JPWO2020065614A5 - - Google Patents
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- Publication number
- JPWO2020065614A5 JPWO2020065614A5 JP2021517338A JP2021517338A JPWO2020065614A5 JP WO2020065614 A5 JPWO2020065614 A5 JP WO2020065614A5 JP 2021517338 A JP2021517338 A JP 2021517338A JP 2021517338 A JP2021517338 A JP 2021517338A JP WO2020065614 A5 JPWO2020065614 A5 JP WO2020065614A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- hexahydro
- methanone
- epiminocycloocta
- pyrazol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- -1 N(C═O)CH 3 Chemical group 0.000 claims description 683
- CKJNUZNMWOVDFN-UHFFFAOYSA-N methanone Chemical compound O=[CH-] CKJNUZNMWOVDFN-UHFFFAOYSA-N 0.000 claims description 359
- 125000000217 alkyl group Chemical group 0.000 claims description 134
- 150000001875 compounds Chemical class 0.000 claims description 113
- 125000001188 haloalkyl group Chemical group 0.000 claims description 64
- 125000001475 halogen functional group Chemical group 0.000 claims description 44
- 125000004550 quinolin-6-yl group Chemical group N1=CC=CC2=CC(=CC=C12)* 0.000 claims description 29
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 28
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 22
- 125000001072 heteroaryl group Chemical group 0.000 claims description 16
- 150000001204 N-oxides Chemical class 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 14
- 239000012453 solvate Substances 0.000 claims description 14
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 125000004940 pyridazin-4-yl group Chemical group N1=NC=C(C=C1)* 0.000 claims description 7
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims description 6
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 6
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- ZIYVWOCHDPPRQB-APWZRJJASA-N (2-chloro-3-methoxyphenyl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=C(C=CC=C1OC)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 ZIYVWOCHDPPRQB-APWZRJJASA-N 0.000 claims description 4
- QSLOKEHAMWJXEF-ZHRRBRCNSA-N [(1S,8R)-5-(3,5-difluoro-4-methoxyphenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound N=1N(N=CC=1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)OC)F)C)[C@@H]1CCC2 QSLOKEHAMWJXEF-ZHRRBRCNSA-N 0.000 claims description 4
- CLLSRYUCUFLWKX-VFNWGFHPSA-N [4-methoxy-2-(triazol-2-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=CC(=C(C=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=N1 CLLSRYUCUFLWKX-VFNWGFHPSA-N 0.000 claims description 4
- VMSHGFHYFZVTSU-VFNWGFHPSA-N [5-fluoro-2-(triazol-2-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C=CC(=C(C=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=N1 VMSHGFHYFZVTSU-VFNWGFHPSA-N 0.000 claims description 4
- 125000004287 oxazol-2-yl group Chemical group [H]C1=C([H])N=C(*)O1 0.000 claims description 4
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims description 4
- VUAOIXANWIFYCU-UHFFFAOYSA-N quinoline-6-carbaldehyde Chemical compound N1=CC=CC2=CC(C=O)=CC=C21 VUAOIXANWIFYCU-UHFFFAOYSA-N 0.000 claims description 3
- UYQHZWKFJGZZBM-AEFFLSMTSA-N (1,4-dimethylpyrazol-3-yl)-[(1S,8R)-5-(4-fluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN1N=C(C(=C1)C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=C(C=C3)F)C)[C@@H]1CCC2 UYQHZWKFJGZZBM-AEFFLSMTSA-N 0.000 claims description 2
- JSTMUBIVINYHMT-ACJLOTCBSA-N (1,5-dimethylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN1N=CC(=C1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 JSTMUBIVINYHMT-ACJLOTCBSA-N 0.000 claims description 2
- UUBAEQMFLZTPPX-IRLDBZIGSA-N (1-benzyl-1,2,4-triazol-3-yl)-[(1S,8R)-5-(3-chlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C(C1=CC=CC=C1)N1N=C(N=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC=C3)Cl)C)[C@@H]1CCC2 UUBAEQMFLZTPPX-IRLDBZIGSA-N 0.000 claims description 2
- DUTXTOWDMVGKGV-QRWLVFNGSA-N (1-cyclopropyl-3-methylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)N1N=C(C(=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)C DUTXTOWDMVGKGV-QRWLVFNGSA-N 0.000 claims description 2
- CFUHMYWXLDHWDB-QRWLVFNGSA-N (1-cyclopropyl-5-methylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)N1N=CC(=C1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 CFUHMYWXLDHWDB-QRWLVFNGSA-N 0.000 claims description 2
- FLDNYTKEKCUQAU-JPYJTQIMSA-N (1-methylindol-4-yl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN1C=CC2=C(C=CC=C12)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 FLDNYTKEKCUQAU-JPYJTQIMSA-N 0.000 claims description 2
- GWCNNMCJPPEJPT-ACJLOTCBSA-N (1-methylpyrazolo[3,4-b]pyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN1N=C(C=2C1=NC=CC=2)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 GWCNNMCJPPEJPT-ACJLOTCBSA-N 0.000 claims description 2
- OKULNJZMDNWODB-YJYMSZOUSA-N (1-methylpyrazolo[3,4-b]pyridin-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN1N=CC=2C1=NC=CC=2C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 OKULNJZMDNWODB-YJYMSZOUSA-N 0.000 claims description 2
- GPWZUDCSWJWCBM-PXAZEXFGSA-N (1-methylpyrazolo[3,4-d]pyrimidin-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN1N=CC=2C1=NC=NC=2C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 GPWZUDCSWJWCBM-PXAZEXFGSA-N 0.000 claims description 2
- DDLKOLSDQUNKHU-VLIAUNLRSA-N (1-methylpyrrolo[2,3-b]pyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN1C=C(C=2C1=NC=CC=2)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 DDLKOLSDQUNKHU-VLIAUNLRSA-N 0.000 claims description 2
- HBAQDEJGMLYXRY-VLIAUNLRSA-N (1-methylpyrrolo[2,3-b]pyridin-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN1C=CC=2C1=NC=CC=2C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 HBAQDEJGMLYXRY-VLIAUNLRSA-N 0.000 claims description 2
- SNWXFJBSGGNIDS-UZLBHIALSA-N (2,7-dimethylimidazo[1,2-a]pyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC=1N=C2N(C=CC(=C2)C)C=1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 SNWXFJBSGGNIDS-UZLBHIALSA-N 0.000 claims description 2
- VYGUZLXROVRBEK-BEFAXECRSA-N (2,7-dimethylimidazo[1,2-b]pyridazin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC=1N=C2N(N=CC(=C2)C)C=1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 VYGUZLXROVRBEK-BEFAXECRSA-N 0.000 claims description 2
- ANEHJIIOBFCNGB-QRWLVFNGSA-N (2,7-dimethylpyrazolo[1,5-a]pyrimidin-5-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC1=NN2C(N=C(C=C2C)C(=O)N2[C@H]3CC=4C(=NN(C=4C4=CC(=C(C(=C4)F)F)F)C)[C@@H]2CCC3)=C1 ANEHJIIOBFCNGB-QRWLVFNGSA-N 0.000 claims description 2
- OQEOJLWLRWDGGS-APWZRJJASA-N (2-amino-1,3-benzoxazol-6-yl)-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound NC=1OC2=C(N=1)C=CC(=C2)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 OQEOJLWLRWDGGS-APWZRJJASA-N 0.000 claims description 2
- ZIYVWOCHDPPRQB-QFBILLFUSA-N (2-chloro-3-methoxyphenyl)-[(1R,8S)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=C(C=CC=C1OC)C(=O)N1[C@@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@H]1CCC2 ZIYVWOCHDPPRQB-QFBILLFUSA-N 0.000 claims description 2
- BQULOSOPSNXQGL-APWZRJJASA-N (2-chloro-3-methoxyphenyl)-[(1S,8R)-5-(3-fluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=C(C=CC=C1OC)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC=C3)F)C)[C@@H]1CCC2 BQULOSOPSNXQGL-APWZRJJASA-N 0.000 claims description 2
- TWLFLJJQGNUSMF-APWZRJJASA-N (2-chloro-3-methoxyphenyl)-[(1S,8R)-5-(4-fluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=C(C=CC=C1OC)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=C(C=C3)F)C)[C@@H]1CCC2 TWLFLJJQGNUSMF-APWZRJJASA-N 0.000 claims description 2
- UYIUAUOTIIXXKS-KNQAVFIVSA-N (2-chloroquinolin-6-yl)-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=NC2=CC=C(C=C2C=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 UYIUAUOTIIXXKS-KNQAVFIVSA-N 0.000 claims description 2
- TTYTYEPMUUULHR-XCLFUZPHSA-N (2-fluoro-4-methoxyphenyl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC1=C(C=CC(=C1)OC)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 TTYTYEPMUUULHR-XCLFUZPHSA-N 0.000 claims description 2
