AU2020277027A1 - Compounds for treating huntington's disease - Google Patents
Compounds for treating huntington's disease Download PDFInfo
- Publication number
- AU2020277027A1 AU2020277027A1 AU2020277027A AU2020277027A AU2020277027A1 AU 2020277027 A1 AU2020277027 A1 AU 2020277027A1 AU 2020277027 A AU2020277027 A AU 2020277027A AU 2020277027 A AU2020277027 A AU 2020277027A AU 2020277027 A1 AU2020277027 A1 AU 2020277027A1
- Authority
- AU
- Australia
- Prior art keywords
- pyridin
- pyridazin
- fluoro
- oxy
- methyl
- 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.)
- Abandoned
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 507
- 208000023105 Huntington disease Diseases 0.000 title claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 7
- -1 piperidin-1-olate-yl Chemical group 0.000 claims description 5044
- 125000001424 substituent group Chemical group 0.000 claims description 280
- 125000000623 heterocyclic group Chemical group 0.000 claims description 265
- 125000001072 heteroaryl group Chemical group 0.000 claims description 183
- 125000004076 pyridyl group Chemical group 0.000 claims description 104
- 229910052760 oxygen Inorganic materials 0.000 claims description 88
- 125000005842 heteroatom Chemical group 0.000 claims description 86
- 125000002950 monocyclic group Chemical group 0.000 claims description 86
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 80
- 125000004193 piperazinyl group Chemical group 0.000 claims description 80
- 125000003386 piperidinyl group Chemical group 0.000 claims description 77
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 74
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 64
- 125000002619 bicyclic group Chemical group 0.000 claims description 48
- 229920006395 saturated elastomer Polymers 0.000 claims description 48
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 42
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 41
- 125000005241 heteroarylamino group Chemical group 0.000 claims description 36
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 claims description 35
- 229910052736 halogen Inorganic materials 0.000 claims description 33
- 125000000355 1,3-benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 31
- 125000005955 1H-indazolyl group Chemical group 0.000 claims description 31
- 125000002883 imidazolyl group Chemical group 0.000 claims description 31
- 125000002971 oxazolyl group Chemical group 0.000 claims description 31
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 29
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 19
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 claims description 19
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 19
- 125000005843 halogen group Chemical group 0.000 claims description 18
