JP2005508904A5

JP2005508904A5 -

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Publication number: JP2005508904A5
Authority: JP; Japan
Prior art keywords: amino; pyrimidine; furo; phenyl; methoxyphenyl
Prior art date: 2002-09-10
Legal status : Pending

Application number

JP2003526926A

Other languages

English (en)

Japanese (ja)

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JP2005508904A (ja

Filing date

2002-09-10

Publication date

2005-11-17

2002-09-10 Application filed filed Critical

2002-09-10 Priority claimed from PCT/US2002/028650 external-priority patent/WO2003022852A2/en

2005-04-07 Publication of JP2005508904A publication Critical patent/JP2005508904A/ja

2005-11-17 Publication of JP2005508904A5 publication Critical patent/JP2005508904A5/ja

Status Pending legal-status Critical Current

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-1 C 1 -C 6 alkyl Chemical group 0.000 claims 33
125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 31
KQGXYVJZOMKLSA-UHFFFAOYSA-N furo[2,3-d]pyrimidine Chemical compound N1=CN=C2OC=CC2=C1 KQGXYVJZOMKLSA-UHFFFAOYSA-N 0.000 claims 28
125000003118 aryl group Chemical group 0.000 claims 11
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 10
125000001072 heteroaryl group Chemical group 0.000 claims 10
229910052739 hydrogen Inorganic materials 0.000 claims 10
239000001257 hydrogen Substances 0.000 claims 10
150000001875 compounds Chemical class 0.000 claims 9
150000002431 hydrogen Chemical class 0.000 claims 9
150000003839 salts Chemical class 0.000 claims 8
239000012453 solvate Substances 0.000 claims 8
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 5
125000003710 aryl alkyl group Chemical group 0.000 claims 4
125000000753 cycloalkyl group Chemical group 0.000 claims 4
125000000623 heterocyclic group Chemical group 0.000 claims 4
125000001475 halogen functional group Chemical group 0.000 claims 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
MXDHMMOFLYOTRT-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-chloro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C=C(N2C(=C3C=COC3=NC2)N)C=CC=1N(C(=O)N)C1=CC(C(F)(F)F)=CC=C1Cl MXDHMMOFLYOTRT-UHFFFAOYSA-N 0.000 claims 2
ZGBOTCWLWRJVJR-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C=C(N2C(=C3C=COC3=NC2)N)C=CC=1N(C(=O)N)C1=CC(C(F)(F)F)=CC=C1F ZGBOTCWLWRJVJR-UHFFFAOYSA-N 0.000 claims 2
ORAVNLCBRIPLMI-UHFFFAOYSA-N 2-(2-chlorophenyl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC=C1Cl ORAVNLCBRIPLMI-UHFFFAOYSA-N 0.000 claims 2
125000006268 biphenyl-3-yl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C([H])C(*)=C([H])C([H])=C1[H] 0.000 claims 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
125000004966 cyanoalkyl group Chemical group 0.000 claims 2
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 2
WWVNZJFLBWRBLV-RBUKOAKNSA-N (1r,2r)-n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-phenylcyclopropane-1-carboxamide Chemical compound C1([C@@H]2C[C@H]2C(=O)NC2=CC=C(C=C2)N2CN=C3SC=CC3=C2N)=CC=CC=C1 WWVNZJFLBWRBLV-RBUKOAKNSA-N 0.000 claims 1
WWVNZJFLBWRBLV-MOPGFXCFSA-N (1s,2s)-n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-phenylcyclopropane-1-carboxamide Chemical compound C1([C@H]2C[C@@H]2C(=O)NC2=CC=C(C=C2)N2CN=C3SC=CC3=C2N)=CC=CC=C1 WWVNZJFLBWRBLV-MOPGFXCFSA-N 0.000 claims 1
125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 1
125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
TUUMOSUUOPASSP-UHFFFAOYSA-N 1-(3-acetylphenyl)-3-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]urea Chemical compound CC(=O)C1=CC=CC(NC(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 TUUMOSUUOPASSP-UHFFFAOYSA-N 0.000 claims 1
HDNXQDRPZCDVFL-UHFFFAOYSA-N 1-[2-fluoro-5-(trifluoromethyl)phenyl]-3-[4-(6-methylsulfanyl-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]urea Chemical compound C1N=C2OC(SC)=CC2=CN1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F HDNXQDRPZCDVFL-UHFFFAOYSA-N 0.000 claims 1
GTOZZUZZXVICES-UHFFFAOYSA-N 1-[2-fluoro-5-(trifluoromethyl)phenyl]-3-[4-(6-methylsulfonyl-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]urea Chemical compound C1N=C2OC(S(=O)(=O)C)=CC2=CN1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F GTOZZUZZXVICES-UHFFFAOYSA-N 0.000 claims 1
MYZDWSWTKWOSER-UHFFFAOYSA-N 1-[2-fluoro-5-(trifluoromethyl)phenyl]-3-[4-[6-(methylamino)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]urea Chemical compound C1N=C2OC(NC)=CC2=CN1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F MYZDWSWTKWOSER-UHFFFAOYSA-N 0.000 claims 1
OXOAJFHRPICLBS-UHFFFAOYSA-N 1-[3-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(2,3-dihydro-1h-inden-5-yl)urea Chemical compound C1=C2CCCC2=CC(NC(=O)NC=2C=CC=C(C=2)N2CN=C3OC=CC3=C2N)=C1 OXOAJFHRPICLBS-UHFFFAOYSA-N 0.000 claims 1
RLNHONDFQUYFOW-UHFFFAOYSA-N 1-[3-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(4-chlorophenyl)urea Chemical compound NC1=C2C=COC2=NCN1C(C=1)=CC=CC=1NC(=O)NC1=CC=C(Cl)C=C1 RLNHONDFQUYFOW-UHFFFAOYSA-N 0.000 claims 1
XYTKVHCOQZTYAY-UHFFFAOYSA-N 1-[3-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(5-tert-butyl-1,2-oxazol-3-yl)urea Chemical compound O1C(C(C)(C)C)=CC(NC(=O)NC=2C=C(C=CC=2)N2C(=C3C=COC3=NC2)N)=N1 XYTKVHCOQZTYAY-UHFFFAOYSA-N 0.000 claims 1
GOVYCWQSJJVYRT-UHFFFAOYSA-N 1-[3-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-butylurea Chemical compound CCCCNC(=O)NC1=CC=CC(N2C(=C3C=COC3=NC2)N)=C1 GOVYCWQSJJVYRT-UHFFFAOYSA-N 0.000 claims 1
BWIIJDFGUDXIFD-UHFFFAOYSA-N 1-[3-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-cyclohexylurea Chemical compound NC1=C2C=COC2=NCN1C(C=1)=CC=CC=1NC(=O)NC1CCCCC1 BWIIJDFGUDXIFD-UHFFFAOYSA-N 0.000 claims 1
RFNCFWBWVIRYFY-UHFFFAOYSA-N 1-[3-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-phenylurea Chemical compound NC1=C2C=COC2=NCN1C(C=1)=CC=CC=1NC(=O)NC1=CC=CC=C1 RFNCFWBWVIRYFY-UHFFFAOYSA-N 0.000 claims 1
BYNSPSCXUJRPAY-UHFFFAOYSA-N 1-[3-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-tert-butylurea Chemical compound CC(C)(C)NC(=O)NC1=CC=CC(N2C(=C3C=COC3=NC2)N)=C1 BYNSPSCXUJRPAY-UHFFFAOYSA-N 0.000 claims 1
VKNIANKAHPFXGZ-UHFFFAOYSA-N 1-[3-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=C(C=CC=2)N(C(N)=O)C=2C(=CC=C(C=2)C(F)(F)F)F)C(N)=C2C=COC2=N1 VKNIANKAHPFXGZ-UHFFFAOYSA-N 0.000 claims 1
JGYQAOSASDFNCN-UHFFFAOYSA-N 1-[4-(4-amino-2-bromo-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C=C(N2C(=C3C=COC3=NC2Br)N)C=CC=1N(C(=O)N)C1=CC(C(F)(F)F)=CC=C1F JGYQAOSASDFNCN-UHFFFAOYSA-N 0.000 claims 1
HBRYYKKCWMSFAT-UHFFFAOYSA-N 1-[4-(4-amino-2-bromo-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(2,3-dihydro-1h-inden-5-yl)urea Chemical compound C1=C2CCCC2=CC(NC(=O)NC2=CC=C(C=C2)N2C(Br)N=C3OC=CC3=C2N)=C1 HBRYYKKCWMSFAT-UHFFFAOYSA-N 0.000 claims 1
QWRZCQQQNGYKQC-UHFFFAOYSA-N 1-[4-(4-amino-2-chloro-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(3-phenyl-1,2,4-thiadiazol-5-yl)urea Chemical compound NC1=C2C=COC2=NC(Cl)N1C(C=C1)=CC=C1NC(=O)NC(SN=1)=NC=1C1=CC=CC=C1 QWRZCQQQNGYKQC-UHFFFAOYSA-N 0.000 claims 1
YGYNDCRWUVVEPS-UHFFFAOYSA-N 1-[4-(4-amino-2-ethenyl-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C=C(N2C(=C3C=COC3=NC2C=C)N)C=CC=1N(C(=O)N)C1=CC(C(F)(F)F)=CC=C1F YGYNDCRWUVVEPS-UHFFFAOYSA-N 0.000 claims 1
SWNKSJPABYYHTO-UHFFFAOYSA-N 1-[4-(4-amino-2-iodo-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C=C(N2C(=C3C=COC3=NC2I)N)C=CC=1N(C(=O)N)C1=CC(C(F)(F)F)=CC=C1F SWNKSJPABYYHTO-UHFFFAOYSA-N 0.000 claims 1
DXVKUDKKYWXYOY-UHFFFAOYSA-N 1-[4-(4-amino-2-pyridin-3-yl-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C(C(F)(F)F)=CC=C(F)C=1N(C(=O)N)C(C=C1)=CC=C1N(C(=C1C=COC1=N1)N)C1C1=CC=CN=C1 DXVKUDKKYWXYOY-UHFFFAOYSA-N 0.000 claims 1
VNTXNDZMPRETAA-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-(2,2,4,4-tetrafluoro-1,3-benzodioxin-5-yl)urea Chemical compound O1C(F)(F)OC(F)(F)C2=C1C=CC=C2N(C(=O)N)C1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 VNTXNDZMPRETAA-UHFFFAOYSA-N 0.000 claims 1
KOHJOHQVWNWSAL-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-(2-fluoro-5-methoxyphenyl)urea Chemical compound COC1=CC=C(F)C(N(C(N)=O)C=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 KOHJOHQVWNWSAL-UHFFFAOYSA-N 0.000 claims 1
ODAJTPIRCPLQAD-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[3-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C=C(N2C(=C3C=COC3=NC2)N)C=CC=1N(C(=O)N)C1=CC(F)=CC(C(F)(F)F)=C1 ODAJTPIRCPLQAD-UHFFFAOYSA-N 0.000 claims 1
IYMIQGGQCUOTHB-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-phenylthiourea Chemical compound C=1C=C(N2C(=C3C=COC3=NC2)N)C=CC=1N(C(=S)N)C1=CC=CC=C1 IYMIQGGQCUOTHB-UHFFFAOYSA-N 0.000 claims 1
VJUMLIDSMNOFKX-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(1,3-benzodioxol-5-yl)urea Chemical compound C1=C2OCOC2=CC(NC(=O)NC2=CC=C(C=C2)N2CN=C3OC=CC3=C2N)=C1 VJUMLIDSMNOFKX-UHFFFAOYSA-N 0.000 claims 1
VQIGZHORRWFCIC-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(2,3-dihydro-1h-inden-5-yl)urea Chemical compound C1=C2CCCC2=CC(NC(=O)NC2=CC=C(C=C2)N2CN=C3OC=CC3=C2N)=C1 VQIGZHORRWFCIC-UHFFFAOYSA-N 0.000 claims 1
HIICFZNWBOHUGP-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(2,5-dichlorophenyl)urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC(Cl)=CC=C1Cl HIICFZNWBOHUGP-UHFFFAOYSA-N 0.000 claims 1
LMMLVTZXEOAIMQ-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(2,5-dimethoxyphenyl)urea Chemical compound COC1=CC=C(OC)C(NC(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 LMMLVTZXEOAIMQ-UHFFFAOYSA-N 0.000 claims 1
RMPNKBSUZVZRIX-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(2-chloro-5-nitrophenyl)urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC([N+]([O-])=O)=CC=C1Cl RMPNKBSUZVZRIX-UHFFFAOYSA-N 0.000 claims 1
PBSUNRBLJMPEEZ-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(2-chlorophenyl)urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl PBSUNRBLJMPEEZ-UHFFFAOYSA-N 0.000 claims 1
