JP2012525395A5

JP2012525395A5 -

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Publication number: JP2012525395A5
Authority: JP; Japan
Prior art keywords: methyl; amino; pyridinyl; triazin; amine
Prior art date: 2010-04-27
Legal status : Granted

Application number

JP2012508595A

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English (en)

Japanese (ja)

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JP2012525395A (ja

JP5697662B2 (ja

Filing date

2010-04-27

Publication date

2013-06-13

2010-04-27 Application filed filed Critical

2010-04-27 Priority claimed from PCT/US2010/032593 external-priority patent/WO2010126895A1/en

2012-10-22 Publication of JP2012525395A publication Critical patent/JP2012525395A/ja

2013-06-13 Publication of JP2012525395A5 publication Critical patent/JP2012525395A5/ja

2015-04-08 Application granted granted Critical

2015-04-08 Publication of JP5697662B2 publication Critical patent/JP5697662B2/ja

Status Active legal-status Critical Current

2030-04-27 Anticipated expiration legal-status Critical

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125000000217 alkyl group Chemical group 0.000 claims 108
150000003839 salts Chemical class 0.000 claims 38
150000001875 compounds Chemical class 0.000 claims 36
-1 OCHF 2 Chemical group 0.000 claims 33
125000005843 halogen group Chemical group 0.000 claims 25
125000001072 heteroaryl group Chemical group 0.000 claims 25
125000004093 cyano group Chemical group *C#N 0.000 claims 22
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 21
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 20
125000000592 heterocycloalkyl group Chemical group 0.000 claims 17
229910052739 hydrogen Inorganic materials 0.000 claims 17
239000001257 hydrogen Substances 0.000 claims 17
125000003118 aryl group Chemical group 0.000 claims 16
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 15
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 14
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 14
229910052757 nitrogen Inorganic materials 0.000 claims 13
125000001424 substituent group Chemical group 0.000 claims 13
125000004076 pyridyl group Chemical group 0.000 claims 11
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 10
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 10
241000257303 Hymenoptera Species 0.000 claims 10
125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 10
125000005842 heteroatom Chemical group 0.000 claims 10
125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 10
125000001041 indolyl group Chemical group 0.000 claims 10
125000003226 pyrazolyl group Chemical group 0.000 claims 10
125000000714 pyrimidinyl group Chemical group 0.000 claims 10
229910052717 sulfur Inorganic materials 0.000 claims 10
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 9
229910052760 oxygen Inorganic materials 0.000 claims 9
125000004433 nitrogen atom Chemical group N* 0.000 claims 6
125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 5
125000005874 benzothiadiazolyl group Chemical group 0.000 claims 5
125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 5
125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 5
125000004043 oxo group Chemical group O=* 0.000 claims 5
125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 5
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 4
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 4
150000001412 amines Chemical class 0.000 claims 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
125000002619 bicyclic group Chemical group 0.000 claims 4
229910052799 carbon Inorganic materials 0.000 claims 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
229910052731 fluorine Inorganic materials 0.000 claims 4
239000011737 fluorine Substances 0.000 claims 4
125000002950 monocyclic group Chemical group 0.000 claims 4
229920006395 saturated elastomer Polymers 0.000 claims 4
KUGIFHQBIIHRIZ-CYBMUJFWSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(1r)-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C([C@@H](C)N2CCN(CC2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 KUGIFHQBIIHRIZ-CYBMUJFWSA-N 0.000 claims 3
KUGIFHQBIIHRIZ-ZDUSSCGKSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(1s)-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C([C@H](C)N2CCN(CC2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 KUGIFHQBIIHRIZ-ZDUSSCGKSA-N 0.000 claims 3
KUGIFHQBIIHRIZ-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)N2CCN(CC2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 KUGIFHQBIIHRIZ-UHFFFAOYSA-N 0.000 claims 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
150000002431 hydrogen Chemical group 0.000 claims 3
125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims 2
125000006661 (C4-C6) heterocyclic group Chemical group 0.000 claims 2
SCIVONNAMHTUEH-ZDUSSCGKSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[[(2s)-2-methyl-4-methylsulfonylpiperazin-1-yl]methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1[C@@H](C)CN(S(C)(=O)=O)CC1 SCIVONNAMHTUEH-ZDUSSCGKSA-N 0.000 claims 2
VFQFLOSZDOVNJV-CQSZACIVSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[(1r)-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C([C@@H](C)N2CCN(CC2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 VFQFLOSZDOVNJV-CQSZACIVSA-N 0.000 claims 2
VFQFLOSZDOVNJV-AWEZNQCLSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[(1s)-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C([C@H](C)N2CCN(CC2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 VFQFLOSZDOVNJV-AWEZNQCLSA-N 0.000 claims 2
VFQFLOSZDOVNJV-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(C)N2CCN(CC2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 VFQFLOSZDOVNJV-UHFFFAOYSA-N 0.000 claims 2
125000003342 alkenyl group Chemical group 0.000 claims 2
208000032839 leukemia Diseases 0.000 claims 2
239000008194 pharmaceutical composition Substances 0.000 claims 2
239000000546 pharmaceutical excipient Substances 0.000 claims 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
DPFYZQXBFNDDAE-CYBMUJFWSA-N (1r)-1-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-2,2,2-trifluoroethanol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C([C@@H](O)C(F)(F)F)C=C1C1=NC(C)=NC(N)=N1 DPFYZQXBFNDDAE-CYBMUJFWSA-N 0.000 claims 1
XWMZQMMELKTFFV-IBGZPJMESA-N (1r)-1-[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]-2,2-dimethylpropan-1-ol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C([C@H](O)C(C)(C)C)C=C1C1=NC(C)=NC2=C1N=CN2 XWMZQMMELKTFFV-IBGZPJMESA-N 0.000 claims 1
DPFYZQXBFNDDAE-ZDUSSCGKSA-N (1s)-1-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-2,2,2-trifluoroethanol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C([C@H](O)C(F)(F)F)C=C1C1=NC(C)=NC(N)=N1 DPFYZQXBFNDDAE-ZDUSSCGKSA-N 0.000 claims 1
XWMZQMMELKTFFV-LJQANCHMSA-N (1s)-1-[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]-2,2-dimethylpropan-1-ol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C([C@@H](O)C(C)(C)C)C=C1C1=NC(C)=NC2=C1N=CN2 XWMZQMMELKTFFV-LJQANCHMSA-N 0.000 claims 1
YKSAXLBQVGJMKV-LLVKDONJSA-N (2r)-2-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]methylamino]propan-1-ol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(CN[C@H](C)CO)C=C1C1=NC(C)=NC(N)=N1 YKSAXLBQVGJMKV-LLVKDONJSA-N 0.000 claims 1
IMLFYVBAKGAECZ-OAHLLOKOSA-N (3r)-1-[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]pyrrolidin-3-ol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(N2C[C@H](O)CC2)C=C1C1=NC(C)=NC2=C1N=CN2 IMLFYVBAKGAECZ-OAHLLOKOSA-N 0.000 claims 1
IMLFYVBAKGAECZ-HNNXBMFYSA-N (3s)-1-[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]pyrrolidin-3-ol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(N2C[C@@H](O)CC2)C=C1C1=NC(C)=NC2=C1N=CN2 IMLFYVBAKGAECZ-HNNXBMFYSA-N 0.000 claims 1
UJZYHMZRXGNDFB-UHFFFAOYSA-N 1,3-benzothiazol-5-amine Chemical compound NC1=CC=C2SC=NC2=C1 UJZYHMZRXGNDFB-UHFFFAOYSA-N 0.000 claims 1
