HRP20200410T1 - Supstituirani 4-azaindoli i njihova upotreba kao modulatora glun2b receptora - Google Patents
Supstituirani 4-azaindoli i njihova upotreba kao modulatora glun2b receptora Download PDFInfo
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- HRP20200410T1 HRP20200410T1 HRP20200410TT HRP20200410T HRP20200410T1 HR P20200410 T1 HRP20200410 T1 HR P20200410T1 HR P20200410T T HRP20200410T T HR P20200410TT HR P20200410 T HRP20200410 T HR P20200410T HR P20200410 T1 HRP20200410 T1 HR P20200410T1
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- HR
- Croatia
- Prior art keywords
- pyrrolo
- pyridin
- ethanone
- methyl
- fluoro
- Prior art date
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- XWIYUCRMWCHYJR-UHFFFAOYSA-N 1h-pyrrolo[3,2-b]pyridine Chemical class C1=CC=C2NC=CC2=N1 XWIYUCRMWCHYJR-UHFFFAOYSA-N 0.000 title 1
- 108010054200 NR2B NMDA receptor Proteins 0.000 title 1
- -1 3-azabicyclo[3.1.0]hexan-3-yl Chemical group 0.000 claims 44
- 125000000217 alkyl group Chemical group 0.000 claims 29
- 125000005843 halogen group Chemical group 0.000 claims 23
- 150000001875 compounds Chemical class 0.000 claims 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 17
- 150000003839 salts Chemical class 0.000 claims 15
- 150000001204 N-oxides Chemical class 0.000 claims 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 14
- 239000012453 solvate Substances 0.000 claims 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 12
- VFRSADQPWYCXDG-LEUCUCNGSA-N ethyl (2s,5s)-5-methylpyrrolidine-2-carboxylate;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.CCOC(=O)[C@@H]1CC[C@H](C)N1 VFRSADQPWYCXDG-LEUCUCNGSA-N 0.000 claims 11
- 125000001188 haloalkyl group Chemical group 0.000 claims 10
- 208000035475 disorder Diseases 0.000 claims 9
- 125000001544 thienyl group Chemical group 0.000 claims 8
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 7
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 5
- 201000010099 disease Diseases 0.000 claims 5
- 125000004076 pyridyl group Chemical group 0.000 claims 5
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 4
- 208000026106 cerebrovascular disease Diseases 0.000 claims 4
- 208000028552 Treatment-Resistant Depressive disease Diseases 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 3
- 208000024714 major depressive disease Diseases 0.000 claims 3
- 125000000335 thiazolyl group Chemical group 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
- 208000020706 Autistic disease Diseases 0.000 claims 2
- GRSXVTKGWHFRIE-UHFFFAOYSA-N FC(C(=O)O)(F)F.FC1=C(C=C(C=C1)C=1C=C2C(=NC1)C=CN2CC(=O)N(C)C)C Chemical compound FC(C(=O)O)(F)F.FC1=C(C=C(C=C1)C=1C=C2C(=NC1)C=CN2CC(=O)N(C)C)C GRSXVTKGWHFRIE-UHFFFAOYSA-N 0.000 claims 2
- DBTDEFJAFBUGPP-UHFFFAOYSA-N Methanethial Chemical compound S=C DBTDEFJAFBUGPP-UHFFFAOYSA-N 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- 208000027520 Somatoform disease Diseases 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 206010015037 epilepsy Diseases 0.000 claims 2
- 230000001667 episodic effect Effects 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 230000004770 neurodegeneration Effects 0.000 claims 2
- 230000000926 neurological effect Effects 0.000 claims 2
- 230000001314 paroxysmal effect Effects 0.000 claims 2
- NKNRRTBEJIYACR-UHFFFAOYSA-N pyrrolo[3,2-b]pyridine Chemical compound C1=C[CH]C2=NC=CC2=N1 NKNRRTBEJIYACR-UHFFFAOYSA-N 0.000 claims 2
- 125000006568 (C4-C7) heterocycloalkyl group Chemical group 0.000 claims 1
- DCPBVEYVXTZNEJ-UHFFFAOYSA-N 1-(2,2-dimethylmorpholin-4-yl)-2-[6-(4-fluoro-3-methylphenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone 2,2,2-trifluoroacetic acid Chemical compound FC(C(=O)O)(F)F.CC1(CN(CCO1)C(CN1C=CC2=NC=C(C=C21)C2=CC(=C(C=C2)F)C)=O)C DCPBVEYVXTZNEJ-UHFFFAOYSA-N 0.000 claims 1
- PKZJNWXWVVQEFU-UHFFFAOYSA-N 1-(2,2-dimethylpyrrolidin-1-yl)-2-[6-(4-fluoro-3-methylphenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone 2,2,2-trifluoroacetic acid Chemical compound FC(C(=O)O)(F)F.CC1(N(CCC1)C(CN1C=CC2=NC=C(C=C21)C2=CC(=C(C=C2)F)C)=O)C PKZJNWXWVVQEFU-UHFFFAOYSA-N 0.000 claims 1
- CMNRQPGGPJMOGZ-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-(3-methyl-6-phenylpyrrolo[3,2-b]pyridin-1-yl)ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC=CC=C1)C)=O)F CMNRQPGGPJMOGZ-UHFFFAOYSA-N 0.000 claims 1
- IYICMGADUIRSRB-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[3-fluoro-6-(4-fluoro-3-methylphenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC(=C(C=C1)F)C)F)=O)F IYICMGADUIRSRB-UHFFFAOYSA-N 0.000 claims 1
- CQRSDPAZLOMIRL-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[3-methyl-6-(2,3,4-trifluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=C(C(=C(C=C1)F)F)F)C)=O)F CQRSDPAZLOMIRL-UHFFFAOYSA-N 0.000 claims 1
- MUJRUDODDGFWKK-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[3-methyl-6-(5-methylthiophen-2-yl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C=1SC(=CC=1)C)C)=O)F MUJRUDODDGFWKK-UHFFFAOYSA-N 0.000 claims 1
- BGUXDQINFLODFI-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[3-methyl-6-[3-(trifluoromethyl)phenyl]pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC(=CC=C1)C(F)(F)F)C)=O)F BGUXDQINFLODFI-UHFFFAOYSA-N 0.000 claims 1
- CCSDMUXRBGVMKW-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(2,4-difluoro-3-methylphenyl)-3-fluoropyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=C(C(=C(C=C1)F)C)F)F)=O)F CCSDMUXRBGVMKW-UHFFFAOYSA-N 0.000 claims 1
- GIVSRQGBECDCBE-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(2,4-difluoro-3-methylphenyl)-3-methylpyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=C(C(=C(C=C1)F)C)F)C)=O)F GIVSRQGBECDCBE-UHFFFAOYSA-N 0.000 claims 1
- UBGLTLOEHIVLML-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(2-fluoro-3-methylphenyl)-3-methylpyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=C(C(=CC=C1)C)F)C)=O)F UBGLTLOEHIVLML-UHFFFAOYSA-N 0.000 claims 1
- PBWKVBBVCJCVPC-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(2-fluorophenyl)-3-methylpyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=C(C=CC=C1)F)C)=O)F PBWKVBBVCJCVPC-UHFFFAOYSA-N 0.000 claims 1
- YGPPKMMFUIUIKA-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(3,4,5-trifluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C1=CC(=C(C(=C1)F)F)F)=O)F YGPPKMMFUIUIKA-UHFFFAOYSA-N 0.000 claims 1
- AQQBWBWFYLOFKU-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(3,4-difluorophenyl)-3-methylpyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC(=C(C=C1)F)F)C)=O)F AQQBWBWFYLOFKU-UHFFFAOYSA-N 0.000 claims 1
- HJYZEQRCJLUDGQ-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(3,4-difluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C1=CC(=C(C=C1)F)F)=O)F HJYZEQRCJLUDGQ-UHFFFAOYSA-N 0.000 claims 1
- BJJKDBZTSJAUDR-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(3,5-difluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C1=CC(=CC(=C1)F)F)=O)F BJJKDBZTSJAUDR-UHFFFAOYSA-N 0.000 claims 1