TYUOGSSWMUKRBE-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(3-chlorophenyl)urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(Cl)=C1 TYUOGSSWMUKRBE-UHFFFAOYSA-N 0.000 claims 1
RDRJHPJJRKREKK-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(3-cyanophenyl)urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C#N)=C1 RDRJHPJJRKREKK-UHFFFAOYSA-N 0.000 claims 1
DETRPLRPRUQPOR-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(3-ethylphenyl)urea Chemical compound CCC1=CC=CC(NC(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 DETRPLRPRUQPOR-UHFFFAOYSA-N 0.000 claims 1
CSKDDHHIOIFXQB-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(3-fluorophenyl)urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(F)=C1 CSKDDHHIOIFXQB-UHFFFAOYSA-N 0.000 claims 1
OZQRRABRCXABSD-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(3-methoxyphenyl)urea Chemical compound COC1=CC=CC(NC(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 OZQRRABRCXABSD-UHFFFAOYSA-N 0.000 claims 1
SFVPJNHKFXHMST-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(3-phenoxyphenyl)urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC(C=1)=CC=CC=1OC1=CC=CC=C1 SFVPJNHKFXHMST-UHFFFAOYSA-N 0.000 claims 1
POJBUVSLSMPDMG-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(4-methoxyphenyl)urea Chemical compound C1=CC(OC)=CC=C1NC(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 POJBUVSLSMPDMG-UHFFFAOYSA-N 0.000 claims 1
VYVJZDSJUBLHFT-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(4-phenoxyphenyl)urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC(C=C1)=CC=C1OC1=CC=CC=C1 VYVJZDSJUBLHFT-UHFFFAOYSA-N 0.000 claims 1
NDEZDZDCRSHYQN-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(5-tert-butyl-1,2-oxazol-3-yl)urea Chemical compound O1C(C(C)(C)C)=CC(NC(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=N1 NDEZDZDCRSHYQN-UHFFFAOYSA-N 0.000 claims 1
BZZAPDQAENQTDD-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-[2,5-bis(trifluoromethyl)phenyl]urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1C(F)(F)F BZZAPDQAENQTDD-UHFFFAOYSA-N 0.000 claims 1
AGALNXFZAXFLRZ-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 AGALNXFZAXFLRZ-UHFFFAOYSA-N 0.000 claims 1
HKQYWHNBYSJBRC-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-[3-(trifluoromethylsulfanyl)phenyl]urea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(SC(F)(F)F)=C1 HKQYWHNBYSJBRC-UHFFFAOYSA-N 0.000 claims 1
SOUVKQGCSWYRBR-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-[4-(dimethylamino)phenyl]urea Chemical compound C1=CC(N(C)C)=CC=C1NC(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 SOUVKQGCSWYRBR-UHFFFAOYSA-N 0.000 claims 1
WEXYRSBLLXJLQS-UHFFFAOYSA-N 1-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-thiophen-2-ylurea Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC=CS1 WEXYRSBLLXJLQS-UHFFFAOYSA-N 0.000 claims 1
FOFVAOAQNFZGNF-UHFFFAOYSA-N 1-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-chloro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C=C(N2C(=C3C=CSC3=NC2)N)C=CC=1N(C(=O)N)C1=CC(C(F)(F)F)=CC=C1Cl FOFVAOAQNFZGNF-UHFFFAOYSA-N 0.000 claims 1
WXXJHWPSQWHHEA-UHFFFAOYSA-N 1-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C=C(N2C(=C3C=CSC3=NC2)N)C=CC=1N(C(=O)N)C1=CC(C(F)(F)F)=CC=C1F WXXJHWPSQWHHEA-UHFFFAOYSA-N 0.000 claims 1
WNMILEGPNBEJDY-UHFFFAOYSA-N 1-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-3-(2,3-dihydro-1h-inden-5-yl)urea Chemical compound C1=C2CCCC2=CC(NC(=O)NC2=CC=C(C=C2)N2CN=C3SC=CC3=C2N)=C1 WNMILEGPNBEJDY-UHFFFAOYSA-N 0.000 claims 1
CZIBIGDJYJZIRS-UHFFFAOYSA-N 1-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-3-(2-methylphenyl)urea Chemical compound CC1=CC=CC=C1NC(=O)NC1=CC=C(N2C(=C3C=CSC3=NC2)N)C=C1 CZIBIGDJYJZIRS-UHFFFAOYSA-N 0.000 claims 1
QRFFARQAVQOVLR-UHFFFAOYSA-N 1-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-3-(3-ethylphenyl)-1-methylurea Chemical compound CCC1=CC=CC(NC(=O)N(C)C=2C=CC(=CC=2)N2C(=C3C=CSC3=NC2)N)=C1 QRFFARQAVQOVLR-UHFFFAOYSA-N 0.000 claims 1
UFJOGSHORNYPHP-UHFFFAOYSA-N 1-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-3-(3-methylphenyl)urea Chemical compound CC1=CC=CC(NC(=O)NC=2C=CC(=CC=2)N2C(=C3C=CSC3=NC2)N)=C1 UFJOGSHORNYPHP-UHFFFAOYSA-N 0.000 claims 1
ZHXNHKPXCNSMQF-UHFFFAOYSA-N 1-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]-1-methylurea Chemical compound C=1C=C(N2C(=C3C=CSC3=NC2)N)C=CC=1N(C)C(=O)NC1=CC(C(F)(F)F)=CC=C1F ZHXNHKPXCNSMQF-UHFFFAOYSA-N 0.000 claims 1
OQMQEVXYSCBIJS-UHFFFAOYSA-N 1-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F OQMQEVXYSCBIJS-UHFFFAOYSA-N 0.000 claims 1
YZRJQMCHBQGTNG-UHFFFAOYSA-N 1-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 YZRJQMCHBQGTNG-UHFFFAOYSA-N 0.000 claims 1
QQYRNHSHDKUSFK-UHFFFAOYSA-N 1-[4-(4-anilino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound FC1=CC=C(C(F)(F)F)C=C1NC(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)NC=2C=CC=CC=2)C=C1 QQYRNHSHDKUSFK-UHFFFAOYSA-N 0.000 claims 1
LHFSXEPMUARHSJ-UHFFFAOYSA-N 1-[4-(6-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C=C(N2C=C3C=C(N)OC3=NC2)C=CC=1N(C(=O)N)C1=CC(C(F)(F)F)=CC=C1F LHFSXEPMUARHSJ-UHFFFAOYSA-N 0.000 claims 1
JQOJBNGGVIZIMZ-UHFFFAOYSA-N 1-[4-[4-(dimethylamino)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound CN(C)C1=C2C=COC2=NCN1C(C=C1)=CC=C1N(C(N)=O)C1=CC(C(F)(F)F)=CC=C1F JQOJBNGGVIZIMZ-UHFFFAOYSA-N 0.000 claims 1
MMHFOAUJORKDNA-UHFFFAOYSA-N 1-[4-[4-amino-2-(1,2-dihydroxyethyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound NC1=C2C=COC2=NC(C(O)CO)N1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F MMHFOAUJORKDNA-UHFFFAOYSA-N 0.000 claims 1
CTAHQNODWJVCRV-UHFFFAOYSA-N 1-[4-[4-amino-2-(3-cyanophenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound NC1=C2C=COC2=NC(C=2C=C(C=CC=2)C#N)N1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F CTAHQNODWJVCRV-UHFFFAOYSA-N 0.000 claims 1
QRMIOCOQHWTJSH-UHFFFAOYSA-N 1-[4-[4-amino-2-(3-sulfamoylphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C=1C(C(F)(F)F)=CC=C(F)C=1N(C(=O)N)C(C=C1)=CC=C1N(C(=C1C=COC1=N1)N)C1C1=CC=CC(S(N)(=O)=O)=C1 QRMIOCOQHWTJSH-UHFFFAOYSA-N 0.000 claims 1
XAGVUMZFBZRSIZ-UHFFFAOYSA-N 1-[4-[4-amino-2-(4-cyanophenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound NC1=C2C=COC2=NC(C=2C=CC(=CC=2)C#N)N1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F XAGVUMZFBZRSIZ-UHFFFAOYSA-N 0.000 claims 1
BVGDSBAIPJGTRU-UHFFFAOYSA-N 1-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-1-butylurea Chemical compound C1=CC(N(C(N)=O)CCCC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(OC)C=C1 BVGDSBAIPJGTRU-UHFFFAOYSA-N 0.000 claims 1
TYLMTAYCXJSOOS-UHFFFAOYSA-N 1-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-1-cyclohexylurea Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(=CC=2)N(C2CCCCC2)C(N)=O)C(N)=C2C=COC2=N1 TYLMTAYCXJSOOS-UHFFFAOYSA-N 0.000 claims 1
RSSFLYIMGZANHR-UHFFFAOYSA-N 1-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-1-phenylurea Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(=CC=2)N(C(N)=O)C=2C=CC=CC=2)C(N)=C2C=COC2=N1 RSSFLYIMGZANHR-UHFFFAOYSA-N 0.000 claims 1
ZOIWIQLHYOLGSD-UHFFFAOYSA-N 1-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-(4-chlorophenyl)urea Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(NC(=O)NC=3C=CC(Cl)=CC=3)=CC=2)C(N)=C2C=COC2=N1 ZOIWIQLHYOLGSD-UHFFFAOYSA-N 0.000 claims 1
WZBVDACTZBKTGY-UHFFFAOYSA-N 1-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-(4-tert-butyl-1,3-thiazol-2-yl)urea Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(NC(=O)NC=3SC=C(N=3)C(C)(C)C)=CC=2)C(N)=C2C=COC2=N1 WZBVDACTZBKTGY-UHFFFAOYSA-N 0.000 claims 1
XOUHZRUAPGGMKM-UHFFFAOYSA-N 1-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(NC(=O)NC=3C(=CC=C(C=3)C(F)(F)F)F)=CC=2)C(N)=C2C=COC2=N1 XOUHZRUAPGGMKM-UHFFFAOYSA-N 0.000 claims 1
ZDAJSCPPXHZVRK-UHFFFAOYSA-N 1-[4-[4-amino-6-(3-methylsulfanylpropylamino)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C1N=C2OC(NCCCSC)=CC2=C(N)N1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F ZDAJSCPPXHZVRK-UHFFFAOYSA-N 0.000 claims 1
LBQZYLOUVTXCJC-UHFFFAOYSA-N 1-[4-[4-amino-6-(3-methylsulfinylpropylamino)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C1N=C2OC(NCCCS(=O)C)=CC2=C(N)N1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F LBQZYLOUVTXCJC-UHFFFAOYSA-N 0.000 claims 1
CTJHEQGOTTURHN-UHFFFAOYSA-N 1-[4-[4-amino-6-(dimethylamino)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C1N=C2OC(N(C)C)=CC2=C(N)N1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F CTJHEQGOTTURHN-UHFFFAOYSA-N 0.000 claims 1
ITMKJQNZXBVPAW-UHFFFAOYSA-N 1-[4-[4-amino-6-(methylamino)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C1N=C2OC(NC)=CC2=C(N)N1C(C=C1)=CC=C1N(C(N)=O)C1=CC(C(F)(F)F)=CC=C1F ITMKJQNZXBVPAW-UHFFFAOYSA-N 0.000 claims 1
KAYJWMRVAUTCSK-UHFFFAOYSA-N 1-[4-[4-amino-6-[(2,4,6-trimethoxyphenyl)methylamino]-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound COC1=CC(OC)=CC(OC)=C1CNC1=CC2=C(N)N(C=3C=CC(NC(=O)NC=4C(=CC=C(C=4)C(F)(F)F)F)=CC=3)CN=C2O1 KAYJWMRVAUTCSK-UHFFFAOYSA-N 0.000 claims 1
VPYARCYXPLBHIR-UHFFFAOYSA-N 1-[4-[4-amino-6-[2-(dimethylamino)ethylamino]-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C1N=C2OC(NCCN(C)C)=CC2=C(N)N1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F VPYARCYXPLBHIR-UHFFFAOYSA-N 0.000 claims 1
UEDAMQFZCOVOLM-UHFFFAOYSA-N 1-[4-[4-amino-6-[2-(methanesulfonamido)ethylamino]-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C1N=C2OC(NCCNS(=O)(=O)C)=CC2=C(N)N1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F UEDAMQFZCOVOLM-UHFFFAOYSA-N 0.000 claims 1
VYFIGEUJYKHJFQ-UHFFFAOYSA-N 1-[4-[6-[2-(dimethylamino)ethylamino]-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C1N=C2OC(NCCN(C)C)=CC2=CN1C(C=C1)=CC=C1NC(=O)NC1=CC(C(F)(F)F)=CC=C1F VYFIGEUJYKHJFQ-UHFFFAOYSA-N 0.000 claims 1