- 150000002367 halogens Chemical class 0.000 claims description 17
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 16
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 239000003814 drug Substances 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000012453 solvate Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 3
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- UDZAEWMURDKNIY-REDHCSJFSA-N 2-[6-[(3R)-3-(tert-butylamino)pyrrolidin-1-yl]pyridazin-3-yl]-5-[1-(trideuteriomethyl)pyrazol-4-yl]pyridin-3-ol Chemical compound C(C)(C)(C)N[C@H]1CN(CC1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NN(C=1)C([2H])([2H])[2H] UDZAEWMURDKNIY-REDHCSJFSA-N 0.000 claims 2
- LMFOXRKPQPWMBX-CYQFQFRFSA-N 2-[6-[(3R,4S)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]-5-(2-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)pyridin-3-ol trihydrochloride Chemical compound CC1=NN2C=C(C=CC2=N1)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@H]5CC(NC([C@H]5F)(C)C)(C)C)O.Cl.Cl.Cl LMFOXRKPQPWMBX-CYQFQFRFSA-N 0.000 claims 2
- MZHUYPDLNAQKKT-CPEHYTGNSA-N 2-[6-[(3R,4S)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]-5-(2-methylimidazo[1,2-a]pyridin-6-yl)pyridin-3-ol trihydrochloride Chemical compound CC1=CN2C=C(C=CC2=N1)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@H]5CC(NC([C@H]5F)(C)C)(C)C)O.Cl.Cl.Cl MZHUYPDLNAQKKT-CPEHYTGNSA-N 0.000 claims 2
- OASWFGLMIQVGCL-CESJSFPBSA-N 2-[6-[(3R,4S)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]-5-(2-methylimidazo[1,2-a]pyrimidin-6-yl)pyridin-3-ol trihydrochloride Chemical compound CC1=CN2C=C(C=NC2=N1)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@H]5CC(NC([C@H]5F)(C)C)(C)C)O.Cl.Cl.Cl OASWFGLMIQVGCL-CESJSFPBSA-N 0.000 claims 2
- SBBKJFMLZNJVNX-JXFKEZNVSA-N 2-[6-[(3R,4S)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]-5-([1,2,4]triazolo[1,5-a]pyrazin-2-yl)pyridin-3-ol Chemical compound F[C@@H]1C(NC(C[C@@H]1OC1=CC=C(N=N1)C1=NC=C(C=C1O)C1=NN2C(C=NC=C2)=N1)(C)C)(C)C SBBKJFMLZNJVNX-JXFKEZNVSA-N 0.000 claims 2
- POTPNCWOKPZJCM-UQASCPDOSA-N 2-[6-[(3R,4S)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]-5-[2-methyl-8-(trifluoromethyl)imidazo[1,2-a]pyridin-6-yl]pyridin-3-ol trihydrochloride Chemical compound CC1=CN2C=C(C=C(C2=N1)C(F)(F)F)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@H]5CC(NC([C@H]5F)(C)C)(C)C)O.Cl.Cl.Cl POTPNCWOKPZJCM-UQASCPDOSA-N 0.000 claims 2
- LMFOXRKPQPWMBX-LZYRFSMASA-N 2-[6-[(3S,4R)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]-5-(2-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)pyridin-3-ol trihydrochloride Chemical compound CC1=NN2C=C(C=CC2=N1)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@@H]5CC(NC([C@@H]5F)(C)C)(C)C)O.Cl.Cl.Cl LMFOXRKPQPWMBX-LZYRFSMASA-N 0.000 claims 2