- VFKJSDMHSMUVIZ-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(3-ethylphenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone 2,2,2-trifluoroacetic acid Chemical compound FC(C(=O)O)(F)F.FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C2=CC(=CC=C2)CC)=O)F VFKJSDMHSMUVIZ-UHFFFAOYSA-N 0.000 claims 1
- AZXMMNRKJQHWTQ-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(3-methylphenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C=1C=C(C=CC=1)C)=O)F AZXMMNRKJQHWTQ-UHFFFAOYSA-N 0.000 claims 1
- DKMPPDOTEKTSAO-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(4-fluoro-2-methylphenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone 2,2,2-trifluoroacetic acid Chemical compound FC(C(=O)O)(F)F.FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C2=C(C=C(C=C2)F)C)=O)F DKMPPDOTEKTSAO-UHFFFAOYSA-N 0.000 claims 1
- WEUPNUGVXQAOBV-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(4-fluoro-3-methylphenyl)-3-methylpyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC(=C(C=C1)F)C)C)=O)F WEUPNUGVXQAOBV-UHFFFAOYSA-N 0.000 claims 1
- LTNGUKKQBIBDFG-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(4-fluoro-3-methylphenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone 2,2,2-trifluoroacetic acid Chemical compound FC(C(=O)O)(F)F.FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C2=CC(=C(C=C2)F)C)=O)F LTNGUKKQBIBDFG-UHFFFAOYSA-N 0.000 claims 1
- BSEZSCVASXCHDZ-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(4-fluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C1=CC=C(C=C1)F)=O)F BSEZSCVASXCHDZ-UHFFFAOYSA-N 0.000 claims 1
- GSMMLKDMNBANQU-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(4-methylthiophen-2-yl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C=1SC=C(C=1)C)=O)F GSMMLKDMNBANQU-UHFFFAOYSA-N 0.000 claims 1
- PKUGPBCEVLNXHD-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(5-ethylthiophen-2-yl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C=1SC(=CC=1)CC)=O)F PKUGPBCEVLNXHD-UHFFFAOYSA-N 0.000 claims 1
- VBZBRBPLXUIBHY-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-(5-methylthiophen-2-yl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C=1SC(=CC=1)C)=O)F VBZBRBPLXUIBHY-UHFFFAOYSA-N 0.000 claims 1
- KVNDPBYKNCWTCC-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-[2-fluoro-3-(trifluoromethyl)phenyl]-3-methylpyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=C(C(=CC=C1)C(F)(F)F)F)C)=O)F KVNDPBYKNCWTCC-UHFFFAOYSA-N 0.000 claims 1
- KKVQLZYWHUHLFH-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-[4-fluoro-3-(trifluoromethyl)phenyl]pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C1=CC(=C(C=C1)F)C(F)(F)F)=O)F KKVQLZYWHUHLFH-UHFFFAOYSA-N 0.000 claims 1
- MPKCFBHRFRMHGV-UHFFFAOYSA-N 1-(3,3-difluoroazetidin-1-yl)-2-[6-[6-(trifluoromethyl)pyridin-2-yl]pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C1=NC(=CC=C1)C(F)(F)F)=O)F MPKCFBHRFRMHGV-UHFFFAOYSA-N 0.000 claims 1
- ZVVBCUSNXGXCEG-UHFFFAOYSA-N 1-(3,3-difluoropyrrolidin-1-yl)-2-[6-(4-fluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1(CN(CC1)C(CN1C=CC2=NC=C(C=C21)C1=CC=C(C=C1)F)=O)F ZVVBCUSNXGXCEG-UHFFFAOYSA-N 0.000 claims 1
- TVCJIMSDKOKGBQ-UHFFFAOYSA-N 1-(3,3-dimethylazetidin-1-yl)-2-[6-(4-fluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound CC1(CN(C1)C(CN1C=CC2=NC=C(C=C21)C1=CC=C(C=C1)F)=O)C TVCJIMSDKOKGBQ-UHFFFAOYSA-N 0.000 claims 1
- LYEXXUNMTISGPU-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-(3-fluoro-6-phenylpyrrolo[3,2-b]pyridin-1-yl)ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC=CC=C1)F)=O LYEXXUNMTISGPU-UHFFFAOYSA-N 0.000 claims 1
- XZYQNWDQUPAZSK-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-(3-methyl-6-phenylpyrrolo[3,2-b]pyridin-1-yl)ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC=CC=C1)C)=O XZYQNWDQUPAZSK-UHFFFAOYSA-N 0.000 claims 1
- RDFMUAWCPGKYAV-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-(6-phenylpyrrolo[3,2-b]pyridin-1-yl)ethanone Chemical compound FC1CN(C1)C(CN1C=CC2=NC=C(C=C21)C1=CC=CC=C1)=O RDFMUAWCPGKYAV-UHFFFAOYSA-N 0.000 claims 1
- FTKAKNPCUQUWQA-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-(6-thiophen-2-ylpyrrolo[3,2-b]pyridin-1-yl)ethanone Chemical compound FC1CN(C1)C(CN1C=CC2=NC=C(C=C21)C=1SC=CC=1)=O FTKAKNPCUQUWQA-UHFFFAOYSA-N 0.000 claims 1
- YDCUFXYAQJDIKV-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-(2,3,4-trifluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=C(C(=C(C=C1)F)F)F)F)=O YDCUFXYAQJDIKV-UHFFFAOYSA-N 0.000 claims 1
- ORCPXMQHRXZIPY-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-(2-fluoro-3-methylphenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=C(C(=CC=C1)C)F)F)=O ORCPXMQHRXZIPY-UHFFFAOYSA-N 0.000 claims 1
- JPDNXDCYHCBLFD-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-(2-fluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=C(C=CC=C1)F)F)=O JPDNXDCYHCBLFD-UHFFFAOYSA-N 0.000 claims 1
- ADIYNWKRGQNXOO-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-(3,4,5-trifluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC(=C(C(=C1)F)F)F)F)=O ADIYNWKRGQNXOO-UHFFFAOYSA-N 0.000 claims 1
- VPCYAHHOKUCVPM-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-(3-fluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC(=CC=C1)F)F)=O VPCYAHHOKUCVPM-UHFFFAOYSA-N 0.000 claims 1
- AYENDJLOFDGTHU-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-(3-methylphenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C=1C=C(C=CC=1)C)F)=O AYENDJLOFDGTHU-UHFFFAOYSA-N 0.000 claims 1
- ZMGLZGZOOCMGEJ-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-(4-fluoro-3-methylphenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC(=C(C=C1)F)C)F)=O ZMGLZGZOOCMGEJ-UHFFFAOYSA-N 0.000 claims 1
- XHPKSXUNSNVDEI-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-(4-fluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC=C(C=C1)F)F)=O XHPKSXUNSNVDEI-UHFFFAOYSA-N 0.000 claims 1
- AOVTWZGWBFGFMZ-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-(4-methylthiophen-2-yl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C=1SC=C(C=1)C)F)=O AOVTWZGWBFGFMZ-UHFFFAOYSA-N 0.000 claims 1
- AWBWNWSOGLTKOF-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-[2-fluoro-3-(trifluoromethyl)phenyl]pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=C(C(=CC=C1)C(F)(F)F)F)F)=O AWBWNWSOGLTKOF-UHFFFAOYSA-N 0.000 claims 1
- DPZTVNFZBXUOHX-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-[3-(trifluoromethyl)phenyl]pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC(=CC=C1)C(F)(F)F)F)=O DPZTVNFZBXUOHX-UHFFFAOYSA-N 0.000 claims 1
- VXOAEPYUOOYTKE-UHFFFAOYSA-N 1-(3-fluoroazetidin-1-yl)-2-[3-fluoro-6-[4-fluoro-3-(trifluoromethyl)phenyl]pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound FC1CN(C1)C(CN1C=C(C2=NC=C(C=C21)C1=CC(=C(C=C1)F)C(F)(F)F)F)=O VXOAEPYUOOYTKE-UHFFFAOYSA-N 0.000 claims 1