- AEBPYHPPZHLPJY-VLIAUNLRSA-N (2-fluoro-4-methylphenyl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC1=C(C=CC(=C1)C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 AEBPYHPPZHLPJY-VLIAUNLRSA-N 0.000 claims description 2
- RXKCPUIGFQDHLL-ZHRRBRCNSA-N (2-imidazol-1-ylphenyl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound N1(C=NC=C1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 RXKCPUIGFQDHLL-ZHRRBRCNSA-N 0.000 claims description 2
- AHFXOBXKMMUQFY-VLIAUNLRSA-N (2-methylindazol-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN1N=C2C=CC=CC2=C1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 AHFXOBXKMMUQFY-VLIAUNLRSA-N 0.000 claims description 2
- WTWXHNLCGACQHJ-OFNKIYASSA-N (3-bromoquinolin-6-yl)-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound BrC=1C=NC2=CC=C(C=C2C=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 WTWXHNLCGACQHJ-OFNKIYASSA-N 0.000 claims description 2
- YNZSLNYIBIKCMQ-DIFFPNOSSA-N (3-chloro-5-fluoropyridin-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC=1C=NC=C(C=1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)F YNZSLNYIBIKCMQ-DIFFPNOSSA-N 0.000 claims description 2
- LYVXQMJKAGWYOQ-QRWLVFNGSA-N (3-chloro-5-methoxyphenyl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC=1C=C(C=C(C=1)OC)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 LYVXQMJKAGWYOQ-QRWLVFNGSA-N 0.000 claims description 2
- VYXXLGQUZRBVAO-KUHUBIRLSA-N (3-cyclopropyl-1-methylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)C1=NN(C=C1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)C VYXXLGQUZRBVAO-KUHUBIRLSA-N 0.000 claims description 2
- WTVJKYYXGHSAQJ-WBMJQRKESA-N (3-fluoro-1,5-dimethylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC1=NN(C(=C1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)C)C WTVJKYYXGHSAQJ-WBMJQRKESA-N 0.000 claims description 2
- LVIGGIBAJSAOPT-VGSWGCGISA-N (3-fluoro-5-pyrazol-1-ylphenyl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C=C(C=C(C=1)N1N=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 LVIGGIBAJSAOPT-VGSWGCGISA-N 0.000 claims description 2
- YSUQHTKAGRVBQK-GGAORHGYSA-N (3-imidazol-1-ylphenyl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound N1(C=NC=C1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 YSUQHTKAGRVBQK-GGAORHGYSA-N 0.000 claims description 2
- MDFFCSOQJKECLA-PXAZEXFGSA-N (3-methoxy-1-methylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=NN(C=C1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)C MDFFCSOQJKECLA-PXAZEXFGSA-N 0.000 claims description 2
- AYTVIBWMKNIZOS-IERDGZPVSA-N (3-methyl-5-propan-2-ylpyrazolo[1,5-a]pyrimidin-7-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C(C)(C)C1=NC=2N(C(=C1)C(=O)N1[C@H]3CC=4C(=NN(C=4C4=CC(=C(C(=C4)F)F)F)C)[C@@H]1CCC3)N=CC=2C AYTVIBWMKNIZOS-IERDGZPVSA-N 0.000 claims description 2
- HPNWDHDDCVRIPG-JPYJTQIMSA-N (4-bromoquinolin-6-yl)-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound BrC1=CC=NC2=CC=C(C=C12)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 HPNWDHDDCVRIPG-JPYJTQIMSA-N 0.000 claims description 2
- KLTMYKUSHJCLRE-BEFAXECRSA-N (4-chloro-1H-pyrrolo[2,3-b]pyridin-5-yl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=C2C(=NC=C1C(=O)N1[C@H]3CC=4C(=NN(C=4C4=CC=CC=C4)C)[C@@H]1CCC3)NC=C2 KLTMYKUSHJCLRE-BEFAXECRSA-N 0.000 claims description 2
- APEKZRRGJPOOTR-ACJLOTCBSA-N (4-chloro-2-methylpyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=C(C(=NC=C1)C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 APEKZRRGJPOOTR-ACJLOTCBSA-N 0.000 claims description 2
- YNAYEVBYYNJYNJ-ACJLOTCBSA-N (4-chloro-5-methylpyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=C(C=NC=C1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 YNAYEVBYYNJYNJ-ACJLOTCBSA-N 0.000 claims description 2
- WCEAPYPDSWPKOQ-JPYJTQIMSA-N (4-chloroquinolin-6-yl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=CC=NC2=CC=C(C=C12)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 WCEAPYPDSWPKOQ-JPYJTQIMSA-N 0.000 claims description 2
- ZAHTYSSHIVUTIH-BEFAXECRSA-N (4-fluoro-1H-pyrrolo[2,3-b]pyridin-5-yl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC1=C2C(=NC=C1C(=O)N1[C@H]3CC=4C(=NN(C=4C4=CC=CC=C4)C)[C@@H]1CCC3)NC=C2 ZAHTYSSHIVUTIH-BEFAXECRSA-N 0.000 claims description 2
- CCXYIPREYDZNPJ-YJYMSZOUSA-N (4-fluoropyrazolo[1,5-a]pyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C=2N(C=CC=1)N=CC=2C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 CCXYIPREYDZNPJ-YJYMSZOUSA-N 0.000 claims description 2
- IYMMEIPWFRVFNU-QRWLVFNGSA-N (4-methoxy-5-pyrazol-1-ylpyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=C(C=NC=C1N1N=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 IYMMEIPWFRVFNU-QRWLVFNGSA-N 0.000 claims description 2
- NEJLNCPINLSJBO-KUHUBIRLSA-N (4-methoxypyrazolo[1,5-a]pyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C=2N(C=CC=1)N=CC=2C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 NEJLNCPINLSJBO-KUHUBIRLSA-N 0.000 claims description 2
- UXZLLJSREZAKHR-YJYMSZOUSA-N (4-methoxypyridin-2-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=CC(=NC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 UXZLLJSREZAKHR-YJYMSZOUSA-N 0.000 claims description 2
- RIWYFBUYMNNACH-ACJLOTCBSA-N (4-methoxypyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=C(C=NC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 RIWYFBUYMNNACH-ACJLOTCBSA-N 0.000 claims description 2
- ZCSHXPNCIRZDQN-ACJLOTCBSA-N (5,6-dimethoxypyridin-2-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C=CC(=NC=1OC)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 ZCSHXPNCIRZDQN-ACJLOTCBSA-N 0.000 claims description 2
- KWSYXNMWCMBCEU-KDOFPFPSSA-N (5,6-dimethoxypyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C=C(C=NC=1OC)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 KWSYXNMWCMBCEU-KDOFPFPSSA-N 0.000 claims description 2
- ZKONBDSQJCFLDX-APWZRJJASA-N (5-aminopyridin-2-yl)-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound NC=1C=CC(=NC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 ZKONBDSQJCFLDX-APWZRJJASA-N 0.000 claims description 2
- JNRDRTNNAGZSQT-PBHICJAKSA-N (5-chloro-1-methylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=C(C=NN1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 JNRDRTNNAGZSQT-PBHICJAKSA-N 0.000 claims description 2
- SWSONSGLFXJJIH-VGSWGCGISA-N (5-chloro-1H-indol-6-yl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC=1C=C2C=CNC2=CC=1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 SWSONSGLFXJJIH-VGSWGCGISA-N 0.000 claims description 2
- ABZLOKFORXLDQN-XLIONFOSSA-N (5-cyclopropyl-1-methylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)C1=C(C=NN1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 ABZLOKFORXLDQN-XLIONFOSSA-N 0.000 claims description 2
- CDKPMNQGLHHMTG-XLIONFOSSA-N (5-cyclopropyl-1-methylpyrazol-4-yl)-[(1S,8R)-5-(3,5-dichlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)C1=C(C=NN1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)Cl)Cl)C)[C@@H]1CCC2 CDKPMNQGLHHMTG-XLIONFOSSA-N 0.000 claims description 2
- QTQGIJHIKJISJS-RDGATRHJSA-N (5-cyclopropyl-1-phenylpyrazol-4-yl)-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)C1=C(C=NN1C1=CC=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 QTQGIJHIKJISJS-RDGATRHJSA-N 0.000 claims description 2
- MZSUQKXMJRRSQS-APWZRJJASA-N (5-cyclopropyl-1H-pyrazol-4-yl)-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)C1=C(C=NN1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 MZSUQKXMJRRSQS-APWZRJJASA-N 0.000 claims description 2
- BBHNQOMBKUQJJV-YJYMSZOUSA-N (5-ethyl-1-methylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C(C)C1=C(C=NN1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 BBHNQOMBKUQJJV-YJYMSZOUSA-N 0.000 claims description 2
- IPMJMGUBODZWRM-UTKZUKDTSA-N (5-ethyl-1-phenyl-1,2,4-triazol-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C(C)C1=NC(=NN1C1=CC=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 IPMJMGUBODZWRM-UTKZUKDTSA-N 0.000 claims description 2