- MZHUYPDLNAQKKT-YQWSPDFPSA-N 2-[6-[(3S,4R)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]-5-(2-methylimidazo[1,2-a]pyridin-6-yl)pyridin-3-ol trihydrochloride Chemical compound CC1=CN2C=C(C=CC2=N1)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@@H]5CC(NC([C@@H]5F)(C)C)(C)C)O.Cl.Cl.Cl MZHUYPDLNAQKKT-YQWSPDFPSA-N 0.000 claims 2
- OASWFGLMIQVGCL-VGNPVSFESA-N 2-[6-[(3S,4R)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]-5-(2-methylimidazo[1,2-a]pyrimidin-6-yl)pyridin-3-ol trihydrochloride Chemical compound CC1=CN2C=C(C=NC2=N1)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@@H]5CC(NC([C@@H]5F)(C)C)(C)C)O.Cl.Cl.Cl OASWFGLMIQVGCL-VGNPVSFESA-N 0.000 claims 2
- POTPNCWOKPZJCM-QNPMOXIUSA-N 2-[6-[(3S,4R)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]-5-[2-methyl-8-(trifluoromethyl)imidazo[1,2-a]pyridin-6-yl]pyridin-3-ol trihydrochloride Chemical compound CC1=CN2C=C(C=C(C2=N1)C(F)(F)F)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@@H]5CC(NC([C@@H]5F)(C)C)(C)C)O.Cl.Cl.Cl POTPNCWOKPZJCM-QNPMOXIUSA-N 0.000 claims 2
- PYVBNWBYLGFDBQ-JSXJMZBESA-N 2-[6-[(3S,5R)-3,5-dimethylpiperazin-1-yl]pyridazin-3-yl]-5-[(6-methylpyridin-3-yl)amino]pyridin-3-ol dihydrochloride Chemical compound C[C@@H]1CN(C[C@@H](N1)C)C2=NN=C(C=C2)C3=C(C=C(C=N3)NC4=CN=C(C=C4)C)O.Cl.Cl PYVBNWBYLGFDBQ-JSXJMZBESA-N 0.000 claims 2
- PIMZNXQDCRTYFK-HPRDVNIFSA-N 2-[6-[(5,5-dimethyl-4-azaspiro[2.5]octan-7-yl)oxy]pyridazin-3-yl]-5-[1-(trideuteriomethyl)pyrazol-4-yl]pyridin-3-ol Chemical compound CC1(NC2(CC2)CC(C1)OC1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NN(C=1)C([2H])([2H])[2H])C PIMZNXQDCRTYFK-HPRDVNIFSA-N 0.000 claims 2
- DVONPMSAMCXLJH-UHFFFAOYSA-N 2-[6-[(6,6-dimethyl-2-oxa-5-azaspiro[3.5]nonan-8-yl)oxy]pyridazin-3-yl]-5-(1H-pyrazol-4-yl)pyridin-3-ol Chemical compound CC1(NC2(COC2)CC(C1)OC1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NNC=1)C DVONPMSAMCXLJH-UHFFFAOYSA-N 0.000 claims 2
- UDZAEWMURDKNIY-GKOSEXJESA-N 2-[6-[3-(tert-butylamino)pyrrolidin-1-yl]pyridazin-3-yl]-5-[1-(trideuteriomethyl)pyrazol-4-yl]pyridin-3-ol Chemical compound C(C)(C)(C)NC1CN(CC1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NN(C=1)C([2H])([2H])[2H] UDZAEWMURDKNIY-GKOSEXJESA-N 0.000 claims 2
- XNPOOULYYABWIZ-NHPNDNCXSA-N 2-[6-[[(3R,4R)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]amino]pyridazin-3-yl]-5-[1-(trideuteriomethyl)pyrazol-4-yl]pyridin-3-ol Chemical compound F[C@H]1C(NC(C[C@H]1NC1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NN(C=1)C([2H])([2H])[2H])(C)C)(C)C XNPOOULYYABWIZ-NHPNDNCXSA-N 0.000 claims 2
- OCXJONGFKVSVJJ-RGEXYPLXSA-N 2-[6-[[(3R,4R)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]amino]pyridazin-3-yl]-5-[6-(trideuteriomethoxy)pyrimidin-4-yl]pyridin-3-ol Chemical compound F[C@H]1C(NC(C[C@H]1NC1=CC=C(N=N1)C1=NC=C(C=C1O)C1=NC=NC(=C1)OC([2H])([2H])[2H])(C)C)(C)C OCXJONGFKVSVJJ-RGEXYPLXSA-N 0.000 claims 2