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- WHVSGZWDSUCTOA-UHFFFAOYSA-N 1-(azetidin-1-yl)-2-[6-(3-chloro-4-fluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound N1(CCC1)C(CN1C=CC2=NC=C(C=C21)C1=CC(=C(C=C1)F)Cl)=O WHVSGZWDSUCTOA-UHFFFAOYSA-N 0.000 claims 1
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- CUVLJJXEWXNENH-UHFFFAOYSA-N 1-(azetidin-1-yl)-2-[6-(3-fluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]ethanone Chemical compound N1(CCC1)C(CN1C=CC2=NC=C(C=C21)C1=CC(=CC=C1)F)=O CUVLJJXEWXNENH-UHFFFAOYSA-N 0.000 claims 1
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- HUUUSFXMZBELND-UHFFFAOYSA-N cyclobutyl-[6-(3,4-difluorophenyl)pyrrolo[3,2-b]pyridin-1-yl]methanone Chemical compound C1(CCC1)C(=O)N1C=CC2=NC=C(C=C21)C1=CC(=C(C=C1)F)F HUUUSFXMZBELND-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 206010014599 encephalitis Diseases 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 201000003723 learning disability Diseases 0.000 claims 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims 1
- 125000001715 oxadiazolyl group Chemical group 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000002098 pyridazinyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- QGKLPGKXAVVPOJ-UHFFFAOYSA-N pyrrolidin-3-one Chemical compound O=C1CCNC1 QGKLPGKXAVVPOJ-UHFFFAOYSA-N 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 208000012672 seasonal affective disease Diseases 0.000 claims 1
- 238000001228 spectrum Methods 0.000 claims 1
- 208000020431 spinal cord injury Diseases 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
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- A—HUMAN NECESSITIES
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- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Claims (15)
1. Spoj koji ima strukturu Formule (I):
[image]
pri čemu:
R1 je izabran iz grupe koja obuhvaća: H, 3H, halo, C1-3alkil, i C1-3haloalkil;
R2 je izabrana iz grupe koja obuhvaća: fenil koji je opcionalno supstituiran s jednim, dva, ili tri člana nezavisno izabranih između: halo, C1-5alkil, i C1-5haloalkil; piridinil opcionalno supstituiran s halo, C1-5alkil, C1-5haloalkil, i -CN; tiazolil opcionalno supstituiran s C1-5alkil; benzotiofenil; i tienil opcionalno supstituiran s jednim, dva ili više članova nezavisno izabranih između: halo, C1-5alkil, i C1-5haloalkil;
R3 je
(a)
[image]
gdje prsten A je 4-7 člani heterocikloalkil koji opcionalno sadrži dodatni heteroatom kisika izabran iz grupe koju obuhvaća: azetidinil opcionalno supstituiran s jednim ili dva člana nezavisno izabranih iz grupe koja obuhvaća: halo, C1-5alkil, C1-5haloalkil, CH2OH, C1-5alkoksi, OH, i CN; pirolidinil opcionalno supstituiran s jednim ili dva člana nezavisno izabranih iz grupe koja obuhvaća: halo, C1-5alkil, C1-5alkoksi, i OH; morfolino opcionalno supstituiran s jednim ili dva C1-5alkil člana; piperidinil opcionalno supstituiran s jednim ili dva člana nezavisno izabranih iz grupe koja obuhvaća: halo, C1-5alkil, C1-5haloalkil, C1-5alkoksi, i OH; 3-azabiciklo[3.1.0]heksan-3-il; 5-azaspiro[2.3]heksan-5-il; i pirolidin-3-on; ili
(b)
[image]
pri čemu R3a je H, ili C1-5alkil; i R3b je izabran iz grupe koja obuhvaća: C1-5alkil opcionalno supstituiran s OH, halo, ili OCH3; C1-5haloalkil; benzil; CH2ciklopropil; ciklopropil opcionalno supstituiran s C1-5alkil; i ciklobutil; ili
(c)
[image]
pri čemu R3c je izabran iz grupe koja obuhvaća: ciklopropil; ciklobutil; pirimidinil opcionalno supstituiran s halo; piridinil; piridazinil; furanil opcionalno supstituiran s C1-5haloalkil; oksazolil; izoksazolil opcionalno supstituira s C1-5alkil; oksadiazolil opcionalno supstituiran s C1-5alkil; pirazolil opcionalno supstituiran s C1-5alkil; triazolil opcionalno supstituiran s C1-5alkil; tetrahidrofuranil; tetrahidropiranil; oksetanil; i oksiranil; ili
(d)
[image]
pri čemu R3d je CH2-ciklopropil ili ciklobutil; ili
(e)
[image]
pri čemu R3e je izabran iz grupe koja obuhvaća: OH, C1-5alkil, ciklopropil, ciklobutil, i fenil opcionalno supstituirana s jednim halo supstituentom; ili
(f) C1-5alkil opcionalno supstituiran s OH ili C1-5alkoksi; CH2S(CH3); CH2(S=O)CH3; CH2(SO2)CH3; ili CH2CH2(C=O)CH3; ili
(g)
[image]
i
R4 je H, 2H ili C1-3alkil;
ili njegova farmaceutski prihvatljiva sol, solvat, ili N-oksid.
2. Spoj prema zahtjevu 1, pri čemu R1 je H, Cl, Br, F, ili CH3;
ili njegova farmaceutski prihvatljiva sol, solvat, ili N-oksid.
3. Spoj prema zahtjevu 1, pri čemu R1 je (i) H; (ii) Cl; ili (iii) CH3;
ili njegova farmaceutski prihvatljiva sol, solvat, ili N-oksid.
4. Spoj prema bilo kojem od zahtjeva 1 do 3, pri čemu:
(i) R2 je fenil opcionalno supstituiran s jednim, dva, ili tri člana nezavisno izabranih između: Cl, F, CH3, CH2CH3, CF2H, i CF3; piridinil opcionalno supstituiran s F, CN, CH3 i CF3; tiazolil opcionalno supstituiran s CH3; benzotiofenil; i tienil opcionalno supstituiran s jednim, dva ili tri člana nezavisno izabranih između: Cl, CH3, CH2CH3, CHF2 i CF3;
(ii) R2 je fenil, 2-metilfenil, 3-metilfenil, 4-metilfenil, 3-etilfenil, 3-(difluorometil)fenil, 3-(trifluorometil)fenil, 3,5-dimetilfenil, 2,3-dimetilfenil, 2-fluorofenil, 3-fluorofenil, 3-klorofenil, 4-fluorofenil, 2,3-difluorofenil, 2,4-difluorofenil, 3,4-difluorofenil, 3,4-diklorofenil, 2,5-difluorofenil, 3,5-difluorofenil, 3kloro-2-fluoro-fenil, 3-kloro-4-fluoro-fenil, 2-fluoro-3-metil-fenil, 4-fluoro-2-metil-fenil, 2-metil-3-(trifluorometil)fenil, 2-fluoro-3-(trifluorometil)fenil, 4-fluoro-3-(trifluorometil)fenil, 4-fluoro-3-metil-fenil, 2-fluoro-5-metil-fenil, 4-fluoro-2,3-dimetil-fenil, 2,4-difluoro-3-metil-fenil, 2,6-difluoro-3-metil-fenil, 2,3,4-trifluorofenil, 3,4,5-trifluorofenil, 2-tienil, 3-tienil, 5-metil-2-tienil, 4-metil-2-tienil, 5-etil-2-tienil, 5-kloro-2-tienil, 3-kloro-2-tienil, 4-kloro-2-tienil, 5-kloro-3-tienil, 5-(difluorometil)-2-tienil, 5-(trifluorometil)-2-tienil, 2,5-dimetil-3-tienil, 2,5-dikloro-3-tienil, 5-kloro-4-metil-2-tienil, 2,4,5-trimetil-3-tienil, 6-tiazol-5-il, 2-metiltiazol-5-il, 6-metil-3-piridil, 6-fluoro-3-piridil, piridin-2-karbonitril, 2-(trifluorometil)-4-piridil, 5-(trifluorometil)-3-piridil, 6-(trifluorometil)-2-piridil, ili benzotiofen-2-il;
ili
(iii) R2 je fenil ili tienil, pri čemu fenil ili tienil je opcionalno supstituiran s jednim, dva, ili tri člana nezavisno izabranih između: halo, C1-5alkil, i C1-5haloalkil;
ili njegova farmaceutski prihvatljiva sol, solvat, ili N-oksid.
5. Spoj prema bilo kojem od zahtjeva 1 do 4, pri čemu:
(i) R3 je
[image]
gdje prsten A je
[image]
[image]
[image]
[image]
(ii) R3 je
[image]
[image]
[image]
[image]
(iii) R3 je
[image]
[image]
ili
[image]
(iv) R3 je
[image]
CH2S(CH3), CH2(S=O)CH3, CH2(SO2)CH3, ili CH2CH2(C=O)CH3;
(v) R3 je
[image]
ili
(vi) R3 je
[image]
ili njegova farmaceutski prihvatljiva sol, solvat, ili N-oksid.
6. Spoj prema bilo kojem od zahtjeva 1 do 5, pri čemu R4 je (i) H; ili (ii) CH3;
ili njegova farmaceutski prihvatljiva sol, solvat, ili N-oksid.
