SG175364A1 - Inhibitors of pi3 kinase and / or mtor - Google Patents

Info

Publication number

SG175364A1

SG175364A1 SG2011078748A SG2011078748A SG175364A1 SG 175364 A1 SG175364 A1 SG 175364A1 SG 2011078748 A SG2011078748 A SG 2011078748A SG 2011078748 A SG2011078748 A SG 2011078748A SG 175364 A1 SG175364 A1 SG 175364A1

Authority

SG

Singapore

Prior art keywords

methyl

amino

pyridinyl

triazin

amine

Prior art date

2009-04-28

Links

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• Global Dossier
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• 108090000430 Phosphatidylinositol 3-kinases Proteins 0.000 title description 22
• 102000003993 Phosphatidylinositol 3-kinases Human genes 0.000 title description 9
• 239000003112 inhibitor Substances 0.000 title description 7
• 101150097381 Mtor gene Proteins 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 187
• 150000003839 salts Chemical class 0.000 claims abstract description 87
• 238000000034 method Methods 0.000 claims abstract description 32
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 8
• OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 454
• -1 or -C Chemical group 0.000 claims description 140
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 89
• 125000005843 halogen group Chemical group 0.000 claims description 65
• 229910052757 nitrogen Inorganic materials 0.000 claims description 65
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 54
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 51
• 229910052739 hydrogen Inorganic materials 0.000 claims description 42
• 239000001257 hydrogen Substances 0.000 claims description 42
• 125000000217 alkyl group Chemical group 0.000 claims description 40
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 39
• 125000005842 heteroatom Chemical group 0.000 claims description 37
• ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 claims description 35
• 229910052760 oxygen Inorganic materials 0.000 claims description 33
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 32
• 229920006395 saturated elastomer Polymers 0.000 claims description 31
• 125000003342 alkenyl group Chemical group 0.000 claims description 30
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 28
• 125000000304 alkynyl group Chemical group 0.000 claims description 28
• 125000001424 substituent group Chemical group 0.000 claims description 28
• 229910052717 sulfur Inorganic materials 0.000 claims description 26
• 125000004076 pyridyl group Chemical group 0.000 claims description 25
• KFZMGEQAYNKOFK-UHFFFAOYSA-N 2-propanol Substances CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 22
• MIROPXUFDXCYLG-UHFFFAOYSA-N pyridine-2,5-diamine Chemical compound NC1=CC=C(N)N=C1 MIROPXUFDXCYLG-UHFFFAOYSA-N 0.000 claims description 22
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 22
• 125000001041 indolyl group Chemical group 0.000 claims description 21
• 125000003226 pyrazolyl group Chemical group 0.000 claims description 21
• DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 20
• 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 20
• 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims description 20
• 229910052799 carbon Inorganic materials 0.000 claims description 19
• HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 claims description 19
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 17
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 15
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 13
• 125000003118 aryl group Chemical group 0.000 claims description 13
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
• 101150018425 Cr1l gene Proteins 0.000 claims description 11
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
• 229910052731 fluorine Inorganic materials 0.000 claims description 11
• LOYIRIFOXCGPHA-UHFFFAOYSA-N n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)-5-(piperazin-1-ylmethyl)pyridin-2-amine Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2C=3N=CNC=3N=C(C)N=2)=NC=C1CN1CCNCC1 LOYIRIFOXCGPHA-UHFFFAOYSA-N 0.000 claims description 11
• 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 10
• 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 10
• 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 10
• 239000011737 fluorine Substances 0.000 claims description 10
