSA-N 3-[4-[5-(4-chlorophenyl)-4-oxo-1-phenylpyrazolo[3,4-d]pyrimidin-6-yl]phenyl]pyrazine-2-carbonitrile Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C(=NC=CN=2)C#N)C=C1 ZPKVIEXMKCELML-UHFFFAOYSA-N 0.000 claims 1
• 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 1
• UTJBCFUJHFHCPQ-UHFFFAOYSA-N 4-[1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-6-oxopurin-9-yl]benzonitrile Chemical compound ClC1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=CN2C1=CC=C(C#N)C=C1 UTJBCFUJHFHCPQ-UHFFFAOYSA-N 0.000 claims 1
• FJNBWQBAKPBELM-UHFFFAOYSA-N 4-[1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-6-oxopurin-7-yl]-n-cyclopropylbenzamide Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N(C=2C=CC(=CC=2)C(=O)NC2CC2)C=N2)=C2N=C1C1=CC=C(Cl)C=C1Cl FJNBWQBAKPBELM-UHFFFAOYSA-N 0.000 claims 1
• ZFGTUOISGBTCSJ-UHFFFAOYSA-N 4-[1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-6-oxopurin-7-yl]benzoic acid Chemical compound ClC1=CC=C(C=C1)N1C(=NC=2N=CN(C2C1=O)C1=CC=C(C(=O)O)C=C1)C1=C(C=C(C=C1)Cl)Cl ZFGTUOISGBTCSJ-UHFFFAOYSA-N 0.000 claims 1
• JFFGTDYJHHBJSF-UHFFFAOYSA-N 4-[1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-6-oxopurin-9-yl]-n-cyclopropylbenzamide Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC(=CC=3)C(=O)NC3CC3)=C2N=C1C1=CC=C(Cl)C=C1Cl JFFGTDYJHHBJSF-UHFFFAOYSA-N 0.000 claims 1
• BGNMDHBWZVITDU-UHFFFAOYSA-N 4-[1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-6-oxopurin-9-yl]benzoic acid Chemical compound ClC1=CC=C(C=C1)N1C(=NC=2N(C=NC2C1=O)C1=CC=C(C(=O)O)C=C1)C1=C(C=C(C=C1)Cl)Cl BGNMDHBWZVITDU-UHFFFAOYSA-N 0.000 claims 1
• QFRADVTVYKLBIM-UHFFFAOYSA-N 4-[1-(4-chlorophenyl)-6-oxo-2-(4-phenylphenyl)purin-9-yl]benzonitrile Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2C=3C=CC(=CC=3)C#N)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 QFRADVTVYKLBIM-UHFFFAOYSA-N 0.000 claims 1
• GFYWJAULQMFBNF-UHFFFAOYSA-N 4-[2-[5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-1-phenylpyrazolo[3,4-b]pyridin-4-yl]oxyethyl]morpholine Chemical compound C1=CC(Cl)=CC=C1C(C(=NC=1N(C=2C=CC=CC=2)N=CC=11)C=2C(=CC(Cl)=CC=2)Cl)=C1OCCN1CCOCC1 GFYWJAULQMFBNF-UHFFFAOYSA-N 0.000 claims 1
• YQNBEYXRSHNTTN-UHFFFAOYSA-N 4-[3-[5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-1-phenylpyrazolo[3,4-b]pyridin-4-yl]oxypropyl]morpholine Chemical compound C1=CC(Cl)=CC=C1C(C(=NC=1N(C=2C=CC=CC=2)N=CC=11)C=2C(=CC(Cl)=CC=2)Cl)=C1OCCCN1CCOCC1 YQNBEYXRSHNTTN-UHFFFAOYSA-N 0.000 claims 1
• QFIVFINKWOVMNI-UHFFFAOYSA-N 4-[5-(4-bromophenyl)-6-(2-fluorophenyl)-4-oxopyrazolo[3,4-d]pyrimidin-1-yl]benzonitrile Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=C(C#N)C=C1 QFIVFINKWOVMNI-UHFFFAOYSA-N 0.000 claims 1
• QADRWQDDMAOCAU-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-4-oxopyrazolo[3,4-d]pyrimidin-1-yl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2C=N1 QADRWQDDMAOCAU-UHFFFAOYSA-N 0.000 claims 1
• JDDVRJUYXRYOMX-UHFFFAOYSA-N 4-[6-(2-fluorophenyl)-4-oxo-1-phenylpyrazolo[3,4-d]pyrimidin-5-yl]benzonitrile Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(=CC=2)C#N)=NC2=C1C=NN2C1=CC=CC=C1 JDDVRJUYXRYOMX-UHFFFAOYSA-N 0.000 claims 1
• 125000004860 4-ethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])C([H])([H])[H] 0.000 claims 1
• LLBZPESJRQGYMB-UHFFFAOYSA-N 4-one Natural products O1C(C(=O)CC)CC(C)C11C2(C)CCC(C3(C)C(C(C)(CO)C(OC4C(C(O)C(O)C(COC5C(C(O)C(O)CO5)OC5C(C(OC6C(C(O)C(O)C(CO)O6)O)C(O)C(CO)O5)OC5C(C(O)C(O)C(C)O5)O)O4)O)CC3)CC3)=C3C2(C)CC1 LLBZPESJRQGYMB-UHFFFAOYSA-N 0.000 claims 1
• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
• HLYRSBSWPJDADE-UHFFFAOYSA-N 5,6-bis(2-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC=C1C(N(C1=O)C=2C(=CC=CC=2)C)=NC2=C1C=NN2C1=CC=CC=C1 HLYRSBSWPJDADE-UHFFFAOYSA-N 0.000 claims 1
• GDHPGXMZIAFXCN-UHFFFAOYSA-N 5,6-bis(4-bromophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Br)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 GDHPGXMZIAFXCN-UHFFFAOYSA-N 0.000 claims 1
• FUZACIKGBXSFJQ-UHFFFAOYSA-N 5,6-bis(4-chlorophenyl)-1-(2-nitrophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound [O-][N+](=O)C1=CC=CC=C1N1C(N=C(C=2C=CC(Cl)=CC=2)N(C=2C=CC(Cl)=CC=2)C2=O)=C2C=N1 FUZACIKGBXSFJQ-UHFFFAOYSA-N 0.000 claims 1
• PWPNBHRDSFLVJM-UHFFFAOYSA-N 5,6-bis(4-chlorophenyl)-1-(4-nitrophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC([N+](=O)[O-])=CC=C1N1C(N=C(C=2C=CC(Cl)=CC=2)N(C=2C=CC(Cl)=CC=2)C2=O)=C2C=N1 PWPNBHRDSFLVJM-UHFFFAOYSA-N 0.000 claims 1
• VXDBYEDOONMQMV-UHFFFAOYSA-N 5,6-bis(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 VXDBYEDOONMQMV-UHFFFAOYSA-N 0.000 claims 1
• LMHVDFBVZZVLES-UHFFFAOYSA-N 5-(2,4-dichlorophenyl)-6-(2-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C(=CC(Cl)=CC=2)Cl)=NC2=C1C=NN2C1=CC=CC=C1 LMHVDFBVZZVLES-UHFFFAOYSA-N 0.000 claims 1
• BUSHPLPJLFMRIS-UHFFFAOYSA-N 5-(2-methylphenyl)-1,6-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1 BUSHPLPJLFMRIS-UHFFFAOYSA-N 0.000 claims 1
• QDMNYILTVWAKSY-UHFFFAOYSA-N 5-(2-methylphenyl)-6-(4-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C(=CC=CC=2)C)=NC2=C1C=NN2C1=CC=CC=C1 QDMNYILTVWAKSY-UHFFFAOYSA-N 0.000 claims 1
• VNXYMRGUVGKAEO-UHFFFAOYSA-N 5-(3,4-dichlorophenyl)-1-phenyl-6-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=C(Cl)C(Cl)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 VNXYMRGUVGKAEO-UHFFFAOYSA-N 0.000 claims 1
• YOCVZALTYMVTEN-UHFFFAOYSA-N 5-(3,5-difluorophenyl)-1-phenyl-6-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=C(F)C=C(F)C=2)=NC2=C1C=NN2C1=CC=CC=C1 YOCVZALTYMVTEN-UHFFFAOYSA-N 0.000 claims 1
• KCWFJYYAHVXYOS-UHFFFAOYSA-N 5-(3-bromophenyl)-1-phenyl-6-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=C(Br)C=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 KCWFJYYAHVXYOS-UHFFFAOYSA-N 0.000 claims 1
• WPYGRQTXWXUSEV-UHFFFAOYSA-N 5-(3-chlorophenyl)-1,6-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound ClC1=CC=CC(N2C(C=3C=NN(C=3N=C2C=2C=CC=CC=2)C=2C=CC=CC=2)=O)=C1 WPYGRQTXWXUSEV-UHFFFAOYSA-N 0.000 claims 1
• VXBFAPWVPLPMIO-UHFFFAOYSA-N 5-(3-chlorophenyl)-1-phenyl-6-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=C(Cl)C=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 VXBFAPWVPLPMIO-UHFFFAOYSA-N 0.000 claims 1
• CWRJPIDSWJRJIT-UHFFFAOYSA-N 5-(3-chlorophenyl)-6-(2-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=C(Cl)C=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 CWRJPIDSWJRJIT-UHFFFAOYSA-N 0.000 claims 1
• AROPKPIERSUSNA-UHFFFAOYSA-N 5-(3-chlorophenyl)-6-(3-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=C(Cl)C=CC=2)=C1 AROPKPIERSUSNA-UHFFFAOYSA-N 0.000 claims 1
• BREBHAMOAQDITI-UHFFFAOYSA-N 5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1C(N(C1=O)C=2C=C(Cl)C=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 BREBHAMOAQDITI-UHFFFAOYSA-N 0.000 claims 1
• PFIRLQMLQPBDIH-UHFFFAOYSA-N 5-(3-chlorophenyl)-6-(4-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=C(Cl)C=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 PFIRLQMLQPBDIH-UHFFFAOYSA-N 0.000 claims 1
• RBUNIMSMKPACJI-UHFFFAOYSA-N 5-(3-fluorophenyl)-1-phenyl-6-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=C(F)C=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 RBUNIMSMKPACJI-UHFFFAOYSA-N 0.000 claims 1
• YWXLLWNVTQDKIP-UHFFFAOYSA-N 5-(3-methylphenyl)-1,6-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC(N2C(C=3C=NN(C=3N=C2C=2C=CC=CC=2)C=2C=CC=CC=2)=O)=C1 YWXLLWNVTQDKIP-UHFFFAOYSA-N 0.000 claims 1