PRKHSWZAKJRMJV-UHFFFAOYSA-N 1-[4-[[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]methyl]piperazin-1-yl]ethanone Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2C=3N=CNC=3N=C(C)N=2)=NC=C1CN1CCN(C(C)=O)CC1 PRKHSWZAKJRMJV-UHFFFAOYSA-N 0.000 claims 1
ZWLQCJDCCOOFJD-UHFFFAOYSA-N 1-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-2,2,2-trifluoroethanol Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(O)C(F)(F)F)C=C1C1=NC(C)=NC(N)=N1 ZWLQCJDCCOOFJD-UHFFFAOYSA-N 0.000 claims 1
LYAQKDDXVAENGV-UHFFFAOYSA-N 1-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-2-methylpropane-1,2-diol Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(O)C(C)(C)O)C=C1C1=NC(C)=NC(N)=N1 LYAQKDDXVAENGV-UHFFFAOYSA-N 0.000 claims 1
ONDSOJOVVNNBHE-UHFFFAOYSA-N 1-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-chloropyridin-2-yl]amino]pyridin-2-yl]-3-[4-(2-methoxyethoxy)phenyl]urea Chemical compound C1=CC(OCCOC)=CC=C1NC(=O)NC(N=C1)=CC=C1NC1=NC=C(Cl)C=C1C1=NC(C)=NC(N)=N1 ONDSOJOVVNNBHE-UHFFFAOYSA-N 0.000 claims 1
HYWHIHCPQVZJOH-UHFFFAOYSA-N 1-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]amino]pyridin-2-yl]-3-(3-fluorophenyl)urea Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=NC(NC(=O)NC=3C=C(F)C=CC=3)=CC=2)=N1 HYWHIHCPQVZJOH-UHFFFAOYSA-N 0.000 claims 1
IKMZBKGFXVMTRE-UHFFFAOYSA-N 1-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]amino]pyridin-2-yl]-3-phenylurea Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=NC(NC(=O)NC=3C=CC=CC=3)=CC=2)=N1 IKMZBKGFXVMTRE-UHFFFAOYSA-N 0.000 claims 1
SSMJAUVOQAUFJB-UHFFFAOYSA-N 1-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]amino]pyridin-2-yl]-3-propan-2-ylurea Chemical compound C1=NC(NC(=O)NC(C)C)=CC=C1NC1=NC=CC=C1C1=NC(C)=NC(N)=N1 SSMJAUVOQAUFJB-UHFFFAOYSA-N 0.000 claims 1
WGQQNMIIZZLTFX-UHFFFAOYSA-N 1-[6-(6-amino-2-methylpyrimidin-4-yl)-5-[(6-methoxypyridin-3-yl)amino]pyrazin-2-yl]ethanone Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(C)=O)N=C1C1=CC(N)=NC(C)=N1 WGQQNMIIZZLTFX-UHFFFAOYSA-N 0.000 claims 1
XWMZQMMELKTFFV-UHFFFAOYSA-N 1-[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]-2,2-dimethylpropan-1-ol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(O)C(C)(C)C)C=C1C1=NC(C)=NC2=C1N=CN2 XWMZQMMELKTFFV-UHFFFAOYSA-N 0.000 claims 1
IMLFYVBAKGAECZ-UHFFFAOYSA-N 1-[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]pyrrolidin-3-ol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(N2CC(O)CC2)C=C1C1=NC(C)=NC2=C1N=CN2 IMLFYVBAKGAECZ-UHFFFAOYSA-N 0.000 claims 1
CWEIPTSLJORPIL-UHFFFAOYSA-N 1-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]methyl]azetidin-3-ol Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CC(O)C1 CWEIPTSLJORPIL-UHFFFAOYSA-N 0.000 claims 1
PLZWKQZPZPLCFY-UHFFFAOYSA-N 1-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]methyl]piperidin-4-ol Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCC(O)CC1 PLZWKQZPZPLCFY-UHFFFAOYSA-N 0.000 claims 1
VWJMXEJPKWZLNL-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-2-methylpropan-1-ol Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)(C)CO)C=C1C1=NC(C)=NC(N)=N1 VWJMXEJPKWZLNL-UHFFFAOYSA-N 0.000 claims 1
BPKLYAPVXXJVLM-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-2-methylpropanoic acid Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)(C)C(O)=O)C=C1C1=NC(C)=NC(N)=N1 BPKLYAPVXXJVLM-UHFFFAOYSA-N 0.000 claims 1
JTIBGKGGRQKKJP-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]propan-2-ol Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)(C)O)C=C1C1=NC(C)=NC(N)=N1 JTIBGKGGRQKKJP-UHFFFAOYSA-N 0.000 claims 1
GIJFIWCYFZUZAA-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-methoxypyridin-3-yl)amino]pyridin-3-yl]propan-2-ol Chemical compound COC1=CN=CC(NC=2C(=CC(=CN=2)C(C)(C)O)C=2N=C(N)N=C(C)N=2)=C1 GIJFIWCYFZUZAA-UHFFFAOYSA-N 0.000 claims 1
PUMWJWJEHSCNLG-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-chloro-5-methoxypyridin-3-yl)amino]pyridin-3-yl]propan-2-ol Chemical compound N1=C(Cl)C(OC)=CC(NC=2C(=CC(=CN=2)C(C)(C)O)C=2N=C(N)N=C(C)N=2)=C1 PUMWJWJEHSCNLG-UHFFFAOYSA-N 0.000 claims 1
ZVLPCWDGIPHSSN-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxy-5-methylpyridin-3-yl)amino]pyridin-3-yl]propan-2-ol Chemical compound C1=C(C)C(OC)=NC=C1NC1=NC=C(C(C)(C)O)C=C1C1=NC(C)=NC(N)=N1 ZVLPCWDGIPHSSN-UHFFFAOYSA-N 0.000 claims 1
AMLSTGMUISSLPX-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(C)(O)C(F)(F)F)C=C1C1=NC(C)=NC(N)=N1 AMLSTGMUISSLPX-UHFFFAOYSA-N 0.000 claims 1
DDKMFSTVGYJPSR-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[[6-methoxy-5-(trifluoromethyl)pyridin-3-yl]amino]pyridin-3-yl]propan-2-ol Chemical compound C1=C(C(F)(F)F)C(OC)=NC=C1NC1=NC=C(C(C)(C)O)C=C1C1=NC(C)=NC(N)=N1 DDKMFSTVGYJPSR-UHFFFAOYSA-N 0.000 claims 1
WRDZQSWCULXFCM-UHFFFAOYSA-N 2-[5-(6-amino-2-methylpyrimidin-4-yl)-6-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]propan-2-ol Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)(C)O)C=C1C1=CC(N)=NC(C)=N1 WRDZQSWCULXFCM-UHFFFAOYSA-N 0.000 claims 1
QHIZLUJPVDLRHH-UHFFFAOYSA-N 2-[6-(6-amino-2-methylpyrimidin-4-yl)-5-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyrazin-2-yl]propan-2-ol Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)(C)O)N=C1C1=CC(N)=NC(C)=N1 QHIZLUJPVDLRHH-UHFFFAOYSA-N 0.000 claims 1
PFEQTXMFFPPYOF-UHFFFAOYSA-N 2-[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]ethanol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(CCO)C=C1C1=NC(C)=NC2=C1N=CN2 PFEQTXMFFPPYOF-UHFFFAOYSA-N 0.000 claims 1
SZLZULNMXXMZDF-UHFFFAOYSA-N 2-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-hydroxymethyl]-4-bromo-n,n-dimethylbenzenesulfonamide Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(O)C=2C(=CC=C(Br)C=2)S(=O)(=O)N(C)C)C=C1C1=NC(C)=NC(N)=N1 SZLZULNMXXMZDF-UHFFFAOYSA-N 0.000 claims 1
FJEKJXXIGHWUSD-UHFFFAOYSA-N 2-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]methyl]-2,5,7-triazaspiro[3.4]octane-6,8-dione Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CC2(C(NC(=O)N2)=O)C1 FJEKJXXIGHWUSD-UHFFFAOYSA-N 0.000 claims 1
BWTPOSPBJJQYIP-UHFFFAOYSA-N 2-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]methylamino]ethanol Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(CNCCO)C=C1C1=NC(C)=NC(N)=N1 BWTPOSPBJJQYIP-UHFFFAOYSA-N 0.000 claims 1
BHEMPSVJQFJQIN-UHFFFAOYSA-N 2-amino-4-[2-[[6-chloro-5-(dimethylsulfamoylamino)pyridin-3-yl]amino]-5-methoxypyridin-3-yl]-6-methyl-1,3,5-triazine Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(OC)=CN=C1NC1=CN=C(Cl)C(NS(=O)(=O)N(C)C)=C1 BHEMPSVJQFJQIN-UHFFFAOYSA-N 0.000 claims 1
PWOIIPWGSDSNOA-UHFFFAOYSA-N 2-methoxy-n-[3-(2-methyl-7h-purin-6-yl)pyridin-2-yl]pyrimidin-5-amine Chemical compound C1=NC(OC)=NC=C1NC1=NC=CC=C1C1=NC(C)=NC2=C1N=CN2 PWOIIPWGSDSNOA-UHFFFAOYSA-N 0.000 claims 1
SROBUDGBCAGULX-UHFFFAOYSA-N 2-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)-5-n-phenylpyridine-2,5-diamine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2C=3N=CNC=3N=C(C)N=2)=NC=C1NC1=CC=CC=C1 SROBUDGBCAGULX-UHFFFAOYSA-N 0.000 claims 1
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
YLDSHOADPVIQJI-UHFFFAOYSA-N 3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-n-(6-methoxypyridin-3-yl)quinolin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC2=CC=CC=C2C=C1C1=NC(C)=NC(N)=N1 YLDSHOADPVIQJI-UHFFFAOYSA-N 0.000 claims 1
OTVNFZVXMMFGES-UHFFFAOYSA-N 3-(6-amino-2-methylpyrimidin-4-yl)-n-(1h-indazol-4-yl)quinoxalin-2-amine Chemical compound CC1=NC(N)=CC(C=2C(=NC3=CC=CC=C3N=2)NC=2C=3C=NNC=3C=CC=2)=N1 OTVNFZVXMMFGES-UHFFFAOYSA-N 0.000 claims 1
BDPFBEZKIMGRJN-UHFFFAOYSA-N 3-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-methoxypyridin-2-yl]-6-chloro-4H-pyridine-3,5-diamine Chemical compound C=1C(OC)=CN=C(C2(N)C=NC(Cl)=C(N)C2)C=1C1=NC(C)=NC(N)=N1 BDPFBEZKIMGRJN-UHFFFAOYSA-N 0.000 claims 1
MBXZJWKXDYOBEK-UHFFFAOYSA-N 3-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]amino]phenol Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=C(O)C=CC=2)=N1 MBXZJWKXDYOBEK-UHFFFAOYSA-N 0.000 claims 1
ITUBWSOGJQVWCJ-UHFFFAOYSA-N 3-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]amino]phenol Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=C(O)C=CC=2)=N1 ITUBWSOGJQVWCJ-UHFFFAOYSA-N 0.000 claims 1
