RU2671628C2 - СОЕДИНЕНИЯ, ГЕТЕРОБИЦИКЛО-ЗАМЕЩЕННЫЕ-[1,2,4]ТРИАЗОЛО[1,5c]ХИНАЗОЛИН-5-АМИНА, ОБЛАДАЮЩИЕ СВОЙСТВАМИ А2А АНТАГОНИСТОВ - Google Patents

Info

Publication number

RU2671628C2

RU2671628C2 RU2015131148A RU2015131148A RU2671628C2 RU 2671628 C2 RU2671628 C2 RU 2671628C2 RU 2015131148 A RU2015131148 A RU 2015131148A RU 2015131148 A RU2015131148 A RU 2015131148A RU 2671628 C2 RU2671628 C2 RU 2671628C2

Authority

RU

Russia

Prior art keywords

triazolo

amine

quinazolin

methoxy

ethyl

Prior art date

2012-12-28

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• 239000005557 antagonist Substances 0.000 title description 12
• 150000001875 compounds Chemical class 0.000 claims abstract description 291
• 150000003839 salts Chemical class 0.000 claims abstract description 80
• 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 52
• 238000000034 method Methods 0.000 claims abstract description 40
• 229910052799 carbon Inorganic materials 0.000 claims abstract description 36
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 30
• 125000003118 aryl group Chemical group 0.000 claims abstract description 29
• 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 25
• 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 22
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 15
• 208000018737 Parkinson disease Diseases 0.000 claims abstract description 14
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 14
• 239000003814 drug Substances 0.000 claims abstract description 12
• 238000004519 manufacturing process Methods 0.000 claims abstract description 3
• 125000000217 alkyl group Chemical group 0.000 claims description 105
• -1 morpholino, phenyl Chemical group 0.000 claims description 94
• 239000012634 fragment Substances 0.000 claims description 69
• 125000005843 halogen group Chemical group 0.000 claims description 58
• 125000001424 substituent group Chemical group 0.000 claims description 55
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 25
• KWHDQPVGKVPPPS-UHFFFAOYSA-N quinazolin-5-amine Chemical compound C1=NC=C2C(N)=CC=CC2=N1 KWHDQPVGKVPPPS-UHFFFAOYSA-N 0.000 claims description 24
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
• 229910052739 hydrogen Inorganic materials 0.000 claims description 16
• 125000003545 alkoxy group Chemical group 0.000 claims description 13
• 125000006413 ring segment Chemical group 0.000 claims description 13
• 229910052801 chlorine Inorganic materials 0.000 claims description 11
• 229910052731 fluorine Inorganic materials 0.000 claims description 11
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 10
• 125000001153 fluoro group Chemical group F* 0.000 claims description 10
• HLYUEBUGUJLIMG-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-4,6-dihydropyrrolo[3,4-d][1,3]oxazol-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=NC(CCN3CC=4OC(C)=NC=4C3)=NN2C(N)=NC2=C1C=CC=C2OC HLYUEBUGUJLIMG-UHFFFAOYSA-N 0.000 claims description 9
• GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 8
• DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 7
• YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 7
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 7
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
• 125000004076 pyridyl group Chemical group 0.000 claims description 7
• RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 7
• HBIDDJNKTKHOCP-UHFFFAOYSA-N 2-(2,3-dihydropyrrolo[2,3-b]pyridin-1-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CN=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 HBIDDJNKTKHOCP-UHFFFAOYSA-N 0.000 claims description 6
• URLJCVGMSXAGAX-UHFFFAOYSA-N 2-(6,8-dihydro-5h-1,7-naphthyridin-7-ylmethyl)-7-(2-fluoroethoxy)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CN=C2CN1CC1=NN2C(N)=NC3=C(OCCF)C=CC=C3C2=N1 URLJCVGMSXAGAX-UHFFFAOYSA-N 0.000 claims description 6
• FADASXSDYBZQQS-UHFFFAOYSA-N 2-[2-(2-cyclopropyl-4,6-dihydropyrrolo[3,4-d][1,3]oxazol-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC=1O2)CC=1N=C2C1CC1 FADASXSDYBZQQS-UHFFFAOYSA-N 0.000 claims description 6
• PNHGGXHXLNUCPR-UHFFFAOYSA-N 2-[2-(2-ethyl-4,6-dihydropyrrolo[3,4-d][1,3]thiazol-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=CC=CC(OC)=C2N=C(N)N2C1=NC(CCN1CC=3N=C(SC=3C1)CC)=N2 PNHGGXHXLNUCPR-UHFFFAOYSA-N 0.000 claims description 6
• RLCZDWCHQVPNSY-UHFFFAOYSA-N 2-[3-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)propyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CCCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 RLCZDWCHQVPNSY-UHFFFAOYSA-N 0.000 claims description 6
• NPMFOHFHCBKDDE-GFCCVEGCSA-N 7-methoxy-2-[(2r)-2-(2-methyl-4,6-dihydropyrrolo[3,4-d][1,3]oxazol-5-yl)butyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=CC=CC(OC)=C2N=C(N)N2C1=NC(C[C@@H](CC)N1CC=3OC(C)=NC=3C1)=N2 NPMFOHFHCBKDDE-GFCCVEGCSA-N 0.000 claims description 6
• DWMBNNGZDHHEAW-UHFFFAOYSA-N 7-methoxy-2-[2-(1-methyl-4,6-dihydropyrrolo[3,4-c]pyrazol-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=NC(CCN3CC=4N(C)N=CC=4C3)=NN2C(N)=NC2=C1C=CC=C2OC DWMBNNGZDHHEAW-UHFFFAOYSA-N 0.000 claims description 6
• XBUZINXHGBWRAB-UHFFFAOYSA-N 7-methoxy-2-[2-(2-propan-2-yl-4,6-dihydropyrrolo[3,4-d][1,3]thiazol-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=NC(CCN3CC=4SC(=NC=4C3)C(C)C)=NN2C(N)=NC2=C1C=CC=C2OC XBUZINXHGBWRAB-UHFFFAOYSA-N 0.000 claims description 6
• XYVBVIVKSJMEIW-UHFFFAOYSA-N C1=CC=C2C3=CN=NN3C(N)=NC2=C1 Chemical compound C1=CC=C2C3=CN=NN3C(N)=NC2=C1 XYVBVIVKSJMEIW-UHFFFAOYSA-N 0.000 claims description 6
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
• 125000005842 heteroatom Chemical group 0.000 claims description 6
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 6
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
• FSACKJCTUKOPDM-UHFFFAOYSA-N 2-[(5-fluoro-1,3-dihydroisoindol-2-yl)methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(F)C=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 FSACKJCTUKOPDM-UHFFFAOYSA-N 0.000 claims description 5
• DOXTUZCGFXTMIQ-UHFFFAOYSA-N 2-[2-(2-cyclopropyl-4,6-dihydropyrrolo[3,4-d][1,3]thiazol-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC=1S2)CC=1N=C2C1CC1 DOXTUZCGFXTMIQ-UHFFFAOYSA-N 0.000 claims description 5
• PJKXERRCUUKPQT-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)-3,3-difluoropropyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1C(C(F)F)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 PJKXERRCUUKPQT-UHFFFAOYSA-N 0.000 claims description 5