• VYAWBLGXLRIJAH-UHFFFAOYSA-N 5-(3-methylphenyl)-1-phenyl-6-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=C(C)C=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 VYAWBLGXLRIJAH-UHFFFAOYSA-N 0.000 claims 1
• JMEWNABJMKGPPW-UHFFFAOYSA-N 5-(4-bromophenyl)-1,6-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Br)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1 JMEWNABJMKGPPW-UHFFFAOYSA-N 0.000 claims 1
• GRDXZYNLJSIJFS-UHFFFAOYSA-N 5-(4-bromophenyl)-1-(1,1-dioxothian-4-yl)-6-(2-fluorophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1CCS(=O)(=O)CC1 GRDXZYNLJSIJFS-UHFFFAOYSA-N 0.000 claims 1
• IKAKSZRLDRHKKV-UHFFFAOYSA-N 5-(4-bromophenyl)-1-cyclohexyl-6-(2-fluorophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1CCCCC1 IKAKSZRLDRHKKV-UHFFFAOYSA-N 0.000 claims 1
• YNZXYZUXKYNUSM-UHFFFAOYSA-N 5-(4-bromophenyl)-1-phenyl-6-(2,4,6-trifluorophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC(F)=CC(F)=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 YNZXYZUXKYNUSM-UHFFFAOYSA-N 0.000 claims 1
• VMEPLDPNGMZKAK-UHFFFAOYSA-N 5-(4-bromophenyl)-1-phenyl-6-(4-phenylpiperazin-1-yl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Br)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1N1CCN(C=2C=CC=CC=2)CC1 VMEPLDPNGMZKAK-UHFFFAOYSA-N 0.000 claims 1
• MCGQLFVVGDCBMG-UHFFFAOYSA-N 5-(4-bromophenyl)-1-phenyl-6-(4-propan-2-ylpiperazin-1-yl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1CN(C(C)C)CCN1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 MCGQLFVVGDCBMG-UHFFFAOYSA-N 0.000 claims 1
• HJNRDAPPYFBISY-UHFFFAOYSA-N 5-(4-bromophenyl)-1-phenyl-6-[2-(trifluoromethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC(F)(F)C1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 HJNRDAPPYFBISY-UHFFFAOYSA-N 0.000 claims 1
• NLGYFLWYGHTFDA-UHFFFAOYSA-N 5-(4-bromophenyl)-1-phenyl-6-[4-(trifluoromethoxy)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OC(F)(F)F)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 NLGYFLWYGHTFDA-UHFFFAOYSA-N 0.000 claims 1
• RJSHELDJUSGJSA-UHFFFAOYSA-N 5-(4-bromophenyl)-1-phenyl-6-[4-(trifluoromethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(F)(F)F)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 RJSHELDJUSGJSA-UHFFFAOYSA-N 0.000 claims 1
• UUPNPRGFKWHLKH-UHFFFAOYSA-N 5-(4-bromophenyl)-1-phenyl-6-pyridin-3-ylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Br)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CN=C1 UUPNPRGFKWHLKH-UHFFFAOYSA-N 0.000 claims 1
• ALJWCMHENAOSCQ-UHFFFAOYSA-N 5-(4-bromophenyl)-1-tert-butyl-6-(2-fluorophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC(C)(C)N1N=CC(C(N2C=3C=CC(Br)=CC=3)=O)=C1N=C2C1=CC=CC=C1F ALJWCMHENAOSCQ-UHFFFAOYSA-N 0.000 claims 1
• NRSAYQXHPVMSKO-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2,4-dichlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound ClC1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 NRSAYQXHPVMSKO-UHFFFAOYSA-N 0.000 claims 1
• CCSUCWGIPXGSDF-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2,4-dichlorophenyl)-3-methylsulfanyl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=2N=C(C=3C(=CC(Cl)=CC=3)Cl)N(C=3C=CC(Br)=CC=3)C(=O)C=2C(SC)=NN1C1=CC=CC=C1 CCSUCWGIPXGSDF-UHFFFAOYSA-N 0.000 claims 1
• VKJHBONZDGPMAS-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2,4-dichlorophenyl)-3-methylsulfonyl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=2N=C(C=3C(=CC(Cl)=CC=3)Cl)N(C=3C=CC(Br)=CC=3)C(=O)C=2C(S(=O)(=O)C)=NN1C1=CC=CC=C1 VKJHBONZDGPMAS-UHFFFAOYSA-N 0.000 claims 1
• OEBJBLRPUYANKO-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2,4-difluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC(F)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 OEBJBLRPUYANKO-UHFFFAOYSA-N 0.000 claims 1
• BYKAAIRKYWYTMK-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2,6-dichlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound ClC1=CC=CC(Cl)=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 BYKAAIRKYWYTMK-UHFFFAOYSA-N 0.000 claims 1
• SWQMAJZBSKXELP-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2,6-difluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC(F)=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 SWQMAJZBSKXELP-UHFFFAOYSA-N 0.000 claims 1
• FOUGBFGIJMJMHB-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound ClC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 FOUGBFGIJMJMHB-UHFFFAOYSA-N 0.000 claims 1
• LTNPJQLFYHCNGF-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-(2-hydroxyethyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound OCCN1N=CC(C(N2C=3C=CC(Br)=CC=3)=O)=C1N=C2C1=CC=CC=C1F LTNPJQLFYHCNGF-UHFFFAOYSA-N 0.000 claims 1
• VDWIKOJRKBDQEE-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-(3-fluorophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC(N2C3=C(C(N(C=4C=CC(Br)=CC=4)C(C=4C(=CC=CC=4)F)=N3)=O)C=N2)=C1 VDWIKOJRKBDQEE-UHFFFAOYSA-N 0.000 claims 1
• PMUNRDRLQSYQSU-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-(4-methoxyphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OC)=CC=C1N1C(N=C(C=2C(=CC=CC=2)F)N(C=2C=CC(Br)=CC=2)C2=O)=C2C=N1 PMUNRDRLQSYQSU-UHFFFAOYSA-N 0.000 claims 1
• NYBVWEFWLFHTAB-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-(morpholine-4-carbonyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C(=O)N1CCOCC1 NYBVWEFWLFHTAB-UHFFFAOYSA-N 0.000 claims 1
• XOFXVDPQECDIOV-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-(oxan-4-yl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1CCOCC1 XOFXVDPQECDIOV-UHFFFAOYSA-N 0.000 claims 1
• YPGHVKQSXGSYKD-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-(thian-4-yl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1CCSCC1 YPGHVKQSXGSYKD-UHFFFAOYSA-N 0.000 claims 1
• JZWNLPCLDXNWAP-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-[4-(trifluoromethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=C(C(F)(F)F)C=C1 JZWNLPCLDXNWAP-UHFFFAOYSA-N 0.000 claims 1
• OKSWCQBDBKHZOG-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-methylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CN1N=CC(C(N2C=3C=CC(Br)=CC=3)=O)=C1N=C2C1=CC=CC=C1F OKSWCQBDBKHZOG-UHFFFAOYSA-N 0.000 claims 1
• AENVNGDHIIEYHT-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 AENVNGDHIIEYHT-UHFFFAOYSA-N 0.000 claims 1
• UNQVGQBMTIXWHG-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-pyridin-2-ylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=N1 UNQVGQBMTIXWHG-UHFFFAOYSA-N 0.000 claims 1
• CLQISLUXROVCLW-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-fluorophenyl)-1-quinolin-2-ylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=C(C=CC=C2)C2=N1 CLQISLUXROVCLW-UHFFFAOYSA-N 0.000 claims 1
• WFIJVPDVGTUQAK-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-methoxyphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound COC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 WFIJVPDVGTUQAK-UHFFFAOYSA-N 0.000 claims 1
• WXGNKFJLXNBNME-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 WXGNKFJLXNBNME-UHFFFAOYSA-N 0.000 claims 1
• CDRGMJUORSCGTH-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(2-methylphenyl)-1-pyridin-2-ylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=N1 CDRGMJUORSCGTH-UHFFFAOYSA-N 0.000 claims 1
• HRLWAFQSMMQELZ-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(3,4-dichlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=C(Cl)C(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 HRLWAFQSMMQELZ-UHFFFAOYSA-N 0.000 claims 1
• JZTNHBLCQUUIJA-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(3-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound ClC1=CC=CC(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Br)=CC=2)=C1 JZTNHBLCQUUIJA-UHFFFAOYSA-N 0.000 claims 1