- UQCMUCZOOFDMGE-ZHRRBRCNSA-N (5-fluoro-2-pyrazol-1-ylphenyl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C=CC(=C(C=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=C1 UQCMUCZOOFDMGE-ZHRRBRCNSA-N 0.000 claims description 2
- GNBSGWXOHPVJKB-PXAZEXFGSA-N (5-methoxy-1-methylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=C(C=NN1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 GNBSGWXOHPVJKB-PXAZEXFGSA-N 0.000 claims description 2
- NMTXGFOHHDBDSC-QAPCUYQASA-N (5-methoxy-1-methylpyrazol-4-yl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=C(C=NN1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 NMTXGFOHHDBDSC-QAPCUYQASA-N 0.000 claims description 2
- FBACIAVAIHWSAM-UZLBHIALSA-N (5-methoxy-1-phenyl-1,2,4-triazol-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=NC(=NN1C1=CC=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 FBACIAVAIHWSAM-UZLBHIALSA-N 0.000 claims description 2
- VBFJWMRAOCWYNA-OFNKIYASSA-N (5-methoxy-1-phenylpyrazol-3-yl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=CC(=NN1C1=CC=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 VBFJWMRAOCWYNA-OFNKIYASSA-N 0.000 claims description 2
- KVIRCWNPBNGNGJ-KUHUBIRLSA-N (5-methoxy-4-methylpyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C(=C(C=NC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)C KVIRCWNPBNGNGJ-KUHUBIRLSA-N 0.000 claims description 2
- MNHDNBUQUVXVNE-YJYMSZOUSA-N (5-methoxypyridin-2-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C=CC(=NC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 MNHDNBUQUVXVNE-YJYMSZOUSA-N 0.000 claims description 2
- BRGULWTXWYMWDG-ZHRRBRCNSA-N (6-cyclopropyl-2-methylpyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)C1=CC=C(C(=N1)C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 BRGULWTXWYMWDG-ZHRRBRCNSA-N 0.000 claims description 2
- GOPCRFISLSUSLN-VLIAUNLRSA-N (6-fluoropyrazolo[1,5-a]pyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C=CC=2N(C=1)N=CC=2C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 GOPCRFISLSUSLN-VLIAUNLRSA-N 0.000 claims description 2
- AUAXYJJIFZPFBV-UZLBHIALSA-N (6-imidazol-1-ylpyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound N1(C=NC=C1)C1=CC=C(C=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 AUAXYJJIFZPFBV-UZLBHIALSA-N 0.000 claims description 2
- SPPWHSGBNMUREF-BEFAXECRSA-N (6-methoxy-5-methylpyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=C(C=C(C=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)C SPPWHSGBNMUREF-BEFAXECRSA-N 0.000 claims description 2
- HHLUQRDNNRCZML-SZNDQCEHSA-N (6-methoxypyrazolo[1,5-a]pyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C=CC=2N(C=1)N=CC=2C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 HHLUQRDNNRCZML-SZNDQCEHSA-N 0.000 claims description 2
- FACWDLUVSKSTMT-ACJLOTCBSA-N (6-methoxypyridin-2-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=CC=CC(=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 FACWDLUVSKSTMT-ACJLOTCBSA-N 0.000 claims description 2
- HLTTZNDUNMRTGX-KDOFPFPSSA-N (6-methoxypyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=CC=C(C=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 HLTTZNDUNMRTGX-KDOFPFPSSA-N 0.000 claims description 2
- DPEXPEWNJXENAW-PXAZEXFGSA-N (6-methoxypyrimidin-4-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=CC(=NC=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 DPEXPEWNJXENAW-PXAZEXFGSA-N 0.000 claims description 2
- BSMWQTHOKXWRNJ-IERDGZPVSA-N (6-methyl-3-pyrazol-1-ylpyridin-2-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC1=CC=C(C(=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=C1 BSMWQTHOKXWRNJ-IERDGZPVSA-N 0.000 claims description 2
- STNGODDQHJMZKH-KDOFPFPSSA-N (7-chloroimidazo[1,2-a]pyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=CC=2N(C=C1)C(=CN=2)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 STNGODDQHJMZKH-KDOFPFPSSA-N 0.000 claims description 2
- HWMBLPHBACRLRY-IERDGZPVSA-N (7-cyclopropyl-2-methylpyrazolo[1,5-a]pyrimidin-5-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)C1=CC(=NC=2N1N=C(C=2)C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 HWMBLPHBACRLRY-IERDGZPVSA-N 0.000 claims description 2
- KKCXYGXHUCNMDA-KDOFPFPSSA-N (7-fluoroimidazo[1,2-a]pyridin-3-yl)-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC1=CC=2N(C=C1)C(=CN=2)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 KKCXYGXHUCNMDA-KDOFPFPSSA-N 0.000 claims description 2
- SUMLJNNGEBCOKU-CTNGQTDRSA-N (7-methyl-1H-indazol-5-yl)-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC=1C=C(C=C2C=NNC=12)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 SUMLJNNGEBCOKU-CTNGQTDRSA-N 0.000 claims description 2
- GXZPFNAOVAMOBW-KNQAVFIVSA-N (8-aminoquinolin-6-yl)-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound NC=1C=C(C=C2C=CC=NC=12)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 GXZPFNAOVAMOBW-KNQAVFIVSA-N 0.000 claims description 2
- NHBIFYVPGJZXQW-KNQAVFIVSA-N (8-bromoquinolin-6-yl)-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound BrC=1C=C(C=C2C=CC=NC=12)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 NHBIFYVPGJZXQW-KNQAVFIVSA-N 0.000 claims description 2
- IDBMXXDFJWXYMN-UZLBHIALSA-N 1-[5-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-diene-12-carbonyl]pyridin-2-yl]cyclopropane-1-carbonitrile Chemical compound CN1N=C2C(=C1C1=CC(=C(C(=C1)F)F)F)C[C@H]1CCC[C@@H]2N1C(=O)C=1C=CC(=NC=1)C1(CC1)C#N IDBMXXDFJWXYMN-UZLBHIALSA-N 0.000 claims description 2
- BZFYTDHYKDCYCD-IERDGZPVSA-N 1-[5-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-diene-12-carbonyl]pyridin-3-yl]pyrrolidin-2-one Chemical compound CN1N=C2C(=C1C1=CC(=C(C(=C1)F)F)F)C[C@H]1CCC[C@@H]2N1C(=O)C=1C=C(C=NC=1)N1C(CCC1)=O BZFYTDHYKDCYCD-IERDGZPVSA-N 0.000 claims description 2
- MBZFOWYEVPOOKN-QRWLVFNGSA-N 3,4-dihydro-2H-pyrano[3,2-b]pyridin-7-yl-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound O1CCCC2=NC=C(C=C21)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 MBZFOWYEVPOOKN-QRWLVFNGSA-N 0.000 claims description 2
- 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims description 2
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims description 2
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims description 2
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 2
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 2
- TVRMGWPIAASKEM-ACJLOTCBSA-N 6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazin-2-yl-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound N1=C(C=C2OCCCN21)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 TVRMGWPIAASKEM-ACJLOTCBSA-N 0.000 claims description 2
- BQZGDDFKISDIAH-ACJLOTCBSA-N 6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazin-3-yl-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound N1=CC(=C2OCCCN21)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 BQZGDDFKISDIAH-ACJLOTCBSA-N 0.000 claims description 2
- GPGPAAGDFXXDND-KUHUBIRLSA-N 6-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-diene-12-carbonyl]pyridine-2-carbonitrile Chemical compound CN1N=C2C(=C1C1=CC(=C(C(=C1)F)F)F)C[C@H]1CCC[C@@H]2N1C(=O)C1=CC=CC(=N1)C#N GPGPAAGDFXXDND-KUHUBIRLSA-N 0.000 claims description 2
- OMRIFXBBGZBOCC-GCJKJVERSA-N 6-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-diene-12-carbonyl]-1H-quinolin-4-one Chemical compound OC1=CC=NC2=CC=C(C=C12)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 OMRIFXBBGZBOCC-GCJKJVERSA-N 0.000 claims description 2
- AKIOQQVCDGVFQN-YKSBVNFPSA-N 6-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-diene-12-carbonyl]-1-(2-fluoroethyl)quinolin-4-one Chemical compound FC=1C=C(C=C(C=1)F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=C2C(C=CN(C2=CC=1)CCF)=O AKIOQQVCDGVFQN-YKSBVNFPSA-N 0.000 claims description 2
- OMMGAXVUOQTYRZ-QUCCMNQESA-N 6-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-diene-12-carbonyl]-4-methyl-1,4-benzoxazin-3-one Chemical compound FC=1C=C(C=C(C=1)F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C1=CC2=C(OCC(N2C)=O)C=C1 OMMGAXVUOQTYRZ-QUCCMNQESA-N 0.000 claims description 2