• QKMSQTHUZWSHKE-UHFFFAOYSA-N 7-chloro-2-[2-(5-fluoro-1,3-dihydroisoindol-2-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(F)C=C2CN1CCC1=NN2C(N)=NC3=C(Cl)C=CC=C3C2=N1 QKMSQTHUZWSHKE-UHFFFAOYSA-N 0.000 claims description 5
• QBYFWIPJZYHPKM-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-4,6-dihydropyrrolo[3,4-d][1,3]thiazol-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=NC(CCN3CC=4SC(C)=NC=4C3)=NN2C(N)=NC2=C1C=CC=C2OC QBYFWIPJZYHPKM-UHFFFAOYSA-N 0.000 claims description 5
• DEKZPGQGALUACN-UHFFFAOYSA-N [1,2,4]triazolo[4,3-a]pyrazine-3-carboxylic acid Chemical compound C1=NC=CN2C(C(=O)O)=NN=C21 DEKZPGQGALUACN-UHFFFAOYSA-N 0.000 claims description 5
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
• DKTFRTHXQMXJFX-UHFFFAOYSA-N 2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-ylmethyl)-7-(methoxymethyl)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CC1=NN(C(N)=NC=2C(COC)=CC=CC=22)C2=N1 DKTFRTHXQMXJFX-UHFFFAOYSA-N 0.000 claims description 4
• ZJQDAQQPAJWURN-UHFFFAOYSA-N 2-(6,8-dihydro-5h-1,7-naphthyridin-7-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 ZJQDAQQPAJWURN-UHFFFAOYSA-N 0.000 claims description 4
• ZSUIKHSEULLOQX-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)ethyl]-7-(fluoromethoxy)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CCC1=NN2C(N)=NC3=C(OCF)C=CC=C3C2=N1 ZSUIKHSEULLOQX-UHFFFAOYSA-N 0.000 claims description 4
• AGZPRAOEUFCBSK-UHFFFAOYSA-N 7-methoxy-2-[2-(2,7,7-trimethyl-4,6-dihydro-[1,3]oxazolo[5,4-c]pyridin-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1(C)C)CC2=C1N=C(C)O2 AGZPRAOEUFCBSK-UHFFFAOYSA-N 0.000 claims description 4
• YMQFNHHVKFBEMO-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-6,7-dihydro-4h-[1,3]oxazolo[4,5-c]pyridin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CC(C)N(C1)CCC2=C1N=C(C)O2 YMQFNHHVKFBEMO-UHFFFAOYSA-N 0.000 claims description 4
• AJEFQLPREKYDHS-UHFFFAOYSA-N 7-methoxy-2-[2-(3-methylsulfanyl-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2C(SC)=NN=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 AJEFQLPREKYDHS-UHFFFAOYSA-N 0.000 claims description 4
• FYKAFYKPJHXGEN-UHFFFAOYSA-N 7-methoxy-2-[2-[2-(4-methylpiperazin-1-yl)-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=N2)CC1=CC=C2N1CCN(C)CC1 FYKAFYKPJHXGEN-UHFFFAOYSA-N 0.000 claims description 4
• 229910052736 halogen Inorganic materials 0.000 claims description 4
• 150000002367 halogens Chemical class 0.000 claims description 4
• 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 4
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
• 239000002464 receptor antagonist Substances 0.000 claims description 4
• 229940044551 receptor antagonist Drugs 0.000 claims description 4
• YMNCVDUDIBNLKT-UHFFFAOYSA-N 2-(2,3-dihydro-1,4-benzoxazin-4-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1COC2=CC=CC=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 YMNCVDUDIBNLKT-UHFFFAOYSA-N 0.000 claims description 3
• VVBDVMCLJVQBTO-UHFFFAOYSA-N 2-(3,4-dihydro-1h-2,7-naphthyridin-2-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=NC=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 VVBDVMCLJVQBTO-UHFFFAOYSA-N 0.000 claims description 3
• RELRPISMEQUONA-UHFFFAOYSA-N 2-(3,4-dihydro-1h-isoquinolin-2-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CC=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 RELRPISMEQUONA-UHFFFAOYSA-N 0.000 claims description 3
• OBTFFMMVGIVMAN-UHFFFAOYSA-N 2-(3,4-dihydro-2h-1,5-naphthyridin-1-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCC2=NC=CC=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 OBTFFMMVGIVMAN-UHFFFAOYSA-N 0.000 claims description 3
• UOFOVOQBUUOJBZ-UHFFFAOYSA-N 2-(3,4-dihydro-2h-1,6-naphthyridin-1-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCC2=CN=CC=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 UOFOVOQBUUOJBZ-UHFFFAOYSA-N 0.000 claims description 3
• CUSAMCOAFLUXBG-UHFFFAOYSA-N 2-(3,4-dihydro-2h-1,7-naphthyridin-1-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCC2=CC=NC=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 CUSAMCOAFLUXBG-UHFFFAOYSA-N 0.000 claims description 3
• CYAWJODONYWGFZ-UHFFFAOYSA-N 2-(3,4-dihydro-2h-1,8-naphthyridin-1-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCC2=CC=CN=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 CYAWJODONYWGFZ-UHFFFAOYSA-N 0.000 claims description 3
• JFWZFOXJMJVYFY-UHFFFAOYSA-N 2-(3,4-dihydro-2h-quinolin-1-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCC2=CC=CC=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 JFWZFOXJMJVYFY-UHFFFAOYSA-N 0.000 claims description 3
• KXBRBRMXVUWHMC-UHFFFAOYSA-N 2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-ylmethyl)-7-ethoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CC1=NN(C(N)=NC=2C(OCC)=CC=CC=22)C2=N1 KXBRBRMXVUWHMC-UHFFFAOYSA-N 0.000 claims description 3
• WQERTYMYRDKADL-UHFFFAOYSA-N 2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 WQERTYMYRDKADL-UHFFFAOYSA-N 0.000 claims description 3
• VPRCEKNRVFMUCE-UHFFFAOYSA-N 2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-ylmethyl)-9-fluoro-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC(F)=CC=22)C2=N1 VPRCEKNRVFMUCE-UHFFFAOYSA-N 0.000 claims description 3
• XNDHOWKKQLGUGN-UHFFFAOYSA-N 2-(5-amino-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-2-yl)-1-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)ethanone Chemical compound C1C2=CC=CN=C2CN1C(=O)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 XNDHOWKKQLGUGN-UHFFFAOYSA-N 0.000 claims description 3
• YDRJQKGGVNRGGA-UHFFFAOYSA-N 2-(6,8-dihydro-5h-1,7-naphthyridin-7-ylmethyl)-7-(fluoromethoxy)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CN=C2CN1CC1=NN2C(N)=NC3=C(OCF)C=CC=C3C2=N1 YDRJQKGGVNRGGA-UHFFFAOYSA-N 0.000 claims description 3
• MZSVACFTVDTHHR-UHFFFAOYSA-N 2-(6,8-dihydro-5h-1,7-naphthyridin-7-ylmethyl)-7-(methoxymethyl)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CN=C2CN1CC1=NN(C(N)=NC=2C(COC)=CC=CC=22)C2=N1 MZSVACFTVDTHHR-UHFFFAOYSA-N 0.000 claims description 3
• OZXWIMCFQCJAKG-UHFFFAOYSA-N 2-(6,8-dihydro-5h-1,7-naphthyridin-7-ylmethyl)-7-methyl-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CN=C2CN1CC1=NN(C(N)=NC=2C(C)=CC=CC=22)C2=N1 OZXWIMCFQCJAKG-UHFFFAOYSA-N 0.000 claims description 3