- DHCOZZMTMPLPJX-FRYRKQBNSA-N 2-[6-[[(5R,7R)-5-methyl-4-azaspiro[2.5]octan-7-yl]oxy]pyridazin-3-yl]-5-[1-(trideuteriomethyl)pyrazol-4-yl]pyridin-3-ol Chemical compound C[C@H]1NC2(CC2)C[C@@H](C1)OC1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NN(C=1)C([2H])([2H])[2H] DHCOZZMTMPLPJX-FRYRKQBNSA-N 0.000 claims 2
- DHCOZZMTMPLPJX-JJHWETPOSA-N 2-[6-[[(5R,7S)-5-methyl-4-azaspiro[2.5]octan-7-yl]oxy]pyridazin-3-yl]-5-[1-(trideuteriomethyl)pyrazol-4-yl]pyridin-3-ol Chemical compound C[C@H]1NC2(CC2)C[C@H](C1)OC1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NN(C=1)C([2H])([2H])[2H] DHCOZZMTMPLPJX-JJHWETPOSA-N 0.000 claims 2
- DHCOZZMTMPLPJX-QEHOZGPLSA-N 2-[6-[[(5S,7R)-5-methyl-4-azaspiro[2.5]octan-7-yl]oxy]pyridazin-3-yl]-5-[1-(trideuteriomethyl)pyrazol-4-yl]pyridin-3-ol Chemical compound C[C@@H]1NC2(CC2)C[C@@H](C1)OC1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NN(C=1)C([2H])([2H])[2H] DHCOZZMTMPLPJX-QEHOZGPLSA-N 0.000 claims 2
- DHCOZZMTMPLPJX-VBYHJNFMSA-N 2-[6-[[(5S,7S)-5-methyl-4-azaspiro[2.5]octan-7-yl]oxy]pyridazin-3-yl]-5-[1-(trideuteriomethyl)pyrazol-4-yl]pyridin-3-ol Chemical compound C[C@@H]1NC2(CC2)C[C@H](C1)OC1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NN(C=1)C([2H])([2H])[2H] DHCOZZMTMPLPJX-VBYHJNFMSA-N 0.000 claims 2
- BZUUIAQPHOYZGJ-DCXNZVDVSA-N 5-(2,8-dimethylimidazo[1,2-a]pyridin-6-yl)-2-[6-[(3R,4S)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]pyridin-3-ol trihydrochloride Chemical compound CC1=CC(=CN2C1=NC(=C2)C)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@H]5CC(NC([C@H]5F)(C)C)(C)C)O.Cl.Cl.Cl BZUUIAQPHOYZGJ-DCXNZVDVSA-N 0.000 claims 2
- BZUUIAQPHOYZGJ-OKBDLKLZSA-N 5-(2,8-dimethylimidazo[1,2-a]pyridin-6-yl)-2-[6-[(3S,4R)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]pyridin-3-ol trihydrochloride Chemical compound CC1=CC(=CN2C1=NC(=C2)C)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@@H]5CC(NC([C@@H]5F)(C)C)(C)C)O.Cl.Cl.Cl BZUUIAQPHOYZGJ-OKBDLKLZSA-N 0.000 claims 2
- BQFHASXMOBLLJY-MMFWGRTPSA-N 5-(8-ethyl-2-methylimidazo[1,2-a]pyridin-6-yl)-2-[6-[(3R,4S)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]pyridin-3-ol trihydrochloride Chemical compound CCC1=CC(=CN2C1=NC(=C2)C)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@H]5CC(NC([C@H]5F)(C)C)(C)C)O.Cl.Cl.Cl BQFHASXMOBLLJY-MMFWGRTPSA-N 0.000 claims 2
- BQFHASXMOBLLJY-PTVVCQEBSA-N 5-(8-ethyl-2-methylimidazo[1,2-a]pyridin-6-yl)-2-[6-[(3S,4R)-3-fluoro-2,2,6,6-tetramethylpiperidin-4-yl]oxypyridazin-3-yl]pyridin-3-ol trihydrochloride Chemical compound CCC1=CC(=CN2C1=NC(=C2)C)C3=CC(=C(N=C3)C4=NN=C(C=C4)O[C@@H]5CC(NC([C@@H]5F)(C)C)(C)C)O.Cl.Cl.Cl BQFHASXMOBLLJY-PTVVCQEBSA-N 0.000 claims 2