- DCXBIZUASUMXQQ-VGSWGCGISA-N N-[3-methoxy-5-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-diene-12-carbonyl]phenyl]acetamide Chemical compound COC=1C=C(C=C(C=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)NC(C)=O DCXBIZUASUMXQQ-VGSWGCGISA-N 0.000 claims description 2
- ZKCOGWDAZHCDSI-RDGATRHJSA-N [(1S,8R)-4-cyclopropyl-5-(3-fluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinolin-6-ylmethanone Chemical compound C1(CC1)N1N=C2C(=C1C1=CC(=CC=C1)F)C[C@H]1CCC[C@@H]2N1C(=O)C=1C=C2C=CC=NC2=CC=1 ZKCOGWDAZHCDSI-RDGATRHJSA-N 0.000 claims description 2
- HGDHJSATEJUOLI-UZLBHIALSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(2-pyrazol-1-ylpyridin-4-yl)methanone Chemical compound N1(N=CC=C1)C1=NC=CC(=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 HGDHJSATEJUOLI-UZLBHIALSA-N 0.000 claims description 2
- WEANNUCJQVYULB-IERDGZPVSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(4-pyrazol-1-ylpyridin-2-yl)methanone Chemical compound N1(N=CC=C1)C1=CC(=NC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 WEANNUCJQVYULB-IERDGZPVSA-N 0.000 claims description 2
- KDMXKJBNBZMCBN-VFNWGFHPSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(4-pyrazol-1-ylpyridin-3-yl)methanone Chemical compound N1(N=CC=C1)C1=C(C=NC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 KDMXKJBNBZMCBN-VFNWGFHPSA-N 0.000 claims description 2
- DWZCHFFRTPZKOH-IERDGZPVSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(5-propan-2-yloxypyridin-3-yl)methanone Chemical compound C(C)(C)OC=1C=C(C=NC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 DWZCHFFRTPZKOH-IERDGZPVSA-N 0.000 claims description 2
- AUIQQRPQYBVUAW-IERDGZPVSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(5-pyrazol-1-ylpyridin-3-yl)methanone Chemical compound N1(N=CC=C1)C=1C=C(C=NC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 AUIQQRPQYBVUAW-IERDGZPVSA-N 0.000 claims description 2
- XXSIWIALDYQTQO-VLIAUNLRSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(6-propan-2-ylpyrimidin-4-yl)methanone Chemical compound C(C)(C)C1=CC(=NC=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 XXSIWIALDYQTQO-VLIAUNLRSA-N 0.000 claims description 2
- BHUYGBCUWIPUOY-QRWLVFNGSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(6-pyrazol-1-ylpyridin-2-yl)methanone Chemical compound N1(N=CC=C1)C1=CC=CC(=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 BHUYGBCUWIPUOY-QRWLVFNGSA-N 0.000 claims description 2
- UGYVPNGSRATLKA-UZLBHIALSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(6-pyrazol-1-ylpyridin-3-yl)methanone Chemical compound N1(N=CC=C1)C1=CC=C(C=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 UGYVPNGSRATLKA-UZLBHIALSA-N 0.000 claims description 2
- OASYIQAYBFOKDP-UTKZUKDTSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(6-pyrrol-1-ylpyridin-3-yl)methanone Chemical compound N1(C=CC=C1)C1=CC=C(C=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 OASYIQAYBFOKDP-UTKZUKDTSA-N 0.000 claims description 2
- YYWCUXGWJAGEIJ-KDOFPFPSSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-([1,2,4]triazolo[1,5-a]pyridin-7-yl)methanone Chemical compound N=1C=NN2C=1C=C(C=C2)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 YYWCUXGWJAGEIJ-KDOFPFPSSA-N 0.000 claims description 2
- BAZKUEQYIZPOIS-KDOFPFPSSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-([1,2,4]triazolo[4,3-a]pyridin-7-yl)methanone Chemical compound N=1N=CN2C=1C=C(C=C2)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 BAZKUEQYIZPOIS-KDOFPFPSSA-N 0.000 claims description 2
- MRNRBXURUVCVOW-VFNWGFHPSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(1,2,4-triazol-1-yl)-5-(trifluoromethyl)phenyl]methanone Chemical compound N1(N=CN=C1)C1=C(C=C(C=C1)C(F)(F)F)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 MRNRBXURUVCVOW-VFNWGFHPSA-N 0.000 claims description 2
- NLQNNVNESZKTPT-VFNWGFHPSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(1,2,4-triazol-4-yl)phenyl]methanone Chemical compound N=1N=CN(C=1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 NLQNNVNESZKTPT-VFNWGFHPSA-N 0.000 claims description 2
- WZIFKSFXBMKMPH-VFNWGFHPSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(triazol-1-yl)phenyl]methanone Chemical compound N1(N=NC=C1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 WZIFKSFXBMKMPH-VFNWGFHPSA-N 0.000 claims description 2
- XKDKCEDYXTXVOP-VLIAUNLRSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(triazol-2-yl)-3-(trifluoromethyl)phenyl]methanone Chemical compound N=1N(N=CC=1)C1=C(C=CC=C1C(F)(F)F)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 XKDKCEDYXTXVOP-VLIAUNLRSA-N 0.000 claims description 2
- QXEGWMZTYWEQFY-QRWLVFNGSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(triazol-2-yl)-4-(trifluoromethyl)phenyl]methanone Chemical compound N=1N(N=CC=1)C1=C(C=CC(=C1)C(F)(F)F)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 QXEGWMZTYWEQFY-QRWLVFNGSA-N 0.000 claims description 2
- PJCQKNJCMGYSGN-VFNWGFHPSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(triazol-2-yl)-5-(trifluoromethyl)phenyl]methanone Chemical compound N=1N(N=CC=1)C1=C(C=C(C=C1)C(F)(F)F)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 PJCQKNJCMGYSGN-VFNWGFHPSA-N 0.000 claims description 2
- TWNOKRKAONVJLC-VFNWGFHPSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound N=1N(N=CC=1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 TWNOKRKAONVJLC-VFNWGFHPSA-N 0.000 claims description 2
- PHTFSKSFIYBJBN-UTKZUKDTSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[3-(1,2,4-triazol-4-yl)phenyl]methanone Chemical compound N=1N=CN(C=1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 PHTFSKSFIYBJBN-UTKZUKDTSA-N 0.000 claims description 2
- XSKZYWKJCGZPCL-IERDGZPVSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[3-(triazol-2-yl)phenyl]methanone Chemical compound N=1N(N=CC=1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 XSKZYWKJCGZPCL-IERDGZPVSA-N 0.000 claims description 2
- MRVZBRAIYIPGHU-KDOFPFPSSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[3-(triazol-2-yl)pyridin-2-yl]methanone Chemical compound N=1N(N=CC=1)C=1C(=NC=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 MRVZBRAIYIPGHU-KDOFPFPSSA-N 0.000 claims description 2
- YAGVMJYDXFQQNS-QRWLVFNGSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[4-(1,2,4-triazol-4-yl)pyridin-2-yl]methanone Chemical compound N=1N=CN(C=1)C1=CC(=NC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 YAGVMJYDXFQQNS-QRWLVFNGSA-N 0.000 claims description 2
- HWLKHBGZSPQVCJ-QRWLVFNGSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[5-(1,2,4-triazol-4-yl)pyridin-3-yl]methanone Chemical compound N=1N=CN(C=1)C=1C=C(C=NC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 HWLKHBGZSPQVCJ-QRWLVFNGSA-N 0.000 claims description 2
- ZEJWYIRSDCXJOC-QRWLVFNGSA-N [(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[5-(triazol-2-yl)pyridin-3-yl]methanone Chemical compound N=1N(N=CC=1)C=1C=C(C=NC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 ZEJWYIRSDCXJOC-QRWLVFNGSA-N 0.000 claims description 2
- IWBMKXVHKSBTPS-APWZRJJASA-N [(1S,8R)-4-methyl-5-[5-(trifluoromethyl)thiophen-2-yl]-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinolin-6-ylmethanone Chemical compound CN1N=C2C(=C1C=1SC(=CC=1)C(F)(F)F)C[C@H]1CCC[C@@H]2N1C(=O)C=1C=C2C=CC=NC2=CC=1 IWBMKXVHKSBTPS-APWZRJJASA-N 0.000 claims description 2
- XTHICEHCXHRCAQ-ZBFHGGJFSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(1-methyl-1,2,4-triazol-3-yl)methanone Chemical compound CN1N=C(N=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 XTHICEHCXHRCAQ-ZBFHGGJFSA-N 0.000 claims description 2
- WISHDWNJDGSLMM-UTKZUKDTSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(1-methylpyrrolo[2,3-b]pyridin-3-yl)methanone Chemical compound CN1C=C(C=2C1=NC=CC=2)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 WISHDWNJDGSLMM-UTKZUKDTSA-N 0.000 claims description 2
- NUBCSOOBBRZRJO-UTKZUKDTSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(1-methylpyrrolo[2,3-b]pyridin-4-yl)methanone Chemical compound CN1C=CC=2C1=NC=CC=2C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 NUBCSOOBBRZRJO-UTKZUKDTSA-N 0.000 claims description 2