• DTQWAVFPAXKYFG-UHFFFAOYSA-N 2-(6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2C=NN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 DTQWAVFPAXKYFG-UHFFFAOYSA-N 0.000 claims description 3
• IXYJBAWRRAIICU-UHFFFAOYSA-N 2-(7,8-dihydro-5h-pyrido[3,4-b]pyrazin-6-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=NC=CN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 IXYJBAWRRAIICU-UHFFFAOYSA-N 0.000 claims description 3
• JCCWPSZKDFSBEG-UHFFFAOYSA-N 2-[(2-chloro-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(Cl)N=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 JCCWPSZKDFSBEG-UHFFFAOYSA-N 0.000 claims description 3
• XGCOILUHPLJBIN-OAHLLOKOSA-N 2-[(2r)-2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)-3,3,3-trifluoropropyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1[C@@H](C(F)(F)F)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 XGCOILUHPLJBIN-OAHLLOKOSA-N 0.000 claims description 3
• PJKXERRCUUKPQT-CQSZACIVSA-N 2-[(2r)-2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)-3,3-difluoropropyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1[C@@H](C(F)F)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 PJKXERRCUUKPQT-CQSZACIVSA-N 0.000 claims description 3
• NSRYTSQDLZQHIR-CQSZACIVSA-N 2-[(2r)-2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)butyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1[C@H](CC)CC1=NN2C(N)=NC3=C(OC)C=CC=C3C2=N1 NSRYTSQDLZQHIR-CQSZACIVSA-N 0.000 claims description 3
• ZEWMMZAULZBMFG-GFCCVEGCSA-N 2-[(2r)-2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)propyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1[C@H](C)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 ZEWMMZAULZBMFG-GFCCVEGCSA-N 0.000 claims description 3
• QJOKSMAOVAOUKW-SNVBAGLBSA-N 2-[(2r)-2-[2-(difluoromethyl)-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-5-yl]propyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1N([C@H](C)CC=2N=C3C=4C=CC=C(C=4N=C(N)N3N=2)OC)CCC2=C1SC(C(F)F)=N2 QJOKSMAOVAOUKW-SNVBAGLBSA-N 0.000 claims description 3
• OBKSTOWWGTWFLR-LLVKDONJSA-N 2-[(2r)-2-[2-(difluoromethyl)-6,7-dihydro-4h-pyrazolo[1,5-a]pyrazin-5-yl]propyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2N=C(C(F)F)C=C2CN1[C@H](C)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 OBKSTOWWGTWFLR-LLVKDONJSA-N 0.000 claims description 3
• PJKXERRCUUKPQT-AWEZNQCLSA-N 2-[(2s)-2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)-3,3-difluoropropyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1[C@H](C(F)F)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 PJKXERRCUUKPQT-AWEZNQCLSA-N 0.000 claims description 3
• NSRYTSQDLZQHIR-AWEZNQCLSA-N 2-[(2s)-2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)butyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1[C@@H](CC)CC1=NN2C(N)=NC3=C(OC)C=CC=C3C2=N1 NSRYTSQDLZQHIR-AWEZNQCLSA-N 0.000 claims description 3
• OBKSTOWWGTWFLR-NSHDSACASA-N 2-[(2s)-2-[2-(difluoromethyl)-6,7-dihydro-4h-pyrazolo[1,5-a]pyrazin-5-yl]propyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2N=C(C(F)F)C=C2CN1[C@@H](C)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 OBKSTOWWGTWFLR-NSHDSACASA-N 0.000 claims description 3
• FSGRIFLZQCAZJR-UHFFFAOYSA-N 2-[(3-bromo-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2C(Br)=NN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 FSGRIFLZQCAZJR-UHFFFAOYSA-N 0.000 claims description 3
• MKZFTGMGCXDQOB-UHFFFAOYSA-N 2-[(3-ethyl-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=CC=CC(OC)=C2N=C(N)N2C1=NC(CN1CC3=NN=C(N3CC1)CC)=N2 MKZFTGMGCXDQOB-UHFFFAOYSA-N 0.000 claims description 3
• OKFPMXKHUFMHGL-UHFFFAOYSA-N 2-[(4-bromo-6,8-dihydro-5h-1,7-naphthyridin-7-yl)methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=C(Br)C=CN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 OKFPMXKHUFMHGL-UHFFFAOYSA-N 0.000 claims description 3
• ONJPAYWCXAUDRZ-UHFFFAOYSA-N 2-[(5-bromo-2,3-dihydropyrrolo[2,3-b]pyridin-1-yl)methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC(Br)=CN=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 ONJPAYWCXAUDRZ-UHFFFAOYSA-N 0.000 claims description 3
• QTGJDGVUDVQCDB-UHFFFAOYSA-N 2-[(6-fluoro-3,4-dihydro-1h-isoquinolin-2-yl)methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC(F)=CC=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 QTGJDGVUDVQCDB-UHFFFAOYSA-N 0.000 claims description 3
• BEXQCHBDKACGMM-UHFFFAOYSA-N 2-[(7-chloro-4-methyl-3,5-dihydro-2h-1,4-benzodiazepin-1-yl)methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN(C)CC2=CC(Cl)=CC=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 BEXQCHBDKACGMM-UHFFFAOYSA-N 0.000 claims description 3
• CMYMSVKANRPLAL-UHFFFAOYSA-N 2-[2-(1,3-dihydroisoindol-2-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CC=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 CMYMSVKANRPLAL-UHFFFAOYSA-N 0.000 claims description 3
• YARPDTVXFOWVDP-UHFFFAOYSA-N 2-[2-(1-cyclopropyl-6,7-dihydro-4h-pyrazolo[4,3-c]pyridin-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1C=NN2C1CC1 YARPDTVXFOWVDP-UHFFFAOYSA-N 0.000 claims description 3
• RMFYXMSHDRFFAK-UHFFFAOYSA-N 2-[2-(2,3-dihydropyrrolo[2,3-b]pyridin-1-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CN=C2N1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 RMFYXMSHDRFFAK-UHFFFAOYSA-N 0.000 claims description 3
• BLNOVLGBMHLQAE-UHFFFAOYSA-N 2-[2-(2-cyclopropyl-6,7-dihydro-4h-[1,3]oxazolo[5,4-c]pyridin-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC=1O2)CCC=1N=C2C1CC1 BLNOVLGBMHLQAE-UHFFFAOYSA-N 0.000 claims description 3
• FRHKSHPJSAVLDZ-UHFFFAOYSA-N 2-[2-(2-cyclopropyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC=1S2)CCC=1N=C2C1CC1 FRHKSHPJSAVLDZ-UHFFFAOYSA-N 0.000 claims description 3
• XYAAMQZHVJDHNT-UHFFFAOYSA-N 2-[2-(2-cyclopropyl-6,8-dihydro-5h-[1,2,4]triazolo[1,5-a]pyrazin-7-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=N2)CCN1N=C2C1CC1 XYAAMQZHVJDHNT-UHFFFAOYSA-N 0.000 claims description 3
• XZDMDELNCJRQIW-UHFFFAOYSA-N 2-[2-(3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-7-fluoro-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CC=C2CN1CCC1=NN2C(N)=NC3=C(F)C=CC=C3C2=N1 XZDMDELNCJRQIW-UHFFFAOYSA-N 0.000 claims description 3
• WCQBEGSIKMZWHD-UHFFFAOYSA-N 2-[2-(3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-7-methyl-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CC=C2CN1CCC1=NN(C(N)=NC=2C(C)=CC=CC=22)C2=N1 WCQBEGSIKMZWHD-UHFFFAOYSA-N 0.000 claims description 3