- JDUDPYOJDOETHD-UHFFFAOYSA-N 5-(8-methoxy-2-methylimidazo[1,2-b]pyridazin-6-yl)-2-[6-(2,2,6,6-tetramethylpiperidin-4-yl)oxypyridazin-3-yl]pyridin-3-ol dihydrochloride Chemical compound CC1=CN2C(=N1)C(=CC(=N2)C3=CC(=C(N=C3)C4=NN=C(C=C4)OC5CC(NC(C5)(C)C)(C)C)O)OC.Cl.Cl JDUDPYOJDOETHD-UHFFFAOYSA-N 0.000 claims 2
- WZJUHLHFBOTCGA-FEUJSUOTSA-N C(=O)OC=1C(=NC=C(C=1)C=1C=NN(C=1)C([2H])([2H])[2H])C=1N=NC(=CC=1)N[C@@H]1[C@@H](C(NC(C1)(C)C)(C)C)F Chemical compound C(=O)OC=1C(=NC=C(C=1)C=1C=NN(C=1)C([2H])([2H])[2H])C=1N=NC(=CC=1)N[C@@H]1[C@@H](C(NC(C1)(C)C)(C)C)F WZJUHLHFBOTCGA-FEUJSUOTSA-N 0.000 claims 2
- WZJUHLHFBOTCGA-IGWYIDSESA-N C(=O)OC=1C(=NC=C(C=1)C=1C=NN(C=1)C([2H])([2H])[2H])C=1N=NC(=CC=1)N[C@H]1[C@H](C(NC(C1)(C)C)(C)C)F Chemical compound C(=O)OC=1C(=NC=C(C=1)C=1C=NN(C=1)C([2H])([2H])[2H])C=1N=NC(=CC=1)N[C@H]1[C@H](C(NC(C1)(C)C)(C)C)F WZJUHLHFBOTCGA-IGWYIDSESA-N 0.000 claims 2
- FZDNNTNXYXFACG-OAHLLOKOSA-N C(C)(C)(C)N[C@H]1CN(CC1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C1=CN=C(O1)C Chemical compound C(C)(C)(C)N[C@H]1CN(CC1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C1=CN=C(O1)C FZDNNTNXYXFACG-OAHLLOKOSA-N 0.000 claims 2
- NCNDGFXSDFDQKK-OAHLLOKOSA-N C(C)(C)(C)N[C@H]1CN(CC1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C1=NC=NC(=C1)OC Chemical compound C(C)(C)(C)N[C@H]1CN(CC1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C1=NC=NC(=C1)OC NCNDGFXSDFDQKK-OAHLLOKOSA-N 0.000 claims 2
- LNZOITSVCMYZCO-CYBMUJFWSA-N C(C)(C)(C)N[C@H]1CN(CC1)C1=CC=C(N=N1)C1=NC=C(C=C1O)N1N=CC=N1 Chemical compound C(C)(C)(C)N[C@H]1CN(CC1)C1=CC=C(N=N1)C1=NC=C(C=C1O)N1N=CC=N1 LNZOITSVCMYZCO-CYBMUJFWSA-N 0.000 claims 2
- WHQRPEHDKAJBHE-UHFFFAOYSA-N C(C)C1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C1=CC2=CN(N=C2C(=C1)F)C Chemical compound C(C)C1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C1=CC2=CN(N=C2C(=C1)F)C WHQRPEHDKAJBHE-UHFFFAOYSA-N 0.000 claims 2
- MXXLQCOUCLLFSU-UHFFFAOYSA-N C(C)C1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NNC=1 Chemical compound C(C)C1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NNC=1 MXXLQCOUCLLFSU-UHFFFAOYSA-N 0.000 claims 2
- KPMQLXZPWZONJH-DHLKQENFSA-N C(C)C=1C=2N(C=C(C=1)C=1C=C(C(=NC=1)C=1N=NC(=CC=1)O[C@@H]1[C@@H](C(NC(C1)(C)C)(C)C)F)O)C=C(N=2)C Chemical compound C(C)C=1C=2N(C=C(C=1)C=1C=C(C(=NC=1)C=1N=NC(=CC=1)O[C@@H]1[C@@H](C(NC(C1)(C)C)(C)C)F)O)C=C(N=2)C KPMQLXZPWZONJH-DHLKQENFSA-N 0.000 claims 2
- KPMQLXZPWZONJH-RCZVLFRGSA-N C(C)C=1C=2N(C=C(C=1)C=1C=C(C(=NC=1)C=1N=NC(=CC=1)O[C@H]1[C@H](C(NC(C1)(C)C)(C)C)F)O)C=C(N=2)C Chemical compound C(C)C=1C=2N(C=C(C=1)C=1C=C(C(=NC=1)C=1N=NC(=CC=1)O[C@H]1[C@H](C(NC(C1)(C)C)(C)C)F)O)C=C(N=2)C KPMQLXZPWZONJH-RCZVLFRGSA-N 0.000 claims 2
- PHMMRFLYHRITGY-URXFXBBRSA-N C(C)C=1C=2N(N=C(C=1)C=1C=C(C(=NC=1)C=1N=NC(=CC=1)O[C@@H]1[C@@H](C(NC(C1)(C)C)(C)C)F)O)C=C(N=2)C Chemical compound C(C)C=1C=2N(N=C(C=1)C=1C=C(C(=NC=1)C=1N=NC(=CC=1)O[C@@H]1[C@@H](C(NC(C1)(C)C)(C)C)F)O)C=C(N=2)C PHMMRFLYHRITGY-URXFXBBRSA-N 0.000 claims 2