- PAVXQOCCFZCZMI-CTNGQTDRSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(1-phenyl-1,2,4-triazol-3-yl)methanone Chemical compound CN1N=C2C(=C1C1=CC=CC=C1)C[C@H]1CCC[C@@H]2N1C(=O)C1=NN(C=N1)C1=CC=CC=C1 PAVXQOCCFZCZMI-CTNGQTDRSA-N 0.000 claims description 2
- YIOXWQULFGEGPF-OFNKIYASSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(1-phenylpyrazol-3-yl)methanone Chemical compound CN1N=C2C(=C1C1=CC=CC=C1)C[C@H]1CCC[C@@H]2N1C(=O)C1=NN(C=C1)C1=CC=CC=C1 YIOXWQULFGEGPF-OFNKIYASSA-N 0.000 claims description 2
- PXLRUFWKWINRMY-AEFFLSMTSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-([1,2,4]triazolo[1,5-a]pyridin-5-yl)methanone Chemical compound N=1C=NN2C=1C=CC=C2C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 PXLRUFWKWINRMY-AEFFLSMTSA-N 0.000 claims description 2
- BTUQNOJKVBZKIH-GCJKJVERSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(1,2,4-triazol-1-yl)phenyl]methanone Chemical compound N1(N=CN=C1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 BTUQNOJKVBZKIH-GCJKJVERSA-N 0.000 claims description 2
- GFBDPLNOSDXAHI-XLIONFOSSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(trifluoromethyl)-1,8-naphthyridin-3-yl]methanone Chemical compound CN1N=C2C(=C1C1=CC=CC=C1)C[C@H]1CCC[C@@H]2N1C(=O)C=1C(=NC2=NC=CC=C2C=1)C(F)(F)F GFBDPLNOSDXAHI-XLIONFOSSA-N 0.000 claims description 2
- RTERZJOQNPMPAP-IRLDBZIGSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[3-(1,2,4-triazol-4-yl)phenyl]methanone Chemical compound N=1N=CN(C=1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 RTERZJOQNPMPAP-IRLDBZIGSA-N 0.000 claims description 2
- ZMSVXHVARRPOOK-IRLDBZIGSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[4-(1,2,4-triazol-1-yl)phenyl]methanone Chemical compound N1(N=CN=C1)C1=CC=C(C=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2 ZMSVXHVARRPOOK-IRLDBZIGSA-N 0.000 claims description 2
- HQWCVNCKTOJMIR-KNQAVFIVSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinazolin-6-ylmethanone Chemical compound CN1N=C2C(=C1C1=CC=CC=C1)C[C@H]1CCC[C@@H]2N1C(=O)C=1C=C2C=NC=NC2=CC=1 HQWCVNCKTOJMIR-KNQAVFIVSA-N 0.000 claims description 2
- NGTUNMOWIRHVDP-OFNKIYASSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinolin-6-ylmethanone Chemical compound CN1N=C2C(=C1C1=CC=CC=C1)C[C@H]1CCC[C@@H]2N1C(=O)C=1C=C2C=CC=NC2=CC=1 NGTUNMOWIRHVDP-OFNKIYASSA-N 0.000 claims description 2
- AQEYEVXVCDXQJV-UTKZUKDTSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinoxalin-5-ylmethanone Chemical compound CN1N=C2C(=C1C1=CC=CC=C1)C[C@H]1CCC[C@@H]2N1C(=O)C1=C2N=CC=NC2=CC=C1 AQEYEVXVCDXQJV-UTKZUKDTSA-N 0.000 claims description 2
- FCVJXRXVWWAENR-GCJKJVERSA-N [(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinoxalin-6-ylmethanone Chemical compound CN1N=C2C(=C1C1=CC=CC=C1)C[C@H]1CCC[C@@H]2N1C(=O)C=1C=C2N=CC=NC2=CC=1 FCVJXRXVWWAENR-GCJKJVERSA-N 0.000 claims description 2
- OBXQIVVIJCBYFA-ZHRRBRCNSA-N [(1S,8R)-5-(3,4-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound N=1N(N=CC=1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C=C3)F)F)C)[C@@H]1CCC2 OBXQIVVIJCBYFA-ZHRRBRCNSA-N 0.000 claims description 2
- YZGXBUQGMROJOV-JPYJTQIMSA-N [(1S,8R)-5-(3,4-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinolin-6-ylmethanone Chemical compound FC=1C=C(C=CC=1F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=C2C=CC=NC2=CC=1 YZGXBUQGMROJOV-JPYJTQIMSA-N 0.000 claims description 2
- WMRFKCKRLJSOIJ-ZHRRBRCNSA-N [(1S,8R)-5-(3,4-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinoxalin-6-ylmethanone Chemical compound FC=1C=C(C=CC=1F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=C2N=CC=NC2=CC=1 WMRFKCKRLJSOIJ-ZHRRBRCNSA-N 0.000 claims description 2
- BZRJOSCAOZJAHY-IRLDBZIGSA-N [(1S,8R)-5-(3,5-dichlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[3-(1,2,4-triazol-4-yl)phenyl]methanone Chemical compound N=1N=CN(C=1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)Cl)Cl)C)[C@@H]1CCC2 BZRJOSCAOZJAHY-IRLDBZIGSA-N 0.000 claims description 2
- ABQRWYYEZAJLCK-OFNKIYASSA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(1-oxidoquinolin-1-ium-6-yl)methanone Chemical compound FC=1C=C(C=C(C=1)F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=C2C=CC=[N+](C2=CC=1)[O-] ABQRWYYEZAJLCK-OFNKIYASSA-N 0.000 claims description 2
- DYHSEBDUEXPEPD-XXBNENTESA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(2-pyrimidin-2-ylphenyl)methanone Chemical compound FC=1C=C(C=C(C=1)F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C1=C(C=CC=C1)C1=NC=CC=N1 DYHSEBDUEXPEPD-XXBNENTESA-N 0.000 claims description 2
- LRPFHSBMTDVKSD-IRLDBZIGSA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(5-ethyl-1-phenyl-1,2,4-triazol-3-yl)methanone Chemical compound FC=1C=C(C=C(C=1)F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C1=NN(C(=N1)CC)C1=CC=CC=C1 LRPFHSBMTDVKSD-IRLDBZIGSA-N 0.000 claims description 2
- JLMIZUIXBMPXOO-QAPCUYQASA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(5-methoxy-1-methylpyrazol-4-yl)methanone Chemical compound FC=1C=C(C=C(C=1)F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=NN(C=1OC)C JLMIZUIXBMPXOO-QAPCUYQASA-N 0.000 claims description 2
- SFQDPXIUOFLESM-IRLDBZIGSA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(5-methyl-1-phenyl-1,2,4-triazol-3-yl)methanone Chemical compound FC=1C=C(C=C(C=1)F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C1=NN(C(=N1)C)C1=CC=CC=C1 SFQDPXIUOFLESM-IRLDBZIGSA-N 0.000 claims description 2
- BAYCHQXMTBCYGZ-IRLDBZIGSA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[1-(4-fluorophenyl)-5-methyl-1,2,4-triazol-3-yl]methanone Chemical compound FC=1C=C(C=C(C=1)F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C1=NN(C(=N1)C)C1=CC=C(C=C1)F BAYCHQXMTBCYGZ-IRLDBZIGSA-N 0.000 claims description 2
- JJCVDVSZKLITPX-QAPCUYQASA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[1-ethyl-5-(trifluoromethyl)pyrazol-3-yl]methanone Chemical compound FC=1C=C(C=C(C=1)F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C1=NN(C(=C1)C(F)(F)F)CC JJCVDVSZKLITPX-QAPCUYQASA-N 0.000 claims description 2
- SBSCNBYELAVCPM-UTKZUKDTSA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(1H-1,2,4-triazol-5-yl)phenyl]methanone Chemical compound N1N=CN=C1C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 SBSCNBYELAVCPM-UTKZUKDTSA-N 0.000 claims description 2
- QIKQZDQLKVCZTG-GCJKJVERSA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound N=1N(N=CC=1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 QIKQZDQLKVCZTG-GCJKJVERSA-N 0.000 claims description 2
- KKKQZMAFAZDGHH-IRLDBZIGSA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[3-(1,2,4-triazol-4-yl)phenyl]methanone Chemical compound N=1N=CN(C=1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 KKKQZMAFAZDGHH-IRLDBZIGSA-N 0.000 claims description 2
- PUMUSGNPLSGQMY-OFNKIYASSA-N [(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinolin-6-ylmethanone Chemical compound FC=1C=C(C=C(C=1)F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=C2C=CC=NC2=CC=1 PUMUSGNPLSGQMY-OFNKIYASSA-N 0.000 claims description 2
- NHNCPYZDAMDSIT-VGSWGCGISA-N [(1S,8R)-5-(3-chloro-4-methoxyphenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound N=1N(N=CC=1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C=C3)OC)Cl)C)[C@@H]1CCC2 NHNCPYZDAMDSIT-VGSWGCGISA-N 0.000 claims description 2
- FSYNGJIZQRTJGN-GGAORHGYSA-N [(1S,8R)-5-(3-chlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(3-pyrazol-1-ylphenyl)methanone Chemical compound N1(N=CC=C1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC=C3)Cl)C)[C@@H]1CCC2 FSYNGJIZQRTJGN-GGAORHGYSA-N 0.000 claims description 2
- SPEAHADODNSPJL-CTNGQTDRSA-N [(1S,8R)-5-(3-chlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[1-(3-chlorophenyl)-1,2,4-triazol-3-yl]methanone Chemical compound ClC=1C=C(C=CC=1)N1N=C(N=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC=C3)Cl)C)[C@@H]1CCC2 SPEAHADODNSPJL-CTNGQTDRSA-N 0.000 claims description 2