• ZNSNBSGWCABDMD-UHFFFAOYSA-N 2-[2-(3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-8-fluoro-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CC=C2CN1CCC1=NN2C(N)=NC3=CC(F)=CC=C3C2=N1 ZNSNBSGWCABDMD-UHFFFAOYSA-N 0.000 claims description 3
• PUXNGPVMNSAZGU-UHFFFAOYSA-N 2-[2-(3,4-dihydro-2h-quinolin-1-yl)ethyl]-7-fluoro-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCC2=CC=CC=C2N1CCC1=NN2C(N)=NC3=C(F)C=CC=C3C2=N1 PUXNGPVMNSAZGU-UHFFFAOYSA-N 0.000 claims description 3
• PDBUJZFZVUIJGM-UHFFFAOYSA-N 2-[2-(3,4-dihydro-2h-quinolin-1-yl)ethyl]-8-fluoro-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCC2=CC=CC=C2N1CCC1=NN2C(N)=NC3=CC(F)=CC=C3C2=N1 PDBUJZFZVUIJGM-UHFFFAOYSA-N 0.000 claims description 3
• XSVDEDCAECIWGS-UHFFFAOYSA-N 2-[2-(3-bromo-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2C(Br)=NN=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 XSVDEDCAECIWGS-UHFFFAOYSA-N 0.000 claims description 3
• NJCHUIOYFWOLDJ-UHFFFAOYSA-N 2-[2-(3-cyclopropyl-1,4,5,7-tetrahydropyrazolo[3,4-c]pyridin-6-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1NN=C2C1CC1 NJCHUIOYFWOLDJ-UHFFFAOYSA-N 0.000 claims description 3
• ZPDNGTMWCPAAGG-UHFFFAOYSA-N 2-[2-(3-cyclopropyl-1,5,6,7-tetrahydropyrazolo[4,3-b]pyridin-4-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1=2)CCCC=2NN=C1C1CC1 ZPDNGTMWCPAAGG-UHFFFAOYSA-N 0.000 claims description 3
• YNDURYBZMCYIGL-UHFFFAOYSA-N 2-[2-(3-ethyl-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)ethyl]-7-fluoro-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=CC=CC(F)=C2N=C(N)N2C1=NC(CCN1CC3=NN=C(N3CC1)CC)=N2 YNDURYBZMCYIGL-UHFFFAOYSA-N 0.000 claims description 3
• ILNKYTYHYVJAEU-UHFFFAOYSA-N 2-[2-(3-ethyl-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)ethyl]-8-fluoro-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=CC=C(F)C=C2N=C(N)N2C1=NC(CCN1CC3=NN=C(N3CC1)CC)=N2 ILNKYTYHYVJAEU-UHFFFAOYSA-N 0.000 claims description 3
• GSJUBTPJPSKQMT-UHFFFAOYSA-N 2-[2-(3-ethyl-6,8-dihydro-5h-imidazo[1,5-a]pyrazin-7-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=CC=CC(OC)=C2N=C(N)N2C1=NC(CCN1CC3=CN=C(N3CC1)CC)=N2 GSJUBTPJPSKQMT-UHFFFAOYSA-N 0.000 claims description 3
• LNYAYSXYOXNTNA-UHFFFAOYSA-N 2-[2-(4,4-dimethyl-1,3-dihydroisoquinolin-2-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CC=C2C(C)(C)CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 LNYAYSXYOXNTNA-UHFFFAOYSA-N 0.000 claims description 3
• RYJNMOPSFKPCJP-UHFFFAOYSA-N 2-[2-(4,6-dihydro-1h-pyrrolo[3,4-c]pyrazol-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=NC(CCN3CC=4NN=CC=4C3)=NN2C(N)=NC2=C1C=CC=C2OC RYJNMOPSFKPCJP-UHFFFAOYSA-N 0.000 claims description 3
• ZFWQLSZOQXWTKT-UHFFFAOYSA-N 2-[2-(4-bromo-6,8-dihydro-5h-1,7-naphthyridin-7-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=C(Br)C=CN=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 ZFWQLSZOQXWTKT-UHFFFAOYSA-N 0.000 claims description 3
• XETOLLQLKNPWDJ-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)-3-fluoropropyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1C(CF)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 XETOLLQLKNPWDJ-UHFFFAOYSA-N 0.000 claims description 3
• NSRYTSQDLZQHIR-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)butyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1C(CC)CC1=NN2C(N)=NC3=C(OC)C=CC=C3C2=N1 NSRYTSQDLZQHIR-UHFFFAOYSA-N 0.000 claims description 3
• SGDWJBIBXIPJMK-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)ethyl]-7,9-difluoro-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CCC1=NN2C(N)=NC3=C(F)C=C(F)C=C3C2=N1 SGDWJBIBXIPJMK-UHFFFAOYSA-N 0.000 claims description 3
• LRVVXXUIEXAKOP-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 LRVVXXUIEXAKOP-UHFFFAOYSA-N 0.000 claims description 3
• PWENVIQPTDTKKO-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)ethyl]-8,9-difluoro-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CCC1=NN2C(N)=NC3=CC(F)=C(F)C=C3C2=N1 PWENVIQPTDTKKO-UHFFFAOYSA-N 0.000 claims description 3
• FPQDEOUNGIPEMI-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)ethyl]-8-fluoro-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CCC1=NN2C(N)=NC3=CC(F)=CC=C3C2=N1 FPQDEOUNGIPEMI-UHFFFAOYSA-N 0.000 claims description 3
• KOMHKOZOIPFNGA-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)ethyl]-9-fluoro-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC(F)=CC=22)C2=N1 KOMHKOZOIPFNGA-UHFFFAOYSA-N 0.000 claims description 3
• NWMMVJRLYMRWDP-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)pentyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1C(CCC)CC1=NN2C(N)=NC3=C(OC)C=CC=C3C2=N1 NWMMVJRLYMRWDP-UHFFFAOYSA-N 0.000 claims description 3
• ZEWMMZAULZBMFG-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)propyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1C(C)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 ZEWMMZAULZBMFG-UHFFFAOYSA-N 0.000 claims description 3
• UKEBRSFAWHFMQR-UHFFFAOYSA-N 2-[2-(5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CN=CN=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 UKEBRSFAWHFMQR-UHFFFAOYSA-N 0.000 claims description 3
• PSGJEOJQZPMKIA-UHFFFAOYSA-N 2-[2-(5-fluoro-1,3-dihydroisoindol-2-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(F)C=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 PSGJEOJQZPMKIA-UHFFFAOYSA-N 0.000 claims description 3
• NVVSLEVJRNTGFD-UHFFFAOYSA-N 2-[2-(5-fluoro-1,3-dihydroisoindol-2-yl)propyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(F)C=C2CN1C(C)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 NVVSLEVJRNTGFD-UHFFFAOYSA-N 0.000 claims description 3
• CAEXRGPIMKSLOY-UHFFFAOYSA-N 2-[2-(6,7-dihydro-4h-[1,2]oxazolo[4,5-c]pyridin-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1C=NO2 CAEXRGPIMKSLOY-UHFFFAOYSA-N 0.000 claims description 3
• FDLBJKACKSRBAJ-UHFFFAOYSA-N 2-[2-(6,7-dihydro-4h-[1,3]thiazolo[4,5-c]pyridin-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1N=CS2 FDLBJKACKSRBAJ-UHFFFAOYSA-N 0.000 claims description 3
• VQJDDFFABNPVFV-UHFFFAOYSA-N 2-[2-(6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1SC=N2 VQJDDFFABNPVFV-UHFFFAOYSA-N 0.000 claims description 3
• WCSQILLYNAUCPU-UHFFFAOYSA-N 2-[2-(6,7-dihydro-4h-thieno[3,2-c]pyridin-5-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1C=CS2 WCSQILLYNAUCPU-UHFFFAOYSA-N 0.000 claims description 3