BJHCYTJNPVGSBZ-YXSASFKJSA-N 1-[4-[6-amino-5-[(Z)-methoxyiminomethyl]pyrimidin-4-yl]oxy-2-chlorophenyl]-3-ethylurea Chemical compound CCNC(=O)Nc1ccc(Oc2ncnc(N)c2\C=N/OC)cc1Cl BJHCYTJNPVGSBZ-YXSASFKJSA-N 0.000 claims 1
LZVXPEUDEOSJHY-UHFFFAOYSA-N 1-[[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]methyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(CN(C(N)=O)C=3C(=CC=C(C=3)C(F)(F)F)F)=CC=2)C(N)=C2C=COC2=N1 LZVXPEUDEOSJHY-UHFFFAOYSA-N 0.000 claims 1
CIGRQDINNYNXQC-UHFFFAOYSA-N 2,3-bis(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(OC)=CC=2)C(N)=C2C=COC2=N1 CIGRQDINNYNXQC-UHFFFAOYSA-N 0.000 claims 1
HOEYQBKIURPHOQ-UHFFFAOYSA-N 2,3-bis(4-methoxyphenyl)-5-methyl-5,6-dihydrofuro[2,3-d]pyrimidin-4-imine Chemical compound C1=CC(OC)=CC=C1C(N(C1=N)C=2C=CC(OC)=CC=2)=NC2=C1C(C)CO2 HOEYQBKIURPHOQ-UHFFFAOYSA-N 0.000 claims 1
QQMXCKUPEXBWJR-UHFFFAOYSA-N 2,3-bis(4-methoxyphenyl)-6-methyl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(OC)=CC=2)C(N)=C2C=C(C)OC2=N1 QQMXCKUPEXBWJR-UHFFFAOYSA-N 0.000 claims 1
OFXZUVICJUOYLZ-UHFFFAOYSA-N 2,3-bis(4-methylphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(C)=CC=C1C1N(C=2C=CC(C)=CC=2)C(N)=C2C=COC2=N1 OFXZUVICJUOYLZ-UHFFFAOYSA-N 0.000 claims 1
RGHJGGRHBLNLSQ-UHFFFAOYSA-N 2,3-dibutyl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound CCCCN1C(CCCC)N=C2OC=CC2=C1N RGHJGGRHBLNLSQ-UHFFFAOYSA-N 0.000 claims 1
JIPPFMVWXWONIV-UHFFFAOYSA-N 2,3-diphenyl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound NC1=C2C=COC2=NC(C=2C=CC=CC=2)N1C1=CC=CC=C1 JIPPFMVWXWONIV-UHFFFAOYSA-N 0.000 claims 1
QRYWPJNITSTNPN-UHFFFAOYSA-N 2-(1-benzothiophen-2-yl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC2=CC=CC=C2S1 QRYWPJNITSTNPN-UHFFFAOYSA-N 0.000 claims 1
AKXCPVZAXCCHDO-UHFFFAOYSA-N 2-(1-benzyl-4,5-dihydroimidazol-2-yl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=NCCN1CC1=CC=CC=C1 AKXCPVZAXCCHDO-UHFFFAOYSA-N 0.000 claims 1
NJGMLKMMTDPXJA-UHFFFAOYSA-N 2-(1h-indol-5-yl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(NC=C2)C2=C1 NJGMLKMMTDPXJA-UHFFFAOYSA-N 0.000 claims 1
JUPJCCISCOQVHC-UHFFFAOYSA-N 2-(1h-indol-5-yl)-3-(4-pyridin-3-ylphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound NC1=C2C=COC2=NC(C=2C=C3C=CNC3=CC=2)N1C(C=C1)=CC=C1C1=CC=CN=C1 JUPJCCISCOQVHC-UHFFFAOYSA-N 0.000 claims 1
UCIZUOSAZAVSOH-UHFFFAOYSA-N 2-(1h-indol-6-yl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(C=CN2)C2=C1 UCIZUOSAZAVSOH-UHFFFAOYSA-N 0.000 claims 1
VFXHSOTWAJOXPE-UHFFFAOYSA-N 2-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(OC)C=C1OC VFXHSOTWAJOXPE-UHFFFAOYSA-N 0.000 claims 1
UNABDCZRYNSUNN-UHFFFAOYSA-N 2-(2-fluorophenyl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC=C1F UNABDCZRYNSUNN-UHFFFAOYSA-N 0.000 claims 1
OMRBHRYUTKRSIQ-UHFFFAOYSA-N 2-(2-methoxyphenyl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC=C1OC OMRBHRYUTKRSIQ-UHFFFAOYSA-N 0.000 claims 1
RZHIHWZQRJJTNP-UHFFFAOYSA-N 2-(2-methoxyphenyl)-3-(4-propan-2-yloxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound COC1=CC=CC=C1C1N(C=2C=CC(OC(C)C)=CC=2)C(N)=C2C=COC2=N1 RZHIHWZQRJJTNP-UHFFFAOYSA-N 0.000 claims 1
ASLYSSJLTVAQTK-UHFFFAOYSA-N 2-(2-methoxyphenyl)-3-(4-propan-2-ylphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound COC1=CC=CC=C1C1N(C=2C=CC(=CC=2)C(C)C)C(N)=C2C=COC2=N1 ASLYSSJLTVAQTK-UHFFFAOYSA-N 0.000 claims 1
PELOQRYMAUCNCG-UHFFFAOYSA-N 2-(2h-indeno[1,2-d][1,3]thiazol-2-yl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1N=C2C3=CC=CC=C3C=C2S1 PELOQRYMAUCNCG-UHFFFAOYSA-N 0.000 claims 1
PUZNSMSXXZXSQV-UHFFFAOYSA-N 2-(3,4-dichlorophenyl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(Cl)C(Cl)=C1 PUZNSMSXXZXSQV-UHFFFAOYSA-N 0.000 claims 1
FRKOAJYLOOONMH-UHFFFAOYSA-N 2-(3-aminophenyl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(N)=C1 FRKOAJYLOOONMH-UHFFFAOYSA-N 0.000 claims 1
XBHMBYNTHYOBHU-UHFFFAOYSA-N 2-(3-methoxyphenyl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(OC)=C1 XBHMBYNTHYOBHU-UHFFFAOYSA-N 0.000 claims 1
BVTCFLKFIMPSIG-UHFFFAOYSA-N 2-(4,5-dihydro-1h-imidazol-2-yl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=NCCN1 BVTCFLKFIMPSIG-UHFFFAOYSA-N 0.000 claims 1
QAQKTNSFPJIEOM-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(1-methylindol-5-yl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=C3C=CN(C)C3=CC=2)C(N)=C2C=COC2=N1 QAQKTNSFPJIEOM-UHFFFAOYSA-N 0.000 claims 1
LGFWRBRVXCBSSZ-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(2-phenylethynyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C#CC=2C=CC=CC=2)C(N)=C2C=COC2=N1 LGFWRBRVXCBSSZ-UHFFFAOYSA-N 0.000 claims 1
CQHPUDVIFXJIPL-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=C(OC)C(OC)=C(OC)C=2)C(N)=C2C=COC2=N1 CQHPUDVIFXJIPL-UHFFFAOYSA-N 0.000 claims 1
FVOQWQXITBZULB-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(4-phenoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(OC=3C=CC=CC=3)=CC=2)C(N)=C2C=COC2=N1 FVOQWQXITBZULB-UHFFFAOYSA-N 0.000 claims 1
MPMUZOHHCAGLLH-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(4-propan-2-ylphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(=CC=2)C(C)C)C(N)=C2C=COC2=N1 MPMUZOHHCAGLLH-UHFFFAOYSA-N 0.000 claims 1
YOGOGNFVOJOPBW-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(5-methylhex-1-ynyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C#CCCC(C)C)C(N)=C2C=COC2=N1 YOGOGNFVOJOPBW-UHFFFAOYSA-N 0.000 claims 1
DXKJXLABGLPJLD-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(6-methoxypyridin-3-yl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=NC(OC)=CC=2)C(N)=C2C=COC2=N1 DXKJXLABGLPJLD-UHFFFAOYSA-N 0.000 claims 1
HXALEHNZKMSFEQ-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-[4-(trifluoromethoxy)phenyl]-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(OC(F)(F)F)=CC=2)C(N)=C2C=COC2=N1 HXALEHNZKMSFEQ-UHFFFAOYSA-N 0.000 claims 1
FPWLOICSIUTDAO-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-naphthalen-1-yl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C3=CC=CC=C3C=CC=2)C(N)=C2C=COC2=N1 FPWLOICSIUTDAO-UHFFFAOYSA-N 0.000 claims 1
OHKIMVJDAMNPHU-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-naphthalen-2-yl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=C3C=CC=CC3=CC=2)C(N)=C2C=COC2=N1 OHKIMVJDAMNPHU-UHFFFAOYSA-N 0.000 claims 1
GBDDBKRRGIFMKE-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-pyridin-3-yl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=NC=CC=2)C(N)=C2C=COC2=N1 GBDDBKRRGIFMKE-UHFFFAOYSA-N 0.000 claims 1
AFUOTDYMXQXSJS-UHFFFAOYSA-N 2-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1=NC(N)=C(C=CO2)C2=N1 AFUOTDYMXQXSJS-UHFFFAOYSA-N 0.000 claims 1
DRBSQCMHTHLMHM-UHFFFAOYSA-N 2-(4-methylphenyl)-3-[4-(trifluoromethyl)phenyl]-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(C)=CC=C1C1N(C=2C=CC(=CC=2)C(F)(F)F)C(N)=C2C=COC2=N1 DRBSQCMHTHLMHM-UHFFFAOYSA-N 0.000 claims 1
NYZOECLOCBXUMJ-UHFFFAOYSA-N 2-(5,6,7,7a-tetrahydro-1h-pyrrolo[1,2-c]imidazol-3-yl)-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=NCC2N1CCC2 NYZOECLOCBXUMJ-UHFFFAOYSA-N 0.000 claims 1
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QHRVVGIVGYCXDO-UHFFFAOYSA-N 2-[(3-chlorophenoxy)methyl]-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1COC1=CC=CC(Cl)=C1 QHRVVGIVGYCXDO-UHFFFAOYSA-N 0.000 claims 1
YEASNVCXYCCGJT-UHFFFAOYSA-N 2-[(4-fluorophenoxy)methyl]-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1COC1=CC=C(F)C=C1 YEASNVCXYCCGJT-UHFFFAOYSA-N 0.000 claims 1
HUKTWBSZNFIADF-UHFFFAOYSA-N 2-[4-(dimethylamino)phenyl]-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(N(C)C)C=C1 HUKTWBSZNFIADF-UHFFFAOYSA-N 0.000 claims 1
KSXBIPFWFMRQSB-UHFFFAOYSA-N 2-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-1,3-thiazole-4-carboxylic acid Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=NC(C(O)=O)=CS1 KSXBIPFWFMRQSB-UHFFFAOYSA-N 0.000 claims 1
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CKCLJVKWSJLODZ-UHFFFAOYSA-N 2-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]benzamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC=C1C(N)=O CKCLJVKWSJLODZ-UHFFFAOYSA-N 0.000 claims 1
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SWQQIZWOXVJQED-UHFFFAOYSA-N 2-[[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]methoxy]benzonitrile Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1COC1=CC=CC=C1C#N SWQQIZWOXVJQED-UHFFFAOYSA-N 0.000 claims 1
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PWMNDMUACXKPMZ-UHFFFAOYSA-N 2-anilinoethyl 4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidine-2-carboxylate Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C(=O)OCCNC1=CC=CC=C1 PWMNDMUACXKPMZ-UHFFFAOYSA-N 0.000 claims 1
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 1
FCIFZKYCNIXFAP-UHFFFAOYSA-N 2-hex-1-ynyl-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound CCCCC#CC1N=C2OC=CC2=C(N)N1C1=CC=C(OC)C=C1 FCIFZKYCNIXFAP-UHFFFAOYSA-N 0.000 claims 1
JGQMPTIZBFPJSP-UHFFFAOYSA-N 2-hexyl-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound CCCCCCC1N=C2OC=CC2=C(N)N1C1=CC=C(OC)C=C1 JGQMPTIZBFPJSP-UHFFFAOYSA-N 0.000 claims 1
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MTGJIBIHJFUYDD-UHFFFAOYSA-N 3-(2,4-dimethoxyphenyl)-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C(=CC(OC)=CC=2)OC)C(N)=C2C=COC2=N1 MTGJIBIHJFUYDD-UHFFFAOYSA-N 0.000 claims 1
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GPURBAFUZDTSGG-UHFFFAOYSA-N 3-(2-methoxyphenyl)-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C(=CC=CC=2)OC)C(N)=C2C=COC2=N1 GPURBAFUZDTSGG-UHFFFAOYSA-N 0.000 claims 1
PVXCRLCFBUKGSF-UHFFFAOYSA-N 3-(2-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound COC1=CC=CC=C1N1C(N)=C2C=COC2=NC1 PVXCRLCFBUKGSF-UHFFFAOYSA-N 0.000 claims 1
RGSIQYAJKUXEHF-UHFFFAOYSA-N 3-(3,3-dimethylbut-1-ynyl)-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C#CC(C)(C)C)C(N)=C2C=COC2=N1 RGSIQYAJKUXEHF-UHFFFAOYSA-N 0.000 claims 1
SSDHAIKQNBWQDX-UHFFFAOYSA-N 3-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=C(OC)C(OC)=CC=2)C(N)=C2C=COC2=N1 SSDHAIKQNBWQDX-UHFFFAOYSA-N 0.000 claims 1