OFOLNFFDYMUPIF-UHFFFAOYSA-N 3-[[3-(6-amino-2-methylpyrimidin-4-yl)pyridin-2-yl]amino]phenol Chemical compound CC1=NC(N)=CC(C=2C(=NC=CC=2)NC=2C=C(O)C=CC=2)=N1 OFOLNFFDYMUPIF-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
GHJKXCIYEIFGOO-UHFFFAOYSA-N 4-[1-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(1,3-benzothiazol-5-ylamino)pyridin-3-yl]ethyl]-n,n-dimethylpiperazine-1-carboxamide Chemical compound C=1N=C(NC=2C=C3N=CSC3=CC=2)C(C=2N=C(N)N=C(C)N=2)=CC=1C(C)N1CCN(C(=O)N(C)C)CC1 GHJKXCIYEIFGOO-UHFFFAOYSA-N 0.000 claims 1
SIDJPDFBZIMIRM-UHFFFAOYSA-N 4-[1-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]ethyl]-n,n-dimethylpiperazine-1-carboxamide Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)N2CCN(CC2)C(=O)N(C)C)C=C1C1=NC(C)=NC(N)=N1 SIDJPDFBZIMIRM-UHFFFAOYSA-N 0.000 claims 1
HUZVARWZIFWJRG-UHFFFAOYSA-N 4-[1-[6-[[6-chloro-5-(dimethylsulfamoylamino)pyridin-3-yl]amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]ethyl]morpholine Chemical compound C=1N=C(NC=2C=C(NS(=O)(=O)N(C)C)C(Cl)=NC=2)C(C=2C=3N=CNC=3N=C(C)N=2)=CC=1C(C)N1CCOCC1 HUZVARWZIFWJRG-UHFFFAOYSA-N 0.000 claims 1
ACTACCHYOLXHKZ-UHFFFAOYSA-N 4-[2-(3,4-difluoroanilino)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=C(F)C(F)=CC=2)=N1 ACTACCHYOLXHKZ-UHFFFAOYSA-N 0.000 claims 1
ZRWFBYWFGFNDNS-UHFFFAOYSA-N 4-[2-(3,4-dimethoxyanilino)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(OC)C(OC)=CC=C1NC1=NC=CC=C1C1=NC(C)=NC(N)=N1 ZRWFBYWFGFNDNS-UHFFFAOYSA-N 0.000 claims 1
GJKNYTNNOSILJC-UHFFFAOYSA-N 4-[2-(3-fluoro-4-methoxyanilino)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=CC=C1NC1=NC=CC=C1C1=NC(C)=NC(N)=N1 GJKNYTNNOSILJC-UHFFFAOYSA-N 0.000 claims 1
UMWFVAOLBYZVJO-UHFFFAOYSA-N 4-[2-(4-fluoro-3-methoxyanilino)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=CC(NC=2C(=CC=CN=2)C=2N=C(N)N=C(C)N=2)=C1 UMWFVAOLBYZVJO-UHFFFAOYSA-N 0.000 claims 1
JKEWMSQXWXBURR-UHFFFAOYSA-N 4-[2-(4-fluorophenyl)-4-[(6-methoxypyridin-3-yl)amino]pyrimidin-5-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC(C=2C=CC(F)=CC=2)=NC=C1C1=NC(C)=NC(N)=N1 JKEWMSQXWXBURR-UHFFFAOYSA-N 0.000 claims 1
MMHAEDBURINXPB-UONOGXRCSA-N 4-[2-[(2-methoxypyrimidin-5-yl)amino]-5-[(1r)-1-[(2s)-2-methyl-4-methylsulfonylpiperazin-1-yl]ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=NC=C1NC1=NC=C([C@@H](C)N2[C@H](CN(CC2)S(C)(=O)=O)C)C=C1C1=NC(C)=NC(N)=N1 MMHAEDBURINXPB-UONOGXRCSA-N 0.000 claims 1
XXVQUOSJLYEXMX-UHFFFAOYSA-N 4-[2-[(2-methoxypyrimidin-5-yl)amino]-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(S(C)(=O)=O)CC1 XXVQUOSJLYEXMX-UHFFFAOYSA-N 0.000 claims 1
MZPJYULRLFXUFZ-ZDUSSCGKSA-N 4-[2-[(2-methoxypyrimidin-5-yl)amino]-5-[[(2s)-2-methyl-4-methylsulfonylpiperazin-1-yl]methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1[C@@H](C)CN(S(C)(=O)=O)CC1 MZPJYULRLFXUFZ-ZDUSSCGKSA-N 0.000 claims 1
XDWWJXWNRXWTAA-UHFFFAOYSA-N 4-[2-[(5-chloro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(Cl)C(OC)=NC=C1NC1=NC=CC=C1C1=NC(C)=NC(N)=N1 XDWWJXWNRXWTAA-UHFFFAOYSA-N 0.000 claims 1
FXICDGUYHGAJQR-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-(2-morpholin-4-ylpropan-2-yl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)(C)N2CCOCC2)C=C1C1=NC(C)=NC(N)=N1 FXICDGUYHGAJQR-UHFFFAOYSA-N 0.000 claims 1
CCPBDCSMPIVTGQ-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-(morpholin-4-ylmethyl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCOCC1 CCPBDCSMPIVTGQ-UHFFFAOYSA-N 0.000 claims 1
YPNHYSURJIOHHL-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-(oxan-4-yl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C2CCOCC2)C=C1C1=NC(C)=NC(N)=N1 YPNHYSURJIOHHL-UHFFFAOYSA-N 0.000 claims 1
SYUHGFRIKWMPPV-ZIAGYGMSSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(1r)-1-[(2r)-2-methyl-4-methylsulfonylpiperazin-1-yl]ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C([C@@H](C)N2[C@@H](CN(CC2)S(C)(=O)=O)C)C=C1C1=NC(C)=NC(N)=N1 SYUHGFRIKWMPPV-ZIAGYGMSSA-N 0.000 claims 1
SYUHGFRIKWMPPV-UONOGXRCSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(1r)-1-[(2s)-2-methyl-4-methylsulfonylpiperazin-1-yl]ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C([C@@H](C)N2[C@H](CN(CC2)S(C)(=O)=O)C)C=C1C1=NC(C)=NC(N)=N1 SYUHGFRIKWMPPV-UONOGXRCSA-N 0.000 claims 1
NSLPSCGNZPYBNX-GFCCVEGCSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(1r)-1-morpholin-4-ylethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C([C@@H](C)N2CCOCC2)C=C1C1=NC(C)=NC(N)=N1 NSLPSCGNZPYBNX-GFCCVEGCSA-N 0.000 claims 1
SYUHGFRIKWMPPV-KGLIPLIRSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(1s)-1-[(2r)-2-methyl-4-methylsulfonylpiperazin-1-yl]ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C([C@H](C)N2[C@@H](CN(CC2)S(C)(=O)=O)C)C=C1C1=NC(C)=NC(N)=N1 SYUHGFRIKWMPPV-KGLIPLIRSA-N 0.000 claims 1
SYUHGFRIKWMPPV-KBPBESRZSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(1s)-1-[(2s)-2-methyl-4-methylsulfonylpiperazin-1-yl]ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C([C@H](C)N2[C@H](CN(CC2)S(C)(=O)=O)C)C=C1C1=NC(C)=NC(N)=N1 SYUHGFRIKWMPPV-KBPBESRZSA-N 0.000 claims 1
NSLPSCGNZPYBNX-LBPRGKRZSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(1s)-1-morpholin-4-ylethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C([C@H](C)N2CCOCC2)C=C1C1=NC(C)=NC(N)=N1 NSLPSCGNZPYBNX-LBPRGKRZSA-N 0.000 claims 1
RRZAWRPRYQZTBC-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(4-methylsulfonylphenyl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CC1=CC=C(S(C)(=O)=O)C=C1 RRZAWRPRYQZTBC-UHFFFAOYSA-N 0.000 claims 1
HUIOREQGDCWTAK-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(S(C)(=O)=O)CC1 HUIOREQGDCWTAK-UHFFFAOYSA-N 0.000 claims 1
QQVZMCVBFIOVCA-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[1-(4-methylsulfonylphenyl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)C=2C=CC(=CC=2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 QQVZMCVBFIOVCA-UHFFFAOYSA-N 0.000 claims 1
DTSKLDGTCGXHQT-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[1-(propan-2-ylamino)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)NC(C)C)C=C1C1=NC(C)=NC(N)=N1 DTSKLDGTCGXHQT-UHFFFAOYSA-N 0.000 claims 1
BTHPXDNRFHNRDI-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[2,2,2-trifluoro-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(N2CCN(CC2)S(C)(=O)=O)C(F)(F)F)C=C1C1=NC(C)=NC(N)=N1 BTHPXDNRFHNRDI-UHFFFAOYSA-N 0.000 claims 1
DZRQGNOLDZNGKA-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[2-(4-methylsulfonylpiperazin-1-yl)propan-2-yl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)(C)N2CCN(CC2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 DZRQGNOLDZNGKA-UHFFFAOYSA-N 0.000 claims 1
SCIVONNAMHTUEH-CYBMUJFWSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[[(2r)-2-methyl-4-methylsulfonylpiperazin-1-yl]methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1[C@H](C)CN(S(C)(=O)=O)CC1 SCIVONNAMHTUEH-CYBMUJFWSA-N 0.000 claims 1
GHVPGSGUWBIKOC-CYBMUJFWSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[[(3r)-3-methyl-4-methylsulfonylpiperazin-1-yl]methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1C[C@@H](C)N(S(C)(=O)=O)CC1 GHVPGSGUWBIKOC-CYBMUJFWSA-N 0.000 claims 1
PHLGAGBCMFTLBF-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[[4-methylsulfonyl-2-(trifluoromethyl)piperazin-1-yl]methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1C(C(F)(F)F)CN(S(C)(=O)=O)CC1 PHLGAGBCMFTLBF-UHFFFAOYSA-N 0.000 claims 1
YZZOSTHOBZZDTN-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-6-(2,2,2-trifluoroethoxymethyl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC(COCC(F)(F)F)=CC=C1C1=NC(C)=NC(N)=N1 YZZOSTHOBZZDTN-UHFFFAOYSA-N 0.000 claims 1
CLVJXWRMWQKBFM-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-6-(2-methoxyethoxy)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical class N=1C(OCCOC)=CC=C(C=2N=C(N)N=C(C)N=2)C=1NC1=CN=C(OC)C(F)=C1 CLVJXWRMWQKBFM-UHFFFAOYSA-N 0.000 claims 1
IKLPBTLNWPASJU-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-6-(morpholin-4-ylmethyl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC(CN2CCOCC2)=CC=C1C1=NC(C)=NC(N)=N1 IKLPBTLNWPASJU-UHFFFAOYSA-N 0.000 claims 1