• LMMQNKUIASIDCM-UHFFFAOYSA-N 2-[2-(6,7-dihydro-5h-pyrazolo[1,5-a]pyrimidin-4-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCN2N=CC=C2N1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 LMMQNKUIASIDCM-UHFFFAOYSA-N 0.000 claims description 3
• LUHWFFWUVXOKSV-UHFFFAOYSA-N 2-[2-(6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CN=CN=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 LUHWFFWUVXOKSV-UHFFFAOYSA-N 0.000 claims description 3
• OPAYIMAXQXQHMP-UHFFFAOYSA-N 2-[2-(7,8-dihydro-5h-pyrido[3,4-b]pyrazin-6-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=NC=CN=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 OPAYIMAXQXQHMP-UHFFFAOYSA-N 0.000 claims description 3
• OSPXGNQVUJKEKN-UHFFFAOYSA-N 2-[2-(7,8-dihydro-5h-pyrido[4,3-d]pyrimidin-6-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=NC=NC=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 OSPXGNQVUJKEKN-UHFFFAOYSA-N 0.000 claims description 3
• BFAQOEOHVZUZDS-UHFFFAOYSA-N 2-[2-[2-(2,2-dimethylmorpholin-4-yl)-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl]ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=N2)CC1=CC=C2N1CCOC(C)(C)C1 BFAQOEOHVZUZDS-UHFFFAOYSA-N 0.000 claims description 3
• OKJQTENFCXGYKQ-UHFFFAOYSA-N 2-[2-[2-(4-ethylpiperazin-1-yl)-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl]ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN(CC)CCN1C1=CC=C(CN(CCC2=NN3C(N)=NC4=C(OC)C=CC=C4C3=N2)C2)C2=N1 OKJQTENFCXGYKQ-UHFFFAOYSA-N 0.000 claims description 3
• XAVZXFRHBGKFRK-IYBDPMFKSA-N 2-[2-[2-[(2r,6s)-2,6-dimethylmorpholin-4-yl]-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl]ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=N2)CC1=CC=C2N1C[C@H](C)O[C@H](C)C1 XAVZXFRHBGKFRK-IYBDPMFKSA-N 0.000 claims description 3
• MREWMQVWHNWJBX-UHFFFAOYSA-N 2-[2-[2-[4-(4-fluorophenyl)piperazin-1-yl]-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl]ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=N2)CC1=CC=C2N(CC1)CCN1C1=CC=C(F)C=C1 MREWMQVWHNWJBX-UHFFFAOYSA-N 0.000 claims description 3
• DDDPVGWXUGKTPE-UHFFFAOYSA-N 2-[2-[4-(3,3-difluoropyrrolidin-1-yl)-6,8-dihydro-5h-1,7-naphthyridin-7-yl]ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1N=CC=C2N1CCC(F)(F)C1 DDDPVGWXUGKTPE-UHFFFAOYSA-N 0.000 claims description 3
• LZEGIOPNRSWJFC-UHFFFAOYSA-N 2-[2-[4-(4-ethylpiperazin-1-yl)-6,8-dihydro-5h-1,7-naphthyridin-7-yl]ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN(CC)CCN1C1=CC=NC2=C1CCN(CCC1=NN3C(N)=NC4=C(OC)C=CC=C4C3=N1)C2 LZEGIOPNRSWJFC-UHFFFAOYSA-N 0.000 claims description 3
• QLEJDIUIRRBSQJ-UHFFFAOYSA-N 2-[2-[4-(diethylamino)-6,8-dihydro-5h-1,7-naphthyridin-7-yl]ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=CC=CC(OC)=C2N=C(N)N2C1=NC(CCN1CC=3N=CC=C(C=3CC1)N(CC)CC)=N2 QLEJDIUIRRBSQJ-UHFFFAOYSA-N 0.000 claims description 3
• PWJYXFFEEVOEKS-UHFFFAOYSA-N 2-[3-(4-fluoro-1,3-dihydroisoindol-2-yl)propyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CC(F)=C2CN1CCCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 PWJYXFFEEVOEKS-UHFFFAOYSA-N 0.000 claims description 3
• DIEPDGOBSCLMAC-UHFFFAOYSA-N 2-[3-(5-fluoro-1,3-dihydroisoindol-2-yl)propyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(F)C=C2CN1CCCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 DIEPDGOBSCLMAC-UHFFFAOYSA-N 0.000 claims description 3
• WKOQGKNTILEZSK-UHFFFAOYSA-N 2-[[7-(3,4-difluorophenyl)-3,4-dihydro-1h-isoquinolin-2-yl]methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=C2)CCC1=CC=C2C1=CC=C(F)C(F)=C1 WKOQGKNTILEZSK-UHFFFAOYSA-N 0.000 claims description 3
• ZINQJWTULKHUEN-UHFFFAOYSA-N 2-[[7-[2-amino-4-(trifluoromethyl)pyrimidin-5-yl]-3,4-dihydro-1h-isoquinolin-2-yl]methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=C2)CCC1=CC=C2C1=CN=C(N)N=C1C(F)(F)F ZINQJWTULKHUEN-UHFFFAOYSA-N 0.000 claims description 3
• YTDDNQRVZUAKGL-UHFFFAOYSA-N 2-[[8,8-dimethyl-3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2C(C(F)(F)F)=NN=C2C(C)(C)N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 YTDDNQRVZUAKGL-UHFFFAOYSA-N 0.000 claims description 3
• WZBZSPJUFRGSTG-UHFFFAOYSA-N 5-amino-2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-ylmethyl)-[1,2,4]triazolo[1,5-c]quinazoline-7-carbonitrile Chemical compound C1C2=CC=CN=C2CN1CC1=NN2C(N)=NC3=C(C#N)C=CC=C3C2=N1 WZBZSPJUFRGSTG-UHFFFAOYSA-N 0.000 claims description 3
• KCLSUMJGPGUKAJ-UHFFFAOYSA-N 6-[2-(5-amino-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-2-yl)ethyl]-2-cyclopropyl-5,7-dihydro-4h-thieno[2,3-c]pyridine-3-carbonitrile Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC(C=2C#N)=C1SC=2C1CC1 KCLSUMJGPGUKAJ-UHFFFAOYSA-N 0.000 claims description 3
• JNEDCSLFPMAOBV-UHFFFAOYSA-N 7-[(5-amino-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-2-yl)methyl]-n-tert-butyl-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxamide Chemical compound C1CN2C(C(=O)NC(C)(C)C)=NN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 JNEDCSLFPMAOBV-UHFFFAOYSA-N 0.000 claims description 3
• ZKRZVMJHORWESH-UHFFFAOYSA-N 7-[2-(5-amino-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-2-yl)ethyl]-n-tert-butyl-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxamide Chemical compound C1CN2C(C(=O)NC(C)(C)C)=NN=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 ZKRZVMJHORWESH-UHFFFAOYSA-N 0.000 claims description 3
• DOXHUGHDAHXKLA-UHFFFAOYSA-N 7-bromo-2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-ylmethyl)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CC1=NN2C(N)=NC3=C(Br)C=CC=C3C2=N1 DOXHUGHDAHXKLA-UHFFFAOYSA-N 0.000 claims description 3
• QVYIKVPSQKREJS-UHFFFAOYSA-N 7-chloro-2-[2-(3,4-dihydro-2h-quinolin-1-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCC2=CC=CC=C2N1CCC1=NN2C(N)=NC3=C(Cl)C=CC=C3C2=N1 QVYIKVPSQKREJS-UHFFFAOYSA-N 0.000 claims description 3
• KZNUKDRGWSPKMY-UHFFFAOYSA-N 7-fluoro-2-[2-(4-fluoro-1,3-dihydroisoindol-2-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CC(F)=C2CN1CCC1=NN2C(N)=NC3=C(F)C=CC=C3C2=N1 KZNUKDRGWSPKMY-UHFFFAOYSA-N 0.000 claims description 3
• XMGUFHCTHWVDQX-UHFFFAOYSA-N 7-fluoro-2-[2-(5-fluoro-1,3-dihydroisoindol-2-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(F)C=C2CN1CCC1=NN2C(N)=NC3=C(F)C=CC=C3C2=N1 XMGUFHCTHWVDQX-UHFFFAOYSA-N 0.000 claims description 3