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LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical group NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 claims 1
DTPWQBBXOSJENE-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=C(Cl)C(F)=CC=2)C(N)=C2C=COC2=N1 DTPWQBBXOSJENE-UHFFFAOYSA-N 0.000 claims 1
SNEMZAHPFUJVSM-UHFFFAOYSA-N 3-(3-methoxyphenyl)-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=C(OC)C=CC=2)C(N)=C2C=COC2=N1 SNEMZAHPFUJVSM-UHFFFAOYSA-N 0.000 claims 1
XLQDROFWGNCRPM-UHFFFAOYSA-N 3-(4-aminophenyl)-6-methylsulfanyl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1N=C2OC(SC)=CC2=C(N)N1C1=CC=C(N)C=C1 XLQDROFWGNCRPM-UHFFFAOYSA-N 0.000 claims 1
NXAGEKDFLMTTSO-UHFFFAOYSA-N 3-(4-aminophenyl)-n,n-dimethyl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound CN(C)C1=C2C=COC2=NCN1C1=CC=C(N)C=C1 NXAGEKDFLMTTSO-UHFFFAOYSA-N 0.000 claims 1
DDVMNJWQQPEHKP-UHFFFAOYSA-N 3-(4-aminophenyl)-n-methyl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound CNC1=C2C=COC2=NCN1C1=CC=C(N)C=C1 DDVMNJWQQPEHKP-UHFFFAOYSA-N 0.000 claims 1
RJIHTPSEXFRRJL-UHFFFAOYSA-N 3-(4-aminophenyl)-n-phenyl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(N)=CC=C1N1C(NC=2C=CC=CC=2)=C2C=COC2=NC1 RJIHTPSEXFRRJL-UHFFFAOYSA-N 0.000 claims 1
ULQDQSIJECSATP-UHFFFAOYSA-N 3-(4-butylphenyl)-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(CCCC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(OC)C=C1 ULQDQSIJECSATP-UHFFFAOYSA-N 0.000 claims 1
HVZMNDACQYRYNA-UHFFFAOYSA-N 3-(4-cyclopentyloxyphenyl)-2-(2-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound COC1=CC=CC=C1C1N(C=2C=CC(OC3CCCC3)=CC=2)C(N)=C2C=COC2=N1 HVZMNDACQYRYNA-UHFFFAOYSA-N 0.000 claims 1
JJJVROSVGVMSFU-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-(1-methylindol-5-yl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(N(C)C=C2)C2=C1 JJJVROSVGVMSFU-UHFFFAOYSA-N 0.000 claims 1
XTJASKHZKCDPAR-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-(2-methyl-1,3-benzothiazol-5-yl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(SC(C)=N2)C2=C1 XTJASKHZKCDPAR-UHFFFAOYSA-N 0.000 claims 1
ZTZUIJHLMKIMIU-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-(2-methylphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC=C1C ZTZUIJHLMKIMIU-UHFFFAOYSA-N 0.000 claims 1
VWPQTMNMUYWVPP-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-(2-phenylethenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C=CC1=CC=CC=C1 VWPQTMNMUYWVPP-UHFFFAOYSA-N 0.000 claims 1
KIAVIYOZFCQSHI-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-(2-phenylethyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1CCC1=CC=CC=C1 KIAVIYOZFCQSHI-UHFFFAOYSA-N 0.000 claims 1
HFMQDTDWAGNZPJ-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-(2-phenylethynyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C#CC1=CC=CC=C1 HFMQDTDWAGNZPJ-UHFFFAOYSA-N 0.000 claims 1
MZYRWJYSZHGFOF-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-(3h-oxadiazol-2-yl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1N1OC=CN1 MZYRWJYSZHGFOF-UHFFFAOYSA-N 0.000 claims 1
QDZXXHKVNHCTGS-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-(4-methyl-1,3-thiazol-2-yl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=NC(C)=CS1 QDZXXHKVNHCTGS-UHFFFAOYSA-N 0.000 claims 1
HOWGOTZEXXCOPG-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-(4-methylsulfonylphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(S(C)(=O)=O)C=C1 HOWGOTZEXXCOPG-UHFFFAOYSA-N 0.000 claims 1
PQDKCODOFJNRQE-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-(6-methoxypyridin-3-yl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(OC)N=C1 PQDKCODOFJNRQE-UHFFFAOYSA-N 0.000 claims 1
DJKHMWTWFDNEPM-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-[3-(2h-tetrazol-5-yl)phenyl]-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(C=2NN=NN=2)=C1 DJKHMWTWFDNEPM-UHFFFAOYSA-N 0.000 claims 1
NAUJHFDMUKVCGQ-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-[4-(2h-tetrazol-5-yl)phenyl]-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(C=2NN=NN=2)C=C1 NAUJHFDMUKVCGQ-UHFFFAOYSA-N 0.000 claims 1
KIQQTPQWTHKSMH-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-[4-(trifluoromethoxy)phenyl]-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(OC(F)(F)F)C=C1 KIQQTPQWTHKSMH-UHFFFAOYSA-N 0.000 claims 1
CSTHVNXYRDECJW-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-naphthalen-1-yl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC2=CC=CC=C12 CSTHVNXYRDECJW-UHFFFAOYSA-N 0.000 claims 1
FGBBITJVGPBLCO-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-naphthalen-2-yl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(C=CC=C2)C2=C1 FGBBITJVGPBLCO-UHFFFAOYSA-N 0.000 claims 1
VGZIZUXKZZLUCI-UHFFFAOYSA-N 3-(4-methoxyphenyl)-2-pyridin-3-yl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CN=C1 VGZIZUXKZZLUCI-UHFFFAOYSA-N 0.000 claims 1
MLBLTSXEMMGWOU-UHFFFAOYSA-N 3-(4-methylphenyl)-2-[4-(trifluoromethyl)phenyl]-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(C)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(C(F)(F)F)C=C1 MLBLTSXEMMGWOU-UHFFFAOYSA-N 0.000 claims 1
QIQRYCRGANEZDN-UHFFFAOYSA-N 3-(4-nitrophenyl)-5,6-dihydrofuro[2,3-d]pyrimidin-4-one Chemical compound C1=CC([N+](=O)[O-])=CC=C1N1C(=O)C(CCO2)=C2N=C1 QIQRYCRGANEZDN-UHFFFAOYSA-N 0.000 claims 1
DIEDHHDCQNPWNX-UHFFFAOYSA-N 3-(4-nitrophenyl)-n-phenyl-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC([N+](=O)[O-])=CC=C1N1C(NC=2C=CC=CC=2)=C2C=COC2=NC1 DIEDHHDCQNPWNX-UHFFFAOYSA-N 0.000 claims 1
KSULUIVIQYDHIF-UHFFFAOYSA-N 3-(4-tert-butylphenyl)-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(=CC=2)C(C)(C)C)C(N)=C2C=COC2=N1 KSULUIVIQYDHIF-UHFFFAOYSA-N 0.000 claims 1
VZUFVKBKJYMXJO-UHFFFAOYSA-N 3-(furan-2-yl)-2-(furan-3-yl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound NC1=C2C=COC2=NC(C2=COC=C2)N1C1=CC=CO1 VZUFVKBKJYMXJO-UHFFFAOYSA-N 0.000 claims 1
KYYIQBRNZZSSKE-UHFFFAOYSA-N 3-[4-(aminomethyl)phenyl]-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(CN)=CC=2)C(N)=C2C=COC2=N1 KYYIQBRNZZSSKE-UHFFFAOYSA-N 0.000 claims 1
RPXXKMPSBHUPAT-UHFFFAOYSA-N 3-[4-(diethylamino)phenyl]-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(N(CC)CC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(OC)C=C1 RPXXKMPSBHUPAT-UHFFFAOYSA-N 0.000 claims 1
PAFMLFYBUZOZHJ-UHFFFAOYSA-N 3-[4-(dimethylamino)phenyl]-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(=CC=2)N(C)C)C(N)=C2C=COC2=N1 PAFMLFYBUZOZHJ-UHFFFAOYSA-N 0.000 claims 1
UVEXHVBSYNRNGY-UHFFFAOYSA-N 3-[4-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]phenyl]propanoic acid Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(CCC(O)=O)C=C1 UVEXHVBSYNRNGY-UHFFFAOYSA-N 0.000 claims 1
GKWOGIAQWSRRRE-UHFFFAOYSA-N 3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-n-[2-(1h-imidazol-5-yl)ethyl]benzamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(C(=O)NCCC=2N=CNC=2)=C1 GKWOGIAQWSRRRE-UHFFFAOYSA-N 0.000 claims 1
NLDXXEZXBWSYFH-UHFFFAOYSA-N 3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-n-[2-(dimethylamino)ethyl]benzamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(C(=O)NCCN(C)C)=C1 NLDXXEZXBWSYFH-UHFFFAOYSA-N 0.000 claims 1
RBSGBTBGALVVED-UHFFFAOYSA-N 3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-n-pyridin-3-ylbenzamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(C(=O)NC=2C=NC=CC=2)=C1 RBSGBTBGALVVED-UHFFFAOYSA-N 0.000 claims 1
CFCJKHVJBRAYMM-UHFFFAOYSA-N 3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-n-pyridin-4-ylbenzamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(C(=O)NC=2C=CN=CC=2)=C1 CFCJKHVJBRAYMM-UHFFFAOYSA-N 0.000 claims 1
GMLBPRNPFNGKDH-UHFFFAOYSA-N 3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]benzamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(C(N)=O)=C1 GMLBPRNPFNGKDH-UHFFFAOYSA-N 0.000 claims 1
CWCZNINIOFAISC-UHFFFAOYSA-N 3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(S(N)(=O)=O)=C1 CWCZNINIOFAISC-UHFFFAOYSA-N 0.000 claims 1
UJPQZHWTBATQGO-UHFFFAOYSA-N 3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]benzoic acid Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(C(O)=O)=C1 UJPQZHWTBATQGO-UHFFFAOYSA-N 0.000 claims 1
ZBSSODMCAZELOP-UHFFFAOYSA-N 3-[4-amino-3-(4-naphthalen-1-ylphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]benzenesulfonamide Chemical compound C=1C=C(C=2C3=CC=CC=C3C=CC=2)C=CC=1N1C(N)=C2C=COC2=NC1C1=CC=CC(S(N)(=O)=O)=C1 ZBSSODMCAZELOP-UHFFFAOYSA-N 0.000 claims 1
CLTFDALELPHDQE-UHFFFAOYSA-N 3-[4-amino-3-(4-pyridin-2-ylphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]benzenesulfonamide Chemical compound NC1=C2C=COC2=NC(C=2C=C(C=CC=2)S(N)(=O)=O)N1C(C=C1)=CC=C1C1=CC=CC=N1 CLTFDALELPHDQE-UHFFFAOYSA-N 0.000 claims 1
IKHVDKVZJUNFCW-UHFFFAOYSA-N 3-[4-amino-3-(4-pyridin-3-ylphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]benzenesulfonamide Chemical compound NC1=C2C=COC2=NC(C=2C=C(C=CC=2)S(N)(=O)=O)N1C(C=C1)=CC=C1C1=CC=CN=C1 IKHVDKVZJUNFCW-UHFFFAOYSA-N 0.000 claims 1
RUBVBRUXOISIHL-UHFFFAOYSA-N 3-[4-amino-3-[4-(2,3-difluorophenyl)phenyl]-2h-furo[2,3-d]pyrimidin-2-yl]benzenesulfonamide Chemical compound NC1=C2C=COC2=NC(C=2C=C(C=CC=2)S(N)(=O)=O)N1C(C=C1)=CC=C1C1=CC=CC(F)=C1F RUBVBRUXOISIHL-UHFFFAOYSA-N 0.000 claims 1
HTZNLTRQVJTJJY-UHFFFAOYSA-N 3-[4-amino-3-[4-(4-ethylsulfonylphenyl)phenyl]-2h-furo[2,3-d]pyrimidin-2-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)CC)=CC=C1C1=CC=C(N2C(=C3C=COC3=NC2C=2C=C(C=CC=2)S(N)(=O)=O)N)C=C1 HTZNLTRQVJTJJY-UHFFFAOYSA-N 0.000 claims 1
NWNHGKSPSLTDRU-UHFFFAOYSA-N 3-[4-amino-3-[4-(4-tert-butylphenyl)phenyl]-2h-furo[2,3-d]pyrimidin-2-yl]benzenesulfonamide Chemical compound C1=CC(C(C)(C)C)=CC=C1C1=CC=C(N2C(=C3C=COC3=NC2C=2C=C(C=CC=2)S(N)(=O)=O)N)C=C1 NWNHGKSPSLTDRU-UHFFFAOYSA-N 0.000 claims 1