AZUVJJIOPMFHJW-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-6-methylpyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC(C)=CC=C1C1=NC(C)=NC(N)=N1 AZUVJJIOPMFHJW-UHFFFAOYSA-N 0.000 claims 1
FORRMHOIDQNIIJ-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-6-pyridin-3-ylpyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC(C=2C=NC=CC=2)=CC=C1C1=NC(C)=NC(N)=N1 FORRMHOIDQNIIJ-UHFFFAOYSA-N 0.000 claims 1
DGJYVDXLMDIVSO-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-6-pyridin-4-ylpyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC(C=2C=CN=CC=2)=CC=C1C1=NC(C)=NC(N)=N1 DGJYVDXLMDIVSO-UHFFFAOYSA-N 0.000 claims 1
MSQQWMIPDSCJOT-UHFFFAOYSA-N 4-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=CC=C1C1=NC(C)=NC(N)=N1 MSQQWMIPDSCJOT-UHFFFAOYSA-N 0.000 claims 1
OMYBHUDEVBJOJR-UHFFFAOYSA-N 4-[2-[(5-fluoropyridin-3-yl)amino]-5-(1-methylpyrazol-4-yl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(C=2)C2=CN(C)N=C2)NC=2C=C(F)C=NC=2)=N1 OMYBHUDEVBJOJR-UHFFFAOYSA-N 0.000 claims 1
MLKLYQDMHYWKGW-UHFFFAOYSA-N 4-[2-[(5-fluoropyridin-3-yl)amino]-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=C(F)C=NC=2)=N1 MLKLYQDMHYWKGW-UHFFFAOYSA-N 0.000 claims 1
NICULMOSWDRRBC-UHFFFAOYSA-N 4-[2-[(5-fluoropyridin-3-yl)amino]-6-methylpyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound N=1C(C)=CC=C(C=2N=C(N)N=C(C)N=2)C=1NC1=CN=CC(F)=C1 NICULMOSWDRRBC-UHFFFAOYSA-N 0.000 claims 1
OHZHBEQIRGURAO-UHFFFAOYSA-N 4-[2-[(5-methoxypyridin-3-yl)amino]-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound COC1=CN=CC(NC=2C(=CC(CN3CCN(CC3)S(C)(=O)=O)=CN=2)C=2N=C(N)N=C(C)N=2)=C1 OHZHBEQIRGURAO-UHFFFAOYSA-N 0.000 claims 1
OGHNBXFEDHZOJG-CYBMUJFWSA-N 4-[2-[(6-chloro-5-methoxypyridin-3-yl)amino]-5-[(1r)-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound N1=C(Cl)C(OC)=CC(NC=2C(=CC(=CN=2)[C@@H](C)N2CCN(CC2)S(C)(=O)=O)C=2N=C(N)N=C(C)N=2)=C1 OGHNBXFEDHZOJG-CYBMUJFWSA-N 0.000 claims 1
YRJKEIKWUAASHL-ZDUSSCGKSA-N 4-[2-[(6-chloro-5-methoxypyridin-3-yl)amino]-5-[[(2s)-2-methyl-4-methylsulfonylpiperazin-1-yl]methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound N1=C(Cl)C(OC)=CC(NC=2C(=CC(CN3[C@H](CN(CC3)S(C)(=O)=O)C)=CN=2)C=2N=C(N)N=C(C)N=2)=C1 YRJKEIKWUAASHL-ZDUSSCGKSA-N 0.000 claims 1
VQWHKFNVZDWEMD-CYBMUJFWSA-N 4-[2-[(6-chloropyridin-3-yl)amino]-5-[(1r)-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound N1([C@H](C)C=2C=C(C(NC=3C=NC(Cl)=CC=3)=NC=2)C=2N=C(N)N=C(C)N=2)CCN(S(C)(=O)=O)CC1 VQWHKFNVZDWEMD-CYBMUJFWSA-N 0.000 claims 1
ONMGCBGGUDMPHS-UONOGXRCSA-N 4-[2-[(6-chloropyridin-3-yl)amino]-5-[(1r)-1-[(2s)-2-methyl-4-methylsulfonylpiperazin-1-yl]ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound N1([C@H](C)C=2C=C(C(NC=3C=NC(Cl)=CC=3)=NC=2)C=2N=C(N)N=C(C)N=2)CCN(S(C)(=O)=O)C[C@@H]1C ONMGCBGGUDMPHS-UONOGXRCSA-N 0.000 claims 1
RIBTTZZBHGXLCZ-ZDUSSCGKSA-N 4-[2-[(6-chloropyridin-3-yl)amino]-5-[[(2s)-2-methyl-4-methylsulfonylpiperazin-1-yl]methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C[C@H]1CN(S(C)(=O)=O)CCN1CC(C=C1C=2N=C(N)N=C(C)N=2)=CN=C1NC1=CC=C(Cl)N=C1 RIBTTZZBHGXLCZ-ZDUSSCGKSA-N 0.000 claims 1
SCHQEVQRKJLPDK-UHFFFAOYSA-N 4-[2-[(6-chloropyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=NC(Cl)=CC=2)=N1 SCHQEVQRKJLPDK-UHFFFAOYSA-N 0.000 claims 1
FDFKXEWPSUOWJQ-UHFFFAOYSA-N 4-[2-[(6-ethoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OCC)=CC=C1NC1=NC=CC=C1C1=NC(C)=NC(N)=N1 FDFKXEWPSUOWJQ-UHFFFAOYSA-N 0.000 claims 1
FMVGLLLBOOHZRW-MRXNPFEDSA-N 4-[2-[(6-methoxy-5-propan-2-ylpyridin-3-yl)amino]-5-[(1r)-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(C(C)C)C(OC)=NC=C1NC1=NC=C([C@@H](C)N2CCN(CC2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 FMVGLLLBOOHZRW-MRXNPFEDSA-N 0.000 claims 1
YJHLXSFWEBZYCD-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-(1,2,3,6-tetrahydropyridin-4-yl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C=2CCNCC=2)C=C1C1=NC(C)=NC(N)=N1 YJHLXSFWEBZYCD-UHFFFAOYSA-N 0.000 claims 1
KRSNHRXVUCZIHY-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-(1-methylpyrazol-4-yl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C2=CN(C)N=C2)C=C1C1=NC(C)=NC(N)=N1 KRSNHRXVUCZIHY-UHFFFAOYSA-N 0.000 claims 1
GLGKWFOUDHCJJG-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-(1h-pyrazol-4-yl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C2=CNN=C2)C=C1C1=NC(C)=NC(N)=N1 GLGKWFOUDHCJJG-UHFFFAOYSA-N 0.000 claims 1
OIPZJHZMJMKKBK-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-(morpholin-4-ylmethyl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCOCC1 OIPZJHZMJMKKBK-UHFFFAOYSA-N 0.000 claims 1
KEDQOULNSHVTKP-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-(piperazin-1-ylmethyl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCNCC1 KEDQOULNSHVTKP-UHFFFAOYSA-N 0.000 claims 1
XDLCZYNDGPSHBI-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-(piperidin-1-ylmethyl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCCCC1 XDLCZYNDGPSHBI-UHFFFAOYSA-N 0.000 claims 1
KPKRMMWVCSAMKZ-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-(pyrrolidin-1-ylmethyl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCCC1 KPKRMMWVCSAMKZ-UHFFFAOYSA-N 0.000 claims 1
OOJJJGSJAPBJDY-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-(thiomorpholin-4-ylmethyl)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCSCC1 OOJJJGSJAPBJDY-UHFFFAOYSA-N 0.000 claims 1
IMXXTFKFHMPFMA-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[(1-methylsulfonylpiperidin-4-yl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CC1CCN(S(C)(=O)=O)CC1 IMXXTFKFHMPFMA-UHFFFAOYSA-N 0.000 claims 1
SPRAVKIDMNYPSI-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[(3-methylsulfonylazetidin-1-yl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CC(S(C)(=O)=O)C1 SPRAVKIDMNYPSI-UHFFFAOYSA-N 0.000 claims 1
QIBHHZDVUBRFRC-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[(4-methylpiperazin-1-yl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(C)CC1 QIBHHZDVUBRFRC-UHFFFAOYSA-N 0.000 claims 1
AXVUBWYMDBEDQM-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[(4-methylsulfonylphenyl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CC1=CC=C(S(C)(=O)=O)C=C1 AXVUBWYMDBEDQM-UHFFFAOYSA-N 0.000 claims 1
RNTFRUPRTOCGJO-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(S(C)(=O)=O)CC1 RNTFRUPRTOCGJO-UHFFFAOYSA-N 0.000 claims 1
SCNMOJYEULSEMU-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-3-yl]-n,6-dimethyl-1,3,5-triazin-2-amine Chemical compound CNC1=NC(C)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=NC(OC)=CC=2)=N1 SCNMOJYEULSEMU-UHFFFAOYSA-N 0.000 claims 1
UZUPOMTXPRNVLO-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[(4-methylsulfonylpiperidin-1-yl)methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCC(S(C)(=O)=O)CC1 UZUPOMTXPRNVLO-UHFFFAOYSA-N 0.000 claims 1
UPUNWZNEWMVZKF-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[1-(3-methylsulfonylazetidin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(C)N2CC(C2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 UPUNWZNEWMVZKF-UHFFFAOYSA-N 0.000 claims 1
JGMAWYHYNAVLJS-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[1-(4-methylsulfonylphenyl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(C)C=2C=CC(=CC=2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 JGMAWYHYNAVLJS-UHFFFAOYSA-N 0.000 claims 1
OPURRSVHMZNKKZ-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[1-(4-methylsulfonylpiperazin-1-yl)cyclopropyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C2(CC2)N2CCN(CC2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 OPURRSVHMZNKKZ-UHFFFAOYSA-N 0.000 claims 1
VWOOKQFDWZZBQH-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[2,2,2-trifluoro-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(N2CCN(CC2)S(C)(=O)=O)C(F)(F)F)C=C1C1=NC(C)=NC(N)=N1 VWOOKQFDWZZBQH-UHFFFAOYSA-N 0.000 claims 1
HSPXGKKJQPZSAT-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[2-(4-methylsulfonylpiperazin-1-yl)propan-2-yl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(C)(C)N2CCN(CC2)S(C)(=O)=O)C=C1C1=NC(C)=NC(N)=N1 HSPXGKKJQPZSAT-UHFFFAOYSA-N 0.000 claims 1