• BRBCHVSANDPIEL-UHFFFAOYSA-N 7-fluoro-2-[2-[2-(trifluoromethyl)-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CN=C(C(F)(F)F)N=C2CN1CCC1=NN2C(N)=NC3=C(F)C=CC=C3C2=N1 BRBCHVSANDPIEL-UHFFFAOYSA-N 0.000 claims description 3
• CTMOJXGSYHKJPG-UHFFFAOYSA-N 7-methoxy-2-(1,2,4,5-tetrahydro-3-benzazepin-3-ylmethyl)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CC=C2CCN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 CTMOJXGSYHKJPG-UHFFFAOYSA-N 0.000 claims description 3
• XKDUZHIVMHBSST-UHFFFAOYSA-N 7-methoxy-2-(1,3,4,5-tetrahydro-2-benzazepin-2-ylmethyl)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCC2=CC=CC=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 XKDUZHIVMHBSST-UHFFFAOYSA-N 0.000 claims description 3
• UHZUNGVKGNFDQE-UHFFFAOYSA-N 7-methoxy-2-(5,6,7,8-tetrahydropyrido[2,3-b]azepin-9-ylmethyl)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCCC2=CC=CN=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 UHZUNGVKGNFDQE-UHFFFAOYSA-N 0.000 claims description 3
• UVKVRPNUJISTRX-UHFFFAOYSA-N 7-methoxy-2-[(2-propan-2-yl-4,6-dihydropyrrolo[3,4-d][1,3]thiazol-5-yl)methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=NC(CN3CC=4SC(=NC=4C3)C(C)C)=NN2C(N)=NC2=C1C=CC=C2OC UVKVRPNUJISTRX-UHFFFAOYSA-N 0.000 claims description 3
• XDUNBJRSYKTKLS-UHFFFAOYSA-N 7-methoxy-2-[(2-pyridin-2-yl-5,6,7,8-tetrahydropyrido[2,3-b]azepin-9-yl)methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(C1=N2)CCCCC1=CC=C2C1=CC=CC=N1 XDUNBJRSYKTKLS-UHFFFAOYSA-N 0.000 claims description 3
• JFYIJBCBFSEIOY-SNVBAGLBSA-N 7-methoxy-2-[(2r)-2-(2-methyl-4,6-dihydropyrrolo[3,4-d][1,3]oxazol-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=NC(C[C@@H](C)N3CC=4OC(C)=NC=4C3)=NN2C(N)=NC2=C1C=CC=C2OC JFYIJBCBFSEIOY-SNVBAGLBSA-N 0.000 claims description 3
• YMQFNHHVKFBEMO-LLVKDONJSA-N 7-methoxy-2-[(2r)-2-(2-methyl-6,7-dihydro-4h-[1,3]oxazolo[4,5-c]pyridin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1N([C@H](C)CC=2N=C3C=4C=CC=C(C=4N=C(N)N3N=2)OC)CCC2=C1N=C(C)O2 YMQFNHHVKFBEMO-LLVKDONJSA-N 0.000 claims description 3
• NDNIIZPJQAIRDJ-LLVKDONJSA-N 7-methoxy-2-[(2r)-2-(2-methyl-6,7-dihydro-4h-[1,3]oxazolo[5,4-c]pyridin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1N([C@H](C)CC=2N=C3C=4C=CC=C(C=4N=C(N)N3N=2)OC)CCC2=C1OC(C)=N2 NDNIIZPJQAIRDJ-LLVKDONJSA-N 0.000 claims description 3
• KCWMARUWHRCOHO-LLVKDONJSA-N 7-methoxy-2-[(2r)-2-(2-methyl-6,7-dihydro-4h-[1,3]thiazolo[4,5-c]pyridin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1N([C@H](C)CC=2N=C3C=4C=CC=C(C=4N=C(N)N3N=2)OC)CCC2=C1N=C(C)S2 KCWMARUWHRCOHO-LLVKDONJSA-N 0.000 claims description 3
• NUFFVANXASHESP-LLVKDONJSA-N 7-methoxy-2-[(2r)-2-(2-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1N([C@H](C)CC=2N=C3C=4C=CC=C(C=4N=C(N)N3N=2)OC)CCC2=C1SC(C)=N2 NUFFVANXASHESP-LLVKDONJSA-N 0.000 claims description 3
• YMQFNHHVKFBEMO-NSHDSACASA-N 7-methoxy-2-[(2s)-2-(2-methyl-6,7-dihydro-4h-[1,3]oxazolo[4,5-c]pyridin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1N([C@@H](C)CC=2N=C3C=4C=CC=C(C=4N=C(N)N3N=2)OC)CCC2=C1N=C(C)O2 YMQFNHHVKFBEMO-NSHDSACASA-N 0.000 claims description 3
• NDNIIZPJQAIRDJ-NSHDSACASA-N 7-methoxy-2-[(2s)-2-(2-methyl-6,7-dihydro-4h-[1,3]oxazolo[5,4-c]pyridin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1N([C@@H](C)CC=2N=C3C=4C=CC=C(C=4N=C(N)N3N=2)OC)CCC2=C1OC(C)=N2 NDNIIZPJQAIRDJ-NSHDSACASA-N 0.000 claims description 3
• KCWMARUWHRCOHO-NSHDSACASA-N 7-methoxy-2-[(2s)-2-(2-methyl-6,7-dihydro-4h-[1,3]thiazolo[4,5-c]pyridin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1N([C@@H](C)CC=2N=C3C=4C=CC=C(C=4N=C(N)N3N=2)OC)CCC2=C1N=C(C)S2 KCWMARUWHRCOHO-NSHDSACASA-N 0.000 claims description 3
• NUFFVANXASHESP-NSHDSACASA-N 7-methoxy-2-[(2s)-2-(2-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1N([C@@H](C)CC=2N=C3C=4C=CC=C(C=4N=C(N)N3N=2)OC)CCC2=C1SC(C)=N2 NUFFVANXASHESP-NSHDSACASA-N 0.000 claims description 3
• GKOGSJDSDASPER-ZDUSSCGKSA-N 7-methoxy-2-[(2s)-2-(2-methyl-6,7-dihydro-4h-pyrazolo[1,5-a]pyrazin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2N=C(C)C=C2CN1[C@@H](C)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 GKOGSJDSDASPER-ZDUSSCGKSA-N 0.000 claims description 3
• HTMOEJWNANFOFQ-UHFFFAOYSA-N 7-methoxy-2-[(3-methoxy-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=CC=CC(OC)=C2N=C(N)N2C1=NC(CN1CC3=NN=C(N3CC1)OC)=N2 HTMOEJWNANFOFQ-UHFFFAOYSA-N 0.000 claims description 3
• MIGCOYGWQDJKBE-UHFFFAOYSA-N 7-methoxy-2-[(3-methylsulfanyl-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2C(SC)=NN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 MIGCOYGWQDJKBE-UHFFFAOYSA-N 0.000 claims description 3
• BSVCNCOXLGHEAQ-UHFFFAOYSA-N 7-methoxy-2-[(5-pyrimidin-5-yl-1,3-dihydroisoindol-2-yl)methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=C2)CC1=CC=C2C1=CN=CN=C1 BSVCNCOXLGHEAQ-UHFFFAOYSA-N 0.000 claims description 3
• MCDIQVVGZQQPOT-UHFFFAOYSA-N 7-methoxy-2-[(7-methoxy-1,2,4,5-tetrahydro-3-benzazepin-3-yl)methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC(OC)=CC=C2CCN1CC1=NN2C(N)=NC3=C(OC)C=CC=C3C2=N1 MCDIQVVGZQQPOT-UHFFFAOYSA-N 0.000 claims description 3
• CLZXXIWTXKDUPQ-UHFFFAOYSA-N 7-methoxy-2-[(7-methyl-3,4-dihydro-2h-1,8-naphthyridin-1-yl)methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCC2=CC=C(C)N=C2N1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 CLZXXIWTXKDUPQ-UHFFFAOYSA-N 0.000 claims description 3
• QBEPVDBKRDYRQZ-UHFFFAOYSA-N 7-methoxy-2-[(7-pyrimidin-5-yl-3,4-dihydro-1h-isoquinolin-2-yl)methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=C2)CCC1=CC=C2C1=CN=CN=C1 QBEPVDBKRDYRQZ-UHFFFAOYSA-N 0.000 claims description 3
• YDLMWKCHZGFIJR-UHFFFAOYSA-N 7-methoxy-2-[(8-pyrimidin-5-yl-3,4-dihydro-1h-isoquinolin-2-yl)methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=2)CCC1=CC=CC=2C1=CN=CN=C1 YDLMWKCHZGFIJR-UHFFFAOYSA-N 0.000 claims description 3
• WXKJIPNEGBTEND-UHFFFAOYSA-N 7-methoxy-2-[2-(1,4,6,7-tetrahydropyrazolo[4,3-c]pyridin-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1C=NN2 WXKJIPNEGBTEND-UHFFFAOYSA-N 0.000 claims description 3
• XBSTWYSGCAVPGB-UHFFFAOYSA-N 7-methoxy-2-[2-(2,7,7-trimethyl-4,6-dihydro-[1,3]thiazolo[5,4-c]pyridin-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1(C)C)CC2=C1N=C(C)S2 XBSTWYSGCAVPGB-UHFFFAOYSA-N 0.000 claims description 3
• YLUWMHHRICKDSW-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCN2N=C(C)C=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 YLUWMHHRICKDSW-UHFFFAOYSA-N 0.000 claims description 3