- XWDGISPRYNTBPG-GCJKJVERSA-N [(1S,8R)-5-(3-chlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-chloro-5-(1,2,4-triazol-4-yl)phenyl]methanone Chemical compound ClC1=C(C=C(C=C1)N1C=NN=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC=C3)Cl)C)[C@@H]1CCC2 XWDGISPRYNTBPG-GCJKJVERSA-N 0.000 claims description 2
- UCWVSSSHPOULGQ-IRLDBZIGSA-N [(1S,8R)-5-(3-chlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[3-(1,2,4-triazol-1-yl)phenyl]methanone Chemical compound N1(N=CN=C1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC=C3)Cl)C)[C@@H]1CCC2 UCWVSSSHPOULGQ-IRLDBZIGSA-N 0.000 claims description 2
- GBHNIFLOXGZILO-GGAORHGYSA-N [(1S,8R)-5-(3-chlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[3-(1H-pyrazol-4-yl)phenyl]methanone Chemical compound N1N=CC(=C1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC=C3)Cl)C)[C@@H]1CCC2 GBHNIFLOXGZILO-GGAORHGYSA-N 0.000 claims description 2
- HHOKJUWUYFOCEN-CTNGQTDRSA-N [(1S,8R)-5-(3-chlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[3-(tetrazol-1-yl)phenyl]methanone Chemical compound N1(N=NN=C1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC=C3)Cl)C)[C@@H]1CCC2 HHOKJUWUYFOCEN-CTNGQTDRSA-N 0.000 claims description 2
- KLNLWOKKDKRIQS-IRLDBZIGSA-N [(1S,8R)-5-(3-chlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[4-(1,2,4-triazol-4-yl)phenyl]methanone Chemical compound N=1N=CN(C=1)C1=CC=C(C=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC=C3)Cl)C)[C@@H]1CCC2 KLNLWOKKDKRIQS-IRLDBZIGSA-N 0.000 claims description 2
- VHOTYKSATLJGFZ-OFNKIYASSA-N [(1S,8R)-5-(3-chlorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinolin-6-ylmethanone Chemical compound ClC=1C=C(C=CC=1)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=C2C=CC=NC2=CC=1 VHOTYKSATLJGFZ-OFNKIYASSA-N 0.000 claims description 2
- QBLGRFBMMPNLBT-CTNGQTDRSA-N [(1S,8R)-5-(3-fluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-(1-phenyl-1,2,4-triazol-3-yl)methanone Chemical compound FC=1C=C(C=CC=1)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C1=NN(C=N1)C1=CC=CC=C1 QBLGRFBMMPNLBT-CTNGQTDRSA-N 0.000 claims description 2
- XDVYLRGGKQYXSW-OFNKIYASSA-N [(1S,8R)-5-(3-fluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinolin-6-ylmethanone Chemical compound FC=1C=C(C=CC=1)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=C2C=CC=NC2=CC=1 XDVYLRGGKQYXSW-OFNKIYASSA-N 0.000 claims description 2
- XXKMBABMWSXVBU-GCJKJVERSA-N [(1S,8R)-5-(4-fluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound N=1N(N=CC=1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=C(C=C3)F)C)[C@@H]1CCC2 XXKMBABMWSXVBU-GCJKJVERSA-N 0.000 claims description 2
- JSTXJKQJHPPMNZ-OFNKIYASSA-N [(1S,8R)-5-(4-fluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinolin-6-ylmethanone Chemical compound FC1=CC=C(C=C1)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=C2C=CC=NC2=CC=1 JSTXJKQJHPPMNZ-OFNKIYASSA-N 0.000 claims description 2
- PNEKPBPWWFWLSJ-JPYJTQIMSA-N [(1S,8R)-5-[3-(difluoromethyl)-4-fluorophenyl]-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinolin-6-ylmethanone Chemical compound FC(C=1C=C(C=CC=1F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=C2C=CC=NC2=CC=1)F PNEKPBPWWFWLSJ-JPYJTQIMSA-N 0.000 claims description 2
- NTDUJOKVIDTUFW-ZHRRBRCNSA-N [(1S,8R)-5-[3-(difluoromethyl)-4-fluorophenyl]-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]-quinoxalin-6-ylmethanone Chemical compound FC(C=1C=C(C=CC=1F)C1=C2C(=NN1C)[C@@H]1CCC[C@H](C2)N1C(=O)C=1C=C2N=CC=NC2=CC=1)F NTDUJOKVIDTUFW-ZHRRBRCNSA-N 0.000 claims description 2
- XPKYEGDQLHBJPD-QRWLVFNGSA-N [1-(2-methoxyphenyl)-1,2,4-triazol-3-yl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC1=C(C=CC=C1)N1N=C(N=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 XPKYEGDQLHBJPD-QRWLVFNGSA-N 0.000 claims description 2
- OAPNJFZJQWEPOA-UZLBHIALSA-N [1-(3-fluorophenyl)-1,2,4-triazol-3-yl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C=C(C=CC=1)N1N=C(N=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 OAPNJFZJQWEPOA-UZLBHIALSA-N 0.000 claims description 2
- UXTNOTGXPQVVON-IERDGZPVSA-N [1-(3-methoxyphenyl)-1,2,4-triazol-3-yl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C=C(C=CC=1)N1N=C(N=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 UXTNOTGXPQVVON-IERDGZPVSA-N 0.000 claims description 2
- YFLJTQLASQZXJD-UTKZUKDTSA-N [1-(4-fluorophenyl)-5-methyl-1,2,4-triazol-3-yl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC1=CC=C(C=C1)N1N=C(N=C1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 YFLJTQLASQZXJD-UTKZUKDTSA-N 0.000 claims description 2
- HBQVCCALVGCLRW-ACJLOTCBSA-N [1-tert-butyl-5-(trifluoromethyl)pyrazol-4-yl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C(C)(C)(C)N1N=CC(=C1C(F)(F)F)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 HBQVCCALVGCLRW-ACJLOTCBSA-N 0.000 claims description 2
- SMUJAXFFFBWAGB-ZHRRBRCNSA-N [2-(4-methyltriazol-2-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC1=NN(N=C1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 SMUJAXFFFBWAGB-ZHRRBRCNSA-N 0.000 claims description 2
- IBICNCNPGNRPLE-UZLBHIALSA-N [2-(5-chloro-1H-1,2,4-triazol-3-yl)phenyl]-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound ClC1=NC(=NN1)C1=C(C=CC=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 IBICNCNPGNRPLE-UZLBHIALSA-N 0.000 claims description 2
- BJMKJAUWMFZXMB-DYVFJYSZSA-N [2-(difluoromethyl)imidazo[1,2-a]pyridin-3-yl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC(C=1N=C2N(C=CC=C2)C=1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)F BJMKJAUWMFZXMB-DYVFJYSZSA-N 0.000 claims description 2
- QLRHHXHYQKNZPK-XXBNENTESA-N [3-(1-methylpyrazol-4-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN1N=CC(=C1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 QLRHHXHYQKNZPK-XXBNENTESA-N 0.000 claims description 2
- WKBUTNQMYFYMIP-GCJKJVERSA-N [3-(4-fluoropyrazol-1-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C=NN(C=1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 WKBUTNQMYFYMIP-GCJKJVERSA-N 0.000 claims description 2
- GFLTUKCQSILKKZ-JPYJTQIMSA-N [3-(4-methoxypyrazol-1-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C=NN(C=1)C=1C=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 GFLTUKCQSILKKZ-JPYJTQIMSA-N 0.000 claims description 2
- XCEAPQVSARFZLX-XLIONFOSSA-N [3-cyclopropyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl]-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)C1=NN(C=C1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2)CC(F)(F)F XCEAPQVSARFZLX-XLIONFOSSA-N 0.000 claims description 2
- DTTKPYHUDABKDU-VLIAUNLRSA-N [3-fluoro-2-(1,2,4-triazol-1-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C(=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CN=C1 DTTKPYHUDABKDU-VLIAUNLRSA-N 0.000 claims description 2
- IEKUSQDQFFMKNX-VLIAUNLRSA-N [3-fluoro-2-(triazol-2-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C(=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=N1 IEKUSQDQFFMKNX-VLIAUNLRSA-N 0.000 claims description 2
- RYVHLCZBIVILJL-IERDGZPVSA-N [3-fluoro-5-(1,2,4-triazol-4-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C=C(C=C(C=1)N1C=NN=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 RYVHLCZBIVILJL-IERDGZPVSA-N 0.000 claims description 2
- VLTSBNJWZWWQDD-QRWLVFNGSA-N [3-methoxy-2-(triazol-1-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C(=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=NC=C1 VLTSBNJWZWWQDD-QRWLVFNGSA-N 0.000 claims description 2
- UCHBKKSHFMPYMC-QRWLVFNGSA-N [3-methoxy-2-(triazol-2-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C(=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=N1 UCHBKKSHFMPYMC-QRWLVFNGSA-N 0.000 claims description 2
- ILGCAPJQUOFKIK-IERDGZPVSA-N [3-methyl-2-(triazol-2-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC=1C(=C(C=CC=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=N1 ILGCAPJQUOFKIK-IERDGZPVSA-N 0.000 claims description 2
- FENXXKPOIXTISX-HIFRSBDPSA-N [4-bromo-2-methyl-5-(trifluoromethyl)pyrazol-3-yl]-[(1S,8R)-4-methyl-5-phenyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound BrC=1C(=NN(C=1C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC=CC=C3)C)[C@@H]1CCC2)C)C(F)(F)F FENXXKPOIXTISX-HIFRSBDPSA-N 0.000 claims description 2