FIAUMTNGGXSEQM-UHFFFAOYSA-N 3-[4-amino-3-[4-[2,4-bis(trifluoromethyl)phenyl]phenyl]-2h-furo[2,3-d]pyrimidin-2-yl]benzenesulfonamide Chemical compound NC1=C2C=COC2=NC(C=2C=C(C=CC=2)S(N)(=O)=O)N1C(C=C1)=CC=C1C1=CC=C(C(F)(F)F)C=C1C(F)(F)F FIAUMTNGGXSEQM-UHFFFAOYSA-N 0.000 claims 1
SIXWSGNQPCZMHX-UHFFFAOYSA-N 3-[[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]methoxy]benzonitrile Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1COC1=CC=CC(C#N)=C1 SIXWSGNQPCZMHX-UHFFFAOYSA-N 0.000 claims 1
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RRRMXAJNAQCRLK-UHFFFAOYSA-N 3-hex-1-ynyl-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound N1=C2OC=CC2=C(N)N(C#CCCCC)C1C1=CC=C(OC)C=C1 RRRMXAJNAQCRLK-UHFFFAOYSA-N 0.000 claims 1
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
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FSFCIVUHJHZEOJ-UHFFFAOYSA-N 4-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-3-methoxybenzoic acid Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(C(O)=O)C=C1OC FSFCIVUHJHZEOJ-UHFFFAOYSA-N 0.000 claims 1
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UUVMGFNNRVAIMO-UHFFFAOYSA-N 4-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-n-[2-(dimethylamino)ethyl]benzamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(C(=O)NCCN(C)C)C=C1 UUVMGFNNRVAIMO-UHFFFAOYSA-N 0.000 claims 1
JHPJMSJJSXENSQ-UHFFFAOYSA-N 4-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-n-methylbenzamide Chemical compound C1=CC(C(=O)NC)=CC=C1C1N(C=2C=CC(OC)=CC=2)C(N)=C2C=COC2=N1 JHPJMSJJSXENSQ-UHFFFAOYSA-N 0.000 claims 1
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125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
125000004104 aryloxy group Chemical group 0.000 claims 1
PRQLBXXAAPISEY-UHFFFAOYSA-N benzyl n-[3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-4-yl]carbamate Chemical compound C1=CC(OC)=CC=C1N1C(NC(=O)OCC=2C=CC=CC=2)=C2C=COC2=NC1 PRQLBXXAAPISEY-UHFFFAOYSA-N 0.000 claims 1
125000006269 biphenyl-2-yl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C(*)C([H])=C([H])C([H])=C1[H] 0.000 claims 1
125000004093 cyano group Chemical group *C#N 0.000 claims 1
125000000000 cycloalkoxy group Chemical group 0.000 claims 1
125000002993 cycloalkylene group Chemical group 0.000 claims 1
239000003085 diluting agent Substances 0.000 claims 1
201000010099 disease Diseases 0.000 claims 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
239000003814 drug Substances 0.000 claims 1
239000003937 drug carrier Substances 0.000 claims 1
230000000694 effects Effects 0.000 claims 1
NPMSLZBBVKCONS-UHFFFAOYSA-N ethyl 2-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-1,3-thiazole-4-carboxylate Chemical compound CCOC(=O)C1=CSC(C2N(C(N)=C3C=COC3=N2)C=2C=CC(OC)=CC=2)=N1 NPMSLZBBVKCONS-UHFFFAOYSA-N 0.000 claims 1
RNBVNEFECGSALY-UHFFFAOYSA-N ethyl 4-amino-2,3-bis(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidine-6-carboxylate Chemical compound N1=C2OC(C(=O)OCC)=CC2=C(N)N(C=2C=CC(OC)=CC=2)C1C1=CC=C(OC)C=C1 RNBVNEFECGSALY-UHFFFAOYSA-N 0.000 claims 1
125000004404 heteroalkyl group Chemical group 0.000 claims 1
230000001404 mediated effect Effects 0.000 claims 1
WAVJYYRQTYEFJB-UHFFFAOYSA-N methyl 3-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)-n-carbamoylanilino]benzoate Chemical compound COC(=O)C1=CC=CC(N(C(N)=O)C=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 WAVJYYRQTYEFJB-UHFFFAOYSA-N 0.000 claims 1
MNKKPEQUYUBALT-UHFFFAOYSA-N methyl 3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]benzoate Chemical compound COC(=O)C1=CC=CC(C2N(C(N)=C3C=COC3=N2)C=2C=CC(OC)=CC=2)=C1 MNKKPEQUYUBALT-UHFFFAOYSA-N 0.000 claims 1
RPZUXIKKLVCPGM-UHFFFAOYSA-N methyl 3-[[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]sulfamoyl]thiophene-2-carboxylate Chemical compound S1C=CC(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1C(=O)OC RPZUXIKKLVCPGM-UHFFFAOYSA-N 0.000 claims 1
UXKNXKRWXZFMLL-UHFFFAOYSA-N methyl 5-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-2-(methylamino)benzoate Chemical compound C1=C(C(=O)OC)C(NC)=CC=C1C1N(C=2C=CC(OC)=CC=2)C(N)=C2C=COC2=N1 UXKNXKRWXZFMLL-UHFFFAOYSA-N 0.000 claims 1
HRNXGXLYLPQVFK-UHFFFAOYSA-N methyl 5-[[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]sulfamoyl]-4-methoxythiophene-3-carboxylate Chemical compound COC(=O)C1=CSC(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1OC HRNXGXLYLPQVFK-UHFFFAOYSA-N 0.000 claims 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
MKPJBAZILXUFOI-UHFFFAOYSA-N n,n-dimethyl-3-(4-nitrophenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound CN(C)C1=C2C=COC2=NCN1C1=CC=C([N+]([O-])=O)C=C1 MKPJBAZILXUFOI-UHFFFAOYSA-N 0.000 claims 1
KPRBAGCTESMZGW-UHFFFAOYSA-N n-[3-(4-aminofuro[2,3-d]pyrimidin-2-yl)phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC(C=2N=C3OC=CC3=C(N)N=2)=C1 KPRBAGCTESMZGW-UHFFFAOYSA-N 0.000 claims 1
UNSBAWQWKPVKHC-UHFFFAOYSA-N n-[3-[4-[4-amino-2-(3-sulfamoylphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]phenyl]acetamide Chemical compound CC(=O)NC1=CC=CC(C=2C=CC(=CC=2)N2C(=C3C=COC3=NC2C=2C=C(C=CC=2)S(N)(=O)=O)N)=C1 UNSBAWQWKPVKHC-UHFFFAOYSA-N 0.000 claims 1
WEQIATPCRNAGKE-UHFFFAOYSA-N n-[3-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]acetamide Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=C(NC(C)=O)C=CC=2)C(N)=C2C=COC2=N1 WEQIATPCRNAGKE-UHFFFAOYSA-N 0.000 claims 1
PIQYKXSGSCMKSU-UHFFFAOYSA-N n-[3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]phenyl]-2-morpholin-4-ylethanesulfonamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(NS(=O)(=O)CCN2CCOCC2)=C1 PIQYKXSGSCMKSU-UHFFFAOYSA-N 0.000 claims 1
HYJCNPOOFCYASW-UHFFFAOYSA-N n-[3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]phenyl]acetamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(NC(C)=O)=C1 HYJCNPOOFCYASW-UHFFFAOYSA-N 0.000 claims 1
RRWJKYUSTORXSI-UHFFFAOYSA-N n-[3-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]phenyl]methanesulfonamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=CC(NS(C)(=O)=O)=C1 RRWJKYUSTORXSI-UHFFFAOYSA-N 0.000 claims 1
ZKWZRARHIUSSOP-UHFFFAOYSA-N n-[3-[4-amino-3-[4-(3-fluorophenyl)phenyl]-2h-furo[2,3-d]pyrimidin-2-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC(C2N(C(N)=C3C=COC3=N2)C=2C=CC(=CC=2)C=2C=C(F)C=CC=2)=C1 ZKWZRARHIUSSOP-UHFFFAOYSA-N 0.000 claims 1
ACBNMVBOHZFURU-UHFFFAOYSA-N n-[3-[[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]methoxy]phenyl]acetamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1COC1=CC=CC(NC(C)=O)=C1 ACBNMVBOHZFURU-UHFFFAOYSA-N 0.000 claims 1
IJRRCIFWIOFKDY-UHFFFAOYSA-N n-[4-(4-amino-2-pyridin-3-yl-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,3-dichlorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NC(C=2C=NC=CC=2)N1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CC(Cl)=C1Cl IJRRCIFWIOFKDY-UHFFFAOYSA-N 0.000 claims 1
JCQYZIBHCNDINQ-UHFFFAOYSA-N n-[4-(4-amino-2-pyridin-3-yl-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-fluorobenzamide Chemical compound NC1=C2C=COC2=NC(C=2C=NC=CC=2)N1C(C=C1)=CC=C1NC(=O)C1=CC=CC(F)=C1 JCQYZIBHCNDINQ-UHFFFAOYSA-N 0.000 claims 1
AKVWSORXUZGPPZ-UHFFFAOYSA-N n-[4-(4-amino-2-pyridin-3-yl-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-fluorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NC(C=2C=NC=CC=2)N1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(F)C=C1 AKVWSORXUZGPPZ-UHFFFAOYSA-N 0.000 claims 1
WRRGLLFAKNAYQN-UHFFFAOYSA-N n-[4-(4-amino-2-pyridin-3-yl-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]thiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NC(C=2C=NC=CC=2)N1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CS1 WRRGLLFAKNAYQN-UHFFFAOYSA-N 0.000 claims 1
GKJYBAQFCDMZNI-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1,2-dimethylimidazole-4-sulfonamide Chemical compound CN1C(C)=NC(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 GKJYBAQFCDMZNI-UHFFFAOYSA-N 0.000 claims 1
KTICBGNIIKMUIL-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-(3,4-dichlorophenyl)cyclopropane-1-carboxamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=C(Cl)C(Cl)=CC=2)CC1 KTICBGNIIKMUIL-UHFFFAOYSA-N 0.000 claims 1
VBZLKFMUUWQHTF-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-(3-chlorophenyl)cyclopropane-1-carboxamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=C(Cl)C=CC=2)CC1 VBZLKFMUUWQHTF-UHFFFAOYSA-N 0.000 claims 1
BLXVFVSURRLUSL-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-(4-methylphenyl)methanesulfonamide Chemical compound C1=CC(C)=CC=C1CS(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 BLXVFVSURRLUSL-UHFFFAOYSA-N 0.000 claims 1
PMOKHVQPBDEOEA-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-chloro-5-(trifluoromethyl)phenyl]methanesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)CC1=CC(C(F)(F)F)=CC=C1Cl PMOKHVQPBDEOEA-UHFFFAOYSA-N 0.000 claims 1
XXTLWOVKNPERCA-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]methanesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)CC1=CC(C(F)(F)F)=CC=C1F XXTLWOVKNPERCA-UHFFFAOYSA-N 0.000 claims 1
NKQIZMMOPRIAIG-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[3,5-bis(trifluoromethyl)phenyl]cyclopropane-1-carboxamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)CC1 NKQIZMMOPRIAIG-UHFFFAOYSA-N 0.000 claims 1
HVDYOWZSRCANJU-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-[3-(trifluoromethyl)phenyl]cyclopropane-1-carboxamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=C(C=CC=2)C(F)(F)F)CC1 HVDYOWZSRCANJU-UHFFFAOYSA-N 0.000 claims 1
DIENFSIEDVHRQC-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 DIENFSIEDVHRQC-UHFFFAOYSA-N 0.000 claims 1
OKMPGKNBUISIHZ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-phenylcyclopropane-1-carboxamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=CC=CC=2)CC1 OKMPGKNBUISIHZ-UHFFFAOYSA-N 0.000 claims 1
PIWMKRHLHZYDSX-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-1-pyridin-4-ylmethanesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)CC1=CC=NC=C1 PIWMKRHLHZYDSX-UHFFFAOYSA-N 0.000 claims 1