• MIWBSZXTENKDNP-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(3-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Br)=CC=2)=C1 MIWBSZXTENKDNP-UHFFFAOYSA-N 0.000 claims 1
• MNJDBHHGQPLUDS-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(3-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Br)=CC=2)=C1 MNJDBHHGQPLUDS-UHFFFAOYSA-N 0.000 claims 1
• WIUCPYCEYTYWDM-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(4-chlorophenyl)-1-methyl-3-phenylpyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=2N=C(C=3C=CC(Br)=CC=3)N(C=3C=CC(Cl)=CC=3)C(=O)C=2N(C)N=C1C1=CC=CC=C1 WIUCPYCEYTYWDM-UHFFFAOYSA-N 0.000 claims 1
• SGGJKJSDGNSNJN-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(4-chlorophenyl)-1-methylsulfonyl-3-phenylpyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=2N=C(C=3C=CC(Br)=CC=3)N(C=3C=CC(Cl)=CC=3)C(=O)C=2N(S(=O)(=O)C)N=C1C1=CC=CC=C1 SGGJKJSDGNSNJN-UHFFFAOYSA-N 0.000 claims 1
• KCSXPQZNRWZJTJ-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 KCSXPQZNRWZJTJ-UHFFFAOYSA-N 0.000 claims 1
• DRMHLXRMPCRKLA-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(4-chlorophenyl)-3-phenyl-1h-pyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(NN=C2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1 DRMHLXRMPCRKLA-UHFFFAOYSA-N 0.000 claims 1
• GVCQZIWKXNNQLH-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(4-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(F)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 GVCQZIWKXNNQLH-UHFFFAOYSA-N 0.000 claims 1
• JNJJJAIZOSVPRC-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(4-methoxyphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OC)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 JNJJJAIZOSVPRC-UHFFFAOYSA-N 0.000 claims 1
• OBSGRCRYWAXULL-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(4-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 OBSGRCRYWAXULL-UHFFFAOYSA-N 0.000 claims 1
• FZOKQOPSDIUYKU-UHFFFAOYSA-N 5-(4-bromophenyl)-6-(4-tert-butylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)(C)C)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 FZOKQOPSDIUYKU-UHFFFAOYSA-N 0.000 claims 1
• MGNLIZFEFJJQPJ-UHFFFAOYSA-N 5-(4-bromophenyl)-6-[4-(4-fluorophenyl)piperazin-1-yl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(F)=CC=C1N1CCN(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Br)=CC=2)CC1 MGNLIZFEFJJQPJ-UHFFFAOYSA-N 0.000 claims 1
• WYTOQKHOLMVLBZ-UHFFFAOYSA-N 5-(4-bromophenyl)-6-morpholin-4-yl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Br)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1N1CCOCC1 WYTOQKHOLMVLBZ-UHFFFAOYSA-N 0.000 claims 1
• JCBYGXZQZIBSJB-UHFFFAOYSA-N 5-(4-butoxyphenyl)-6-(2-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OCCCC)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1F JCBYGXZQZIBSJB-UHFFFAOYSA-N 0.000 claims 1
• JYRKWNNWEOGAEQ-UHFFFAOYSA-N 5-(4-chloro-2-fluorophenyl)-6-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Cl)C=C1 JYRKWNNWEOGAEQ-UHFFFAOYSA-N 0.000 claims 1
• KHWFRSPWMBNHPH-UHFFFAOYSA-N 5-(4-chloro-3-methylphenyl)-1-phenyl-6-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=C(C)C(Cl)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 KHWFRSPWMBNHPH-UHFFFAOYSA-N 0.000 claims 1
• XZEULPBGZKKVGC-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-(oxan-4-yl)-6-(4-phenylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C3CCOCC3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 XZEULPBGZKKVGC-UHFFFAOYSA-N 0.000 claims 1
• UJATXPNEQQRLDP-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-phenylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 UJATXPNEQQRLDP-UHFFFAOYSA-N 0.000 claims 1
• FUXHFUZLVSJXKQ-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-phenylpiperazin-1-yl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1N1CCN(C=2C=CC=CC=2)CC1 FUXHFUZLVSJXKQ-UHFFFAOYSA-N 0.000 claims 1
• VSRRMKVVIOQQHC-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-piperidin-1-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(N2CCCCC2)C=C1 VSRRMKVVIOQQHC-UHFFFAOYSA-N 0.000 claims 1
• NEFOOJZAPHPRBP-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-pyrazin-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2N=CC=NC=2)C=C1 NEFOOJZAPHPRBP-UHFFFAOYSA-N 0.000 claims 1
• PIQOWPRRCULDDD-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-pyrazol-1-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(N2N=CC=C2)C=C1 PIQOWPRRCULDDD-UHFFFAOYSA-N 0.000 claims 1
• FBYFRFMYNJRAII-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-pyridazin-3-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2N=NC=CC=2)C=C1 FBYFRFMYNJRAII-UHFFFAOYSA-N 0.000 claims 1
• LXVUPOZOCZCPRG-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-pyridin-2-ylpiperazin-1-yl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1N1CCN(C=2N=CC=CC=2)CC1 LXVUPOZOCZCPRG-UHFFFAOYSA-N 0.000 claims 1
• PHUDPJVYKAMFLB-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-pyridin-3-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C=NC=CC=2)C=C1 PHUDPJVYKAMFLB-UHFFFAOYSA-N 0.000 claims 1
• MVGZQHBNCHWICT-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-pyridin-4-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C=CN=CC=2)C=C1 MVGZQHBNCHWICT-UHFFFAOYSA-N 0.000 claims 1
• KGFQWMXEDVCLOH-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-pyridin-4-ylpiperazin-1-yl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1N1CCN(C=2C=CN=CC=2)CC1 KGFQWMXEDVCLOH-UHFFFAOYSA-N 0.000 claims 1
• LRLOWWKGVXPFTP-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-pyrimidin-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2N=CC=CN=2)C=C1 LRLOWWKGVXPFTP-UHFFFAOYSA-N 0.000 claims 1
• LCOWGKUNACIEMB-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-pyrimidin-4-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2N=CN=CC=2)C=C1 LCOWGKUNACIEMB-UHFFFAOYSA-N 0.000 claims 1
• MSMRRMVLQSMLAF-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-(4-thiophen-3-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C2=CSC=C2)C=C1 MSMRRMVLQSMLAF-UHFFFAOYSA-N 0.000 claims 1
• NHDVULQHKIETPA-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-[4-(1h-pyrazol-5-yl)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2NN=CC=2)C=C1 NHDVULQHKIETPA-UHFFFAOYSA-N 0.000 claims 1
• ZIVDTPSEPAUQHH-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-[4-(trifluoromethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(F)(F)F)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 ZIVDTPSEPAUQHH-UHFFFAOYSA-N 0.000 claims 1
• MEDKQSKIMGKDJT-UHFFFAOYSA-N 5-(4-chlorophenyl)-1-phenyl-6-[4-[4-(trifluoromethyl)phenyl]phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(F)(F)F)=CC=C1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 MEDKQSKIMGKDJT-UHFFFAOYSA-N 0.000 claims 1
• BYYPHJDVWJEWNI-UHFFFAOYSA-N 5-(4-chlorophenyl)-3-methylsulfonyl-1-phenyl-6-(4-pyridin-4-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=2N=C(C=3C=CC(=CC=3)C=3C=CN=CC=3)N(C=3C=CC(Cl)=CC=3)C(=O)C=2C(S(=O)(=O)C)=NN1C1=CC=CC=C1 BYYPHJDVWJEWNI-UHFFFAOYSA-N 0.000 claims 1
• QMBNNMQRMJBPSZ-UHFFFAOYSA-N 5-(4-chlorophenyl)-4-oxo-1-phenyl-6-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidine-3-carbonitrile Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1C(C#N)=NN2C1=CC=CC=C1 QMBNNMQRMJBPSZ-UHFFFAOYSA-N 0.000 claims 1