- NKJZSRRTCWOSNM-QRWLVFNGSA-N [4-fluoro-2-(1,2,4-triazol-1-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC1=CC(=C(C=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CN=C1 NKJZSRRTCWOSNM-QRWLVFNGSA-N 0.000 claims description 2
- SQGVYFNSRZTARU-QRWLVFNGSA-N [4-fluoro-2-(triazol-2-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC1=CC(=C(C=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=N1 SQGVYFNSRZTARU-QRWLVFNGSA-N 0.000 claims description 2
- RCAGAILWWRIITL-QRWLVFNGSA-N [4-fluoro-3-(1,2,4-triazol-4-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC1=C(C=C(C=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1C=NN=C1 RCAGAILWWRIITL-QRWLVFNGSA-N 0.000 claims description 2
- NQLOFXQHDPWBDZ-IERDGZPVSA-N [4-methyl-2-(1,2,4-triazol-1-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC1=CC(=C(C=C1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CN=C1 NQLOFXQHDPWBDZ-IERDGZPVSA-N 0.000 claims description 2
- NWMRUPWIFRKUPF-BZNIZROVSA-N [5-(difluoromethyl)-1-methylpyrazol-4-yl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC(C1=C(C=NN1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)F NWMRUPWIFRKUPF-BZNIZROVSA-N 0.000 claims description 2
- WQMUHNCYLFCFEM-NQIIRXRSSA-N [5-cyclopropyl-1-(2-hydroxyethyl)pyrazol-4-yl]-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)C1=C(C=NN1CCO)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 WQMUHNCYLFCFEM-NQIIRXRSSA-N 0.000 claims description 2
- ZEDUXVVSVQPKCY-BWKNWUBXSA-N [5-cyclopropyl-1-[3-(trifluoromethyl)phenyl]pyrazol-4-yl]-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound C1(CC1)C1=C(C=NN1C1=CC(=CC=C1)C(F)(F)F)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CCC2 ZEDUXVVSVQPKCY-BWKNWUBXSA-N 0.000 claims description 2
- KIYFMEBGRDOBMX-VFNWGFHPSA-N [5-fluoro-2-(1,2,4-triazol-1-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound FC=1C=CC(=C(C=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CN=C1 KIYFMEBGRDOBMX-VFNWGFHPSA-N 0.000 claims description 2
- STJVWUYZONMQCK-QRQCRPRQSA-N [5-methoxy-2-(1,2,4-triazol-1-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C=CC(=C(C=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CN=C1 STJVWUYZONMQCK-QRQCRPRQSA-N 0.000 claims description 2
- IOECBWNHQRIVDY-QRQCRPRQSA-N [5-methoxy-2-(triazol-2-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound COC=1C=CC(=C(C=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=N1 IOECBWNHQRIVDY-QRQCRPRQSA-N 0.000 claims description 2
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- OCMAOQYMABIBSW-ZHRRBRCNSA-N [5-methyl-2-(triazol-2-yl)phenyl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC=1C=CC(=C(C=1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=N1 OCMAOQYMABIBSW-ZHRRBRCNSA-N 0.000 claims description 2
- ZOOIBWVMJIQEFP-BEFAXECRSA-N [6-(dimethylamino)pyridin-3-yl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CN(C1=CC=C(C=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)C ZOOIBWVMJIQEFP-BEFAXECRSA-N 0.000 claims description 2
- DHJQQZUIAOKNOQ-QRWLVFNGSA-N [6-methyl-3-(1,2,4-triazol-1-yl)pyridin-2-yl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC1=CC=C(C(=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CN=C1 DHJQQZUIAOKNOQ-QRWLVFNGSA-N 0.000 claims description 2
- JZBSYAWPULCYNA-BEFAXECRSA-N [6-methyl-3-(triazol-2-yl)pyridin-2-yl]-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound CC1=CC=C(C(=N1)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2)N1N=CC=N1 JZBSYAWPULCYNA-BEFAXECRSA-N 0.000 claims description 2
- VXRUSJVPXBKRGR-VFNWGFHPSA-N cinnolin-3-yl-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound N1=NC(=CC2=CC=CC=C12)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 VXRUSJVPXBKRGR-VFNWGFHPSA-N 0.000 claims description 2
- WKKPDCMNNWTDNA-IERDGZPVSA-N cinnolin-6-yl-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound N1=NC=CC2=CC(=CC=C12)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 WKKPDCMNNWTDNA-IERDGZPVSA-N 0.000 claims description 2
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- IXVGKARTGQSQOW-KDOFPFPSSA-N imidazo[1,2-a]pyridin-5-yl-[(1S,8R)-4-methyl-5-(3,4,5-trifluorophenyl)-3,4,12-triazatricyclo[6.3.1.02,6]dodeca-2,5-dien-12-yl]methanone Chemical compound N=1C=CN2C=1C=CC=C2C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=C(C(=C3)F)F)F)C)[C@@H]1CCC2 IXVGKARTGQSQOW-KDOFPFPSSA-N 0.000 claims description 2
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- SAAWQIULIAGEHF-APWZRJJASA-N (5-cyclopropyl-1-methylpyrazol-4-yl)-[(1S,8R)-5-(3,5-difluorophenyl)-4-methyl-3,4,11-triazatricyclo[6.2.1.02,6]undeca-2,5-dien-11-yl]methanone Chemical compound C1(CC1)C1=C(C=NN1C)C(=O)N1[C@H]2CC=3C(=NN(C=3C3=CC(=CC(=C3)F)F)C)[C@@H]1CC2 SAAWQIULIAGEHF-APWZRJJASA-N 0.000 description 1
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Family Cites Families (71)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4816463A (en) | 1986-04-01 | 1989-03-28 | Warner-Lambert Company | Substituted diimidazo [1,5-a: 4',5'-d]pyridines having antihypertensive activity |
| US4812462A (en) | 1986-04-01 | 1989-03-14 | Warner-Lambert Company | 4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid analogs having antihypertensive activity |
| WO1992005784A1 (en) | 1990-10-02 | 1992-04-16 | Warner-Lambert Company | 4,5,6,7-tetrahydro-1h-imidazo[4,5-c]pyridine derivatives and analogues as angiotensin ii receptor antagonists |
| AU2003244632A1 (en) | 2002-07-25 | 2004-02-25 | Pharmacia Italia S.P.A. | Bicyclo-pyrazoles active as kinase inhibitors, process for their preparation and pharmaceutical compositions comprising them |
| AU2003244649A1 (en) | 2002-07-25 | 2004-02-23 | Pharmacia Italia Spa | Bicyclo-pyrazoles active as kinase inhibitors, process for their preparation and pharmaceutical compositions comprising them |
| GB0312609D0 (en) | 2003-06-02 | 2003-07-09 | Astrazeneca Ab | Novel compounds |
| FR2857363B1 (fr) | 2003-07-10 | 2007-09-07 | Aventis Pharma Sa | 4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c] pyridines substituees compositions les contenant et utilisation |
| AR045037A1 (es) | 2003-07-10 | 2005-10-12 | Aventis Pharma Sa | Tetrahidro-1h-pirazolo [3,4-c] piridinas sustituidas, composiciones que las contienen y su utilizacion. |
| WO2006023750A2 (en) | 2004-08-23 | 2006-03-02 | Merck & Co., Inc. | Fused triazole derivatives as dipeptidyl peptidase-iv inhibitors for the treatment or prevention of diabetes |
| EP1844003A4 (en) | 2005-01-27 | 2010-09-22 | Astrazeneca Ab | NEW BIAROMATIC COMPOUNDS AS INHIBITORS OF THE P2X7 RECEPTOR |
| US7402596B2 (en) | 2005-03-24 | 2008-07-22 | Renovis, Inc. | Bicycloheteroaryl compounds as P2X7 modulators and uses thereof |
| WO2006110516A1 (en) | 2005-04-11 | 2006-10-19 | Abbott Laboratories | Acylhydrazide p2x7 antagonists and uses thereof |
| US7943617B2 (en) | 2006-11-27 | 2011-05-17 | Bristol-Myers Squibb Company | Heterobicyclic compounds useful as kinase inhibitors |
| FR2915197B1 (fr) | 2007-04-18 | 2009-06-12 | Sanofi Aventis Sa | Derives de triazolopyridine-carboxamides, leur preparation et leur application therapeutique. |
| KR20100023040A (ko) | 2007-06-21 | 2010-03-03 | 쉐링 코포레이션 | 폴리사이클릭 구아닌 유도체 및 이의 용도 |
| BRPI0812594A2 (pt) | 2007-08-10 | 2015-06-23 | Lundbeck & Co As H | Composto ou sal ou hidrato do mesmo, composição farmacêutica, métodos para modulação da atividade de um receptor p2x7, para tratamento de uma condição responsiva á modulação do receptor p2x7 em um paciente, para inibição de morte de células gangliônicas retinais em um paciente, para determinação da presença ou ausência de receptor p2x7 em uma amostra, preparação farmacêutica acondicionada, e, uso de um composto ou sal ou hidrato do mesmo. |
| FR2921342B1 (fr) | 2007-09-20 | 2010-03-12 | Airbus France | Carenage aerodynamique arriere inferieur pour dispositif d'accrochage d'un moteur d'aeronef |