7. Spoj prema zahtjevu 1, koji ima strukturu:
(i) Formule (II):
[image]
pri čemu
R1 je izabran iz grupe koja obuhvaća: H, 3H, halo i C1-3alkil;
R2 je izabran iz grupe koja obuhvaća: fenil opcionalno supstituiran s jednim, dva, ili tri člana nezavisno izabranih između: halo, C1-5alkil, i C1-5haloalkil; piridinil opcionalno supstituiran s halo, C1-5alkil, C1-5haloalkil, i CN; tiazolil opcionalno supstituiran s C1-5alkil; i tienil opcionalno supstituiran s halo, ili C1-5alkil;
prsten A je izabran iz grupe koja obuhvaća:
[image]
[image]
[image]
[image]
i R4 je H, 2H, ili CH3;
(ii) Formule (IIA):
[image]
pri čemu
R2a je H, ili F;
R2b je H, F, CH3 ili CH2CH3;
R2c je H, F ili CH3;
R2f je H, F, ili CH3; i
R3 je
[image]
(iii) Formule (IIB):
[image]
pri čemu
R2d je H, Cl, CH3 ili CF3;
R2e je H ili CH3; i
R3 je
[image]
(iv) Formule (III):
[image]
pri čemu
R1 je H, 3H, halo, C1-3alkil, ili C1-3haloalkil;
R2 je izabran iz grupe koja obuhvaća: fenil opcionalno supstituiran s jednim, dva, ili tri člana nezavisno izabranih između: halo, C1-5alkil, i C1-5haloalkil; piridinil opcionalno supstituiran s C1-5haloalkil; benzotiofenil; i tienil opcionalno supstituiran s jednim, dva, ili tri člana nezavisno izabranih između halo, C1-5alkil, ili C1-5haloalkil;
R3a je H, ili C1-5alkil;
R3b je izabran iz grupe koja obuhvaća: C1-5alkil opcionalno supstituiran s OH ili OCH3; C1-5haloalkil; benzil; CH2ciklopropil; ciklopropil opcionalno supstituiran s C1-5alkil; i ciklobutil; i
R4 je H, H2, ili CH3;
(v) Formule (IV):
[image]
pri čemu
R1 je H, ili halo;
R2 je fenil opcionalno supstituiran s jednim, ili dva člana nezavisno izabranih između: halo, C1-5alkil, i C1-5haloalkil; ili tienil supstituiran s C1-5alkil;
R3c je
[image]
[image]
ili
[image]
i R4 je H;
(vi) Formule (V):
[image]
pri čemu
R1 i R4 su H;
R2 je fenil opcionalno supstituiran s dva halo; i
R3d je ciklobutil, ili CH2-ciklopropil;
ili
(vii) Formule (VI):
[image]
pri čemu:
R1 je H ili halo;
R2 je fenil opcionalno supstituiran s jednim, dva, ili tri člana nezavisno izabranim između: halo, C1-5alkil, i C1-5haloalkil; ili tienil supstituiran s halo ili C1-5alkil;
R3eje izabran iz grupe koja obuhvaća: OH, C1-5alkil, ciklopropil, ciklobutil, i fenil opcionalno supstituiran s jednim halo supstituentom; i
R4 je H ili CH3;
ili njegova farmaceutski prihvatljiva sol, solvat, ili N-oksid.
8. Spoj prema zahtjevu 1, pri čemu je spoj izabran iz grupe koja obuhvaća:
2-(3-Kloro-6-fenil-pirolo[3,2-b]piridin-1-il)-N-ciklopropil-acetamid;
2-[3-Kloro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-N-ciklopropil-acetamid;
1-(Azetidin-1-il)-2-[3-kloro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-(3-Kloro-6-fenil-pirolo[3,2-b]piridin-1-il)-1-pirolidin-1-il-etanon;
2-(3-Kloro-6-fenil-pirolo[3,2-b]piridin-1-il)-1-morfolino-etanon;
1-(Azetidin-1-il)-2-(3-kloro-6-fenil-pirolo[3,2-b]piridin-1-il)etanon;
2-[3-Kloro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-morfolino-etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[3-Kloro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-N-ciklopropil-acetamid;
1-(Azetidin-1-il)-2-(3-bromo-6-fenil-pirolo[3,2-b]piridin-1-il)etanon;
2-[3-Kloro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[3-Kloro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-1-morfolino-etanon;
2-(3-Bromo-6-fenil-pirolo[3,2-b]piridin-1-il)-N-ciklopropil-acetamid;
2-(3-Bromo-6-fenil-pirolo[3,2-b]piridin-1-il)-1-pirolidin-1-il-etanon;
2-(3-Bromo-6-fenil-pirolo[3,2-b]piridin-1-il)-1-morfolino-etanon;
2-[3-Bromo-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-N-ciklopropil-acetamid;
1-(Azetidin-1-il)-2-[3-bromo-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Bromo-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[3-Bromo-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-morfolino-etanon;
2-[3-Bromo-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-N-ciklopropil-acetamid;
1-(Azetidin-1-il)-2-[3-bromo-6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Bromo-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[3-Bromo-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-1-morfolino-etanon;
2-[3-Kloro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(3,3-difluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(4-Fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(4-Fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-morfolino-etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(3,4-difluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-(3,4-difluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(4-Fluorofenil)-2-metil-pirolo[3,2-b]piridin-1-il]-1-morfolino-etanon;
N-Ciklopropil-2-[6-(4-fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[6-(4-fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-(3,4-difluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3,3-difluoroazetidin-1-il)etanon;
2-[3-Kloro-6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-1-(3,3-difluoroazetidin-1-il)etanon;
2-[6-(4-Fluorofenil)-2-metil-pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
N-Ciklopropil-2-[6-(4-fluorofenil)-2-metil-pirolo[3,2-b]piridin-1-il]acetamid;
2-[3-Kloro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-1-(3,3-difluoroazetidin-1-il)etanon;
1-(Azetidin-1-il)-2-[2-metil-6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
2-(2-Metil-6-fenil-pirolo[3,2-b]piridin-1-il)-1-pirolidin-1-il-etanon;
N-Ciklopropil-2-(2-metil-6-fenil-pirolo[3,2-b]piridin-1-il)acetamid;
2-[2-Metil-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[2-Metil-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-1-morfolino-etanon;
1-(Azetidin-1-il)-2-[6-(4-fluorofenil)-2-metil-pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-(2-metil-6-fenil-pirolo[3,2-b]piridin-1-il)etanon;
2-[3-Kloro-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3,3-difluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3,3-difluoroazetidin-1-il)etanon;
N-Ciklopropil-2-[2-metil-6-(m-tolil)pirolo[3,2-b]piridin-1-il]acetamid;
2-(2-Metil-6-fenil-pirolo[3,2-b]piridin-1-il)-1-morfolino-etanon;
2-[3-Kloro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-1-(3,3-difluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-(3-Kloro-6-fenil-pirolo[3,2-b]piridin-1-il)-1-(3,3-difluoroazetidin-1-il)etanon;
2-(3-Kloro-6-fenil-pirolo[3,2-b]piridin-1-il)-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3,3-difluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
3-[[6-(4-Fluoro-2-metil-fenil)pirolo[3,2-b]piridin-1-il]metil]-5-metil-izoksazol;
5-Metil-3-[[6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]metil]izoksazol;
5-Metil-3-[[6-(m-tolil)pirolo[3,2-b]piridin-1-il]metil]izoksazol trifluoroacetatna sol;
5-Metil-3-[[6-(o-tolil)pirolo[3,2-b]piridin-1-il]metil]izoksazol trifluoroacetatna sol;
3-[[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]metil]-5-metil-izoksazol trifluoroacetatna sol;
3-[[6-(3,5-Difluorofenil)pirolo[3,2-b]piridin-1-il]metil]-5-metil-izoksazol trifluoroacetatna sol;
3-[[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]metil]-5-metil-izoksazol trifluoroacetatna sol;
N-Ciklobutil-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[3-bromo-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-fluoro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]acetatna kiselina;
1-(Azetidin-1-il)-2-[6-(2-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(p-tolil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3-Etilfenil)pirolo[3,2-b]piridin-1-il]etanon;
N-Ciklopropil-2-[6-(2-fluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
N-Ciklopropil-2-[6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
N-Ciklopropil-2-[6-(p-tolil)pirolo[3,2-b]piridin-1-il]acetamid;
2-(6-Fenilpirolo[3,2-b]piridin-1-il)-1-pirolidin-1-il-etanon;
2-[6-(2-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(m-Tolil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(p-Tolil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(3-Etilfenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(3-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
1-Morfolino-2-(6-fenilpirolo[3,2-b]piridin-1-il)etanon;
2-[6-(2-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-Morfolino-etanon;
2-[6-(3-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-Morfolino-etanon;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-Morfolino-etanon;
1-Morfolino-2-[6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
1-Morfolino-2-[6-(p-tolil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3-Etilfenil)pirolo[3,2-b]piridin-1-il]-1-Morfolino-etanon;
2-[3-Fluoro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(3,4-Difluorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Fluoro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-[3-(Difluorometil)fenil]-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Fluoro-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(5-Kloro-2-tienil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Fluoro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
N-Ciklopropil-2-[6-[5-(trifluorometil)-3-piridil]pirolo[3,2-b]piridin-1-il]acetamid;
N-Ciklopropil-2-[6-(3,4-difluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
N-Ciklopropil-2-[6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[6-[5-(trifluorometil)-3-piridil]pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3,4-difluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
2-[6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,4-Difluorofenil)pirolo[3,2-b]piridin-1-il]-1-Morfolino-etanon;
2-[6-[4-Fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-1-Morfolino-etanon;
1-(Azetidin-1-il)-2-[6-[2-(trifluorometil)-4-piridil]pirolo[3,2-b]piridin-1-il]etanon;
N-Ciklopropil-2-[6-[2-(trifluorometil)-4-piridil]pirolo[3,2-b]piridin-1-il]acetamid;
N-Ciklopropil-2-[6-[6-(trifluorometil)-2-piridil]pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[6-(6-metil-3-piridil)pirolo[3,2-b]piridin-1-il]etanon;
5-[1-[2-(Azetidin-1-il)-2-okso-etil]pirolo[3,2-b]piridin-6-il]piridin-2-karbonitril;
6-(3,4-Difluorofenil)-1-(pirimidin-5-ilmetil)pirolo[3,2-b]piridin;
6-(3,4-Difluorofenil)-1-[(5-fluoropirimidin-2-il)metil]pirolo[3,2-b]piridin;
Ciklobutil-[6-(3,4-difluorofenil)pirolo[3,2-b]piridin-1-il]metanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-[6-(trifluorometil)-2-piridil]pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-Ciklopropil-1-[6-(3,4-difluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-Pirolidin-1-il-2-[6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(3,5-difluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,5-Difluorofenil)pirolo[3,2-b]piridin-1-il]-1-Pirolidin-1-il-etanon;
1-Pirolidin-1-il-2-[6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,5-Difluorofenil)pirolo[3,2-b]piridin-1-il]-1-Morfolino-etanon;
1-Morfolino-2-[6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-Morfolino-2-[6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,4-Difluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(3,5-Difluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
6-(4-Metil-2-tienil)-1-(Piridazin-3-ilmetil)pirolo[3,2-b]piridin;
6-(3,4-Difluorofenil)-1-(Piridazin-3-ilmetil)pirolo[3,2-b]piridin;
2-[6-(4-Metil-2-tienil)pirolo[3,2-b]piridin-1-il]-1-Morfolino-etanon;
1-(Azetidin-1-il)-2-[6-(2,4-difluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(2,3-difluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(2,5-difluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-Ciklopropil-2-[6-(3,4-difluorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
6-(4-Metil-2-tienil)-1-[[5-(trifluorometil)-2-furil]metil]pirolo[3,2-b]piridin;