• JLGYISOMSXAEKU-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-1-(4-fluorophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(F)=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2C=N1 JLGYISOMSXAEKU-UHFFFAOYSA-N 0.000 claims 1
• JYFSAXZZRGLODI-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-1-(4-nitrophenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC([N+](=O)[O-])=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2C=N1 JYFSAXZZRGLODI-UHFFFAOYSA-N 0.000 claims 1
• DUXFJWCJMMVQRG-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-1-[4-(hydroxymethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(CO)=CC=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2C=N1 DUXFJWCJMMVQRG-UHFFFAOYSA-N 0.000 claims 1
• LJIYIJXXXVCFDS-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-1-[4-(morpholine-4-carbonyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)=C2N=C1C1=CC=C(Cl)C=C1Cl LJIYIJXXXVCFDS-UHFFFAOYSA-N 0.000 claims 1
• NKHCJJRXVRKRCH-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-1-[4-[(4-methylpiperazin-1-yl)methyl]phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1CN(C)CCN1CC1=CC=C(N2C3=C(C(N(C=4C=CC(Cl)=CC=4)C(C=4C(=CC(Cl)=CC=4)Cl)=N3)=O)C=N2)C=C1 NKHCJJRXVRKRCH-UHFFFAOYSA-N 0.000 claims 1
• NZFYKIILQAEXGJ-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-3-(4-methylpiperazin-1-yl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1CN(C)CCN1C(C=1C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=NC=11)=NN1C1=CC=CC=C1 NZFYKIILQAEXGJ-UHFFFAOYSA-N 0.000 claims 1
• QDEVMJFEKZUAPB-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-3-methylsulfanyl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=2N=C(C=3C(=CC(Cl)=CC=3)Cl)N(C=3C=CC(Cl)=CC=3)C(=O)C=2C(SC)=NN1C1=CC=CC=C1 QDEVMJFEKZUAPB-UHFFFAOYSA-N 0.000 claims 1
• BWZTWEBMIQSBCR-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-3-methylsulfonyl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=2N=C(C=3C(=CC(Cl)=CC=3)Cl)N(C=3C=CC(Cl)=CC=3)C(=O)C=2C(S(=O)(=O)C)=NN1C1=CC=CC=C1 BWZTWEBMIQSBCR-UHFFFAOYSA-N 0.000 claims 1
• YJPCCIOXAASMKO-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-4-[2-(4-methylpiperazin-1-yl)ethoxy]-1-phenylpyrazolo[3,4-b]pyridine Chemical compound C1CN(C)CCN1CCOC(C=1C=NN(C=1N=C1C=2C(=CC(Cl)=CC=2)Cl)C=2C=CC=CC=2)=C1C1=CC=C(Cl)C=C1 YJPCCIOXAASMKO-UHFFFAOYSA-N 0.000 claims 1
• KKHWJDKTKHQREG-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2-chloro-4-phenylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1Cl KKHWJDKTKHQREG-UHFFFAOYSA-N 0.000 claims 1
• XLYBSQYGPOELCJ-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2-fluoro-4-morpholin-4-ylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC(N2CCOCC2)=CC=C1C1=NC=2N(C=3C=CC=CC=3)N=CC=2C(=O)N1C1=CC=C(Cl)C=C1 XLYBSQYGPOELCJ-UHFFFAOYSA-N 0.000 claims 1
• QCBWYURTADFEAI-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(2-fluoro-4-phenylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC(C=2C=CC=CC=2)=CC=C1C1=NC=2N(C=3C=CC=CC=3)N=CC=2C(=O)N1C1=CC=C(Cl)C=C1 QCBWYURTADFEAI-UHFFFAOYSA-N 0.000 claims 1
• IMHKZEZJRDGBQK-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(3-fluoro-4-phenylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=CC=C1C1=CC=CC=C1 IMHKZEZJRDGBQK-UHFFFAOYSA-N 0.000 claims 1
• VRXFDXJDRFCQEU-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(3-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=C1 VRXFDXJDRFCQEU-UHFFFAOYSA-N 0.000 claims 1
• CJNIOJFYSRVPOC-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(4-imidazol-1-ylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(N2C=NC=C2)C=C1 CJNIOJFYSRVPOC-UHFFFAOYSA-N 0.000 claims 1
• UFWZQNVRLMZAJW-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(4-iodophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(I)C=C1 UFWZQNVRLMZAJW-UHFFFAOYSA-N 0.000 claims 1
• RVQDJZFMMGKQHZ-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(4-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 RVQDJZFMMGKQHZ-UHFFFAOYSA-N 0.000 claims 1
• GIOHKSNBXOHGOF-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(4-methylsulfonylpiperazin-1-yl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1CN(S(=O)(=O)C)CCN1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 GIOHKSNBXOHGOF-UHFFFAOYSA-N 0.000 claims 1
• SZUDOMLCODKDDA-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(4-morpholin-4-ylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(N2CCOCC2)C=C1 SZUDOMLCODKDDA-UHFFFAOYSA-N 0.000 claims 1
• UBTNNQYFMVAWSA-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-(4-phenoxyphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C(C=C1)=CC=C1OC1=CC=CC=C1 UBTNNQYFMVAWSA-UHFFFAOYSA-N 0.000 claims 1
• DIPUIJQPRWPKHP-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[1-(3-fluorophenyl)pyrazol-4-yl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC(N2N=CC(=C2)C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=C1 DIPUIJQPRWPKHP-UHFFFAOYSA-N 0.000 claims 1
• YPKWQMAECYYHFL-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[2-fluoro-4-(4-propan-2-ylpiperazin-1-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C(F)=C1 YPKWQMAECYYHFL-UHFFFAOYSA-N 0.000 claims 1
• TYBIJLCPVSCJIJ-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[3-fluoro-4-(4-propan-2-ylpiperazin-1-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1F TYBIJLCPVSCJIJ-UHFFFAOYSA-N 0.000 claims 1
• WUIJWRSPXISDAT-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(1,2-oxazol-4-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C2=CON=C2)C=C1 WUIJWRSPXISDAT-UHFFFAOYSA-N 0.000 claims 1
• FAVUGUGYHZMFDP-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(1,2-oxazol-5-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2ON=CC=2)C=C1 FAVUGUGYHZMFDP-UHFFFAOYSA-N 0.000 claims 1
• QVZWVIYXVRVVFP-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(1-methylimidazol-2-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CN1C=CN=C1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 QVZWVIYXVRVVFP-UHFFFAOYSA-N 0.000 claims 1
• IXOMCKQEESRTTH-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(1-methylpyrazol-3-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CN1C=CC(C=2C=CC(=CC=2)C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=N1 IXOMCKQEESRTTH-UHFFFAOYSA-N 0.000 claims 1
• VDSIPWQVBDQOIF-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(1h-imidazol-2-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2NC=CN=2)C=C1 VDSIPWQVBDQOIF-UHFFFAOYSA-N 0.000 claims 1
• FEPKWKMQGCNDKH-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(2-chloropyrimidin-4-yl)phenyl]-3-methylsulfonyl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=2N=C(C=3C=CC(=CC=3)C=3N=C(Cl)N=CC=3)N(C=3C=CC(Cl)=CC=3)C(=O)C=2C(S(=O)(=O)C)=NN1C1=CC=CC=C1 FEPKWKMQGCNDKH-UHFFFAOYSA-N 0.000 claims 1
• WCBYBYFKBUHMRP-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(2-ethylimidazol-1-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CCC1=NC=CN1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 WCBYBYFKBUHMRP-UHFFFAOYSA-N 0.000 claims 1
• SJTMDYPARQJDJF-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(2-fluorophenyl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 SJTMDYPARQJDJF-UHFFFAOYSA-N 0.000 claims 1
• HRRDKUUOUZSFDI-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(2-methylimidazol-1-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=NC=CN1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 HRRDKUUOUZSFDI-UHFFFAOYSA-N 0.000 claims 1