| EP2090576A1 (en) | 2008-02-01 | 2009-08-19 | Merz Pharma GmbH & Co.KGaA | 6-halo-pyrazolo[1,5-a]pyridines, a process for their preparation and their use as metabotropic glutamate receptor (mGluR) modulators |
| CA2722035C (en) | 2008-04-22 | 2016-10-11 | Janssen Pharmaceutica Nv | Quinoline or isoquinoline substituted p2x7 antagonists |
| WO2010060854A1 (en) | 2008-11-25 | 2010-06-03 | Nerviano Medical Sciences S.R.L. | Bicyclic pyrazole and isoxazole derivatives as antitumor and antineurodegenerative agents |
| WO2010066629A2 (en) | 2008-12-09 | 2010-06-17 | F. Hoffmann-La Roche Ag | Novel azaindoles |
| JP5654001B2 (ja) | 2009-04-29 | 2015-01-14 | グラクソ グループ リミテッドGlaxo Group Limited | P2X7調節因子としての5,6,7,8−テトラヒドロ[1,2,4]トリアゾロ[4,3−a]ピラジン誘導体 |
| GB0907515D0 (en) | 2009-04-30 | 2009-06-10 | Glaxo Group Ltd | Compounds |
| US8871760B2 (en) | 2009-09-21 | 2014-10-28 | Roche Palo Alto Llc | [1,2,4]triazolo[3,4-C][1,4]oxazines as P2X7 modulators |
| WO2011050202A1 (en) | 2009-10-23 | 2011-04-28 | Janssen Pharmaceutica Nv | Fused heterocyclic compounds as orexin receptor modulators |
| WO2011103715A1 (en) | 2010-02-25 | 2011-09-01 | Merck Sharp & Dohme Corp. | Task channel antagonists |
| MX342161B (es) | 2010-04-02 | 2016-09-19 | Euroscreen Sa | Compuestos antagonistas selectivos de receptor nk-3 novedosos, composicion farmaceutica y metodos para utilizarse en trastornos transmitidos por receptores nk-3. |
| US20110252717A1 (en) | 2010-04-16 | 2011-10-20 | Graf Fernandez Rodrigo | Foldable structures for a construction |
| EP2619204A4 (en) | 2010-09-21 | 2014-08-27 | Merck Sharp & Dohme | TRIAZOLOPYRAZINONE AS P2X7 RECEPTOR ANTAGONISTS |
| KR20130140020A (ko) | 2010-10-22 | 2013-12-23 | 얀센 파마슈티카 엔.브이. | 모노아실글리세롤 리파아제 억제제로서의 아미노-피롤리딘-아제티딘 다이아미드 |
| KR20130142137A (ko) | 2010-10-22 | 2013-12-27 | 얀센 파마슈티카 엔.브이. | 모노아실글리세롤 리파아제 억제제로서의 피페리딘-4-일-아제티딘 다이아미드 |
| US9586962B2 (en) | 2011-04-20 | 2017-03-07 | Janssen Pharmaceutica Nv | Disubstituted octahydropyrrolo [3,4-C] pyrroles as orexin receptor modulators |
| ES2699226T3 (es) * | 2011-10-14 | 2019-02-08 | Bristol Myers Squibb Co | Compuestos de tetrahidroisoquinolina sustituidos como inhibidores del factor XIa |
| US9273947B2 (en) | 2012-02-07 | 2016-03-01 | Lg Innotek Co., Ltd. | Sensing magnet apparatus for motor |
| US9056874B2 (en) | 2012-05-04 | 2015-06-16 | Novartis Ag | Complement pathway modulators and uses thereof |
| SG11201408284VA (en) | 2012-05-22 | 2015-02-27 | Xenon Pharmaceuticals Inc | N-substituted benzamides and their use in the treatment of pain |
| US8859774B2 (en) | 2012-05-25 | 2014-10-14 | Corcept Therapeutics, Inc. | Heteroaryl-ketone fused azadecalin glucocorticoid receptor modulators |
| JO3459B1 (ar) | 2012-09-09 | 2020-07-05 | H Lundbeck As | تركيبات صيدلانية لعلاج مرض الزهايمر |
| AU2013331380B2 (en) | 2012-10-15 | 2018-03-22 | Epizyme, Inc. | Substituted benzene compounds |
| TWI606045B (zh) | 2012-10-16 | 2017-11-21 | 健生藥品公司 | RORγt之亞甲基聯結的喹啉基調節劑 |
| AU2013337824B2 (en) | 2012-11-01 | 2018-03-08 | Incyte Holdings Corporation | Tricyclic fused thiophene derivatives as JAK inhibitors |
| US9796729B2 (en) | 2012-11-23 | 2017-10-24 | Glaxosmithkline Llc | Compounds as diacylglycerol acyltransferase inhibitors |
| KR102212923B1 (ko) | 2012-12-21 | 2021-02-04 | 플렉시콘 인코퍼레이티드 | 키나제 조절을 위한 화합물 및 방법, 및 그에 대한 적응증 |
| US9233974B2 (en) | 2012-12-21 | 2016-01-12 | Gilead Sciences, Inc. | Antiviral compounds |
| KR20150100814A (ko) | 2012-12-21 | 2015-09-02 | 콴티셀 파마슈티컬스, 인크. | 히스톤 데메틸라제 억제제 |
| US9561228B2 (en) | 2013-02-08 | 2017-02-07 | Celgene Avilomics Research, Inc. | ERK inhibitors and uses thereof |
| NZ710640A (en) | 2013-03-06 | 2019-03-29 | Janssen Pharmaceutica Nv | Benzoimidazol-2-yl pyrimidine modulators of the histamine h4 receptor |
| NO335177B1 (no) | 2013-03-06 | 2014-10-13 | Cambi Technology As | Fremgangsmåte og anordning for termisk biologisk nedbryting og avvanning av biomasse |
| GEP201706780B (en) | 2013-03-14 | 2017-11-27 | Boehringer Ingelheim Int | Substituted 2-aza-bicyclo [2.2.1]heptane-3-carboxylic acid (benzyl-cyano-methyl)-amides inhibitors of cathepsin c |
| TWI644671B (zh) | 2013-03-14 | 2018-12-21 | 比利時商健生藥品公司 | P2x7調節劑 |
| JO3383B1 (ar) | 2013-03-14 | 2019-03-13 | Lilly Co Eli | مثبطات cdc7 |
| WO2014140076A1 (en) | 2013-03-14 | 2014-09-18 | Glaxosmithkline Intellectual Property (No.2) Limited | 2,3-disubstituted 1 -acyl-4-amino-1,2,3,4-tetrahydroquinoline derivatives and their use as bromodomain inhibitors |
| WO2014152537A1 (en) | 2013-03-14 | 2014-09-25 | Janssen Pharmaceutica Nv | P2x7 modulators |
| TWI627174B (zh) | 2013-03-14 | 2018-06-21 | 比利時商健生藥品公司 | P2x7調控劑 |
| JP6294953B2 (ja) | 2013-03-14 | 2018-03-14 | ヤンセン ファーマシューティカ エヌ.ベー. | P2x7調節物質 |
| HUE039473T2 (hu) | 2013-03-14 | 2019-01-28 | Curadev Pharma Private Ltd | Kinurenin útvonal inhibitorok |
| US9242969B2 (en) | 2013-03-14 | 2016-01-26 | Novartis Ag | Biaryl amide compounds as kinase inhibitors |
| RU2667509C2 (ru) | 2013-03-14 | 2018-09-21 | Ньюлинк Джинетикс Корпорейшин | Трициклические соединения в качестве ингибиторов иммуносупрессии, опосредуемой метаболизированием триптофана |
| CA2907814C (en) | 2013-03-29 | 2021-07-13 | Euroscreen Sa | Novel n-acyl-(3-substituted)-(8-methyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazines as selective nk-3 receptor antagonists, pharmaceutical composition, methods for use in nk-3 receptor-mediated disorders |
| JP2016531127A (ja) | 2013-08-22 | 2016-10-06 | エフ.ホフマン−ラ ロシュ アーゲーF. Hoffmann−La Roche Aktiengesellschaft | アルキニルアルコール及び使用方法 |
| WO2016040789A1 (en) | 2014-09-11 | 2016-03-17 | Janssen Pharmaceutica Nv | Substituted 2-azabicycles and their use as orexin receptor modulators |
| EA201790600A1 (ru) | 2014-09-12 | 2017-07-31 | Янссен Фармацевтика Нв | Модулирующие p2x7 n-ацил-триазолопиразины |
| JP6592510B2 (ja) | 2014-09-12 | 2019-10-16 | ヤンセン ファーマシューティカ エヌ.ベー. | P2x7調節因子 |
| EP3279191B1 (en) * | 2015-03-30 | 2020-09-02 | Takeda Pharmaceutical Company Limited | Heterocyclic compound |
| US10385057B2 (en) | 2015-11-20 | 2019-08-20 | Lundbeck La Jolla Research Center, Inc. | Pyrazole compounds and methods of making and using same |
| MX2019008690A (es) * | 2017-01-23 | 2019-09-18 | Pfizer | Compuestos espiro heterociclicos como inhibidores de magl. |
| CN113164459B (zh) | 2018-09-28 | 2024-09-03 | 詹森药业有限公司 | 单酰基甘油脂肪酶调节剂 |
| WO2020065614A1 (en) | 2018-09-28 | 2020-04-02 | Janssen Pharmaceutica Nv | Monoacylglycerol lipase modulators |
| WO2020211798A1 (zh) | 2019-04-16 | 2020-10-22 | 上海翰森生物医药科技有限公司 | 含二并环类衍生物抑制剂、其制备方法和应用 |
| ES3037365T3 (en) | 2019-09-30 | 2025-10-01 | Janssen Pharmaceutica Nv | Radiolabelled mgl pet ligands |
| BR112022019077A2 (pt) | 2020-03-26 | 2022-12-27 | Janssen Pharmaceutica Nv | Moduladores da monoacilglicerol lipase |
-
2019
- 2019-09-27 WO PCT/IB2019/058241 patent/WO2020065614A1/en not_active Ceased
- 2019-09-27 CA CA3111309A patent/CA3111309A1/en active Pending
- 2019-09-27 JP JP2021517338A patent/JP7413368B2/ja active Active
- 2019-09-27 CN CN201980078966.8A patent/CN113164458B/zh active Active
- 2019-09-27 TW TW108135034A patent/TW202035409A/zh unknown
- 2019-09-27 MX MX2021003661A patent/MX2021003661A/es unknown
- 2019-09-27 AU AU2019349962A patent/AU2019349962A1/en not_active Abandoned
- 2019-09-27 KR KR1020217012861A patent/KR20210069079A/ko active Pending
- 2019-09-27 EP EP19780428.9A patent/EP3856179A1/en active Pending
- 2019-09-27 US US16/586,263 patent/US20200102311A1/en not_active Abandoned
- 2019-09-27 BR BR112021005936-9A patent/BR112021005936A2/pt unknown
- 2019-09-27 MA MA053722A patent/MA53722A/fr unknown
-
2020
- 2020-12-23 US US17/132,406 patent/US11597728B2/en active Active
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2023
- 2023-01-27 US US18/160,647 patent/US11993601B2/en active Active
- 2023-12-27 JP JP2023220520A patent/JP2024038151A/ja active Pending
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2024
- 2024-05-24 US US18/673,909 patent/US20240327410A1/en not_active Abandoned
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