QEGVAYPSQNTHCU-CQSZACIVSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[[(2r)-2-methyl-4-methylsulfonylpiperazin-1-yl]methyl]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1[C@H](C)CN(S(C)(=O)=O)CC1 QEGVAYPSQNTHCU-CQSZACIVSA-N 0.000 claims 1
SZCHCSAKGOOKBA-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-methylpyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C)C=C1C1=NC(C)=NC(N)=N1 SZCHCSAKGOOKBA-UHFFFAOYSA-N 0.000 claims 1
KRJJXPUSYAUMIN-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-pyridazin-4-ylpyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C=2C=NN=CC=2)C=C1C1=NC(C)=NC(N)=N1 KRJJXPUSYAUMIN-UHFFFAOYSA-N 0.000 claims 1
LLLMDFBWRUCEFN-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-pyridin-2-ylpyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C=2N=CC=CC=2)C=C1C1=NC(C)=NC(N)=N1 LLLMDFBWRUCEFN-UHFFFAOYSA-N 0.000 claims 1
IKSKWBSEVKHQPT-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-6-pyridin-3-ylpyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC(C=2C=NC=CC=2)=CC=C1C1=NC(C)=NC(N)=N1 IKSKWBSEVKHQPT-UHFFFAOYSA-N 0.000 claims 1
ZHLGCXHMAAIMNM-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]phenyl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=CC=CC=C1C1=NC(C)=NC(N)=N1 ZHLGCXHMAAIMNM-UHFFFAOYSA-N 0.000 claims 1
XZIRFISMMDAPDH-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=CC=C1C1=NC(C)=NC(N)=N1 XZIRFISMMDAPDH-UHFFFAOYSA-N 0.000 claims 1
GECPACKNRMMNLS-UHFFFAOYSA-N 4-[2-[3-(difluoromethoxy)anilino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=C(OC(F)F)C=CC=2)=N1 GECPACKNRMMNLS-UHFFFAOYSA-N 0.000 claims 1
YMJYYNFZYACCQK-UHFFFAOYSA-N 4-[2-methoxy-4-[(6-methoxypyridin-3-yl)amino]pyrimidin-5-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC(OC)=NC=C1C1=NC(C)=NC(N)=N1 YMJYYNFZYACCQK-UHFFFAOYSA-N 0.000 claims 1
QMMDEPVOHKKXOW-UHFFFAOYSA-N 4-[3-[(6-methoxypyridin-3-yl)amino]pyrazin-2-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=CN=C1C1=NC(C)=NC(N)=N1 QMMDEPVOHKKXOW-UHFFFAOYSA-N 0.000 claims 1
TVSHFFVDNISOGF-UHFFFAOYSA-N 4-[3-[(6-methoxypyridin-3-yl)amino]pyridin-4-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=CN=CC=C1C1=NC(C)=NC(N)=N1 TVSHFFVDNISOGF-UHFFFAOYSA-N 0.000 claims 1
BUSWCJTZCVHGKI-UHFFFAOYSA-N 4-[4-[(6-methoxypyridin-3-yl)amino]-2-morpholin-4-ylpyrimidin-5-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC(N2CCOCC2)=NC=C1C1=NC(C)=NC(N)=N1 BUSWCJTZCVHGKI-UHFFFAOYSA-N 0.000 claims 1
RQKOZPWHBCBVFJ-UHFFFAOYSA-N 4-[4-[(6-methoxypyridin-3-yl)amino]-2-piperidin-1-ylpyrimidin-5-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC(N2CCCCC2)=NC=C1C1=NC(C)=NC(N)=N1 RQKOZPWHBCBVFJ-UHFFFAOYSA-N 0.000 claims 1
JNGVMVYDIBKONG-UHFFFAOYSA-N 4-[4-[(6-methoxypyridin-3-yl)amino]-2-pyridin-4-ylpyrimidin-5-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC(C=2C=CN=CC=2)=NC=C1C1=NC(C)=NC(N)=N1 JNGVMVYDIBKONG-UHFFFAOYSA-N 0.000 claims 1
JQDRVVKOLRSABR-UHFFFAOYSA-N 4-[4-[(6-methoxypyridin-3-yl)amino]-2-pyrrolidin-1-ylpyrimidin-5-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC(N2CCCC2)=NC=C1C1=NC(C)=NC(N)=N1 JQDRVVKOLRSABR-UHFFFAOYSA-N 0.000 claims 1
ZTODRPDFEHQEID-UHFFFAOYSA-N 4-[4-[(6-methoxypyridin-3-yl)amino]pyrimidin-5-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=NC=C1C1=NC(C)=NC(N)=N1 ZTODRPDFEHQEID-UHFFFAOYSA-N 0.000 claims 1
ZCTMLJYABWLBIX-UHFFFAOYSA-N 4-[5-(1-amino-2,2,2-trifluoroethyl)-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(N)C(F)(F)F)C=C1C1=NC(C)=NC(N)=N1 ZCTMLJYABWLBIX-UHFFFAOYSA-N 0.000 claims 1
ZYWNQSJCUHOBKS-UHFFFAOYSA-N 4-[5-(1-aminocyclopropyl)-2-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical class C1=C(F)C(OC)=NC=C1NC1=NC=C(C2(N)CC2)C=C1C1=NC(C)=NC(N)=N1 ZYWNQSJCUHOBKS-UHFFFAOYSA-N 0.000 claims 1
SBDFHGXZBYSPBN-UHFFFAOYSA-N 4-[5-(1-aminoethyl)-2-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)N)C=C1C1=NC(C)=NC(N)=N1 SBDFHGXZBYSPBN-UHFFFAOYSA-N 0.000 claims 1
RVOUZTALUKTJSX-UHFFFAOYSA-N 4-[5-(2-aminopropan-2-yl)-2-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)(C)N)C=C1C1=NC(C)=NC(N)=N1 RVOUZTALUKTJSX-UHFFFAOYSA-N 0.000 claims 1
KFPMCMZUPUDUMW-UHFFFAOYSA-N 4-[5-(2-aminopropan-2-yl)-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical class C1=NC(OC)=CC=C1NC1=NC=C(C(C)(C)N)C=C1C1=NC(C)=NC(N)=N1 KFPMCMZUPUDUMW-UHFFFAOYSA-N 0.000 claims 1
BMLDGTMESKPSCM-UHFFFAOYSA-N 4-[5-(3,6-dihydro-2h-pyran-4-yl)-2-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C=2CCOCC=2)C=C1C1=NC(C)=NC(N)=N1 BMLDGTMESKPSCM-UHFFFAOYSA-N 0.000 claims 1
IFIUXKIVTAKIHT-UHFFFAOYSA-N 4-[5-(3,6-dihydro-2h-pyran-4-yl)-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C=2CCOCC=2)C=C1C1=NC(C)=NC(N)=N1 IFIUXKIVTAKIHT-UHFFFAOYSA-N 0.000 claims 1
KUGZJOOFUIRXQJ-UHFFFAOYSA-N 4-[5-(3-aminopentan-3-yl)-2-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(C(N)(CC)CC)=CN=C1NC1=CN=C(OC)C(F)=C1 KUGZJOOFUIRXQJ-UHFFFAOYSA-N 0.000 claims 1
HKTMUNBCYWINNX-UHFFFAOYSA-N 4-[5-(6,8-dihydro-5h-[1,2,4]triazolo[1,5-a]pyrazin-7-ylmethyl)-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CC2=NC=NN2CC1 HKTMUNBCYWINNX-UHFFFAOYSA-N 0.000 claims 1
LOXQLWVHDSHBPP-UHFFFAOYSA-N 4-[5-(azetidin-1-ylmethyl)-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCC1 LOXQLWVHDSHBPP-UHFFFAOYSA-N 0.000 claims 1
WUBQQIHZKHWSLR-UHFFFAOYSA-N 4-[5-(difluoromethoxy)-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(OC(F)F)C=C1C1=NC(C)=NC(N)=N1 WUBQQIHZKHWSLR-UHFFFAOYSA-N 0.000 claims 1
JRWLTKDVIINVLC-UHFFFAOYSA-N 4-[5-[(2-methoxyethylamino)methyl]-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(CNCCOC)=CN=C1NC1=CC=C(OC)N=C1 JRWLTKDVIINVLC-UHFFFAOYSA-N 0.000 claims 1
YSGZNNVTBWGSTH-UHFFFAOYSA-N 4-[5-[(3-aminoazetidin-1-yl)methyl]-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CC(N)C1 YSGZNNVTBWGSTH-UHFFFAOYSA-N 0.000 claims 1
CGJYZCCLUUIRAJ-UHFFFAOYSA-N 4-[5-benzyl-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CC1=CC=CC=C1 CGJYZCCLUUIRAJ-UHFFFAOYSA-N 0.000 claims 1
WJZMXUCRKARIRS-UHFFFAOYSA-N 4-[5-bromo-2-(4-methoxyanilino)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=CC(OC)=CC=C1NC1=NC=C(Br)C=C1C1=NC(C)=NC(N)=N1 WJZMXUCRKARIRS-UHFFFAOYSA-N 0.000 claims 1
GFKWPUGTQVUIEN-UHFFFAOYSA-N 4-[5-chloro-2-(oxan-4-ylamino)pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(Cl)C=2)NC2CCOCC2)=N1 GFKWPUGTQVUIEN-UHFFFAOYSA-N 0.000 claims 1
LLFCKKXBQBGHPL-UHFFFAOYSA-N 4-[5-chloro-2-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-n-(2-methoxyethyl)-6-methyl-1,3,5-triazin-2-amine Chemical compound COCCNC1=NC(C)=NC(C=2C(=NC=C(Cl)C=2)NC=2C=C(F)C(OC)=NC=2)=N1 LLFCKKXBQBGHPL-UHFFFAOYSA-N 0.000 claims 1
ZXXDNRDJRVCEJF-UHFFFAOYSA-N 4-[5-chloro-2-[(5-fluoropyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(Cl)C=2)NC=2C=C(F)C=NC=2)=N1 ZXXDNRDJRVCEJF-UHFFFAOYSA-N 0.000 claims 1
FPDKFSHCGOROGZ-UHFFFAOYSA-N 4-[5-chloro-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(Cl)C=C1C1=NC(C)=NC(N)=N1 FPDKFSHCGOROGZ-UHFFFAOYSA-N 0.000 claims 1
IMXREECDOPVQSI-UHFFFAOYSA-N 4-[5-ethylsulfonyl-2-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(S(=O)(=O)CC)=CN=C1NC1=CN=C(OC)C(F)=C1 IMXREECDOPVQSI-UHFFFAOYSA-N 0.000 claims 1
JTSTWKIGATWXTF-UHFFFAOYSA-N 4-[5-fluoro-2-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(F)C=C1C1=NC(C)=NC(N)=N1 JTSTWKIGATWXTF-UHFFFAOYSA-N 0.000 claims 1
HKIOXPMRTSZTCA-UHFFFAOYSA-N 4-[5-fluoro-2-[(5-fluoropyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(F)C=2)NC=2C=C(F)C=NC=2)=N1 HKIOXPMRTSZTCA-UHFFFAOYSA-N 0.000 claims 1
DYLZJJGYKQIVGK-UHFFFAOYSA-N 4-[5-methoxy-2-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-6-methyl-1,3,5-triazin-2-amine Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(OC)=CN=C1NC1=CC=C(OC)N=C1 DYLZJJGYKQIVGK-UHFFFAOYSA-N 0.000 claims 1
IVOFCJITGAUUBX-UHFFFAOYSA-N 4-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]amino]-1h-pyridin-2-one Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC2=CC(=O)NC=C2)=N1 IVOFCJITGAUUBX-UHFFFAOYSA-N 0.000 claims 1