AOJGGTGYMNRHQL-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,1,3-benzothiadiazole-4-sulfonamide Chemical compound C1=CC2=NSN=C2C(S(=O)(=O)NC2=CC=C(C=C2)N2CN=C3OC=CC3=C2N)=C1 AOJGGTGYMNRHQL-UHFFFAOYSA-N 0.000 claims 1
FZHWTZYRGXTQNT-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,1,3-benzoxadiazole-4-sulfonamide Chemical compound C1=CC2=NON=C2C(S(=O)(=O)NC2=CC=C(C=C2)N2CN=C3OC=CC3=C2N)=C1 FZHWTZYRGXTQNT-UHFFFAOYSA-N 0.000 claims 1
IRGIVCOBKIMJBK-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,3,4,5,6-pentafluorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=C(F)C(F)=C(F)C(F)=C1F IRGIVCOBKIMJBK-UHFFFAOYSA-N 0.000 claims 1
NHJCVLGVMUFBKO-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,3,5,6-tetramethylbenzenesulfonamide Chemical compound CC1=CC(C)=C(C)C(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1C NHJCVLGVMUFBKO-UHFFFAOYSA-N 0.000 claims 1
HXHQGGQLAIRAOS-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,3-dichlorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CC(Cl)=C1Cl HXHQGGQLAIRAOS-UHFFFAOYSA-N 0.000 claims 1
CYHLOTTUXVPZDU-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,3-dihydro-1,4-benzodioxine-6-sulfonamide Chemical compound O1CCOC2=CC(S(=O)(=O)NC3=CC=C(C=C3)N3CN=C4OC=CC4=C3N)=CC=C21 CYHLOTTUXVPZDU-UHFFFAOYSA-N 0.000 claims 1
OMTCJSOGTVPKNM-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,4,6-trimethylbenzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 OMTCJSOGTVPKNM-UHFFFAOYSA-N 0.000 claims 1
UFKACPBYEDIPGN-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,4-dichloro-5-methylbenzenesulfonamide Chemical compound C1=C(Cl)C(C)=CC(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1Cl UFKACPBYEDIPGN-UHFFFAOYSA-N 0.000 claims 1
VGIZLNJLPFTMEX-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,4-dichlorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(Cl)C=C1Cl VGIZLNJLPFTMEX-UHFFFAOYSA-N 0.000 claims 1
BJPDVAATMKZWBN-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,5-dibromo-3,6-difluorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=C(F)C(Br)=CC(F)=C1Br BJPDVAATMKZWBN-UHFFFAOYSA-N 0.000 claims 1
RPRLMMBRUXKWRW-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,5-dichlorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC(Cl)=CC=C1Cl RPRLMMBRUXKWRW-UHFFFAOYSA-N 0.000 claims 1
KJPSVQCQVBURPN-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,5-dimethoxybenzenesulfonamide Chemical compound COC1=CC=C(OC)C(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 KJPSVQCQVBURPN-UHFFFAOYSA-N 0.000 claims 1
VQQAFMHEFAJKQS-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,5-dimethylbenzenesulfonamide Chemical compound CC1=CC=C(C)C(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 VQQAFMHEFAJKQS-UHFFFAOYSA-N 0.000 claims 1
ALCFJLIVEOYYNV-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,6-dichloro-4-(trifluoromethyl)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=C(Cl)C=C(C(F)(F)F)C=C1Cl ALCFJLIVEOYYNV-UHFFFAOYSA-N 0.000 claims 1
PDCMXIWLZWPJFO-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2,6-dichlorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=C(Cl)C=CC=C1Cl PDCMXIWLZWPJFO-UHFFFAOYSA-N 0.000 claims 1
SHWMNSKTLKCIFR-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-(2,5-dichlorothiophen-3-yl)sulfonylacetamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)CS(=O)(=O)C=1C=C(Cl)SC=1Cl SHWMNSKTLKCIFR-UHFFFAOYSA-N 0.000 claims 1
ARDNMOUVCDSGLJ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-(3-methoxyphenyl)acetamide Chemical compound COC1=CC=CC(CC(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 ARDNMOUVCDSGLJ-UHFFFAOYSA-N 0.000 claims 1
BVKFBHFTWUUBFI-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-(5-chlorothiophen-2-yl)sulfonylacetamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)CS(=O)(=O)C1=CC=C(Cl)S1 BVKFBHFTWUUBFI-UHFFFAOYSA-N 0.000 claims 1
YVWUVDOODZQECZ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)acetamide Chemical compound N=1C(CC(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C(C)OC=1C1=CC=CC=C1 YVWUVDOODZQECZ-UHFFFAOYSA-N 0.000 claims 1
ZCMRZWMCJIELBT-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-(trifluoromethoxy)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CC=C1OC(F)(F)F ZCMRZWMCJIELBT-UHFFFAOYSA-N 0.000 claims 1
MWMYSMFKRWCECF-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-[3,5-bis(trifluoromethyl)phenyl]acetamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 MWMYSMFKRWCECF-UHFFFAOYSA-N 0.000 claims 1
ASFIEKIKHKWGET-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-chloro-4-cyanobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(C#N)C=C1Cl ASFIEKIKHKWGET-UHFFFAOYSA-N 0.000 claims 1
XWCNSXCBVOWMHD-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-chloro-4-fluorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(F)C=C1Cl XWCNSXCBVOWMHD-UHFFFAOYSA-N 0.000 claims 1
OPWDECUHSUMWEQ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-chlorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CC=C1Cl OPWDECUHSUMWEQ-UHFFFAOYSA-N 0.000 claims 1
HVYKYBQMFBVCGQ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-methoxy-5-methylbenzenesulfonamide Chemical compound COC1=CC=C(C)C=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 HVYKYBQMFBVCGQ-UHFFFAOYSA-N 0.000 claims 1
WCRUSTALBFFSDZ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-nitro-4-(trifluoromethyl)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(C(F)(F)F)C=C1[N+]([O-])=O WCRUSTALBFFSDZ-UHFFFAOYSA-N 0.000 claims 1
UUVVYUKEFHBYSY-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-phenylethenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C=CC1=CC=CC=C1 UUVVYUKEFHBYSY-UHFFFAOYSA-N 0.000 claims 1
ONPWMTDLHMVPHA-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-2-thiophen-2-ylacetamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NC(=O)CC1=CC=CS1 ONPWMTDLHMVPHA-UHFFFAOYSA-N 0.000 claims 1
WRDYKKOGBRLDRP-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3,4-dichlorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(Cl)C(Cl)=C1 WRDYKKOGBRLDRP-UHFFFAOYSA-N 0.000 claims 1
OUKLEZFAYRWDPL-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3,5-bis(trifluoromethyl)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 OUKLEZFAYRWDPL-UHFFFAOYSA-N 0.000 claims 1
SLIYYLGMIZXYBI-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3,5-dichloro-2-hydroxybenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC(Cl)=CC(Cl)=C1O SLIYYLGMIZXYBI-UHFFFAOYSA-N 0.000 claims 1
ORMAVYBVKTUJPD-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3,5-dichlorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC(Cl)=CC(Cl)=C1 ORMAVYBVKTUJPD-UHFFFAOYSA-N 0.000 claims 1
RVXLIIALODATIJ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3,5-dimethoxybenzenesulfonamide Chemical compound COC1=CC(OC)=CC(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 RVXLIIALODATIJ-UHFFFAOYSA-N 0.000 claims 1
QTKHWQOXWVBBOV-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3,5-dimethyl-1,2-oxazole-4-sulfonamide Chemical compound CC1=NOC(C)=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 QTKHWQOXWVBBOV-UHFFFAOYSA-N 0.000 claims 1
WQGYQDBZOIIFPF-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(4-chlorophenoxy)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(C=1)=CC=CC=1OC1=CC=C(Cl)C=C1 WQGYQDBZOIIFPF-UHFFFAOYSA-N 0.000 claims 1
XXDLDBLAXRSNEH-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-(4-chlorophenyl)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(C=1)=CC=CC=1C1=CC=C(Cl)C=C1 XXDLDBLAXRSNEH-UHFFFAOYSA-N 0.000 claims 1
DNUSPZXOEXOYQO-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-chloro-2-methylbenzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 DNUSPZXOEXOYQO-UHFFFAOYSA-N 0.000 claims 1
AMQVWAWDIRHGDY-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-chloro-4-(1,3-dioxo-2-azaspiro[4.4]nonan-2-yl)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(C=C1Cl)=CC=C1N(C1=O)C(=O)CC21CCCC2 AMQVWAWDIRHGDY-UHFFFAOYSA-N 0.000 claims 1
BDNIRSHAMIQERM-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-chloro-4-fluorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(F)C(Cl)=C1 BDNIRSHAMIQERM-UHFFFAOYSA-N 0.000 claims 1
CEDNEVGJGIZPFI-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-chlorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CC(Cl)=C1 CEDNEVGJGIZPFI-UHFFFAOYSA-N 0.000 claims 1
PEISDGASLOBFMH-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-fluorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CC(F)=C1 PEISDGASLOBFMH-UHFFFAOYSA-N 0.000 claims 1
VATPILHYLCPXAJ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-3-methoxybenzenesulfonamide Chemical compound COC1=CC=CC(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 VATPILHYLCPXAJ-UHFFFAOYSA-N 0.000 claims 1
QZVKWHSULSUOSH-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4,5-dichlorothiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC(Cl)=C(Cl)S1 QZVKWHSULSUOSH-UHFFFAOYSA-N 0.000 claims 1
ALWFXJGYDJIBRC-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-(3,4-dichlorophenoxy)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(C=C1)=CC=C1OC1=CC=C(Cl)C(Cl)=C1 ALWFXJGYDJIBRC-UHFFFAOYSA-N 0.000 claims 1
NZVDVJZJDHFYLI-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-(3,4-dichlorophenyl)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(C=C1)=CC=C1C1=CC=C(Cl)C(Cl)=C1 NZVDVJZJDHFYLI-UHFFFAOYSA-N 0.000 claims 1
IVHSJCOJJOLZJZ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-(3,5-dichlorophenoxy)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(C=C1)=CC=C1OC1=CC(Cl)=CC(Cl)=C1 IVHSJCOJJOLZJZ-UHFFFAOYSA-N 0.000 claims 1
ANZHDZDOZXQIQZ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-(benzenesulfonyl)thiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(SC=1)=CC=1S(=O)(=O)C1=CC=CC=C1 ANZHDZDOZXQIQZ-UHFFFAOYSA-N 0.000 claims 1