• GCGNQBACGHELRT-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(2-methylphenyl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC=C1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 GCGNQBACGHELRT-UHFFFAOYSA-N 0.000 claims 1
• ZYWUCANBKHJQRE-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(2-methylpyrazol-3-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CN1N=CC=C1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 ZYWUCANBKHJQRE-UHFFFAOYSA-N 0.000 claims 1
• VMDLPPCXABZQFN-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(2-methylpyrimidin-4-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=NC=CC(C=2C=CC(=CC=2)C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=N1 VMDLPPCXABZQFN-UHFFFAOYSA-N 0.000 claims 1
• DXDVUAFRRLFTQQ-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(3,5-dimethyl-1,2-oxazol-4-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=NOC(C)=C1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 DXDVUAFRRLFTQQ-UHFFFAOYSA-N 0.000 claims 1
• UOXJPNOQIXYJJC-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(3,6-dimethylpyrazin-2-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CN=C(C)C(C=2C=CC(=CC=2)C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=N1 UOXJPNOQIXYJJC-UHFFFAOYSA-N 0.000 claims 1
• PLSMUDWFPDRGDV-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(3-fluorophenyl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC(C=2C=CC(=CC=2)C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=C1 PLSMUDWFPDRGDV-UHFFFAOYSA-N 0.000 claims 1
• BJEHPWCUHIWNIP-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(4-fluorophenyl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(F)=CC=C1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 BJEHPWCUHIWNIP-UHFFFAOYSA-N 0.000 claims 1
• VMOLNJHNXPRHRC-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(4-fluorophenyl)piperazin-1-yl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(F)=CC=C1N1CCN(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)CC1 VMOLNJHNXPRHRC-UHFFFAOYSA-N 0.000 claims 1
• CTIWKIZBDJGRGP-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(4-methylimidazol-1-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=NC(C)=CN1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 CTIWKIZBDJGRGP-UHFFFAOYSA-N 0.000 claims 1
• KOYWLFQAJOMUTN-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(6-oxo-1h-pyridin-3-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C2=CNC(=O)C=C2)C=C1 KOYWLFQAJOMUTN-UHFFFAOYSA-N 0.000 claims 1
• DJSQYPNNUTVVBL-UHFFFAOYSA-N 5-(4-chlorophenyl)-6-[4-(furan-3-yl)phenyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C2=COC=C2)C=C1 DJSQYPNNUTVVBL-UHFFFAOYSA-N 0.000 claims 1
• RLLFOGZEYMBDAC-UHFFFAOYSA-N 5-(4-ethoxyphenyl)-1,6-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OCC)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1 RLLFOGZEYMBDAC-UHFFFAOYSA-N 0.000 claims 1
• SXVDBDACKIJQFH-UHFFFAOYSA-N 5-(4-ethoxyphenyl)-6-(2-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OCC)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1F SXVDBDACKIJQFH-UHFFFAOYSA-N 0.000 claims 1
• OBKCCUHDEJMTCI-UHFFFAOYSA-N 5-(4-ethoxyphenyl)-6-(4-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OCC)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C)C=C1 OBKCCUHDEJMTCI-UHFFFAOYSA-N 0.000 claims 1
• HQBCTHNFYGFTAV-UHFFFAOYSA-N 5-(4-fluorophenyl)-6-(2-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC=C1C(N(C1=O)C=2C=CC(F)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 HQBCTHNFYGFTAV-UHFFFAOYSA-N 0.000 claims 1
• ALCGTUDMLRZXKN-UHFFFAOYSA-N 5-(4-fluorophenyl)-6-(3-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(F)=CC=2)=C1 ALCGTUDMLRZXKN-UHFFFAOYSA-N 0.000 claims 1
• FBCKUZYUFVWIBZ-UHFFFAOYSA-N 5-(4-fluorophenyl)-6-(4-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(F)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 FBCKUZYUFVWIBZ-UHFFFAOYSA-N 0.000 claims 1
• ZSQUVPGLHAWOPI-UHFFFAOYSA-N 5-(4-methoxyphenyl)-1,6-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OC)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1 ZSQUVPGLHAWOPI-UHFFFAOYSA-N 0.000 claims 1
• XGJYMGFLZJCJHO-UHFFFAOYSA-N 5-(4-methoxyphenyl)-6-(4-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OC)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C)C=C1 XGJYMGFLZJCJHO-UHFFFAOYSA-N 0.000 claims 1
• WGPDUTXOBVXSRI-UHFFFAOYSA-N 5-(4-methylphenyl)-1,6-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1 WGPDUTXOBVXSRI-UHFFFAOYSA-N 0.000 claims 1
• KGOZTIXGPYWKJT-UHFFFAOYSA-N 5-(4-tert-butylphenyl)-6-(2-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)(C)C)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1F KGOZTIXGPYWKJT-UHFFFAOYSA-N 0.000 claims 1
• MNDHYKAEBQEDNV-UHFFFAOYSA-N 5-benzyl-6-(2-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)CC=2C=CC=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 MNDHYKAEBQEDNV-UHFFFAOYSA-N 0.000 claims 1
• IJIMFLXQXAUTDI-UHFFFAOYSA-N 5-cyclohexyl-6-(2-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C2CCCCC2)=NC2=C1C=NN2C1=CC=CC=C1 IJIMFLXQXAUTDI-UHFFFAOYSA-N 0.000 claims 1
• JHRIMKYMRQPWJX-UHFFFAOYSA-N 6-(2,4-dichlorophenyl)-5-(4-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(F)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Cl)C=C1Cl JHRIMKYMRQPWJX-UHFFFAOYSA-N 0.000 claims 1
• YTKYNXCSIAETLJ-UHFFFAOYSA-N 6-(2-bromophenyl)-5-(4-bromophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Br)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1Br YTKYNXCSIAETLJ-UHFFFAOYSA-N 0.000 claims 1
• TVBZGMHWJKMUJW-UHFFFAOYSA-N 6-(2-chloro-4-morpholin-4-ylphenyl)-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(N2CCOCC2)C=C1Cl TVBZGMHWJKMUJW-UHFFFAOYSA-N 0.000 claims 1
• JEZSDRHESDMHBO-UHFFFAOYSA-N 6-(2-fluorophenyl)-1,5-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 JEZSDRHESDMHBO-UHFFFAOYSA-N 0.000 claims 1
• LWAQLQVROYFLHS-UHFFFAOYSA-N 6-(2-fluorophenyl)-1-phenyl-5-(4-phenylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 LWAQLQVROYFLHS-UHFFFAOYSA-N 0.000 claims 1
• KZONCDIPCRMYEE-UHFFFAOYSA-N 6-(2-fluorophenyl)-1-phenyl-5-(4-piperidin-1-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(=CC=2)N2CCCCC2)=NC2=C1C=NN2C1=CC=CC=C1 KZONCDIPCRMYEE-UHFFFAOYSA-N 0.000 claims 1
• IODYPLNWORELCU-UHFFFAOYSA-N 6-(2-fluorophenyl)-1-phenyl-5-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1F IODYPLNWORELCU-UHFFFAOYSA-N 0.000 claims 1
• YNGOZJVXBUBNBW-UHFFFAOYSA-N 6-(2-fluorophenyl)-1-phenyl-5-[4-(trifluoromethoxy)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(OC(F)(F)F)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 YNGOZJVXBUBNBW-UHFFFAOYSA-N 0.000 claims 1
• LTFVTABCNKTQEV-UHFFFAOYSA-N 6-(2-fluorophenyl)-1-phenyl-5-[4-(trifluoromethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=CC(=CC=2)C(F)(F)F)=NC2=C1C=NN2C1=CC=CC=C1 LTFVTABCNKTQEV-UHFFFAOYSA-N 0.000 claims 1
• RSPGDBGQPHGGOB-UHFFFAOYSA-N 6-(2-fluorophenyl)-1-phenyl-5-pyridin-3-ylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC=CC=C1C(N(C1=O)C=2C=NC=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 RSPGDBGQPHGGOB-UHFFFAOYSA-N 0.000 claims 1
• JGNDNQVVNPAJMT-UHFFFAOYSA-N 6-(2-fluorophenyl)-5-(3-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC(N2C(C=3C=NN(C=3N=C2C=2C(=CC=CC=2)F)C=2C=CC=CC=2)=O)=C1 JGNDNQVVNPAJMT-UHFFFAOYSA-N 0.000 claims 1
• ISKBCNMOTUDCIK-UHFFFAOYSA-N 6-(2-fluorophenyl)-5-(4-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(F)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1F ISKBCNMOTUDCIK-UHFFFAOYSA-N 0.000 claims 1