• 150000002431 hydrogen Chemical group 0.000 claims description 10
• 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims description 10
• 125000002950 monocyclic group Chemical group 0.000 claims description 10
• 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 10
• 125000005874 benzothiadiazolyl group Chemical group 0.000 claims description 9
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
• 125000001153 fluoro group Chemical group F* 0.000 claims description 9
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
• 125000002619 bicyclic group Chemical group 0.000 claims description 8
• 125000001072 heteroaryl group Chemical group 0.000 claims description 8
• 208000032839 leukemia Diseases 0.000 claims description 7
• 201000001441 melanoma Diseases 0.000 claims description 7
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 7
• 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 description 6
• 125000004043 oxo group Chemical group O=* 0.000 claims description 6
• 125000006661 (C4-C6) heterocyclic group Chemical group 0.000 claims description 5
• 208000005017 glioblastoma Diseases 0.000 claims description 5
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
• 125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 0.000 claims description 4
• 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 description 4
• 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 description 4
• 206010006187 Breast cancer Diseases 0.000 claims description 4
• 208000026310 Breast neoplasm Diseases 0.000 claims description 4
• 206010009944 Colon cancer Diseases 0.000 claims description 4
• 206010014733 Endometrial cancer Diseases 0.000 claims description 4
• 206010014759 Endometrial neoplasm Diseases 0.000 claims description 4
• 230000001154 acute effect Effects 0.000 claims description 4
• OBMONDJKDAOWHR-UHFFFAOYSA-N n-[3-(2-methyl-7h-purin-6-yl)pyridin-2-yl]-1h-indol-4-amine Chemical compound C=12N=CNC2=NC(C)=NC=1C1=CC=CN=C1NC1=CC=CC2=C1C=CN2 OBMONDJKDAOWHR-UHFFFAOYSA-N 0.000 claims description 4
• 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 description 4
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 206010008342 Cervix carcinoma Diseases 0.000 claims description 3
• 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 3
• 206010033128 Ovarian cancer Diseases 0.000 claims description 3
• 206010061535 Ovarian neoplasm Diseases 0.000 claims description 3
• 208000015634 Rectal Neoplasms Diseases 0.000 claims description 3
• 208000005718 Stomach Neoplasms Diseases 0.000 claims description 3
• 208000024770 Thyroid neoplasm Diseases 0.000 claims description 3
• 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims description 3
• WWZQMWJGKGAIBX-UHFFFAOYSA-N [6-(1h-indazol-4-ylamino)-5-(2-methyl-7h-purin-6-yl)pyridin-3-yl]methanol Chemical compound C=12N=CNC2=NC(C)=NC=1C1=CC(CO)=CN=C1NC1=CC=CC2=C1C=NN2 WWZQMWJGKGAIBX-UHFFFAOYSA-N 0.000 claims description 3
• METKIMKYRPQLGS-UHFFFAOYSA-N atenolol Chemical compound CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-UHFFFAOYSA-N 0.000 claims description 3
• 201000010881 cervical cancer Diseases 0.000 claims description 3
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• 208000029742 colonic neoplasm Diseases 0.000 claims description 3
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• YXRVSHHKBCULEI-UHFFFAOYSA-N n-(6-methoxypyridin-3-yl)-3-(2-methyl-7h-purin-6-yl)pyridin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=CC=C1C1=NC(C)=NC2=C1N=CN2 YXRVSHHKBCULEI-UHFFFAOYSA-N 0.000 claims description 3
• FYIOSJUBTKSKCK-UHFFFAOYSA-N n-[3-(2-methyl-7h-purin-6-yl)-5-(trifluoromethyl)pyridin-2-yl]-1h-indazol-4-amine Chemical compound C=12N=CNC2=NC(C)=NC=1C1=CC(C(F)(F)F)=CN=C1NC1=CC=CC2=C1C=NN2 FYIOSJUBTKSKCK-UHFFFAOYSA-N 0.000 claims description 3
• HMCXLHKQRBBRRQ-UHFFFAOYSA-N n-[3-(2-methyl-7h-purin-6-yl)pyridin-2-yl]-1h-indazol-4-amine Chemical compound C=12N=CNC2=NC(C)=NC=1C1=CC=CN=C1NC1=CC=CC2=C1C=NN2 HMCXLHKQRBBRRQ-UHFFFAOYSA-N 0.000 claims description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 206010038038 rectal cancer Diseases 0.000 claims description 3
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• 201000002510 thyroid cancer Diseases 0.000 claims description 3
• 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 description 2