FHFJWWUQAPNLKP-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-(trifluoromethoxy)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(OC(F)(F)F)C=C1 FHFJWWUQAPNLKP-UHFFFAOYSA-N 0.000 claims 1
CSVGYENGORDFML-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-(trifluoromethyl)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(C(F)(F)F)C=C1 CSVGYENGORDFML-UHFFFAOYSA-N 0.000 claims 1
TVVWEOATBWXLHL-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-[(2-chloro-1,3-thiazol-5-yl)methoxy]benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(C=C1)=CC=C1OCC1=CN=C(Cl)S1 TVVWEOATBWXLHL-UHFFFAOYSA-N 0.000 claims 1
KXSQOMIHFXIVFD-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-bromo-2,5-difluorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC(F)=C(Br)C=C1F KXSQOMIHFXIVFD-UHFFFAOYSA-N 0.000 claims 1
OAFVCUDMPFKYJL-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-bromo-2-(trifluoromethoxy)benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(Br)C=C1OC(F)(F)F OAFVCUDMPFKYJL-UHFFFAOYSA-N 0.000 claims 1
IJSXOVPJIGZCNB-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-bromo-2-ethylbenzenesulfonamide Chemical compound CCC1=CC(Br)=CC=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 IJSXOVPJIGZCNB-UHFFFAOYSA-N 0.000 claims 1
LUQHYHACNPKZKA-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-butoxybenzenesulfonamide Chemical compound C1=CC(OCCCC)=CC=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 LUQHYHACNPKZKA-UHFFFAOYSA-N 0.000 claims 1
FWOSHVAJQRZKQO-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-butylbenzenesulfonamide Chemical compound C1=CC(CCCC)=CC=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 FWOSHVAJQRZKQO-UHFFFAOYSA-N 0.000 claims 1
UUPYUAHXXYLLLI-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-chloro-2,1,3-benzoxadiazole-7-sulfonamide Chemical compound C1=C(Cl)C2=NON=C2C(S(=O)(=O)NC2=CC=C(C=C2)N2CN=C3OC=CC3=C2N)=C1 UUPYUAHXXYLLLI-UHFFFAOYSA-N 0.000 claims 1
FKHCUNBDXPFVAJ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-cyanobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(C#N)C=C1 FKHCUNBDXPFVAJ-UHFFFAOYSA-N 0.000 claims 1
IMZBXDBTYUUGLZ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-ethylbenzenesulfonamide Chemical compound C1=CC(CC)=CC=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 IMZBXDBTYUUGLZ-UHFFFAOYSA-N 0.000 claims 1
PRJOBNHRRLCGML-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-fluorobenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(F)C=C1 PRJOBNHRRLCGML-UHFFFAOYSA-N 0.000 claims 1
MLRFIWLQMUTQAQ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-methoxybenzenesulfonamide Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 MLRFIWLQMUTQAQ-UHFFFAOYSA-N 0.000 claims 1
MXGZABPTHSACLN-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-phenyldiazenylbenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(C=C1)=CC=C1N=NC1=CC=CC=C1 MXGZABPTHSACLN-UHFFFAOYSA-N 0.000 claims 1
FQVRRGBDAHVLKV-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-propan-2-ylbenzenesulfonamide Chemical compound C1=CC(C(C)C)=CC=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 FQVRRGBDAHVLKV-UHFFFAOYSA-N 0.000 claims 1
SAPRKZVJYILSAO-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-propylbenzenesulfonamide Chemical compound C1=CC(CCC)=CC=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 SAPRKZVJYILSAO-UHFFFAOYSA-N 0.000 claims 1
WRAKHMRMCPFALM-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-pyridin-2-yloxybenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(C=C1)=CC=C1OC1=CC=CC=N1 WRAKHMRMCPFALM-UHFFFAOYSA-N 0.000 claims 1
CDKFNRUOLRXSAF-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-pyridin-4-yloxybenzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(C=C1)=CC=C1OC1=CC=NC=C1 CDKFNRUOLRXSAF-UHFFFAOYSA-N 0.000 claims 1
YWPMAQZLZCWHCK-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-4-tert-butylbenzenesulfonamide Chemical compound C1=CC(C(C)(C)C)=CC=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 YWPMAQZLZCWHCK-UHFFFAOYSA-N 0.000 claims 1
RHKOPIQSWYAPMC-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-(1,2-oxazol-3-yl)thiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(S1)=CC=C1C=1C=CON=1 RHKOPIQSWYAPMC-UHFFFAOYSA-N 0.000 claims 1
XJFNHGZOMMEQSH-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-(2-methyl-1,3-thiazol-4-yl)thiophene-2-sulfonamide Chemical compound S1C(C)=NC(C=2SC(=CC=2)S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=C1 XJFNHGZOMMEQSH-UHFFFAOYSA-N 0.000 claims 1
ARKSVRRPDYGRKC-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-(2-methylsulfanylpyrimidin-4-yl)thiophene-2-sulfonamide Chemical compound CSC1=NC=CC(C=2SC(=CC=2)S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=N1 ARKSVRRPDYGRKC-UHFFFAOYSA-N 0.000 claims 1
YECVNWFEJZXICF-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-(4-cyano-1-methyl-5-methylsulfanylpyrazol-3-yl)thiophene-2-sulfonamide Chemical compound CN1C(SC)=C(C#N)C(C=2SC(=CC=2)S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)=N1 YECVNWFEJZXICF-UHFFFAOYSA-N 0.000 claims 1
CVADHWLDXLNWSG-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-(thiadiazol-4-yl)thiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(S1)=CC=C1C1=CSN=N1 CVADHWLDXLNWSG-UHFFFAOYSA-N 0.000 claims 1
UWPCNQRXOOQZQM-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]thiophene-2-sulfonamide Chemical compound C1=C(C(F)(F)F)N(C)N=C1C1=CC=C(S(=O)(=O)NC=2C=CC(=CC=2)N2C(=C3C=COC3=NC2)N)S1 UWPCNQRXOOQZQM-UHFFFAOYSA-N 0.000 claims 1
BQYCLMQBMFBMJA-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-[5-(trifluoromethyl)-1,2-oxazol-3-yl]thiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(S1)=CC=C1C=1C=C(C(F)(F)F)ON=1 BQYCLMQBMFBMJA-UHFFFAOYSA-N 0.000 claims 1
JANFVTXYJGLQNC-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-[5-(trifluoromethyl)pyridin-2-yl]sulfonylthiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(S1)=CC=C1S(=O)(=O)C1=CC=C(C(F)(F)F)C=N1 JANFVTXYJGLQNC-UHFFFAOYSA-N 0.000 claims 1
ITVMTZOMNVHKCE-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]methyl]thiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(S1)=CC=C1CC1=NC=C(C(F)(F)F)C=C1Cl ITVMTZOMNVHKCE-UHFFFAOYSA-N 0.000 claims 1
WEKYPMKUCPXMEE-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-bromo-2-methoxybenzenesulfonamide Chemical compound COC1=CC=C(Br)C=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 WEKYPMKUCPXMEE-UHFFFAOYSA-N 0.000 claims 1
QMDSSGHTAZNRAN-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-bromo-6-chloropyridine-3-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CN=C(Cl)C(Br)=C1 QMDSSGHTAZNRAN-UHFFFAOYSA-N 0.000 claims 1
BZSHYDYUUOYHSW-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-bromothiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(Br)S1 BZSHYDYUUOYHSW-UHFFFAOYSA-N 0.000 claims 1
AKVYPNQLSSZFOX-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-chloro-1,3-dimethylpyrazole-4-sulfonamide Chemical compound CC1=NN(C)C(Cl)=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 AKVYPNQLSSZFOX-UHFFFAOYSA-N 0.000 claims 1
KKYNCWBUIWJDAF-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-chloro-3-methyl-1-benzothiophene-2-sulfonamide Chemical compound C1N=C2OC=CC2=C(N)N1C(C=C1)=CC=C1NS(=O)(=O)C1=C(C)C2=CC(Cl)=CC=C2S1 KKYNCWBUIWJDAF-UHFFFAOYSA-N 0.000 claims 1
WYSIJEADONQPOU-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-chloronaphthalene-1-sulfonamide Chemical compound C1=CC=C2C(S(=O)(=O)NC3=CC=C(C=C3)N3CN=C4OC=CC4=C3N)=CC=CC2=C1Cl WYSIJEADONQPOU-UHFFFAOYSA-N 0.000 claims 1
NXKBKFBDLZUBSP-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-fluoro-2-methylbenzenesulfonamide Chemical compound CC1=CC=C(F)C=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 NXKBKFBDLZUBSP-UHFFFAOYSA-N 0.000 claims 1
IHHJODXOGHHELG-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-5-pyridin-2-ylthiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(S1)=CC=C1C1=CC=CC=N1 IHHJODXOGHHELG-UHFFFAOYSA-N 0.000 claims 1
JMSXLMBWUNFEBT-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]-6-chloroimidazo[2,1-b][1,3]thiazole-5-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=C(Cl)N=C2N1C=CS2 JMSXLMBWUNFEBT-UHFFFAOYSA-N 0.000 claims 1
BGKPELMZIMICEQ-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]benzenesulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CC=C1 BGKPELMZIMICEQ-UHFFFAOYSA-N 0.000 claims 1
LWUVWRCVXAGNML-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]isoquinoline-5-sulfonamide Chemical compound N1=CC=C2C(S(=O)(=O)NC3=CC=C(C=C3)N3CN=C4OC=CC4=C3N)=CC=CC2=C1 LWUVWRCVXAGNML-UHFFFAOYSA-N 0.000 claims 1
SNGUTKZWYXONJA-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]naphthalene-1-sulfonamide Chemical compound C1=CC=C2C(S(=O)(=O)NC3=CC=C(C=C3)N3CN=C4OC=CC4=C3N)=CC=CC2=C1 SNGUTKZWYXONJA-UHFFFAOYSA-N 0.000 claims 1
KIYICCOKLZKNRY-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]quinoline-8-sulfonamide Chemical compound C1=CN=C2C(S(=O)(=O)NC3=CC=C(C=C3)N3CN=C4OC=CC4=C3N)=CC=CC2=C1 KIYICCOKLZKNRY-UHFFFAOYSA-N 0.000 claims 1
JDAHSWZNEXYYDH-UHFFFAOYSA-N n-[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]thiophene-2-sulfonamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CS1 JDAHSWZNEXYYDH-UHFFFAOYSA-N 0.000 claims 1
DUDOYGLQEAYFNS-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-1-(2,5-difluorophenyl)cyclopropane-1-carboxamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C(=CC=C(F)C=2)F)CC1 DUDOYGLQEAYFNS-UHFFFAOYSA-N 0.000 claims 1
RPEGTHCMTXLIRI-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-1-(3,4-dichlorophenyl)cyclopropane-1-carboxamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=C(Cl)C(Cl)=CC=2)CC1 RPEGTHCMTXLIRI-UHFFFAOYSA-N 0.000 claims 1