6-(3,4-Difluorofenil)-1-[[5-(trifluorometil)-2-furil]metil]pirolo[3,2-b]piridin;
N,N-Dimetil-2-[6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]acetamid;
1-[6-(3,4-Difluorofenil)pirolo[3,2-b]piridin-1-il]-3,3-dimetil-butan-2-on;
1-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-3,3-dimetil-butan-2-on;
1-[6-(3,5-Difluorofenil)pirolo[3,2-b]piridin-1-il]-3,3-dimetil-butan-2-on;
3,3-Dimetil-1-[6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]butan-2-on;
1-[6-[3-(Difluorometil)fenil]pirolo[3,2-b]piridin-1-il]-3,3-dimetil-butan-2-on;
1-[6-(3-Etilfenil)pirolo[3,2-b]piridin-1-il]-3,3-dimetil-butan-2-on;
2-[3-Kloro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(3,4-difluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(3,5-difluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-[3-(difluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(3-etilfenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
N-Ciklopropil-2-[6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
N-Ciklopropil-2-[6-(2,3-dimetilfenil)pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
N-Ciklopropil-2-[6-(m-tolil)pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
N-Ciklopropil-2-[6-(3,4-diklorofenil)pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
N-Ciklopropil-2-[6-[2-metil-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
N-Ciklopropil-2-(6-fenilpirolo[3,2-b]piridin-1-il)acetamid trifluoroacetatna sol;
N-Ciklopropil-2-[6-(4-fluoro-2,3-dimetil-fenil)pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
N-Ciklopropil-2-[6-(o-tolil)pirolo[3,2-b]piridin-1-il]acetamid;
N-Ciklopropil-2-[6-(4-fluoro-2-metil-fenil)pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-(o-tolil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna so;
1-(Azetidin-1-il)-2-[6-(4-fluoro-2-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-(4-fluoro-2,3-dimetil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-(2,3-dimetilfenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-[2-metil-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
N-Ciklopropil-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[6-(4-fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-Butil-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin trifluoroacetatna sol;
6-(4-Fluoro-3-metil-fenil)-1-izopentil-pirolo[3,2-b]piridin trifluoroacetatna sol;
6-(4-Fluoro-3-metil-fenil)-1-(3-piridilmetil)pirolo[3,2-b]piridin trifluoroacetatna sol;
1-(Ciklobutilmetil)-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin trifluoroacetatna sol;
1-(Ciklopropilmetil)-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin trifluoroacetatna sol;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid trifluoroacetatna sol;
2-[3-Kloro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N-Ciklopropil-acetamid trifluoroacetatna sol;
6-(4-Fluoro-3-metil-fenil)-1-(2-piridilmetil)pirolo[3,2-b]piridin trifluoroacetatna sol;
(R/S)-6-(4-Fluoro-3-metil-fenil)-1-(tetrahidrofuran-3-ilmetil)pirolo[3,2-b]piridin trifluoroacetatna sol;
6-(4-Fluoro-3-metil-fenil)-1-(4-piridilmetil)pirolo[3,2-b]piridin trifluoroacetatna sol;
(R/S)-6-(4-Fluoro-3-metil-fenil)-1-(oksiran-2-ilmetil)pirolo[3,2-b]piridin trifluoroacetatna sol;
6-(4-Fluoro-3-metil-fenil)-1-(2-pirazol-1-iletil)pirolo[3,2-b]piridin trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-(5-Kloro-2-tienil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
6-(4-Fluoro-3-metil-fenil)-1-(pirimidin-2-ilmetil)pirolo[3,2-b]piridin trifluoroacetatna sol;
(R/S)-6-(4-Fluoro-3-metil-fenil)-1-(oksetan-2-ilmetil)pirolo[3,2-b]piridin trifluoroacetatna sol;
1-(3,3-Difluoroazetidin-1-il)-2-[3-fluoro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-Ciklopropil-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on trifluoroacetatna sol;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(4-hidroksi-1-piperidil)etanon trifluoroacetatna sol;
(R/S)-1-(3-Azabiciklo[3.1.0]heksan-3-il)-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(4-metoksi-1-piperidil)etanon trifluoroacetatna sol;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(4-fluoro-1-piperidil)etanon trifluoroacetatna sol;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-[4-(fluorometil)-1-piperidil]etanon trifluoroacetatna sol;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(1-piperidil)etanon trifluoroacetatna sol;
(R/S)-2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(2-metilmorfolin-4-il)etanon trifluoroacetatna sol;
(R/S)-2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-[3-(trifluorometil)-1-piperidil]etanon trifluoroacetatna sol;
(R/S)-1-(2-Etilpirolidin-1-il)-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(2,2-Dimetilmorfolin-4-il)-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
(R/S)-2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-metoksipirolidin-1-il)etanon trifluoroacetatna sol;
(R/S)-2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoro-1-piperidil)etanon trifluoroacetatna sol;
1-(2,2-Dimetilpirolidin-1-il)-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-[(3R)-3-fluoropirolidin-1-il]etanon trifluoroacetatna sol;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-hidroksi-3-metil-azetidin-1-il)etanon;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-[3-hidroksi-3-(trifluorometil)azetidin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
N-Ciklopropil-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-N-metil-acetamid;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-[3-(hidroksimetil)azetidin-1-il]etanon;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-metoksiazetid in-1 -il)etanon;
1-(5-Azaspiro[2.3]heksan-5-il)-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(4-hidroksi-4-metil-1-piperidil)etanon trifluoroacetatna sol;
(R/S)-2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-metilmorfolin-4-il)etanon trifluoroacetatna sol;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-hidroksiazetidin-1-il)etanon;
1-[2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]acetil]azetidin-3-karbonitril;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-metilazetidin-1-il)etanon;
1-(3,3-Dimetilazetidin-1-il)-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-[2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]acetil]pirolidin-3-on trifluoroacetatna sol;
1-(3,3-Difluoropirolidin-1-il)-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
(R/S)-2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-hidroksipirolidin-1-il)etanon;
1-Ciklopropil-2-[6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
1-Ciklopropil-2-(6-fenilpirolo[3,2-b]piridin-1-il)etanon;
1-Ciklopropil-2-[6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-Ciklopropil-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-[6-(4-Fluoro-2,3-dimetil-fenil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[6-(3-Etilfenil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[6-(2,3-Dimetilfenil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-fenil-etanon;
1-(4-Fluorofenil)-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
(R/S)-6-(4-Fluorofenil)-1-(tetrahidropiran-2-ilmetil)pirolo[3,2-b]piridin trifluoroacetatna sol;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N-izopropil-acetamid;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N-propil-acetamid;
(R/S)-2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N-(2,2,2-trifluoro-1-metiletil)acetamid;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N-(1-metilciklopropil)acetamid;
N-(2-Fluoroetil)-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N-izobutil-acetamid;
5-[[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]metil]-3-metil-1,2,4-oksadiazol;
6-(4-Fluoro-3-metil-fenil)-1-[(1-metilpirazol-4-il)metil]pirolo[3,2-b]piridin;
N-(Ciklopropilmetil)-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
6-(4-Fluoro-3-metil-fenil)-1-[(1-metiltriazol-4-il)metil]pirolo[3,2-b]piridin;
5-[[3-Kloro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]metil]-3-metil-1,2,4-oksadiazol;
3-Kloro-6-(4-fluoro-3-metil-fenil)-1-[(1-metilpirazol-4-il)metil]pirolo[3,2-b]piridin;
2-[3-Kloro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-ciklobutil-etanon;
1-Ciklobutil-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-[5-(trifluorometil)-3-piridil]pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
2-[3-Kloro-6-[5-(trifluorometil)-3-piridil]pirolo[3,2-b]piridin-1-il]-N-ciklopropil-acetamid trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[3-Kloro-6-[6-(trifluorometil)-2-piridil]pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-[6-(trifluorometil)-2-piridil]pirolo[3,2-b]piridin-1-il]-N-ciklopropil-acetamid;
2-[3-Kloro-6-[6-(trifluorometil)-2-piridil]pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
N-Ciklopropil-2-[6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
N-Ciklopropil-2-[6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
N-Ciklopropil-2-[6-[3-(difluorometil)fenil]pirolo[3,2-b]piridin-1-il]acetamid;
N-Benzil-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
2-[[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]metil]oksazol;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N-(2-hidroksietil)acetamid;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N-(2-metoksietil)acetamid;
1-(3,3-Difluoroazetidin-1-il)-2-[6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(3,3-Difluoroazetidin-1-il)-2-(6-fenilpirolo[3,2-b]piridin-1-il)etanon trifluoroacetatna sol;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(3-etilfenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(3,3-Difluoroazetidin-1-il)-2-[6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(4-fluoro-2-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(3-Fluoroazetidin-1-il)-2-[6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(3-Fluoroazetidin-1-il)-2-[6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna so;
1-(3-Fluoroazetidin-1-il)-2-[6-(4-fluoro-2-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna so;
1-(3-Fluoroazetidin-1-il)-2-[6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(3-Fluoroazetidin-1-il)-2-[6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(3-Fluoroazetidin-1-il)-2-[6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
2-[6-(3-Etilfenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon trifluoroacetatna sol;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-(6-fenilpirolo[3,2-b]piridin-1-il)etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(2,4-difluoro-3-metil-fenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
(R/S)-1-[6-(3,5-Difluorofenil)pirolo[3,2-b]pihdin-1-il]-3-metil-butan-2-ol;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-hidroksiazetidin-1-il)etanon;
(R/S)-1-Ciklopropil-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanol;
(R/S)-2-Ciklopropil-1-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]propan-2-ol trifluoroacetatna sol;
1-Ciklopropil-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N-metoksi-etanimin;
1-(3-Fluoroazetidin-1-il)-2-[6-(2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-Pirolidin-1-il-2-[6-(2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(5-Etil-2-tienil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(5-Etil-2-tienil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(5-Metil-2-tienil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(5-etil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(4-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
1-Ciklopropil-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon oksim trifluoroacetatna sol;
2-[6-(5-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(4-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