• NSVAOGCQTSGLRR-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CN=C(C)N=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 NSVAOGCQTSGLRR-UHFFFAOYSA-N 0.000 claims description 3
• XRRADQNILICJJF-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-6,7-dihydro-4h-[1,3]oxazolo[4,5-c]pyridin-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1N=C(C)O2 XRRADQNILICJJF-UHFFFAOYSA-N 0.000 claims description 3
• YUZYLDZBLPQXCN-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-6,7-dihydro-4h-[1,3]oxazolo[5,4-c]pyridin-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1OC(C)=N2 YUZYLDZBLPQXCN-UHFFFAOYSA-N 0.000 claims description 3
• NDNIIZPJQAIRDJ-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-6,7-dihydro-4h-[1,3]oxazolo[5,4-c]pyridin-5-yl)propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CC(C)N(C1)CCC2=C1OC(C)=N2 NDNIIZPJQAIRDJ-UHFFFAOYSA-N 0.000 claims description 3
• OYINRNQGNSZXEM-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-6,7-dihydro-4h-[1,3]thiazolo[4,5-c]pyridin-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1N=C(C)S2 OYINRNQGNSZXEM-UHFFFAOYSA-N 0.000 claims description 3
• UNCCSQPHRYTZLN-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1SC(C)=N2 UNCCSQPHRYTZLN-UHFFFAOYSA-N 0.000 claims description 3
• HEBGEOGRLUYINU-UHFFFAOYSA-N 7-methoxy-2-[2-(2-methyl-6,7-dihydro-4h-pyrazolo[1,5-a]pyrazin-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2N=C(C)C=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 HEBGEOGRLUYINU-UHFFFAOYSA-N 0.000 claims description 3
• YBQCIJFMPPGXJF-UHFFFAOYSA-N 7-methoxy-2-[2-(2-morpholin-4-yl-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=N2)CC1=CC=C2N1CCOCC1 YBQCIJFMPPGXJF-UHFFFAOYSA-N 0.000 claims description 3
• OZQGFOZLOZBUGH-UHFFFAOYSA-N 7-methoxy-2-[2-(2-phenyl-4,6-dihydro-1h-pyrrolo[3,4-d]imidazol-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC=1N2)CC=1N=C2C1=CC=CC=C1 OZQGFOZLOZBUGH-UHFFFAOYSA-N 0.000 claims description 3
• JFCLBMVRHVOXEA-UHFFFAOYSA-N 7-methoxy-2-[2-(2-pyrrolidin-1-yl-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=N2)CC1=CC=C2N1CCCC1 JFCLBMVRHVOXEA-UHFFFAOYSA-N 0.000 claims description 3
• NGLPJOGTXNDMEY-UHFFFAOYSA-N 7-methoxy-2-[2-(3-methyl-2,4,6,7-tetrahydropyrazolo[4,3-c]pyridin-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=NNC(C)=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 NGLPJOGTXNDMEY-UHFFFAOYSA-N 0.000 claims description 3
• AXRRGPRSOHGZKS-UHFFFAOYSA-N 7-methoxy-2-[2-(3-phenyl-4,6-dihydro-1h-pyrrolo[3,4-c]pyrazol-5-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC=12)CC=1NN=C2C1=CC=CC=C1 AXRRGPRSOHGZKS-UHFFFAOYSA-N 0.000 claims description 3
• FDYGKGLVQHLVFP-UHFFFAOYSA-N 7-methoxy-2-[2-(3-propan-2-yl-6,8-dihydro-5h-imidazo[1,5-a]pyrazin-7-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2C(C(C)C)=NC=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 FDYGKGLVQHLVFP-UHFFFAOYSA-N 0.000 claims description 3
• QRWGBEDUHKHFJL-UHFFFAOYSA-N 7-methoxy-2-[2-(5,6,7,8-tetrahydropyrido[2,3-b]azepin-9-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CCCC2=CC=CN=C2N1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 QRWGBEDUHKHFJL-UHFFFAOYSA-N 0.000 claims description 3
• DKKWFEICRJIDLC-UHFFFAOYSA-N 7-methoxy-2-[2-(7-pyrimidin-5-yl-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=C2)CCC1=CC=C2C1=CN=CN=C1 DKKWFEICRJIDLC-UHFFFAOYSA-N 0.000 claims description 3
• PPGCGFXJUFNXPL-UHFFFAOYSA-N 7-methoxy-2-[2-[1-methyl-3-(trifluoromethyl)-6,7-dihydro-4h-pyrazolo[4,3-c]pyridin-5-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1C(C(F)(F)F)=NN2C PPGCGFXJUFNXPL-UHFFFAOYSA-N 0.000 claims description 3
• ZTWNTDWHZMWUCD-UHFFFAOYSA-N 7-methoxy-2-[2-[1-methyl-3-(trifluoromethyl)-6,7-dihydro-5h-pyrazolo[4,3-b]pyridin-4-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN1CCCC2=C1C(C(F)(F)F)=NN2C ZTWNTDWHZMWUCD-UHFFFAOYSA-N 0.000 claims description 3
• HNVJCTMAZIUGBX-UHFFFAOYSA-N 7-methoxy-2-[2-[2-(4-morpholin-4-ylpiperidin-1-yl)-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=N2)CC1=CC=C2N(CC1)CCC1N1CCOCC1 HNVJCTMAZIUGBX-UHFFFAOYSA-N 0.000 claims description 3
• ISEHWJOQIRTNRH-UHFFFAOYSA-N 7-methoxy-2-[2-[2-(trifluoromethyl)-3,4,6,7-tetrahydroimidazo[4,5-c]pyridin-5-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1NC(C(F)(F)F)=N2 ISEHWJOQIRTNRH-UHFFFAOYSA-N 0.000 claims description 3
• HAUPWPNMEZFXBA-UHFFFAOYSA-N 7-methoxy-2-[2-[2-(trifluoromethyl)-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CN=C(C(F)(F)F)N=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 HAUPWPNMEZFXBA-UHFFFAOYSA-N 0.000 claims description 3
• JJZVWMXULWLISU-UHFFFAOYSA-N 7-methoxy-2-[2-[3-(trifluoromethyl)-1,4,5,7-tetrahydropyrazolo[3,4-c]pyridin-6-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1NN=C2C(F)(F)F JJZVWMXULWLISU-UHFFFAOYSA-N 0.000 claims description 3
• CEFPMIQLDPIQSP-UHFFFAOYSA-N 7-methoxy-2-[2-[3-(trifluoromethyl)-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridin-5-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(C1)CCC2=C1C(C(F)(F)F)=NN2 CEFPMIQLDPIQSP-UHFFFAOYSA-N 0.000 claims description 3
• FOKIBNUUFSUQSN-UHFFFAOYSA-N 7-methoxy-2-[2-[3-(trifluoromethyl)-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2C(C(F)(F)F)=NN=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 FOKIBNUUFSUQSN-UHFFFAOYSA-N 0.000 claims description 3
• VPJAZLILJXGOKM-UHFFFAOYSA-N 7-methoxy-2-[2-[5-(trifluoromethyl)-1,3-dihydroisoindol-2-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(C(F)(F)F)C=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 VPJAZLILJXGOKM-UHFFFAOYSA-N 0.000 claims description 3
• VWDKMXMLSNNKBT-UHFFFAOYSA-N 7-methoxy-2-[2-[7-[2-(trifluoromethyl)pyrimidin-5-yl]-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=C2)CCC1=CC=C2C1=CN=C(C(F)(F)F)N=C1 VWDKMXMLSNNKBT-UHFFFAOYSA-N 0.000 claims description 3
• SQEWKUWSYZFAQC-UHFFFAOYSA-N 7-methoxy-2-[3-[5-(trifluoromethyl)-1,3-dihydroisoindol-2-yl]propyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(C(F)(F)F)C=C2CN1CCCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 SQEWKUWSYZFAQC-UHFFFAOYSA-N 0.000 claims description 3
• QGPGFKSIMVGOOJ-UHFFFAOYSA-N 7-methoxy-2-[[2-(trifluoromethyl)-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl]methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CN=C(C(F)(F)F)N=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 QGPGFKSIMVGOOJ-UHFFFAOYSA-N 0.000 claims description 3