• 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 description 2
• 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 description 2
• LUECCFBGAJOLOX-UHFFFAOYSA-N (4-methylsulfonylphenyl)methanol Chemical compound CS(=O)(=O)C1=CC=C(CO)C=C1 LUECCFBGAJOLOX-UHFFFAOYSA-N 0.000 claims description 2
• LDEKSEIDMAEWQY-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]cyclopropan-1-ol Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C2(O)CC2)C=C1C1=NC(C)=NC(N)=N1 LDEKSEIDMAEWQY-UHFFFAOYSA-N 0.000 claims description 2
• RFMMTRCKHHKIJM-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]ethanol Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)O)C=C1C1=NC(C)=NC(N)=N1 RFMMTRCKHHKIJM-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• BDERNNFJNOPAEC-UHFFFAOYSA-N 1-propanol Substances CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
• BGEXTJGOTZMOEE-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5,6-dimethoxypyridin-3-yl)amino]pyridin-3-yl]propan-2-ol Chemical compound N1=C(OC)C(OC)=CC(NC=2C(=CC(=CN=2)C(C)(C)O)C=2N=C(N)N=C(C)N=2)=C1 BGEXTJGOTZMOEE-UHFFFAOYSA-N 0.000 claims description 2
• JCDSCTRINIXUJR-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-1-ol Chemical compound C1=C(F)C(OC)=NC=C1NC1=NC=C(C(C)CO)C=C1C1=NC(C)=NC(N)=N1 JCDSCTRINIXUJR-UHFFFAOYSA-N 0.000 claims description 2
• QTCHCGFCYOHSMS-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[(5-fluoropyridin-3-yl)amino]pyridin-3-yl]propan-2-ol Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(C=2)C(C)(C)O)NC=2C=C(F)C=NC=2)=N1 QTCHCGFCYOHSMS-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• IOYMOANGBJUQON-UHFFFAOYSA-N 2-[5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-[[5-(benzenesulfonyl)pyridin-3-yl]amino]pyridin-3-yl]propan-2-ol Chemical compound CC1=NC(N)=NC(C=2C(=NC=C(C=2)C(C)(C)O)NC=2C=C(C=NC=2)S(=O)(=O)C=2C=CC=CC=2)=N1 IOYMOANGBJUQON-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• KLMZZLVCEDUTEA-UHFFFAOYSA-N 2-amino-4-[5-chloro-2-[[6-chloro-5-(dimethylsulfamoylamino)pyridin-3-yl]amino]pyridin-3-yl]-6-methyl-1,3,5-triazine Chemical compound N1=C(Cl)C(NS(=O)(=O)N(C)C)=CC(NC=2C(=CC(Cl)=CN=2)C=2N=C(N)N=C(C)N=2)=C1 KLMZZLVCEDUTEA-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• BXTCWSVCCAUVFO-UHFFFAOYSA-N 4-[2-[(2,2-difluoro-1,3-benzodioxol-5-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=C3OC(F)(F)OC3=CC=2)=N1 BXTCWSVCCAUVFO-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• ZPRDUDSEORNJKU-UHFFFAOYSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[(1-oxo-1,4-thiazinan-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=C1CN1CCS(=O)CC1 ZPRDUDSEORNJKU-UHFFFAOYSA-N 0.000 claims description 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 description 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• CKYJIBRNPFSUEZ-ZDUSSCGKSA-N 4-[2-[(6-methoxypyridin-3-yl)amino]-5-[[(3s)-3-methylmorpholin-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=C1CN1[C@@H](C)COCC1 CKYJIBRNPFSUEZ-ZDUSSCGKSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 compound 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 description 2
• 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 description 2
• 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 description 2
• 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 compound C1=NC(OC)=CC=C1NC1=NC=C(C(C)(C)N)C=C1C1=NC(C)=NC(N)=N1 KFPMCMZUPUDUMW-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• PFVGDQXAFVWBKN-UHFFFAOYSA-N 4-[5-(5-fluoropyridin-3-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=2C=C(F)C=NC=2)C=C1C1=NC(C)=NC(N)=N1 PFVGDQXAFVWBKN-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• LREVAOQQZNSHCI-UHFFFAOYSA-N 4-[5-[(1,1-dioxo-2,3,3a,4,6,7-hexahydro-[1,2]thiazolo[2,3-a]pyrazin-5-yl)methyl]-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=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CC(CCS2(=O)=O)N2CC1 LREVAOQQZNSHCI-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• MDIWYBAQMSPMNL-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-cyclopropyl-n-methylpiperazine-1-carboxamide Chemical compound C1=NC(OC)=CC=C1NC(C(=C1)C=2N=C(N)N=C(C)N=2)=NC=C1CN1CCN(C(=O)N(C)C2CC2)CC1 MDIWYBAQMSPMNL-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
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