(R/S)-1-(2-Ciklopropil-2-fluoro-etil)-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-metoksiazetidin-1-il)etanon;
6-(4-Fluoro-3-metil-fenil)-1-(2-metoksietil)pirolo[3,2-b]piridin trifluoroacetatna sol;
1-Ciklobutil-2-[6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-[(3R)-3-fluoropirolidin-1-il]etanon trifluoroacetatna sol;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-1-[(3S)-3-fluoropirolidin-1-il]etanon trifluoroacetatna sol;
1-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]butan-2-on trifluoroacetatna sol;
N-Etil-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N-metil-acetamid;
N,N-Dietil-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[3-Kloro-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-1-ciklopropil-etanon;
2-(3-Kloro-6-fenil-pirolo[3,2-b]piridin-1-il)-1-ciklopropil-etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-fluoro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(3,5-dimetilfenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Fluoro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-morfolino-etanon;
2-[3-Fluoro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-morfolino-etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-[3-(Difluorometil)fenil]-3-fluoro-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(3,4-Difluorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Fluoro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[3-Fluoro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[3-Fluoro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
1-Ciklopropil-2-[3-fluoro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-Ciklopropil-2-[3-fluoro-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(5-Kloro-2-tienil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-1-Ciklopropil-etanon;
1-Ciklopropil-2-[3-fluoro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-Ciklopropil-2-[3-fluoro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-Ciklopropil-2-[6-[3-(difluorometil)fenil]-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-fluoro-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-[3-(difluorometil)fenil]-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
1-[3-Fluoro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[6-(3-Etilfenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[6-(3,4-Difluorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[3-Fluoro-6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[3-Fluoro-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[3-Fluoro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
6-(4-Fluoro-3-metil-fenil)-1-(metilsulfanilmetil)pirolo[3,2-b]piridin;
(R/S)-6-(4-Fluoro-3-metil-fenil)-1-(metilsulfinilmetil)pirolo[3,2-b]piridin;
6-(4-Fluoro-3-metil-fenil)-1-(metilsulfonilmetil)pirolo[3,2-b]piridin;
1-[3-Fluoro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]butan-2-on;
1-[3-Fluoro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]butan-2-on;
1-[3-Fluoro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]butan-2-on;
1-[6-(3,4-Difluorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]butan-2-on;
1-[6-[3-(Difluorometil)fenil]-3-fluoro-pirolo[3,2-b]piridin-1-il]butan-2-on;
1-[6-(5-Kloro-2-tienil)-3-fluoro-pirolo[3,2-b]piridin-1-il]butan-2-on;
1-[3-Fluoro-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]butan-2-on;
4-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]butan-2-on;
1-[3-Fluoro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[6-[3-(Difluorometil)fenil]-3-fluoro-pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[3-Fluoro-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[3-Fluoro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-[6-(5-Kloro-2-tienil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-morfolino-etanon;
1-(3-Fluoroazetidin-1-il)-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
N-Ciklopropil-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
N-Ciklopropil-2-[6-(3,5-difluorofenil)pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
N-Ciklopropil-2-[6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
N-Ciklopropil-2-[6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-(6-fenilpirolo[3,2-b]piridin-1-il)etanon;
1-(Azetidin-1-il)-2-[6-(3,5-difluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-(3,4-diklorofenil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[3-kloro-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(3,4-difluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-[6-(trifluorometil)-2-piridil]pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-[6-(3,5-Difluorofenil)pirolo[3,2-b]piridin-1-il]-3-metil-butan-2-on;
1-Ciklobutil-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
N-Ciklopropil-2-[6-(3-Etilfenil)pirolo[3,2-b]piridin-1-il]acetamid;
2-[6-(3,4-Difluorofenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(4-Metil-2-tienil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
1-(3-Fluoroazetidin-1-il)-2-[6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(5-kloro-2-tienil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
1-(Azetidin-1-il)-2-[6-(5-kloro-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
N,N-Dimetil-2-[6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
2-[6-(3,5-Difluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-[3-(Difluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(5-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(3,4-Difluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(Azetidin-1-il)-2-[6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(5-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3,4-difluorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-fluoro-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-ciklopropil-etanon;
1-(Azetidin-1-il)-2-[6-(3-tienil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
N,N-Dimetil-2-[6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]acetamid trifluoroacetatna sol;
2-[3-Fluoro-6-(2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(5-Etil-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[3-fluoro-6-(2-tienil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
2-[3-Fluoro-6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(4-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-(5-Etil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
2-[6-(5-Etil-2-tienil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(Azetidin-1-il)-2-[6-(4-kloro-2-tienil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(2-tienil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
2-[6-(4-Kloro-2-tienil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(Azetidin-1-il)-2-[6-(4-Kloro-2-tienil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
2-[6-(5-Etil-2-tienil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-(2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
N,N-Dimetil-2-[6-(2-tienil)pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[6-(5-Etil-2-tienil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon trifluoroacetatna sol;
1-(Azetidin-1-il)-2-[6-(3-kloro-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(2-metiltiazol-5-il)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-(6-tiazol-5-ilpirolo[3,2-b]piridin-1-il)etanon;
1-(Azetidin-1-il)-2-[6-(6-fluoro-3-piridil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(5-Etil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N-metil-N-(2,2,2-trifluoroetil)acetamid;
2-[3-Kloro-6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(5-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(4-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N-metil-N-(2,2,2-trifluoroetil)acetamid;
2-[3-Kloro-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(2-tienil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(4-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
N-Etil-2-[6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-N-metil-acetamid;
2-[3-Kloro-6-(2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(5-Etil-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(Azetidin-1-il)-2-[3-kloro-6-(4-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-(5-Kloro-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(5-Etil-2-tienil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-[2-Fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[6-(5-Kloro-4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(2,5-Dimetil-3-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
N,N-Dimetil-2-[6-(2,4,5-trimetil-3-tienil)pirolo[3,2-b]piridin-1-il]acetamid;
2-[6-(3-Klorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(4-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(2-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(2-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
N,N-Dimetil-2-(6-fenilpirolo[3,2-b]piridin-1-il)acetamid;
N,N-Dimetil-2-[6-(m-tolil)pirolo[3,2-b]piridin-1-il]acetamid;
N,N-Dimetil-2-[6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]acetamid;
2-[6-[4-Fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
N,N-Dimetil-2-[6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
N,N-Dimetil-2-[6-[5-(trifluorometil)-2-tienil]pirolo[3,2-b]piridin-1-il]acetamid;
2-[6-(5-Kloro-3-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(2,5-Dikloro-3-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
N,N-Dimetil-2-[6-[6-(trifluorometil)-2-piridil]pirolo[3,2-b]piridin-1-il]acetamid;
N,N-Dimetil-2-[6-[2-(trifluorometil)-4-piridil]pirolo[3,2-b]piridin-1-il]acetamid;
N,N-Dimetil-2-[6-[5-(trifluorometil)-3-piridil]pirolo[3,2-b]piridin-1-il]acetamid;
2-[6-(2,6-Difluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(2-Fluoro-5-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(Azetidin-1-il)-2-[6-[3-(difluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(2,4-Difluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(3-Kloro-2-fluoro-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(3-Etilfenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(3-Fluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(Azetidin-1-il)-2-[6-(2-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(2,4-difluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3-kloro-2-fluoro-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[6-(2-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3-kloro-4-fluoro-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[6-(2-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-[3-(Difluorometil)fenil]pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
N-Etil-N-metil-2-[6-(m-tolil)pirolo[3,2-b]piridin-1-il]acetamid;
2-[6-(2,4-Difluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(3,4-Difluorofenil)pirolo[3,2-b]piridin-1-il]-N-etil-N-metil-acetamid;
N-Etil-N-metil-2-[6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[6-(3-klorofenil)pirolo[3,2-b]piridin-1-il]etanon;
N-Etil-2-[6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N-metilacetamid;
2-[6-(3-Klorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(3-Kloro-2-fluoro-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(3-Kloro-4-fluoro-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(3-Kloro-4-fluoro-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(2,4-Difluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N-etil-N-metil-acetamid;