AEKOWATXVZXAEF-UHFFFAOYSA-N 4-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]methyl]-n,n-dimethylpiperazine-1-carboxamide Chemical compound C1=C(F)C(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(C(=O)N(C)C)CC1 AEKOWATXVZXAEF-UHFFFAOYSA-N 0.000 claims 1
GKJBCVKYWRHTBK-UHFFFAOYSA-N 4-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridin-3-yl]methyl]-n-methyl-n-propan-2-ylpiperazine-1-carboxamide Chemical compound C1=C(F)C(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(C(=O)N(C)C(C)C)CC1 GKJBCVKYWRHTBK-UHFFFAOYSA-N 0.000 claims 1
PUBMSBCYCLFVRU-UHFFFAOYSA-N 4-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoro-6-oxo-1h-pyridin-3-yl)amino]pyridin-3-yl]methyl]-n,n-dimethylpiperazine-1-carboxamide Chemical compound C1CN(C(=O)N(C)C)CCN1CC(C=C1C=2N=C(N)N=C(C)N=2)=CN=C1NC1=CN=C(O)C(F)=C1 PUBMSBCYCLFVRU-UHFFFAOYSA-N 0.000 claims 1
BQIOEDLTIQWUAZ-UHFFFAOYSA-N 4-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]-hydroxymethyl]-n,n-dimethylbenzenesulfonamide Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(O)C=2C=CC(=CC=2)S(=O)(=O)N(C)C)C=C1C1=NC(C)=NC(N)=N1 BQIOEDLTIQWUAZ-UHFFFAOYSA-N 0.000 claims 1
NRFWIMBKAYHJFY-UHFFFAOYSA-N 4-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]methyl]-n,n-dimethylpiperazine-1-sulfonamide Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(S(=O)(=O)N(C)C)CC1 NRFWIMBKAYHJFY-UHFFFAOYSA-N 0.000 claims 1
OLPUZWFJDQQWAO-UHFFFAOYSA-N 4-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]methyl]morpholin-3-one Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1C(=O)COCC1 OLPUZWFJDQQWAO-UHFFFAOYSA-N 0.000 claims 1
ZMAXXRHYLSDAIN-UHFFFAOYSA-N 4-[[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[[6-chloro-5-(dimethylsulfamoylamino)pyridin-3-yl]amino]pyridin-3-yl]methyl]morpholine Chemical compound N1=C(Cl)C(NS(=O)(=O)N(C)C)=CC(NC=2C(=CC(CN3CCOCC3)=CN=2)C=2N=C(N)N=C(C)N=2)=C1 ZMAXXRHYLSDAIN-UHFFFAOYSA-N 0.000 claims 1
VNXDCPOBZLOOLP-UHFFFAOYSA-N 4-[[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]methyl]-n,n-dimethylpiperazine-1-carboxamide Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2C=3N=CNC=3N=C(C)N=2)=NC=C1CN1CCN(C(=O)N(C)C)CC1 VNXDCPOBZLOOLP-UHFFFAOYSA-N 0.000 claims 1
RYTXVHCYIMAQIC-UHFFFAOYSA-N 4-[[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]methyl]-n,n-dimethylpiperazine-1-sulfonamide Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2C=3N=CNC=3N=C(C)N=2)=NC=C1CN1CCN(S(=O)(=O)N(C)C)CC1 RYTXVHCYIMAQIC-UHFFFAOYSA-N 0.000 claims 1
AFNXFVRFKXIJTK-UHFFFAOYSA-N 4-[amino-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(6-methoxypyridin-3-yl)amino]pyridin-3-yl]methyl]-n,n-dimethylbenzenesulfonamide Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C(N)C=2C=CC(=CC=2)S(=O)(=O)N(C)C)C=C1C1=NC(C)=NC(N)=N1 AFNXFVRFKXIJTK-UHFFFAOYSA-N 0.000 claims 1
BAPWEFVNDHPJGI-UHFFFAOYSA-N 4-methyl-6-[2-[(5-methylpyridin-3-yl)amino]pyridin-3-yl]-1,3,5-triazin-2-amine Chemical compound CC1=CN=CC(NC=2C(=CC=CN=2)C=2N=C(N)N=C(C)N=2)=C1 BAPWEFVNDHPJGI-UHFFFAOYSA-N 0.000 claims 1
SQCKRZCGDROWOC-UHFFFAOYSA-N 4-methyl-6-[5-[(4-methylsulfonylpiperazin-1-yl)methyl]-2-(1h-pyrazol-4-ylamino)pyridin-3-yl]-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC2=CNN=C2)=N1 SQCKRZCGDROWOC-UHFFFAOYSA-N 0.000 claims 1
HWDILVAIJFIDFO-UHFFFAOYSA-N 4-methyl-6-[5-[(4-methylsulfonylpiperazin-1-yl)methyl]-2-(1h-pyrazol-5-ylamino)pyridin-3-yl]-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC2=NNC=C2)=N1 HWDILVAIJFIDFO-UHFFFAOYSA-N 0.000 claims 1
CHTITNVWKXULAJ-UHFFFAOYSA-N 4-methyl-6-[5-[(4-methylsulfonylpiperazin-1-yl)methyl]-2-(pyrimidin-5-ylamino)pyridin-3-yl]-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=NC=NC=2)=N1 CHTITNVWKXULAJ-UHFFFAOYSA-N 0.000 claims 1
POILOEPNLLDHRQ-UHFFFAOYSA-N 4-methyl-6-[5-[(4-methylsulfonylpiperazin-1-yl)methyl]-2-[[6-(trifluoromethyl)pyridin-3-yl]amino]pyridin-3-yl]-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=NC(=CC=2)C(F)(F)F)=N1 POILOEPNLLDHRQ-UHFFFAOYSA-N 0.000 claims 1
PIKPJBNKQLHAHN-UHFFFAOYSA-N 4-methyl-6-[5-methyl-2-(pyridin-3-ylamino)pyridin-3-yl]-1,3,5-triazin-2-amine Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(C)=CN=C1NC1=CC=CN=C1 PIKPJBNKQLHAHN-UHFFFAOYSA-N 0.000 claims 1
XTRMDAPEOFJQDE-UHFFFAOYSA-N 5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-2-n-cyclopentyl-4-n-(6-methoxypyridin-3-yl)pyrimidine-2,4-diamine Chemical compound C1=NC(OC)=CC=C1NC1=NC(NC2CCCC2)=NC=C1C1=NC(C)=NC(N)=N1 XTRMDAPEOFJQDE-UHFFFAOYSA-N 0.000 claims 1
LOOQRWCGAMIJNM-UHFFFAOYSA-N 5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-4-n-(6-methoxypyridin-3-yl)-2-n,2-n-dimethylpyrimidine-2,4-diamine Chemical compound C1=NC(OC)=CC=C1NC1=NC(N(C)C)=NC=C1C1=NC(C)=NC(N)=N1 LOOQRWCGAMIJNM-UHFFFAOYSA-N 0.000 claims 1
QWOLZYHOHYYOBX-UHFFFAOYSA-N 5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-4-n-(6-methoxypyridin-3-yl)pyrimidine-2,4-diamine Chemical compound C1=NC(OC)=CC=C1NC1=NC(N)=NC=C1C1=NC(C)=NC(N)=N1 QWOLZYHOHYYOBX-UHFFFAOYSA-N 0.000 claims 1
KNQLYHIPRORINR-UHFFFAOYSA-N 5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoro-6-methoxypyridin-3-yl)amino]pyridine-3-carbaldehyde Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C=O)C=C1C1=NC(C)=NC(N)=N1 KNQLYHIPRORINR-UHFFFAOYSA-N 0.000 claims 1
DXNLZWHIKCBJNK-UHFFFAOYSA-N 5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-n-(2-methoxyethyl)-6-[(6-methoxypyridin-3-yl)amino]pyridine-3-carboxamide Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(C(=O)NCCOC)=CN=C1NC1=CC=C(OC)N=C1 DXNLZWHIKCBJNK-UHFFFAOYSA-N 0.000 claims 1
SIBDROINOIWXDU-UHFFFAOYSA-N 5-(anilinomethyl)-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2C=3N=CNC=3N=C(C)N=2)=NC=C1CNC1=CC=CC=C1 SIBDROINOIWXDU-UHFFFAOYSA-N 0.000 claims 1
GLNPOMGJVXWZDR-UHFFFAOYSA-N 5-[(3-methoxyanilino)methyl]-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridin-2-amine Chemical compound COC1=CC=CC(NCC=2C=C(C(NC=3C=NC(OC)=CC=3)=NC=2)C=2C=3N=CNC=3N=C(C)N=2)=C1 GLNPOMGJVXWZDR-UHFFFAOYSA-N 0.000 claims 1
XKBBPJOXPAOMEF-UHFFFAOYSA-N 5-[(4-methoxyanilino)methyl]-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridin-2-amine Chemical compound C1=CC(OC)=CC=C1NCC(C=C1C=2C=3N=CNC=3N=C(C)N=2)=CN=C1NC1=CC=C(OC)N=C1 XKBBPJOXPAOMEF-UHFFFAOYSA-N 0.000 claims 1
GVBFIHFTTFXKRJ-UHFFFAOYSA-N 5-[(tert-butylamino)methyl]-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(CNC(C)(C)C)C=C1C1=NC(C)=NC2=C1N=CN2 GVBFIHFTTFXKRJ-UHFFFAOYSA-N 0.000 claims 1
ZZCCTHLBCZREMS-UHFFFAOYSA-N 5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]amino]-3-fluoro-1h-pyridin-2-one Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=C(F)C(O)=NC=2)=N1 ZZCCTHLBCZREMS-UHFFFAOYSA-N 0.000 claims 1
ASMRWTJRNXGSOP-UHFFFAOYSA-N 5-chloro-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(Cl)C=C1C1=NC(C)=NC2=C1N=CN2 ASMRWTJRNXGSOP-UHFFFAOYSA-N 0.000 claims 1
ZXCWJCSMZLCWSS-UHFFFAOYSA-N 5-ethenyl-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C=C)C=C1C1=NC(C)=NC2=C1N=CN2 ZXCWJCSMZLCWSS-UHFFFAOYSA-N 0.000 claims 1
SGKLQRMBLCSNCG-UHFFFAOYSA-N 5-ethyl-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridin-2-amine Chemical compound N=1C(C)=NC=2NC=NC=2C=1C1=CC(CC)=CN=C1NC1=CC=C(OC)N=C1 SGKLQRMBLCSNCG-UHFFFAOYSA-N 0.000 claims 1
YEJWNFNIRLHMIG-UHFFFAOYSA-N 5-n-(2-methoxyethyl)-2-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridine-2,5-diamine Chemical compound N=1C(C)=NC=2NC=NC=2C=1C1=CC(NCCOC)=CN=C1NC1=CC=C(OC)N=C1 YEJWNFNIRLHMIG-UHFFFAOYSA-N 0.000 claims 1
QYZWAADLBYNTKW-UHFFFAOYSA-N 5-n-(3-methoxyphenyl)-2-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridine-2,5-diamine Chemical compound COC1=CC=CC(NC=2C=C(C(NC=3C=NC(OC)=CC=3)=NC=2)C=2C=3N=CNC=3N=C(C)N=2)=C1 QYZWAADLBYNTKW-UHFFFAOYSA-N 0.000 claims 1
YCUCXAGZUOMXSI-UHFFFAOYSA-N 5-n-(4-methoxyphenyl)-2-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridine-2,5-diamine Chemical compound C1=CC(OC)=CC=C1NC(C=C1C=2C=3N=CNC=3N=C(C)N=2)=CN=C1NC1=CC=C(OC)N=C1 YCUCXAGZUOMXSI-UHFFFAOYSA-N 0.000 claims 1