XBVNKWWPVWHOSV-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-1-(3-chlorophenyl)cyclopropane-1-carboxamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=C(Cl)C=CC=2)CC1 XBVNKWWPVWHOSV-UHFFFAOYSA-N 0.000 claims 1
FKMNEFUIORDNRF-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-1-[3,5-bis(trifluoromethyl)phenyl]cyclopropane-1-carboxamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)CC1 FKMNEFUIORDNRF-UHFFFAOYSA-N 0.000 claims 1
OSECOSNYPGZVFZ-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-1-[3-(trifluoromethyl)phenyl]cyclopropane-1-carboxamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=C(C=CC=2)C(F)(F)F)CC1 OSECOSNYPGZVFZ-UHFFFAOYSA-N 0.000 claims 1
PIHTVGYGALROTB-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-1-phenylcyclopentane-1-carboxamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=CC=CC=2)CCCC1 PIHTVGYGALROTB-UHFFFAOYSA-N 0.000 claims 1
RLDUQWISZDVUJP-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-1-phenylcyclopropane-1-carboxamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1(C=2C=CC=CC=2)CC1 RLDUQWISZDVUJP-UHFFFAOYSA-N 0.000 claims 1
GMIRSNYGQVZRAC-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2,5-dichlorothiophene-3-carboxamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C=1C=C(Cl)SC=1Cl GMIRSNYGQVZRAC-UHFFFAOYSA-N 0.000 claims 1
XCCUUKWOSRKYCZ-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2,5-difluorobenzamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1=CC(F)=CC=C1F XCCUUKWOSRKYCZ-UHFFFAOYSA-N 0.000 claims 1
BXSQJLQQTFDYFS-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2,6-difluorobenzamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1=C(F)C=CC=C1F BXSQJLQQTFDYFS-UHFFFAOYSA-N 0.000 claims 1
LBCZNPLRYCNPJJ-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-(2,5-difluorophenyl)acetamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)CC1=CC(F)=CC=C1F LBCZNPLRYCNPJJ-UHFFFAOYSA-N 0.000 claims 1
IZPBNCCFNCKGNP-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-(2,6-difluorophenyl)acetamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)CC1=C(F)C=CC=C1F IZPBNCCFNCKGNP-UHFFFAOYSA-N 0.000 claims 1
RNKZMENUQDOYFI-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-[2,4-bis(trifluoromethyl)phenyl]acetamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)CC1=CC=C(C(F)(F)F)C=C1C(F)(F)F RNKZMENUQDOYFI-UHFFFAOYSA-N 0.000 claims 1
XDJPZUIENDCZFU-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-[2-fluoro-5-(trifluoromethyl)phenyl]acetamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)CC1=CC(C(F)(F)F)=CC=C1F XDJPZUIENDCZFU-UHFFFAOYSA-N 0.000 claims 1
UPJMCISIRIGAPN-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-[3,5-bis(trifluoromethyl)phenyl]acetamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 UPJMCISIRIGAPN-UHFFFAOYSA-N 0.000 claims 1
NPFBUGSJUAWBFZ-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-[3-(trifluoromethylsulfanyl)phenyl]acetamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)CC1=CC=CC(SC(F)(F)F)=C1 NPFBUGSJUAWBFZ-UHFFFAOYSA-N 0.000 claims 1
ZTMRLKAUANPYBD-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-fluoro-5-(trifluoromethyl)benzamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1=CC(C(F)(F)F)=CC=C1F ZTMRLKAUANPYBD-UHFFFAOYSA-N 0.000 claims 1
JIHWXIMKSPXRMQ-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-methoxybenzamide Chemical compound COC1=CC=CC=C1C(=O)NC1=CC=C(N2C(=C3C=CSC3=NC2)N)C=C1 JIHWXIMKSPXRMQ-UHFFFAOYSA-N 0.000 claims 1
NPFIVPUJPLZWQZ-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-methyl-2-phenylpropanamide Chemical compound C=1C=C(N2C(=C3C=CSC3=NC2)N)C=CC=1NC(=O)C(C)(C)C1=CC=CC=C1 NPFIVPUJPLZWQZ-UHFFFAOYSA-N 0.000 claims 1
FJBXSVZSWTUXPK-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-phenylacetamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)CC1=CC=CC=C1 FJBXSVZSWTUXPK-UHFFFAOYSA-N 0.000 claims 1
XQQVHOBXJXCVCT-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-2-phenylbutanamide Chemical compound C=1C=C(N2C(=C3C=CSC3=NC2)N)C=CC=1NC(=O)C(CC)C1=CC=CC=C1 XQQVHOBXJXCVCT-UHFFFAOYSA-N 0.000 claims 1
FENYWVMHIGTXRL-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-3-chlorobenzamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1=CC=CC(Cl)=C1 FENYWVMHIGTXRL-UHFFFAOYSA-N 0.000 claims 1
WRNRVNNGENHQOM-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-3-cyanobenzamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1=CC=CC(C#N)=C1 WRNRVNNGENHQOM-UHFFFAOYSA-N 0.000 claims 1
JBCMRWDWLJULSU-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-3-methoxybenzamide Chemical compound COC1=CC=CC(C(=O)NC=2C=CC(=CC=2)N2C(=C3C=CSC3=NC2)N)=C1 JBCMRWDWLJULSU-UHFFFAOYSA-N 0.000 claims 1
VTUYTYWTBBJDQZ-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-4-(trifluoromethoxy)benzamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1=CC=C(OC(F)(F)F)C=C1 VTUYTYWTBBJDQZ-UHFFFAOYSA-N 0.000 claims 1
NUKSMWKGENFBOS-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-4-[(4-methylpiperazin-1-yl)methyl]benzamide Chemical compound C1CN(C)CCN1CC1=CC=C(C(=O)NC=2C=CC(=CC=2)N2C(=C3C=CSC3=NC2)N)C=C1 NUKSMWKGENFBOS-UHFFFAOYSA-N 0.000 claims 1
ZULUGNQZJBIYGX-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-5-methyl-1,3,4-thiadiazole-2-carboxamide Chemical compound S1C(C)=NN=C1C(=O)NC1=CC=C(N2C(=C3C=CSC3=NC2)N)C=C1 ZULUGNQZJBIYGX-UHFFFAOYSA-N 0.000 claims 1
IFIWIHWZORPGHF-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]-5-tert-butyl-2-methylpyrazole-3-carboxamide Chemical compound CN1N=C(C(C)(C)C)C=C1C(=O)NC1=CC=C(N2C(=C3C=CSC3=NC2)N)C=C1 IFIWIHWZORPGHF-UHFFFAOYSA-N 0.000 claims 1
XZAGAGSBSSHKIR-UHFFFAOYSA-N n-[4-(4-amino-2h-thieno[2,3-d]pyrimidin-3-yl)phenyl]benzamide Chemical compound NC1=C2C=CSC2=NCN1C(C=C1)=CC=C1NC(=O)C1=CC=CC=C1 XZAGAGSBSSHKIR-UHFFFAOYSA-N 0.000 claims 1
LUMFCAIYNYVDAH-UHFFFAOYSA-N n-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-2-fluorobenzamide Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(NC(=O)C=3C(=CC=CC=3)F)=CC=2)C(N)=C2C=COC2=N1 LUMFCAIYNYVDAH-UHFFFAOYSA-N 0.000 claims 1
SPQYLSSMQINTMH-UHFFFAOYSA-N n-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-chlorobenzenesulfonamide Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(NS(=O)(=O)C=3C=C(Cl)C=CC=3)=CC=2)C(N)=C2C=COC2=N1 SPQYLSSMQINTMH-UHFFFAOYSA-N 0.000 claims 1
VNZJQBDCGFMMAK-UHFFFAOYSA-N n-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]-3-fluorobenzamide Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(NC(=O)C=3C=C(F)C=CC=3)=CC=2)C(N)=C2C=COC2=N1 VNZJQBDCGFMMAK-UHFFFAOYSA-N 0.000 claims 1
FILIVTPRTNDVCA-UHFFFAOYSA-N n-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]methanesulfonamide Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(NS(C)(=O)=O)=CC=2)C(N)=C2C=COC2=N1 FILIVTPRTNDVCA-UHFFFAOYSA-N 0.000 claims 1
UNIGZOXZLKBTPD-UHFFFAOYSA-N n-[4-[4-amino-2-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-3-yl]phenyl]naphthalene-2-sulfonamide Chemical compound C1=CC(OC)=CC=C1C1N(C=2C=CC(NS(=O)(=O)C=3C=C4C=CC=CC4=CC=3)=CC=2)C(N)=C2C=COC2=N1 UNIGZOXZLKBTPD-UHFFFAOYSA-N 0.000 claims 1
NNYUCCWFSNAZEH-UHFFFAOYSA-N n-[4-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]phenyl]methanesulfonamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(NS(C)(=O)=O)C=C1 NNYUCCWFSNAZEH-UHFFFAOYSA-N 0.000 claims 1
YHQNJRRRRJZYDE-UHFFFAOYSA-N n-[5-[4-amino-3-(4-methoxyphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-2-fluorophenyl]methanesulfonamide Chemical compound C1=CC(OC)=CC=C1N1C(N)=C2C=COC2=NC1C1=CC=C(F)C(NS(C)(=O)=O)=C1 YHQNJRRRRJZYDE-UHFFFAOYSA-N 0.000 claims 1
OPAORNWUCRCSBO-UHFFFAOYSA-N n-[5-[4-amino-3-(4-pyridin-2-ylphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-2-fluorophenyl]methanesulfonamide Chemical compound C1=C(F)C(NS(=O)(=O)C)=CC(C2N(C(N)=C3C=COC3=N2)C=2C=CC(=CC=2)C=2N=CC=CC=2)=C1 OPAORNWUCRCSBO-UHFFFAOYSA-N 0.000 claims 1
SDDWTBIWAOPTOG-UHFFFAOYSA-N n-[5-[4-amino-3-(4-thiophen-3-ylphenyl)-2h-furo[2,3-d]pyrimidin-2-yl]-2-fluorophenyl]methanesulfonamide Chemical compound C1=C(F)C(NS(=O)(=O)C)=CC(C2N(C(N)=C3C=COC3=N2)C=2C=CC(=CC=2)C2=CSC=C2)=C1 SDDWTBIWAOPTOG-UHFFFAOYSA-N 0.000 claims 1
GLKXBNXOQXJNBG-UHFFFAOYSA-N n-[5-[4-amino-3-[4-(2,3-difluorophenyl)phenyl]-2h-furo[2,3-d]pyrimidin-2-yl]-2-fluorophenyl]methanesulfonamide Chemical compound C1=C(F)C(NS(=O)(=O)C)=CC(C2N(C(N)=C3C=COC3=N2)C=2C=CC(=CC=2)C=2C(=C(F)C=CC=2)F)=C1 GLKXBNXOQXJNBG-UHFFFAOYSA-N 0.000 claims 1
IQUAVQVFGQHNEY-UHFFFAOYSA-N n-[5-[[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]sulfamoyl]-4-methyl-1,3-thiazol-2-yl]acetamide Chemical compound S1C(NC(=O)C)=NC(C)=C1S(=O)(=O)NC1=CC=C(N2C(=C3C=COC3=NC2)N)C=C1 IQUAVQVFGQHNEY-UHFFFAOYSA-N 0.000 claims 1
QAHICYJHFSNOPV-UHFFFAOYSA-N n-[[5-[[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]sulfamoyl]thiophen-2-yl]methyl]-4-chlorobenzamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(S1)=CC=C1CNC(=O)C1=CC=C(Cl)C=C1 QAHICYJHFSNOPV-UHFFFAOYSA-N 0.000 claims 1
IDSMLGTYVRNXBE-UHFFFAOYSA-N n-[[5-[[4-(4-amino-2h-furo[2,3-d]pyrimidin-3-yl)phenyl]sulfamoyl]thiophen-2-yl]methyl]benzamide Chemical compound NC1=C2C=COC2=NCN1C(C=C1)=CC=C1NS(=O)(=O)C(S1)=CC=C1CNC(=O)C1=CC=CC=C1 IDSMLGTYVRNXBE-UHFFFAOYSA-N 0.000 claims 1
LOALGQJJQGLOHS-UHFFFAOYSA-N n-methyl-3-(4-nitrophenyl)-2h-furo[2,3-d]pyrimidin-4-amine Chemical compound CNC1=C2C=COC2=NCN1C1=CC=C([N+]([O-])=O)C=C1 LOALGQJJQGLOHS-UHFFFAOYSA-N 0.000 claims 1
229910052760 oxygen Inorganic materials 0.000 claims 1
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
239000008194 pharmaceutical composition Substances 0.000 claims 1
239000000546 pharmaceutical excipient Substances 0.000 claims 1
229910052717 sulfur Inorganic materials 0.000 claims 1
125000000437 thiazol-2-yl group Chemical group [H]C1=C([H])N=C(*)S1 0.000 claims 1
DDWBRNXDKNIQDY-UHFFFAOYSA-N thieno[2,3-d]pyrimidine Chemical compound N1=CN=C2SC=CC2=C1 DDWBRNXDKNIQDY-UHFFFAOYSA-N 0.000 claims 1

JP2003526926A 2001-09-11 2002-09-10 血管新生阻害剤としてのフロ−及びチエノピリミジン誘導体 Pending JP2005508904A (ja)