N-Etil-N-metil-2-[6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[3-fluoro-6-(2-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-fluoro-6-(2-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-fluoro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3,5-difluorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-fluoro-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-fluoro-6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-fluoro-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3-klorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3-kloro-2-fluoro-fenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(2,4-difluoro-3-metil-fenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3-kloro-4-fluoro-fenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-(3-fluoro-6-fenil-pirolo[3,2-b]piridin-1-il)etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(2-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,5-Difluorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(2,4-Difluoro-3-metil-fenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(3-Klorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(3-Kloro-2-fluoro-fenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(3-Etilfenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Fluoro-6-(2-fluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Fluoro-6-(2-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-(3-Fluoro-6-fenil-pirolo[3,2-b]piridin-1-il)-N,N-dimetil-acetamid;
2-[3-Fluoro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(Azetidin-1-il)-2-(3-fluoro-6-fenil-pirolo[3,2-b]piridin-1-il)etanon;
1-(Azetidin-1-il)-2-[6-(3-etilfenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Fluoro-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[3-Fluoro-6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[3-Fluoro-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(2,4-Difluoro-3-metil-fenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[6-(3-Klorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(3-Kloro-4-fluoro-fenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[6-(3-Etilfenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(Azetidin-1-il)-2-[3-fluoro-6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(2-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,5-Difluorofenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Fluoro-6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(4-fluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(2-fluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(2-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-(3-Kloro-6-fenil-pirolo[3,2-b]piridin-1-il)-N,N-dimetil-acetamid;
2-[3-Kloro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[3-Kloro-6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[3-Kloro-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(2,4-difluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[3-Kloro-6-(3-kloro-4-fluoro-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
1-(Azetidin-1-il)-2-[3-kloro-6-(2-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(2-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(2,4-difluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(3-klorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(3-kloro-4-fluoro-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(3-kloro-2-fluoro-fenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-[3-(difluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(Azetidin-1-il)-2-[3-kloro-6-(3,5-difluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-kloro-6-(3-etilfenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-(3-klorofenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(2-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(2-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(3,5-difluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-[2-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(2,4-difluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(3-kloro-4-fluoro-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(3-kloro-2-fluoro-fenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(3-etilfenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(3-fluorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-(3-kloro-2-fluoro-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[3-Kloro-6-(3-klorofenil)pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[3-Kloro-6-[3-(difluorometil)fenil]pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
1-(Azetidin-1-il)-2-[3-fluoro-2-metil-6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(3,4-difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,4-Difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(3-Fluoroazetidin-1-il)-2-[3-metil-6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,4-Difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
1-(Azetidin-1-il)-2-[3-metil-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
N,N-Dimetil-2-[3-metil-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]acetamid;
1-(3-Fluoroazetidin-1-il)-2-[3-metil-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,5-Difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(Azetidin-1-il)-2-[6-(3,5-difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,5-Difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N-etil-N-metil-acetamid;
2-[6-(4-Fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
N-Etil-2-[6-(4-fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N-metil-acetamid;
N-Etil-2-[6-(2-fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N-metilacetamid;
1-(Azetidin-1-il)-2-[6-(2-fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(2-Fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
1-(3-Fluoroazetidin-1-il)-2-[6-(2-fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(2-fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(2-Fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(4-Fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[3-Metil-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
N-Etil-N-metil-2-[3-metil-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]acetamid;
1-(3,3-Difluoroazetidin-1-il)-2-[3-metil-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-metil-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
N,N-Dimetil-2-[3-metil-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
N,N-Dimetil-2-[3-metil-6-(m-tolil)pirolo[3,2-b]piridin-1-il]acetamid;
N,N-Dimetil-2-[3-metil-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[3-metil-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-metil-6-(4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
N,N-Dimetil-2-(3-metil-6-fenil-pirolo[3,2-b]piridin-1-il)acetamid;
N-Etil-N-metil-2-(3-metil-6-fenil-pirolo[3,2-b]piridin-1-il)acetamid;
1-(3-Fluoroazetidin-1-il)-2-(3-metil-6-fenil-pirolo[3,2-b]piridin-1-il)etanon;
1-(3,3-Difluoroazetidin-1-il)-2-(3-metil-6-fenil-pirolo[3,2-b]piridin-1-il)etanon;
1-(3-Fluoroazetidin-1-il)-2-[6-(4-fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-metil-6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-metil-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
N,N-Dimetil-2-[3-metil-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
N-Etil-N-metil-2-[3-metil-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]acetamid;
1-(Azetidin-1-il)-2-[6-[2-fluoro-3-(trifluorometil)fenil]-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[6-[2-Fluoro-3-(trifluorometil)fenil]-3-metil-pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
N-Etil-2-[6-[2-fluoro-3-(trifluorometil)fenil]-3-metil-pirolo[3,2-b]piridin-1-il]-N-metil-acetamid;
1-(3-Fluoroazetidin-1-il)-2-[3-metil-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[6-[2-fluoro-3-(trifluorometil)fenil]-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[6-[2-Fluoro-3-(trifluorometil)fenil]-3-metil-pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[3-Metil-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
1-(Azetidin-1-il)-2-[6-(2-fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(2-Fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
N-Etil-2-[6-(2-fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N-metil-acetamid;
1-(3,3-Difluoroazetidin-1-il)-2-[6-[2-fluoro-3-(trifluorometil)fenil]-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[3-metil-6-(2,3,4-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(2-fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-metil-6-(3,4,5-trifluorofenil)pirolo[3,2-b]piridin-1-il]etanon;
2-[3-Kloro-6-(2,5-dimetil-3-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-[6-(trifluorometil)-2-piridil]pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-(5-kloro-4-metil-2-tienil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Kloro-6-[5-(trifluorometil)-2-tienil]pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(Benzotiofen-2-il)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[3-Fluoro-6-[4-fluoro-3-(trifluorometil)fenil]pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(3-Kloro-2-fluoro-fenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
1-(3-Fluoroazetidin-1-il)-2-[3-fluoro-6-(m-tolil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3-Kloro-4-fluoro-fenil)-3-fluoro-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
1-(Azetidin-1-il)-2-(3-[3H]-6-(4-fluoro-3-metilfenil)-1H-pirolo[3,2-b]piridin-1-il)etanon;
2-[2-Deuterio-6-(4-fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
2-[6-(3,5-Difluorofenil)-3-(trifluorometil)pirolo[3,2-b]piridin-1-il]-N,N-dimetilacetamid;
3-Kloro-1-(3-piridilmetil)-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin;
1-(Piridazin-3-ilmetil)-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin;
3-Kloro-6-(4-fluoro-3-metil-fenil)-1-(Piridazin-3-ilmetil)pirolo[3,2-b]piridin;
3-Kloro-1-(Piridazin-3-ilmetil)-6-[3-(trifluorometil)fenil]pirolo[3,2-b]piridin;
2-[6-(4-Fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
N-Etil-2-[6-(4-fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N-metil-acetamid;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(4-fluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,4-Difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(3,4-Difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N-etil-N-metil-acetamid;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(3,4-difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(2,4-Difluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(3,5-Difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(2,4-Difluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
2-[6-(2,4-Difluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]-N-etil-N-metil-acetamid;
1-(3,3-Difluoroazetidin-1-il)-2-[6-(2,4-difluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[6-(2,4-difluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(5-Kloro-2-tienil)-3-metil-pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
2-[6-(2,4-Difluoro-3-metil-fenil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
N-Etil-N-metil-2-[3-metil-6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]acetamid;
2-[3-Metil-6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]-1-pirolidin-1-il-etanon;
1-(3,3-Difluoroazetidin-1-il)-2-[3-metil-6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(Azetidin-1-il)-2-[3-metil-6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
1-(3-Fluoroazetidin-1-il)-2-[3-metil-6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]etanon;
2-[6-(3,5-Difluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
2-[6-(5-Kloro-2-tienil)-3-metil-pirolo[3,2-b]piridin-1-il]-1-(3-fluoroazetidin-1-il)etanon;
N,N-Dimetil-2-[3-metil-6-(5-metil-2-tienil)pirolo[3,2-b]piridin-1-il]acetamid;
1-(3-Fluoroazetidin-1-il)-2-[6-(2-fluorofenil)-3-metil-pirolo[3,2-b]piridin-1-il]etanon; i
2-[6-[5-(Difluorometil)-2-tienil]pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid;
ili njegova farmaceutski prihvatljiva sol, N-oksid ili solvat.