• XRARRQSWWSOIRH-UHFFFAOYSA-N 6-(2-fluorophenyl)-5-(4-methoxyphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OC)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1F XRARRQSWWSOIRH-UHFFFAOYSA-N 0.000 claims 1
• VOFVABHNXPTPSK-UHFFFAOYSA-N 6-(2-fluorophenyl)-5-(4-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1F VOFVABHNXPTPSK-UHFFFAOYSA-N 0.000 claims 1
• RXSSOCHQENKJPZ-UHFFFAOYSA-N 6-(2-fluorophenyl)-5-(4-methylsulfanylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(SC)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1F RXSSOCHQENKJPZ-UHFFFAOYSA-N 0.000 claims 1
• UVALKLHAOVESBN-UHFFFAOYSA-N 6-(3-methylphenyl)-1,5-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 UVALKLHAOVESBN-UHFFFAOYSA-N 0.000 claims 1
• SIOYQFGOQWFIAP-UHFFFAOYSA-N 6-(3-methylphenyl)-1-phenyl-5-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC(C)=C1 SIOYQFGOQWFIAP-UHFFFAOYSA-N 0.000 claims 1
• DVUGYDCGGNOGIV-UHFFFAOYSA-N 6-(3-methylphenyl)-5-(4-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC(C)=C1 DVUGYDCGGNOGIV-UHFFFAOYSA-N 0.000 claims 1
• CNBXMJSADODHEG-UHFFFAOYSA-N 6-(4-acetylphenyl)-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(=O)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 CNBXMJSADODHEG-UHFFFAOYSA-N 0.000 claims 1
• HCTLUSPPKSGJDR-UHFFFAOYSA-N 6-(4-bromo-2-chlorophenyl)-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1Cl HCTLUSPPKSGJDR-UHFFFAOYSA-N 0.000 claims 1
• WIRXLXSPIKMAHZ-UHFFFAOYSA-N 6-(4-bromo-2-fluorophenyl)-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC(Br)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 WIRXLXSPIKMAHZ-UHFFFAOYSA-N 0.000 claims 1
• OEEJLILFNQTPJG-UHFFFAOYSA-N 6-(4-bromophenyl)-1-methyl-5-(4-methylphenyl)-3-phenylpyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N(C)N=C2C1=CC=CC=C1 OEEJLILFNQTPJG-UHFFFAOYSA-N 0.000 claims 1
• MYYLELYEUPMFPZ-UHFFFAOYSA-N 6-(4-bromophenyl)-1-phenyl-5-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1 MYYLELYEUPMFPZ-UHFFFAOYSA-N 0.000 claims 1
• VRPOMJYPGABUIY-UHFFFAOYSA-N 6-(4-bromophenyl)-2-methyl-5-(4-methylphenyl)-3-phenylpyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=CC(C)=CC=C1C(N(C(=O)C1=NN2C)C=3C=CC(Br)=CC=3)=NC1=C2C1=CC=CC=C1 VRPOMJYPGABUIY-UHFFFAOYSA-N 0.000 claims 1
• ICPPYPLLKATGNJ-UHFFFAOYSA-N 6-(4-bromophenyl)-5-(2,4-dimethylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC(C)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1 ICPPYPLLKATGNJ-UHFFFAOYSA-N 0.000 claims 1
• MXZAXCQRIHTBRX-UHFFFAOYSA-N 6-(4-bromophenyl)-5-(2-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1 MXZAXCQRIHTBRX-UHFFFAOYSA-N 0.000 claims 1
• KHTGFAORQYAINE-UHFFFAOYSA-N 6-(4-bromophenyl)-5-(3-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound ClC1=CC=CC(N2C(C=3C=NN(C=3N=C2C=2C=CC(Br)=CC=2)C=2C=CC=CC=2)=O)=C1 KHTGFAORQYAINE-UHFFFAOYSA-N 0.000 claims 1
• GZLNDAPAIUIDQU-UHFFFAOYSA-N 6-(4-bromophenyl)-5-(4-chlorophenyl)-3-(morpholine-4-carbonyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(C(C(=O)N2CCOCC2)=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1 GZLNDAPAIUIDQU-UHFFFAOYSA-N 0.000 claims 1
• COTQVJQUIDYXSZ-UHFFFAOYSA-N 6-(4-bromophenyl)-5-(4-chlorophenyl)-4-oxo-1-phenylpyrazolo[3,4-d]pyrimidine-3-carboxylic acid Chemical compound C1=2N=C(C=3C=CC(Br)=CC=3)N(C=3C=CC(Cl)=CC=3)C(=O)C=2C(C(=O)O)=NN1C1=CC=CC=C1 COTQVJQUIDYXSZ-UHFFFAOYSA-N 0.000 claims 1
• WPQHRZBAWPIZPT-UHFFFAOYSA-N 6-(4-bromophenyl)-5-(4-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(F)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1 WPQHRZBAWPIZPT-UHFFFAOYSA-N 0.000 claims 1
• MMEHYYYPJXTOED-UHFFFAOYSA-N 6-(4-bromophenyl)-5-(4-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1 MMEHYYYPJXTOED-UHFFFAOYSA-N 0.000 claims 1
• IXENPZAYCRHGQE-UHFFFAOYSA-N 6-(4-chlorophenyl)-1,5-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 IXENPZAYCRHGQE-UHFFFAOYSA-N 0.000 claims 1
• FSMFDXOFFGVLLA-UHFFFAOYSA-N 6-(4-chlorophenyl)-1-methyl-3-phenyl-5-(4-propan-2-ylphenyl)pyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N(C)N=C2C1=CC=CC=C1 FSMFDXOFFGVLLA-UHFFFAOYSA-N 0.000 claims 1
• WKTLAPUKGWSFPN-UHFFFAOYSA-N 6-(4-chlorophenyl)-1-methyl-3-phenyl-5-(4-pyridin-2-ylphenyl)pyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=2N=C(C=3C=CC(=CC=3)C=3N=CC=CC=3)N(C=3C=CC(Cl)=CC=3)C(=O)C=2N(C)N=C1C1=CC=CC=C1 WKTLAPUKGWSFPN-UHFFFAOYSA-N 0.000 claims 1
• SAGLDHMSYAHXKS-UHFFFAOYSA-N 6-(4-chlorophenyl)-1-methylsulfonyl-3-phenyl-5-(4-propan-2-ylphenyl)pyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1N(S(C)(=O)=O)N=C2C1=CC=CC=C1 SAGLDHMSYAHXKS-UHFFFAOYSA-N 0.000 claims 1
• DOQGYGTUQNIPES-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-methyl-3-phenyl-5-(4-propan-2-ylphenyl)pyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C(=O)C1=NN2C)C=3C=CC(Cl)=CC=3)=NC1=C2C1=CC=CC=C1 DOQGYGTUQNIPES-UHFFFAOYSA-N 0.000 claims 1
• PSKSEVOQEBMJRH-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-methyl-3-phenyl-5-(4-pyridin-2-ylphenyl)pyrazolo[4,3-d]pyrimidin-7-one Chemical compound C=1C=CC=CC=1C=1N(C)N=C(C(N2C=3C=CC(Cl)=CC=3)=O)C=1N=C2C(C=C1)=CC=C1C1=CC=CC=N1 PSKSEVOQEBMJRH-UHFFFAOYSA-N 0.000 claims 1
• ONDQRBXTUCVCJX-UHFFFAOYSA-N 6-(4-chlorophenyl)-3-phenyl-5-(4-phenylphenyl)-1h-pyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(NN=C2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 ONDQRBXTUCVCJX-UHFFFAOYSA-N 0.000 claims 1
• JSQOQIPCZONMJZ-UHFFFAOYSA-N 6-(4-chlorophenyl)-3-phenyl-5-(4-phenylphenyl)-[1,2]oxazolo[4,3-d]pyrimidin-7-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C2=NOC(C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 JSQOQIPCZONMJZ-UHFFFAOYSA-N 0.000 claims 1
• KOWUDTJUCMGPLQ-UHFFFAOYSA-N 6-(4-chlorophenyl)-3-phenyl-5-(4-propan-2-ylphenyl)-1h-pyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1NN=C2C1=CC=CC=C1 KOWUDTJUCMGPLQ-UHFFFAOYSA-N 0.000 claims 1
• IWMQIKCUZYWWBG-UHFFFAOYSA-N 6-(4-chlorophenyl)-3-phenyl-5-(4-propan-2-ylphenyl)-[1,2]oxazolo[4,3-d]pyrimidin-7-one Chemical compound C1=CC(C(C)C)=CC=C1C1=NC2=C(C=3C=CC=CC=3)ON=C2C(=O)N1C1=CC=C(Cl)C=C1 IWMQIKCUZYWWBG-UHFFFAOYSA-N 0.000 claims 1
• GTLQTIFTEXVLJD-UHFFFAOYSA-N 6-(4-chlorophenyl)-3-phenyl-5-(4-propan-2-ylphenyl)-[1,2]oxazolo[4,5-d]pyrimidin-7-one Chemical compound C1=CC(C(C)C)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1ON=C2C1=CC=CC=C1 GTLQTIFTEXVLJD-UHFFFAOYSA-N 0.000 claims 1
• MOJVEXVNNANYJN-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1C(N(C1=O)C=2C(=CC(Cl)=CC=2)Cl)=NC2=C1C=NN2C1=CC=CC=C1 MOJVEXVNNANYJN-UHFFFAOYSA-N 0.000 claims 1
• QVLRHMCAKVWHPC-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-3-phenylimidazo[4,5-b]pyridin-7-amine Chemical compound C=1C=C(Cl)C=C(Cl)C=1C1=NC=2N(C=3C=CC=CC=3)C=NC=2C(N)=C1C1=CC=C(Cl)C=C1 QVLRHMCAKVWHPC-UHFFFAOYSA-N 0.000 claims 1
• MCXPYUXXXQJSHG-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(2,4-difluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound FC1=CC(F)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Cl)C=C1 MCXPYUXXXQJSHG-UHFFFAOYSA-N 0.000 claims 1
• NVLXAGRSNYTNGV-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(2-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Cl)C=C1 NVLXAGRSNYTNGV-UHFFFAOYSA-N 0.000 claims 1
• FCEIPDQFWTUOGR-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3,5-dimethylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC(C)=CC(N2C(C=3C=NN(C=3N=C2C=2C=CC(Cl)=CC=2)C=2C=CC=CC=2)=O)=C1 FCEIPDQFWTUOGR-UHFFFAOYSA-N 0.000 claims 1
• BYDDPXHDRAOTMO-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3-methylphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CC1=CC=CC(N2C(C=3C=NN(C=3N=C2C=2C=CC(Cl)=CC=2)C=2C=CC=CC=2)=O)=C1 BYDDPXHDRAOTMO-UHFFFAOYSA-N 0.000 claims 1