• MICFLJVYHWDKFT-UHFFFAOYSA-N 7-methoxy-2-[[3-(trifluoromethyl)-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CN2C(C(F)(F)F)=NN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 MICFLJVYHWDKFT-UHFFFAOYSA-N 0.000 claims description 3
• PEABSZCMACAHCA-UHFFFAOYSA-N 7-methoxy-2-[[3-(trifluoromethyl)-7,8-dihydro-5h-1,6-naphthyridin-6-yl]methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=NC=C(C(F)(F)F)C=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 PEABSZCMACAHCA-UHFFFAOYSA-N 0.000 claims description 3
• RYYPISAKIYXXSL-UHFFFAOYSA-N 7-methoxy-2-[[5-(trifluoromethyl)-1,3-dihydroisoindol-2-yl]methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(C(F)(F)F)C=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 RYYPISAKIYXXSL-UHFFFAOYSA-N 0.000 claims description 3
• MBFYQDKTAYUZMJ-UHFFFAOYSA-N 7-methoxy-2-[[7-[1-methyl-3-(trifluoromethyl)pyrazol-4-yl]-3,4-dihydro-1h-isoquinolin-2-yl]methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=C2)CCC1=CC=C2C1=CN(C)N=C1C(F)(F)F MBFYQDKTAYUZMJ-UHFFFAOYSA-N 0.000 claims description 3
• KJBIGTWUGBZCDI-UHFFFAOYSA-N 7-methoxy-2-[[7-[1-methyl-5-(trifluoromethyl)pyrazol-4-yl]-3,4-dihydro-1h-isoquinolin-2-yl]methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=C2)CCC1=CC=C2C=1C=NN(C)C=1C(F)(F)F KJBIGTWUGBZCDI-UHFFFAOYSA-N 0.000 claims description 3
• YBIUMXDWDYRFDQ-UHFFFAOYSA-N 7-methoxy-2-[[7-[2-(trifluoromethyl)phenyl]-3,4-dihydro-1h-isoquinolin-2-yl]methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=C2)CCC1=CC=C2C1=CC=CC=C1C(F)(F)F YBIUMXDWDYRFDQ-UHFFFAOYSA-N 0.000 claims description 3
• FYOQUUOWEJJRAQ-UHFFFAOYSA-N 7-methoxy-2-[[7-[2-(trifluoromethyl)pyrimidin-5-yl]-3,4-dihydro-1h-isoquinolin-2-yl]methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=C2)CCC1=CC=C2C1=CN=C(C(F)(F)F)N=C1 FYOQUUOWEJJRAQ-UHFFFAOYSA-N 0.000 claims description 3
• LLBIKUGVNOWYPH-UHFFFAOYSA-N 7-methoxy-2-[[8-[(4-pyridin-2-ylpiperazin-1-yl)methyl]-3,4-dihydro-1h-isoquinolin-2-yl]methyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=2)CCC1=CC=CC=2CN(CC1)CCN1C1=CC=CC=N1 LLBIKUGVNOWYPH-UHFFFAOYSA-N 0.000 claims description 3
• UITVBQLRRKPXFI-UHFFFAOYSA-N 8-fluoro-2-[2-(4-fluoro-1,3-dihydroisoindol-2-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CC(F)=C2CN1CCC1=NN2C(N)=NC3=CC(F)=CC=C3C2=N1 UITVBQLRRKPXFI-UHFFFAOYSA-N 0.000 claims description 3
• BFCYWWWTNDJASC-UHFFFAOYSA-N 8-fluoro-2-[2-(5-fluoro-1,3-dihydroisoindol-2-yl)ethyl]-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(F)C=C2CN1CCC1=NN2C(N)=NC3=CC(F)=CC=C3C2=N1 BFCYWWWTNDJASC-UHFFFAOYSA-N 0.000 claims description 3
• NGZPHMFHSUTUAI-UHFFFAOYSA-N [7-[2-(5-amino-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-2-yl)ethyl]-6,8-dihydro-5h-imidazo[1,2-a]pyrazin-2-yl]-cyclopropylmethanone Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CCN(CC1=N2)CCN1C=C2C(=O)C1CC1 NGZPHMFHSUTUAI-UHFFFAOYSA-N 0.000 claims description 3
• 125000001246 bromo group Chemical group Br* 0.000 claims description 3
• PKRWDFBSLZPCEE-UHFFFAOYSA-N n-[2-[(5-amino-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-2-yl)methyl]-3,4-dihydro-1h-isoquinolin-7-yl]acetamide Chemical compound C1CC2=CC=C(NC(C)=O)C=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 PKRWDFBSLZPCEE-UHFFFAOYSA-N 0.000 claims description 3
• DGMDMWYIRPMRRM-UHFFFAOYSA-N n-[2-[(5-amino-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-2-yl)methyl]-3,4-dihydro-1h-isoquinolin-7-yl]pyridine-2-carboxamide Chemical compound N=1N2C(N)=NC=3C(OC)=CC=CC=3C2=NC=1CN(CC1=C2)CCC1=CC=C2NC(=O)C1=CC=CC=N1 DGMDMWYIRPMRRM-UHFFFAOYSA-N 0.000 claims description 3
• 125000003386 piperidinyl group Chemical group 0.000 claims description 3
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 3
• IMFJPXDDHSOHKV-UHFFFAOYSA-N 2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-ylmethyl)-7-methyl-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1CC1=NN(C(N)=NC=2C(C)=CC=CC=22)C2=N1 IMFJPXDDHSOHKV-UHFFFAOYSA-N 0.000 claims description 2
• RBOUFUVNLOCBAP-UHFFFAOYSA-N 2-(5-amino-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-2-yl)-1-(1,2,4,5-tetrahydro-3-benzazepin-3-yl)ethanone Chemical compound C1CC2=CC=CC=C2CCN1C(=O)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 RBOUFUVNLOCBAP-UHFFFAOYSA-N 0.000 claims description 2
• HTBGUDJOMVMOMZ-UHFFFAOYSA-N 2-(6,8-dihydro-5h-1,7-naphthyridin-7-ylmethyl)-7-ethoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC=CN=C2CN1CC1=NN(C(N)=NC=2C(OCC)=CC=CC=22)C2=N1 HTBGUDJOMVMOMZ-UHFFFAOYSA-N 0.000 claims description 2
• BLCGYEQCSVWBHO-UHFFFAOYSA-N 2-(6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-ylmethyl)-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CN=CN=C2CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 BLCGYEQCSVWBHO-UHFFFAOYSA-N 0.000 claims description 2
• XGCOILUHPLJBIN-HNNXBMFYSA-N 2-[(2s)-2-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)-3,3,3-trifluoropropyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CN=C2CN1[C@H](C(F)(F)F)CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 XGCOILUHPLJBIN-HNNXBMFYSA-N 0.000 claims description 2
• UTGJJHDTWOLYKQ-UHFFFAOYSA-N 2-[(4,4-dimethyl-1,3-dihydroisoquinolin-2-yl)methyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=CC=C2C(C)(C)CN1CC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 UTGJJHDTWOLYKQ-UHFFFAOYSA-N 0.000 claims description 2
• TZVFSWQFNYWGGX-UHFFFAOYSA-N 2-[2-(2,3-dihydroimidazo[1,2-b]pyrazol-1-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C12=NC(CCN3C4=CC=NN4CC3)=NN2C(N)=NC2=C1C=CC=C2OC TZVFSWQFNYWGGX-UHFFFAOYSA-N 0.000 claims description 2
• RJCSRPVFXLUKEQ-UHFFFAOYSA-N 2-[2-(2-chloro-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1C2=CC=C(Cl)N=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 RJCSRPVFXLUKEQ-UHFFFAOYSA-N 0.000 claims description 2
• NNRAXUAUHQOONI-UHFFFAOYSA-N 2-[2-(6-fluoro-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine Chemical compound C1CC2=CC(F)=CC=C2CN1CCC1=NN(C(N)=NC=2C(OC)=CC=CC=22)C2=N1 NNRAXUAUHQOONI-UHFFFAOYSA-N 0.000 claims description 2
• OGSWAWIYAXJCRD-UHFFFAOYSA-N 5-amino-2-(6,8-dihydro-5h-1,7-naphthyridin-7-ylmethyl)-[1,2,4]triazolo[1,5-c]quinazoline-7-carbonitrile Chemical compound C1CC2=CC=CN=C2CN1CC1=NN2C(N)=NC3=C(C#N)C=CC=C3C2=N1 OGSWAWIYAXJCRD-UHFFFAOYSA-N 0.000 claims description 2
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