MINOEZMSPDGNII-UHFFFAOYSA-N 5-n-[(4-methoxyphenyl)methyl]-2-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridine-2,5-diamine Chemical compound C1=CC(OC)=CC=C1CNC(C=C1C=2C=3N=CNC=3N=C(C)N=2)=CN=C1NC1=CC=C(OC)N=C1 MINOEZMSPDGNII-UHFFFAOYSA-N 0.000 claims 1
QMCVXAYOLMUJCG-UHFFFAOYSA-N 5-n-[3-(2-methyl-7h-purin-6-yl)-5-[(4-methylsulfonylphenyl)methyl]pyridin-2-yl]pyridine-2,5-diamine Chemical compound C=12N=CNC2=NC(C)=NC=1C(C(=NC=1)NC=2C=NC(N)=CC=2)=CC=1CC1=CC=C(S(C)(=O)=O)C=C1 QMCVXAYOLMUJCG-UHFFFAOYSA-N 0.000 claims 1
OZAVYIVPURAMCC-UHFFFAOYSA-N 5-n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]-2-chloropyridine-3,5-diamine Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=C(N)C(Cl)=NC=2)=N1 OZAVYIVPURAMCC-UHFFFAOYSA-N 0.000 claims 1
DSHFVUUZLLIWDZ-UHFFFAOYSA-N 5-n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]pyridine-2,5-diamine Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=NC(N)=CC=2)=N1 DSHFVUUZLLIWDZ-UHFFFAOYSA-N 0.000 claims 1
RINLARSQCBGOPE-UHFFFAOYSA-N 5-n-benzyl-2-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridine-2,5-diamine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2C=3N=CNC=3N=C(C)N=2)=NC=C1NCC1=CC=CC=C1 RINLARSQCBGOPE-UHFFFAOYSA-N 0.000 claims 1
OLDNRQWVMHKZOL-UHFFFAOYSA-N 5-n-ethyl-2-n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridine-2,5-diamine Chemical compound N=1C(C)=NC=2NC=NC=2C=1C1=CC(NCC)=CN=C1NC1=CC=C(OC)N=C1 OLDNRQWVMHKZOL-UHFFFAOYSA-N 0.000 claims 1
DEOAURREWPEMDY-CQSZACIVSA-N 6-[2-[(5-fluoro-6-methoxypyridin-3-yl)amino]-5-[(1r)-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-3-yl]-2-methylpyrimidin-4-amine Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C([C@@H](C)N2CCN(CC2)S(C)(=O)=O)C=C1C1=CC(N)=NC(C)=N1 DEOAURREWPEMDY-CQSZACIVSA-N 0.000 claims 1
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LVZUUWFAWJNKFK-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-(piperazin-1-ylmethyl)pyridin-2-yl]-3h-benzimidazol-5-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCNCC3)C=2)NC=2C=C3N=CNC3=CC=2)=N1 LVZUUWFAWJNKFK-UHFFFAOYSA-N 0.000 claims 1
PSGYXUGPTHQQNE-OAHLLOKOSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(1r)-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-2-yl]-5-fluoroquinolin-7-amine Chemical compound N1([C@H](C)C=2C=C(C(NC=3C=C4N=CC=CC4=C(F)C=3)=NC=2)C=2N=C(N)N=C(C)N=2)CCN(S(C)(=O)=O)CC1 PSGYXUGPTHQQNE-OAHLLOKOSA-N 0.000 claims 1
ZKOJYNJZTIMVQL-PKLMIRHRSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(1r)-1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-2-yl]quinolin-7-amine;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.N1([C@H](C)C=2C=C(C(NC=3C=C4N=CC=CC4=CC=3)=NC=2)C=2N=C(N)N=C(C)N=2)CCN(S(C)(=O)=O)CC1 ZKOJYNJZTIMVQL-PKLMIRHRSA-N 0.000 claims 1
IRWZNMIJVWVEAJ-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]-1,3-benzothiazol-6-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=C3SC=NC3=CC=2)=N1 IRWZNMIJVWVEAJ-UHFFFAOYSA-N 0.000 claims 1
CWTMYUUXTICUEY-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]-1,3-benzoxazol-5-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=C3N=COC3=CC=2)=N1 CWTMYUUXTICUEY-UHFFFAOYSA-N 0.000 claims 1
DPHCJRIWVMACGZ-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]-1,3-benzoxazol-6-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=C3OC=NC3=CC=2)=N1 DPHCJRIWVMACGZ-UHFFFAOYSA-N 0.000 claims 1
UMBOQONXHZTOBS-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]-1h-indazol-4-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=3C=NNC=3C=CC=2)=N1 UMBOQONXHZTOBS-UHFFFAOYSA-N 0.000 claims 1
ILWJHHQNYYWKRY-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]-3-methylimidazo[4,5-b]pyridin-6-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=C3N=CN(C)C3=NC=2)=N1 ILWJHHQNYYWKRY-UHFFFAOYSA-N 0.000 claims 1
SUWHNCXBFNMPCI-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]-3h-benzimidazol-5-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=C3N=CNC3=CC=2)=N1 SUWHNCXBFNMPCI-UHFFFAOYSA-N 0.000 claims 1
PYUQJRQORSWXIS-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]-6-fluoro-1h-indazol-4-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=3C=NNC=3C=C(F)C=2)=N1 PYUQJRQORSWXIS-UHFFFAOYSA-N 0.000 claims 1
XRRJBFAGQZBOGC-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]isoquinolin-7-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCN(CC3)S(C)(=O)=O)C=2)NC=2C=C3C=NC=CC3=CC=2)=N1 XRRJBFAGQZBOGC-UHFFFAOYSA-N 0.000 claims 1
XPJZTRCSYBTVAZ-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[1-(4-methylsulfonylpiperazin-1-yl)ethyl]pyridin-2-yl]-1,3-benzothiazol-5-amine Chemical compound C=1N=C(NC=2C=C3N=CSC3=CC=2)C(C=2N=C(N)N=C(C)N=2)=CC=1C(C)N1CCN(S(C)(=O)=O)CC1 XPJZTRCSYBTVAZ-UHFFFAOYSA-N 0.000 claims 1
VCCLHTSYDWHKNA-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-methylpyridin-2-yl]-1h-indazol-4-amine Chemical compound C=1C(C)=CN=C(NC=2C=3C=NNC=3C=CC=2)C=1C1=NC(C)=NC(N)=N1 VCCLHTSYDWHKNA-UHFFFAOYSA-N 0.000 claims 1
MDHVWFCNNDFSSN-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-methylpyridin-2-yl]-1h-indol-4-amine Chemical compound C=1C(C)=CN=C(NC=2C=3C=CNC=3C=CC=2)C=1C1=NC(C)=NC(N)=N1 MDHVWFCNNDFSSN-UHFFFAOYSA-N 0.000 claims 1
YCLSLKKTHSFLGB-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]-1h-indazol-4-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=3C=NNC=3C=CC=2)=N1 YCLSLKKTHSFLGB-UHFFFAOYSA-N 0.000 claims 1
LVUPFSONRUTLLF-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]-1h-indol-4-amine Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=3C=CNC=3C=CC=2)=N1 LVUPFSONRUTLLF-UHFFFAOYSA-N 0.000 claims 1
RPWNEQFMTMTENT-UHFFFAOYSA-N n-[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]-2-methyl-1,3-benzoxazol-5-amine Chemical compound C=1C=C2OC(C)=NC2=CC=1NC1=NC=CC=C1C1=NC(C)=NC(N)=N1 RPWNEQFMTMTENT-UHFFFAOYSA-N 0.000 claims 1
APYCMPKHGJDDQJ-UHFFFAOYSA-N n-[3-(6-amino-2-methylpyrimidin-4-yl)pyrazin-2-yl]-1h-indazol-4-amine Chemical compound CC1=NC(N)=CC(C=2C(=NC=CN=2)NC=2C=3C=NNC=3C=CC=2)=N1 APYCMPKHGJDDQJ-UHFFFAOYSA-N 0.000 claims 1
WHJXPQMHEGTMAA-UHFFFAOYSA-N n-[3-(6-amino-2-methylpyrimidin-4-yl)pyridin-2-yl]-1h-indazol-4-amine Chemical compound CC1=NC(N)=CC(C=2C(=NC=CC=2)NC=2C=3C=NNC=3C=CC=2)=N1 WHJXPQMHEGTMAA-UHFFFAOYSA-N 0.000 claims 1
IWMHMPYHGLANSU-UHFFFAOYSA-N n-[3-(6-amino-2-methylpyrimidin-4-yl)pyridin-4-yl]-1h-indazol-4-amine Chemical compound CC1=NC(N)=CC(C=2C(=CC=NC=2)NC=2C=3C=NNC=3C=CC=2)=N1 IWMHMPYHGLANSU-UHFFFAOYSA-N 0.000 claims 1
RPCHMQSAQQBDCM-UHFFFAOYSA-N n-[3-(6-amino-2-methylpyrimidin-4-yl)pyridin-4-yl]-1h-indol-4-amine Chemical compound CC1=NC(N)=CC(C=2C(=CC=NC=2)NC=2C=3C=CNC=3C=CC=2)=N1 RPCHMQSAQQBDCM-UHFFFAOYSA-N 0.000 claims 1
HARJKCVVWJVELN-UHFFFAOYSA-N n-[3-(6-amino-5-fluoro-2-methylpyrimidin-4-yl)pyridin-2-yl]-1h-indazol-4-amine Chemical compound CC1=NC(N)=C(F)C(C=2C(=NC=CC=2)NC=2C=3C=NNC=3C=CC=2)=N1 HARJKCVVWJVELN-UHFFFAOYSA-N 0.000 claims 1
XWEIMGLXKNLZSJ-UHFFFAOYSA-N n-[3-(6-methyl-1h-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl]-1h-indazol-4-amine Chemical compound C=12C=NNC2=NC(C)=NC=1C1=CC=CN=C1NC1=CC=CC2=C1C=NN2 XWEIMGLXKNLZSJ-UHFFFAOYSA-N 0.000 claims 1
DQNSMFXHSRSJHE-UHFFFAOYSA-N n-[4-[[3-(2-methyl-7h-purin-6-yl)pyridin-2-yl]amino]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1NC1=NC=CC=C1C1=NC(C)=NC2=C1N=CN2 DQNSMFXHSRSJHE-UHFFFAOYSA-N 0.000 claims 1
DUBBEUJAPLMJTA-UHFFFAOYSA-N n-[4-[[3-(2-methyl-7h-purin-6-yl)pyridin-2-yl]amino]phenyl]cyclopropanecarboxamide Chemical compound C=12N=CNC2=NC(C)=NC=1C1=CC=CN=C1NC(C=C1)=CC=C1NC(=O)C1CC1 DUBBEUJAPLMJTA-UHFFFAOYSA-N 0.000 claims 1
MJGSOEHUKVXXLS-UHFFFAOYSA-N n-[4-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]amino]-2-fluorophenyl]acetamide Chemical compound C1=C(F)C(NC(=O)C)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(S(C)(=O)=O)CC1 MJGSOEHUKVXXLS-UHFFFAOYSA-N 0.000 claims 1
HSJJSEHEYMTWQC-UHFFFAOYSA-N n-[4-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]amino]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(S(C)(=O)=O)CC1 HSJJSEHEYMTWQC-UHFFFAOYSA-N 0.000 claims 1
ONLUAEHRRPWDIA-UHFFFAOYSA-N n-[4-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-chloropyridin-2-yl]amino]-2-fluorophenyl]acetamide Chemical compound C1=C(F)C(NC(=O)C)=CC=C1NC1=NC=C(Cl)C=C1C1=NC(C)=NC(N)=N1 ONLUAEHRRPWDIA-UHFFFAOYSA-N 0.000 claims 1