• XCDRNJXUUVWVMT-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(4-ethoxyphenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(OCC)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Cl)C=C1 XCDRNJXUUVWVMT-UHFFFAOYSA-N 0.000 claims 1
• FCYUOLKDUVVDJS-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(4-fluorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(F)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Cl)C=C1 FCYUOLKDUVVDJS-UHFFFAOYSA-N 0.000 claims 1
• POYSPKBDRLZYEA-UHFFFAOYSA-N 6-(4-methylphenyl)-1,5-diphenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=CC=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 POYSPKBDRLZYEA-UHFFFAOYSA-N 0.000 claims 1
• ZJMFIEXPQMBOLU-UHFFFAOYSA-N 6-(4-methylphenyl)-1-phenyl-5-(4-propan-2-ylphenyl)pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C(C)C)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C)C=C1 ZJMFIEXPQMBOLU-UHFFFAOYSA-N 0.000 claims 1
• VVSOPFHEBCYHKN-UHFFFAOYSA-N 6-[2-chloro-4-(4-methylpiperazin-1-yl)phenyl]-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1CN(C)CCN1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C(Cl)=C1 VVSOPFHEBCYHKN-UHFFFAOYSA-N 0.000 claims 1
• SXNAFSAXVGSMRS-UHFFFAOYSA-N 6-[4-(2-aminopyrimidin-4-yl)phenyl]-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound NC1=NC=CC(C=2C=CC(=CC=2)C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=N1 SXNAFSAXVGSMRS-UHFFFAOYSA-N 0.000 claims 1
• ZIUWTSBERAPYFU-UHFFFAOYSA-N 6-[4-(2-aminopyrimidin-4-yl)phenyl]-5-(4-chlorophenyl)-3-methylsulfanyl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=2N=C(C=3C=CC(=CC=3)C=3N=C(N)N=CC=3)N(C=3C=CC(Cl)=CC=3)C(=O)C=2C(SC)=NN1C1=CC=CC=C1 ZIUWTSBERAPYFU-UHFFFAOYSA-N 0.000 claims 1
• NALVOHWSZGQGAM-UHFFFAOYSA-N 6-[4-(2-aminopyrimidin-4-yl)phenyl]-5-(4-chlorophenyl)-3-methylsulfonyl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=2N=C(C=3C=CC(=CC=3)C=3N=C(N)N=CC=3)N(C=3C=CC(Cl)=CC=3)C(=O)C=2C(S(=O)(=O)C)=NN1C1=CC=CC=C1 NALVOHWSZGQGAM-UHFFFAOYSA-N 0.000 claims 1
• MQPMOVJMBCYFOH-UHFFFAOYSA-N 6-[4-(2-butoxyethenyl)phenyl]-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(C=COCCCC)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 MQPMOVJMBCYFOH-UHFFFAOYSA-N 0.000 claims 1
• BNDXMOGJCSPPRR-UHFFFAOYSA-N 6-[4-(2-butoxyethyl)phenyl]-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(CCOCCCC)=CC=C1C(N(C1=O)C=2C=CC(Cl)=CC=2)=NC2=C1C=NN2C1=CC=CC=C1 BNDXMOGJCSPPRR-UHFFFAOYSA-N 0.000 claims 1
• MUCGSWNNGCNWKI-UHFFFAOYSA-N 6-[4-(4-aminopyridin-2-yl)phenyl]-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound NC1=CC=NC(C=2C=CC(=CC=2)C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=C1 MUCGSWNNGCNWKI-UHFFFAOYSA-N 0.000 claims 1
• JJTGAEUVVBDBNE-UHFFFAOYSA-N 6-[4-(6-aminopyrazin-2-yl)phenyl]-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound NC1=CN=CC(C=2C=CC(=CC=2)C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=N1 JJTGAEUVVBDBNE-UHFFFAOYSA-N 0.000 claims 1
• QCZZLDSJIBOZKL-UHFFFAOYSA-N 6-[4-(6-aminopyridin-3-yl)phenyl]-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=NC(N)=CC=C1C1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 QCZZLDSJIBOZKL-UHFFFAOYSA-N 0.000 claims 1
• TYTOPSLDIBYYMY-UHFFFAOYSA-N 6-[4-[(2-aminocyclohexyl)amino]phenyl]-5-(4-chlorophenyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound NC1CCCCC1NC1=CC=C(C=2N(C(=O)C=3C=NN(C=3N=2)C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)C=C1 TYTOPSLDIBYYMY-UHFFFAOYSA-N 0.000 claims 1
• GWRQXCHBZSXNRU-UHFFFAOYSA-N 7-(2-chlorophenyl)-1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N(C=2C(=CC=CC=2)Cl)C=N2)=C2N=C1C1=CC=C(Cl)C=C1Cl GWRQXCHBZSXNRU-UHFFFAOYSA-N 0.000 claims 1
• MLONZKRFIOFHKG-UHFFFAOYSA-N 7-(5-chloro-2-methylphenyl)-1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)purin-6-one Chemical compound CC1=CC=C(Cl)C=C1N1C(C(=O)N(C=2C=CC(Cl)=CC=2)C(C=2C(=CC(Cl)=CC=2)Cl)=N2)=C2N=C1 MLONZKRFIOFHKG-UHFFFAOYSA-N 0.000 claims 1
• YDVCQWHAUNKTNB-UHFFFAOYSA-N 7-benzyl-1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N(CC=2C=CC=CC=2)C=N2)=C2N=C1C1=CC=C(Cl)C=C1Cl YDVCQWHAUNKTNB-UHFFFAOYSA-N 0.000 claims 1
• QMCBRJDMUXDVEB-UHFFFAOYSA-N 7-benzyl-1-(4-chlorophenyl)-2-(4-phenylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N(CC=2C=CC=CC=2)C=N2)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 QMCBRJDMUXDVEB-UHFFFAOYSA-N 0.000 claims 1
• YWCJZLPNUMVQAN-UHFFFAOYSA-N 7-benzyl-2-(4-chlorophenyl)-1-(4-phenylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1C(N(C1=O)C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC2=C1N(CC=1C=CC=CC=1)C=N2 YWCJZLPNUMVQAN-UHFFFAOYSA-N 0.000 claims 1
• HCPZKZUKGNZREZ-UHFFFAOYSA-N 8-(bromomethyl)-1-(4-chlorophenyl)-9-phenyl-2-(4-phenylphenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=C(CBr)N2C=3C=CC=CC=3)=C2N=C1C1=CC=C(C=2C=CC=CC=2)C=C1 HCPZKZUKGNZREZ-UHFFFAOYSA-N 0.000 claims 1
• VJPMWWNCNBLURA-UHFFFAOYSA-N 8-bromo-1-(4-bromophenyl)-2-(4-methylphenyl)-9-phenylpurin-6-one Chemical compound C1=CC(C)=CC=C1C(N(C1=O)C=2C=CC(Br)=CC=2)=NC2=C1N=C(Br)N2C1=CC=CC=C1 VJPMWWNCNBLURA-UHFFFAOYSA-N 0.000 claims 1
• YLTJQDQJAGVNNO-UHFFFAOYSA-N 8-bromo-1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=C(Br)N2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Cl)C=C1Cl YLTJQDQJAGVNNO-UHFFFAOYSA-N 0.000 claims 1
• JEKFZGFWTFBSGB-UHFFFAOYSA-N 8-bromo-2-(4-bromophenyl)-1-(4-chlorophenyl)-9-phenylpurin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=C(Br)N2C=3C=CC=CC=3)=C2N=C1C1=CC=C(Br)C=C1 JEKFZGFWTFBSGB-UHFFFAOYSA-N 0.000 claims 1
• BPSZBCUVEKIWBZ-UHFFFAOYSA-N 9-(5-chloro-2-methylphenyl)-1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)purin-6-one Chemical compound CC1=CC=C(Cl)C=C1N1C(N=C(C=2C(=CC(Cl)=CC=2)Cl)N(C=2C=CC(Cl)=CC=2)C2=O)=C2N=C1 BPSZBCUVEKIWBZ-UHFFFAOYSA-N 0.000 claims 1
• GREXLJIURDIPJP-UHFFFAOYSA-N 9-benzyl-1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)purin-6-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(N=CN2CC=3C=CC=CC=3)=C2N=C1C1=CC=C(Cl)C=C1Cl GREXLJIURDIPJP-UHFFFAOYSA-N 0.000 claims 1
• 208000024827 Alzheimer disease Diseases 0.000 claims 1
• 208000000044 Amnesia Diseases 0.000 claims 1
• 208000019901 Anxiety disease Diseases 0.000 claims 1
• 201000001320 Atherosclerosis Diseases 0.000 claims 1
• WMWDBDYSKSIQBQ-UHFFFAOYSA-N BrC1=CC=C(C=C1)C=1N(C(C2=C(N1)N(N=C2C(=O)O)C2=CC=CC=C2)=O)C2=CC=C(C=C2)Cl.C(C)(C)OC(C)C Chemical compound BrC1=CC=C(C=C1)C=1N(C(C2=C(N1)N(N=C2C(=O)O)C2=CC=CC=C2)=O)C2=CC=C(C=C2)Cl.C(C)(C)OC(C)C WMWDBDYSKSIQBQ-UHFFFAOYSA-N 0.000 claims 1
• 208000032841 Bulimia Diseases 0.000 claims 1
• NCIVDFWIZQJWIN-UHFFFAOYSA-N CN(CC1)CCN1N(C=NC1=C2N=CN1C1=CC=CC=C1)C2=O Chemical compound CN(CC1)CCN1N(C=NC1=C2N=CN1C1=CC=CC=C1)C2=O NCIVDFWIZQJWIN-UHFFFAOYSA-N 0.000 claims 1
• 206010007559 Cardiac failure congestive Diseases 0.000 claims 1
• 206010007572 Cardiac hypertrophy Diseases 0.000 claims 1
• 208000006029 Cardiomegaly Diseases 0.000 claims 1
• 208000024172 Cardiovascular disease Diseases 0.000 claims 1
• 206010008190 Cerebrovascular accident Diseases 0.000 claims 1
• KDDZPNXTAYHVLF-UHFFFAOYSA-N ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C(=NN2C2=CC=CC=C2)S(=O)(=O)C)C2=CC=C(C=C2)C2=CCN(C=C2)O Chemical compound ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C(=NN2C2=CC=CC=C2)S(=O)(=O)C)C2=CC=C(C=C2)C2=CCN(C=C2)O KDDZPNXTAYHVLF-UHFFFAOYSA-N 0.000 claims 1