9. Spoj prema zahtjevu 8, koji je 2-[6-(4-Fluoro-3-metil-fenil)pirolo[3,2-b]piridin-1-il]-N,N-dimetil-acetamid trifluoroacetatna sol.
10. Farmaceutski sastav koji obuhvaća spoj prema bilo kojem od zahtjeva 1 do 9 ili njegovu farmaceutski prihvatljivu sol, N-oksid ili njegov solvat, i bar jedne farmaceutski prihvatljive pomoćne tvari.
11. Spoj prema bilo kojem od zahtjeva 1 do 9 ili njegova farmaceutski prihvatljiva sol, N-oksid ili solvat za upotrebu kao lijek.
12. Spoj prema bilo kojem od zahtjeva 1 do 9 ili njegova farmaceutski prihvatljiva sol, solvat, ili N-oksid za upotrebu u postupku liječenja bolesti, poremećaja, ili medicinskog stanja koje je posredovano aktivnosti NR2B receptora, pri čemu spomenuti postupak obuhvaća davanje subjektu kojem je potreban takav tretman efikasne količine spoja ili njegove farmaceutski prihvatljive soli, pri čemu bolest, poremećaj, ili medicinsko stanje:
(a) je izabrano iz grupe koja obuhvaća: bipolarni poremećaj, veliki depresivni poremećaj, depresiju koja je otporna na liječenje, post-porođajnu depresiju, sezonski afektivni poremećaj, Alzheimerova bolest, Parkinsonovu bolest, Huntingtonovu bolest, multiplu sklerozu, kognitivno oštećenje, povredu glave, povredu leđne moždine, moždani udar, epilepsiju, diskineziju, amiotrofičnu lateralnu sklerozu, neurodegeneraciju povezanu s bakterijskim ili kroničnim infekcijama, bol, dijabetičku neuropatiju, migrenu, cerebralnu ishemiju, shizofreniju, encefalitis, autizam i spektar autističnih poremećaja, poremećaje pamćenja i učenja, opsesivno kompulzivni poremećaj, poremećaj nedostatka pažnje uslijed hiperaktivnosti (ADHD) i bolesti ovisnosti; ili
(b) je depresija koja je otporna na liječenje ili veliki depresivni poremećaj; ili
(c) je poremećaj centralnog živčanog sustava; ili
(d) je neurološki ili psihijatrijski poremećaj; ili
(e) je (1) poremećaj raspoloženja; (2) neurološki, povezan sa stresom ili somatoformni poremećaj; (3) poremećaj psihološkog razvoja; (4) poremećaj u ponašanju koji je povezan s fiziološkim smetnjama i fizičkim faktorima; (5) ekstrapiramidalni i poremećaj u kretanju; (6) epizodni ili paroksizomalni; (7) bol; (8) oblik neurodegeneracije, ili (9) cerebrovaskularna bolest.
13. Spoj ili njegova farmaceutski prihvatljiva sol, N-oksid ili solvat, za upotrebu kao što je zahtijevano u zahtjevu 12, pri čemu bolest, poremećaj, ili medicinsko stanje je (i) neurotični, povezan sa stresom ili somatoformni poremećaj koji je anksiozni poremećaj; (ii) epizodni ili paroksizomalni poremećaj koji je epilepsija; ili (iii) cerebrovaskularna bolest koja je akutna cerebrovaskularna bolest ili kronična cerebrovaskularna bolest.
14. Spoj ili farmaceutski prihvatljiva sol, N-oksid ili njegov solvat, za upotrebu kao što je zahtijevano u zahtjevu 12, pri čemu poremećaj bolesti ili medicinskog stanja je depresija otporna na liječenje.
15. Spoj ili njegova farmaceutski prihvatljiva sol, N-oksid ili njegov solvat, za upotrebu kao što je zahtijevano u zahtjevu 12, pri čemu poremećaj bolesti ili medicinskog stanja je veliki depresivni poremećaj.
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US201562190416P | 2015-07-09 | 2015-07-09 | |
PCT/US2016/041339 WO2017007938A1 (en) | 2015-07-09 | 2016-07-07 | Substituted 4-azaindoles and their use as glun2b receptor modulators |
EP16741469.7A EP3319963B1 (en) | 2015-07-09 | 2016-07-07 | Substituted 4-azaindoles and their use as glun2b receptor modulators |
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EP (1) | EP3319963B1 (hr) |
JP (2) | JP6964576B2 (hr) |
KR (1) | KR20180026760A (hr) |
CN (1) | CN108026094B (hr) |
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BR (1) | BR112018000468A2 (hr) |
CA (1) | CA2991765C (hr) |
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EA (1) | EA033197B1 (hr) |
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HK (1) | HK1255160A1 (hr) |
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LT (1) | LT3319963T (hr) |
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MD (1) | MD3319963T2 (hr) |
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PL (1) | PL3319963T3 (hr) |
PT (1) | PT3319963T (hr) |
SI (1) | SI3319963T1 (hr) |
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USRE49517E1 (en) | 2014-08-15 | 2023-05-02 | Janssen Pharmaceuticals, Inc. | Pyrazoles |
EP3180329B1 (en) | 2014-08-15 | 2020-03-18 | Janssen Pharmaceuticals, Inc. | Triazoles as nr2b receptor inhibitors |
KR20180026760A (ko) | 2015-07-09 | 2018-03-13 | 얀센 파마슈티카 엔.브이. | 치환된 4-아자인돌 및 glun2b 수용체 조절제로서의 이의 용도 |
CA3014314A1 (en) | 2016-02-10 | 2017-08-17 | Janssen Pharmaceutica Nv | Substituted 1,2,3-triazoles as nr2b-selective nmda modulators |
TW201819376A (zh) * | 2016-10-06 | 2018-06-01 | 比利時商健生藥品公司 | 經取代之1H-咪唑並[4,5-b]吡啶-2(3H)-酮及其作為GLUN2B受體調節劑之用途 |
US11008302B2 (en) | 2018-04-04 | 2021-05-18 | Janssen Pharmaceutica Nv | Substituted pyridine and pyrimidines and their use as GluN2B receptor modulators |
CN114007610A (zh) * | 2019-06-14 | 2022-02-01 | 詹森药业有限公司 | 取代的杂芳族吡唑并吡啶以及它们作为glun2b受体调节剂的用途 |
SG11202112407PA (en) * | 2019-06-14 | 2021-12-30 | Janssen Pharmaceutica Nv | Substituted pyrazolo-pyridine amides and their use as glun2b receptor modulators |
AU2020293584A1 (en) | 2019-06-14 | 2022-01-20 | Janssen Pharmaceutica Nv | Pyridine carbamates and their use as GluN2B receptor modulators |
MX2021015511A (es) | 2019-06-14 | 2022-01-31 | Janssen Pharmaceutica Nv | Carbamatos de pirazina y sus usos como moduladores del receptor glun2b. |
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CN114621125A (zh) * | 2020-12-14 | 2022-06-14 | 中国科学技术大学 | Nlrp3炎症小体抑制剂及其应用 |
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CA3014314A1 (en) | 2016-02-10 | 2017-08-17 | Janssen Pharmaceutica Nv | Substituted 1,2,3-triazoles as nr2b-selective nmda modulators |
TW201819376A (zh) | 2016-10-06 | 2018-06-01 | 比利時商健生藥品公司 | 經取代之1H-咪唑並[4,5-b]吡啶-2(3H)-酮及其作為GLUN2B受體調節劑之用途 |
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