FUNSNPXGCRBIGZ-UHFFFAOYSA-N n-[5-[(4-methoxyphenyl)methoxymethyl]-3-(2-methyl-7h-purin-6-yl)pyridin-2-yl]-1h-indol-4-amine Chemical compound C1=CC(OC)=CC=C1COCC(C=C1C=2C=3N=CNC=3N=C(C)N=2)=CN=C1NC1=CC=CC2=C1C=CN2 FUNSNPXGCRBIGZ-UHFFFAOYSA-N 0.000 claims 1
MPIKFBOIJJWFMA-UHFFFAOYSA-N n-[5-[[3-(2-methyl-7h-purin-6-yl)-5-[(4-methylsulfonylphenyl)methyl]pyridin-2-yl]amino]pyridin-2-yl]acetamide Chemical compound C1=NC(NC(=O)C)=CC=C1NC(C(=C1)C=2C=3N=CNC=3N=C(C)N=2)=NC=C1CC1=CC=C(S(C)(=O)=O)C=C1 MPIKFBOIJJWFMA-UHFFFAOYSA-N 0.000 claims 1
ZTTNCSHFSRNEAI-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-(1-morpholin-4-ylethyl)pyridin-2-yl]amino]-2-chloropyridin-3-yl]methanesulfonamide Chemical compound C=1N=C(NC=2C=C(NS(C)(=O)=O)C(Cl)=NC=2)C(C=2N=C(N)N=C(C)N=2)=CC=1C(C)N1CCOCC1 ZTTNCSHFSRNEAI-UHFFFAOYSA-N 0.000 claims 1
LPQNHUUMWHCKNU-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-(2-methoxyethoxy)pyridin-2-yl]amino]-2-chloropyridin-3-yl]methanesulfonamide Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(OCCOC)=CN=C1NC1=CN=C(Cl)C(NS(C)(=O)=O)=C1 LPQNHUUMWHCKNU-UHFFFAOYSA-N 0.000 claims 1
ZZMOFDHFCHBWKR-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-(2-methoxyethoxy)pyridin-2-yl]amino]-2-methoxypyridin-3-yl]methanesulfonamide Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(OCCOC)=CN=C1NC1=CN=C(OC)C(NS(C)(=O)=O)=C1 ZZMOFDHFCHBWKR-UHFFFAOYSA-N 0.000 claims 1
LGZVEVBGWPNCIJ-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-(2-methoxyethoxy)pyridin-2-yl]amino]-2-methylpyridin-3-yl]methanesulfonamide Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(OCCOC)=CN=C1NC1=CN=C(C)C(NS(C)(=O)=O)=C1 LGZVEVBGWPNCIJ-UHFFFAOYSA-N 0.000 claims 1
GNMXQROCYSRVEQ-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-(morpholin-4-ylmethyl)pyridin-2-yl]amino]-2-chloropyridin-3-yl]methanesulfonamide Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(CN3CCOCC3)C=2)NC=2C=C(NS(C)(=O)=O)C(Cl)=NC=2)=N1 GNMXQROCYSRVEQ-UHFFFAOYSA-N 0.000 claims 1
CRLUOVZIARBIMV-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-(morpholin-4-ylmethyl)pyridin-2-yl]amino]-2-methoxypyridin-3-yl]methanesulfonamide Chemical compound C1=C(NS(C)(=O)=O)C(OC)=NC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCOCC1 CRLUOVZIARBIMV-UHFFFAOYSA-N 0.000 claims 1
FLBPZSHGOYHCPK-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-(oxan-4-yl)pyridin-2-yl]amino]-2-chloropyridin-3-yl]methanesulfonamide Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(C=2)C2CCOCC2)NC=2C=C(NS(C)(=O)=O)C(Cl)=NC=2)=N1 FLBPZSHGOYHCPK-UHFFFAOYSA-N 0.000 claims 1
ZTTNCSHFSRNEAI-GFCCVEGCSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(1r)-1-morpholin-4-ylethyl]pyridin-2-yl]amino]-2-chloropyridin-3-yl]methanesulfonamide Chemical compound N1([C@H](C)C=2C=C(C(NC=3C=C(NS(C)(=O)=O)C(Cl)=NC=3)=NC=2)C=2N=C(N)N=C(C)N=2)CCOCC1 ZTTNCSHFSRNEAI-GFCCVEGCSA-N 0.000 claims 1
ZTTNCSHFSRNEAI-LBPRGKRZSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(1s)-1-morpholin-4-ylethyl]pyridin-2-yl]amino]-2-chloropyridin-3-yl]methanesulfonamide Chemical compound N1([C@@H](C)C=2C=C(C(NC=3C=C(NS(C)(=O)=O)C(Cl)=NC=3)=NC=2)C=2N=C(N)N=C(C)N=2)CCOCC1 ZTTNCSHFSRNEAI-LBPRGKRZSA-N 0.000 claims 1
CUZQPJYXLIYMHP-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-[(4-methylsulfonylpiperazin-1-yl)methyl]pyridin-2-yl]amino]pyridin-2-yl]acetamide Chemical compound C1=NC(NC(=O)C)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(S(C)(=O)=O)CC1 CUZQPJYXLIYMHP-UHFFFAOYSA-N 0.000 claims 1
HXWDVFRJZSNMJG-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-chloropyridin-2-yl]amino]-2-methoxypyridin-3-yl]methanesulfonamide Chemical compound C1=C(NS(C)(=O)=O)C(OC)=NC=C1NC1=NC=C(Cl)C=C1C1=NC(C)=NC(N)=N1 HXWDVFRJZSNMJG-UHFFFAOYSA-N 0.000 claims 1
RBXKFGUMEZSADC-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-chloropyridin-2-yl]amino]-2-methylpyridin-3-yl]methanesulfonamide Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(Cl)C=2)NC=2C=C(NS(C)(=O)=O)C(C)=NC=2)=N1 RBXKFGUMEZSADC-UHFFFAOYSA-N 0.000 claims 1
LUCXXRMAYRHMAY-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-chloropyridin-2-yl]amino]pyridin-2-yl]acetamide Chemical compound C1=NC(NC(=O)C)=CC=C1NC1=NC=C(Cl)C=C1C1=NC(C)=NC(N)=N1 LUCXXRMAYRHMAY-UHFFFAOYSA-N 0.000 claims 1
FMNSKWKSXFWJNP-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-methoxypyridin-2-yl]amino]-2-chloropyridin-3-yl]methanesulfonamide Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(OC)=CN=C1NC1=CN=C(Cl)C(NS(C)(=O)=O)=C1 FMNSKWKSXFWJNP-UHFFFAOYSA-N 0.000 claims 1
JQXMRKGWLJIJAG-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-methoxypyridin-2-yl]amino]-2-chloropyridin-3-yl]morpholine-4-sulfonamide Chemical compound N=1C(C)=NC(N)=NC=1C1=CC(OC)=CN=C1NC(C=1)=CN=C(Cl)C=1NS(=O)(=O)N1CCOCC1 JQXMRKGWLJIJAG-UHFFFAOYSA-N 0.000 claims 1
FOVDAQSOCPEZCB-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]amino]-2-chloropyridin-3-yl]cyclopropanesulfonamide Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=C(NS(=O)(=O)C3CC3)C(Cl)=NC=2)=N1 FOVDAQSOCPEZCB-UHFFFAOYSA-N 0.000 claims 1
SMFABTNYZYNSJL-UHFFFAOYSA-N n-[5-[[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)pyridin-2-yl]amino]-2-methylpyridin-3-yl]methanesulfonamide Chemical compound CC1=NC(N)=NC(C=2C(=NC=CC=2)NC=2C=C(NS(C)(=O)=O)C(C)=NC=2)=N1 SMFABTNYZYNSJL-UHFFFAOYSA-N 0.000 claims 1
CWPHWCHBHFIOLA-UHFFFAOYSA-N n-[5-[[3-(6-amino-2-methylpyrimidin-4-yl)pyrazin-2-yl]amino]-2-chloropyridin-3-yl]methanesulfonamide Chemical compound CC1=NC(N)=CC(C=2C(=NC=CN=2)NC=2C=C(NS(C)(=O)=O)C(Cl)=NC=2)=N1 CWPHWCHBHFIOLA-UHFFFAOYSA-N 0.000 claims 1
CPERNNJNUPJWKB-UHFFFAOYSA-N n-[5-[[3-(6-amino-2-methylpyrimidin-4-yl)pyridin-2-yl]amino]-2-chloropyridin-3-yl]methanesulfonamide Chemical compound CC1=NC(N)=CC(C=2C(=NC=CC=2)NC=2C=C(NS(C)(=O)=O)C(Cl)=NC=2)=N1 CPERNNJNUPJWKB-UHFFFAOYSA-N 0.000 claims 1
UHGPBSAKCIJMHV-UHFFFAOYSA-N n-[5-bromo-3-(2-methyl-7h-purin-6-yl)pyridin-2-yl]-1h-indazol-4-amine Chemical compound C=12N=CNC2=NC(C)=NC=1C1=CC(Br)=CN=C1NC1=CC=CC2=C1C=NN2 UHGPBSAKCIJMHV-UHFFFAOYSA-N 0.000 claims 1
TYTGKNXLOWKMKO-UHFFFAOYSA-N n-[5-chloro-3-(2-methyl-7h-purin-6-yl)pyridin-2-yl]-1h-indazol-4-amine Chemical compound C=12N=CNC2=NC(C)=NC=1C1=CC(Cl)=CN=C1NC1=CC=CC2=C1C=NN2 TYTGKNXLOWKMKO-UHFFFAOYSA-N 0.000 claims 1
ZROCTKVGEQOIMO-UHFFFAOYSA-N n-[6-[4-(1h-indol-4-ylamino)pyridin-3-yl]-2-methylpyrimidin-4-yl]acetamide Chemical compound CC1=NC(NC(=O)C)=CC(C=2C(=CC=NC=2)NC=2C=3C=CNC=3C=CC=2)=N1 ZROCTKVGEQOIMO-UHFFFAOYSA-N 0.000 claims 1
PNRRJQHHULTYQS-UHFFFAOYSA-N n-[[6-[(6-methoxypyridin-3-yl)amino]-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]methyl]pyridazin-3-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2C=3N=CNC=3N=C(C)N=2)=NC=C1CNC1=CC=CN=N1 PNRRJQHHULTYQS-UHFFFAOYSA-N 0.000 claims 1
201000002528 pancreatic cancer Diseases 0.000 claims 1
208000008443 pancreatic carcinoma Diseases 0.000 claims 1
125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
RFIOZSIHFNEKFF-UHFFFAOYSA-M piperazine-1-carboxylate Chemical compound [O-]C(=O)N1CCNCC1 RFIOZSIHFNEKFF-UHFFFAOYSA-M 0.000 claims 1
206010038038 rectal cancer Diseases 0.000 claims 1
201000001275 rectum cancer Diseases 0.000 claims 1
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 1
201000011549 stomach cancer Diseases 0.000 claims 1
125000000547 substituted alkyl group Chemical group 0.000 claims 1
201000002510 thyroid cancer Diseases 0.000 claims 1
0 Cc1nc(-c2c(Nc(cn3)cc(*)c3OC)ncc(C(*)N(CC3)C(*)CN3S(C)(=O)=O)c2)nc(N)n1 Chemical compound Cc1nc(-c2c(Nc(cn3)cc(*)c3OC)ncc(C(*)N(CC3)C(*)CN3S(C)(=O)=O)c2)nc(N)n1 0.000 description 41
BJJDXAFKCKSLTE-UHFFFAOYSA-N Cc1cc(N)nc(C)n1 Chemical compound Cc1cc(N)nc(C)n1 BJJDXAFKCKSLTE-UHFFFAOYSA-N 0.000 description 6
VQZRXBOTCNWNLM-UHFFFAOYSA-N Cc1nc(C)nc(N)n1 Chemical compound Cc1nc(C)nc(N)n1 VQZRXBOTCNWNLM-UHFFFAOYSA-N 0.000 description 1

JP2012508595A 2009-04-28 2010-04-27 ＰＩ３キナ−ゼおよび／またはｍＴＯＲの阻害薬 Active JP5697662B2 (ja)