• AUFJHKIJBSBIRQ-UHFFFAOYSA-N ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C=NN2C2=CC=CC=C2)C2=CC=C(C=C2)C2=C(CN(C=C2)O)C Chemical compound ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C=NN2C2=CC=CC=C2)C2=CC=C(C=C2)C2=C(CN(C=C2)O)C AUFJHKIJBSBIRQ-UHFFFAOYSA-N 0.000 claims 1
• RVWAOGLBNXBMKQ-UHFFFAOYSA-N ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C=NN2C2=CC=CC=C2)C2=CC=C(C=C2)C2=CC(N(C=C2)O)C Chemical compound ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C=NN2C2=CC=CC=C2)C2=CC=C(C=C2)C2=CC(N(C=C2)O)C RVWAOGLBNXBMKQ-UHFFFAOYSA-N 0.000 claims 1
• WAAQGUTVRURSGQ-UHFFFAOYSA-N ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C=NN2C2=CC=CC=C2)C2=CC=C(C=C2)C2=CCN(C=C2)O Chemical compound ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C=NN2C2=CC=CC=C2)C2=CC=C(C=C2)C2=CCN(C=C2)O WAAQGUTVRURSGQ-UHFFFAOYSA-N 0.000 claims 1
• SHWTUDKUPBMIDQ-UHFFFAOYSA-N ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C=NN2C2=CC=CC=C2)C2=CC=C(C=C2)C2N(C=CC=C2)O Chemical compound ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C=NN2C2=CC=CC=C2)C2=CC=C(C=C2)C2N(C=CC=C2)O SHWTUDKUPBMIDQ-UHFFFAOYSA-N 0.000 claims 1
• PKXXSYHARQEYAY-UHFFFAOYSA-N ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C=NN2C2=CC=CC=C2)C2=CC=C(C=C2)C=2CN(C=CC2)O Chemical compound ClC1=CC=C(C=C1)N1C(=NC2=C(C1=O)C=NN2C2=CC=CC=C2)C2=CC=C(C=C2)C=2CN(C=CC2)O PKXXSYHARQEYAY-UHFFFAOYSA-N 0.000 claims 1
• KJJLUPYSFWUOEX-UHFFFAOYSA-N ClC1=CC=C(C=C1)N1C(=NC=2N(C=NC2C1=O)C1=CC=CC=C1)C1=CC=C(C=C1)C1=CCN(C=C1)O Chemical compound ClC1=CC=C(C=C1)N1C(=NC=2N(C=NC2C1=O)C1=CC=CC=C1)C1=CC=C(C=C1)C1=CCN(C=C1)O KJJLUPYSFWUOEX-UHFFFAOYSA-N 0.000 claims 1
• RYEILHNLWFDVQK-UHFFFAOYSA-N ClC1=CC=C(C=C1)N1C(=NC=2N=CN(C2C1=O)C=1N(C2=CC=CC=C2C1)C(=O)O)C1=C(C=C(C=C1)Cl)Cl.C(C)(C)(C)OC(C)(C)C Chemical compound ClC1=CC=C(C=C1)N1C(=NC=2N=CN(C2C1=O)C=1N(C2=CC=CC=C2C1)C(=O)O)C1=C(C=C(C=C1)Cl)Cl.C(C)(C)(C)OC(C)(C)C RYEILHNLWFDVQK-UHFFFAOYSA-N 0.000 claims 1
• 208000028698 Cognitive impairment Diseases 0.000 claims 1
• 206010012289 Dementia Diseases 0.000 claims 1
• 206010012442 Dermatitis contact Diseases 0.000 claims 1
• 206010014612 Encephalitis viral Diseases 0.000 claims 1
• 208000030836 Hashimoto thyroiditis Diseases 0.000 claims 1
• 206010019196 Head injury Diseases 0.000 claims 1
• 206010019280 Heart failures Diseases 0.000 claims 1
• 208000035150 Hypercholesterolemia Diseases 0.000 claims 1
• 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
• 206010022489 Insulin Resistance Diseases 0.000 claims 1
• 206010026749 Mania Diseases 0.000 claims 1
• 208000019695 Migraine disease Diseases 0.000 claims 1
• 206010028980 Neoplasm Diseases 0.000 claims 1
• FTEQEIYEPVRMOR-UHFFFAOYSA-N O=C1NC=NC2=C1C(C(C=C1)=CC(F)=C1N1CCOCC1)=NN2C1=CC=CC=C1 Chemical compound O=C1NC=NC2=C1C(C(C=C1)=CC(F)=C1N1CCOCC1)=NN2C1=CC=CC=C1 FTEQEIYEPVRMOR-UHFFFAOYSA-N 0.000 claims 1
• 208000018737 Parkinson disease Diseases 0.000 claims 1
• PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims 1
• 201000004681 Psoriasis Diseases 0.000 claims 1
• 208000028017 Psychotic disease Diseases 0.000 claims 1
• 206010063837 Reperfusion injury Diseases 0.000 claims 1
• 206010039085 Rhinitis allergic Diseases 0.000 claims 1
• 210000001744 T-lymphocyte Anatomy 0.000 claims 1
• 206010052779 Transplant rejections Diseases 0.000 claims 1
• 208000030886 Traumatic Brain injury Diseases 0.000 claims 1
• 208000026935 allergic disease Diseases 0.000 claims 1
• 201000010105 allergic rhinitis Diseases 0.000 claims 1
• 125000003277 amino group Chemical group 0.000 claims 1
• 230000036506 anxiety Effects 0.000 claims 1
• 208000006673 asthma Diseases 0.000 claims 1
• 210000004556 brain Anatomy 0.000 claims 1
• 201000011510 cancer Diseases 0.000 claims 1
• 230000000747 cardiac effect Effects 0.000 claims 1
• 230000015556 catabolic process Effects 0.000 claims 1
• 201000001883 cholelithiasis Diseases 0.000 claims 1
• 208000010877 cognitive disease Diseases 0.000 claims 1
• 208000010247 contact dermatitis Diseases 0.000 claims 1
• 230000007547 defect Effects 0.000 claims 1
• 206010012601 diabetes mellitus Diseases 0.000 claims 1
• 125000002474 dimethylaminoethoxy group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])O* 0.000 claims 1
• 239000003937 drug carrier Substances 0.000 claims 1
• 230000004064 dysfunction Effects 0.000 claims 1
• 206010015037 epilepsy Diseases 0.000 claims 1
• 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
• DRAGIKIPAJKHMR-UHFFFAOYSA-N ethyl 6-(4-bromophenyl)-5-(4-chlorophenyl)-4-oxo-1-phenylpyrazolo[3,4-d]pyrimidine-3-carboxylate Chemical compound C1=2N=C(C=3C=CC(Br)=CC=3)N(C=3C=CC(Cl)=CC=3)C(=O)C=2C(C(=O)OCC)=NN1C1=CC=CC=C1 DRAGIKIPAJKHMR-UHFFFAOYSA-N 0.000 claims 1
• 208000006575 hypertriglyceridemia Diseases 0.000 claims 1
• 230000002757 inflammatory effect Effects 0.000 claims 1
• 208000037906 ischaemic injury Diseases 0.000 claims 1
• 230000000302 ischemic effect Effects 0.000 claims 1
• 230000005980 lung dysfunction Effects 0.000 claims 1
• 230000004199 lung function Effects 0.000 claims 1
• 206010025135 lupus erythematosus Diseases 0.000 claims 1
• IOWAOXUHGGOVGL-UHFFFAOYSA-N methyl 4-[6-(2-fluorophenyl)-4-oxo-1-phenylpyrazolo[3,4-d]pyrimidin-5-yl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1N1C(=O)C(C=NN2C=3C=CC=CC=3)=C2N=C1C1=CC=CC=C1F IOWAOXUHGGOVGL-UHFFFAOYSA-N 0.000 claims 1
• 206010027599 migraine Diseases 0.000 claims 1
• 201000006417 multiple sclerosis Diseases 0.000 claims 1
• 208000010125 myocardial infarction Diseases 0.000 claims 1
• WPNZRJUVWBOMHS-UHFFFAOYSA-N n-[[1-(4-chlorophenyl)-6-oxo-9-phenyl-2-(4-phenylphenyl)purin-8-yl]methyl]methanesulfonamide Chemical compound C=1C=CC=CC=1N1C(CNS(=O)(=O)C)=NC(C(N2C=3C=CC(Cl)=CC=3)=O)=C1N=C2C(C=C1)=CC=C1C1=CC=CC=C1 WPNZRJUVWBOMHS-UHFFFAOYSA-N 0.000 claims 1
• 230000004770 neurodegeneration Effects 0.000 claims 1
• 208000015122 neurodegenerative disease Diseases 0.000 claims 1
• 230000001272 neurogenic effect Effects 0.000 claims 1
• 201000001119 neuropathy Diseases 0.000 claims 1
• 230000007823 neuropathy Effects 0.000 claims 1
• 201000008482 osteoarthritis Diseases 0.000 claims 1
• 208000033808 peripheral neuropathy Diseases 0.000 claims 1
• 201000010065 polycystic ovary syndrome Diseases 0.000 claims 1
• 208000020016 psychiatric disease Diseases 0.000 claims 1
• 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 1
• 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
• 201000000980 schizophrenia Diseases 0.000 claims 1
• 208000019116 sleep disease Diseases 0.000 claims 1
• 208000022925 sleep disturbance Diseases 0.000 claims 1
• 201000009032 substance abuse Diseases 0.000 claims 1
• 231100000736 substance abuse Toxicity 0.000 claims 1
• 208000011117 substance-related disease Diseases 0.000 claims 1
• 230000009529 traumatic brain injury Effects 0.000 claims 1
• 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 1
• 238000009423 ventilation Methods 0.000 claims 1
• 201000002498 viral encephalitis Diseases 0.000 claims 1
• 230000000694 effects Effects 0.000 abstract 2
• IGHOYRJWTWYAGY-UHFFFAOYSA-N 1,3-oxazole pyrimidine 2H-triazole Chemical class N1=CN=CC=C1.N1N=NC=C1.O1C=NC=C1 IGHOYRJWTWYAGY-UHFFFAOYSA-N 0.000 abstract 1
• RAXXELZNTBOGNW-UHFFFAOYSA-N 1H-imidazole Chemical compound C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 1
• WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 abstract 1
• 239000000126 substance Substances 0.000 abstract 1
• 0 CC(NC1=C)=Nc2c1[o]nc2* Chemical compound CC(NC1=C)=Nc2c1[o]nc2* 0.000 description 1