- PHMMRFLYHRITGY-ZJSXRUAMSA-N C(C)C=1C=2N(N=C(C=1)C=1C=C(C(=NC=1)C=1N=NC(=CC=1)O[C@H]1[C@H](C(NC(C1)(C)C)(C)C)F)O)C=C(N=2)C Chemical compound C(C)C=1C=2N(N=C(C=1)C=1C=C(C(=NC=1)C=1N=NC(=CC=1)O[C@H]1[C@H](C(NC(C1)(C)C)(C)C)F)O)C=C(N=2)C PHMMRFLYHRITGY-ZJSXRUAMSA-N 0.000 claims 2
- MXXLQCOUCLLFSU-AWEZNQCLSA-N C(C)[C@H]1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NNC=1 Chemical compound C(C)[C@H]1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NNC=1 MXXLQCOUCLLFSU-AWEZNQCLSA-N 0.000 claims 2
- BJZBYKGXGRAMDN-UHFFFAOYSA-N C1(CC1)C1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NNC=1 Chemical compound C1(CC1)C1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NNC=1 BJZBYKGXGRAMDN-UHFFFAOYSA-N 0.000 claims 2
- HFMLSCOYVZXECN-UHFFFAOYSA-N C1(CC1)N1CCN(CC1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C1=CC2=CN(N=C2C(=C1)F)C Chemical compound C1(CC1)N1CCN(CC1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C1=CC2=CN(N=C2C(=C1)F)C HFMLSCOYVZXECN-UHFFFAOYSA-N 0.000 claims 2
- LFOAPBSNNALFGK-JCNGFBMWSA-N C1(CC1)[C@H]1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NN(C=1)C([2H])([2H])[2H] Chemical compound C1(CC1)[C@H]1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)C=1C=NN(C=1)C([2H])([2H])[2H] LFOAPBSNNALFGK-JCNGFBMWSA-N 0.000 claims 2
- ACDOAQVTWJVTBW-OAHLLOKOSA-N C1(CC1)[C@H]1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)N1N=CC=N1 Chemical compound C1(CC1)[C@H]1CN(CCN1)C1=CC=C(N=N1)C1=NC=C(C=C1O)N1N=CC=N1 ACDOAQVTWJVTBW-OAHLLOKOSA-N 0.000 claims 2
- APANAEVLXSWKNS-UHFFFAOYSA-N C12N(CC(NC1)C2)C1=CC=C(N=N1)C1=NC=C(C=C1O)C1=CC2=CN(N=C2C(=C1)F)C Chemical compound C12N(CC(NC1)C2)C1=CC=C(N=N1)C1=NC=C(C=C1O)C1=CC2=CN(N=C2C(=C1)F)C APANAEVLXSWKNS-UHFFFAOYSA-N 0.000 claims 2
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Classifications
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/501—Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/5025—Pyridazines; Hydrogenated pyridazines ortho- or peri-condensed with heterocyclic ring systems
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- A—HUMAN NECESSITIES
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
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- A—HUMAN NECESSITIES
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- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/10—Spiro-condensed systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
- C07D491/107—Spiro-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
Landscapes
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- Chemical Kinetics & Catalysis (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Psychology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
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| US11407753B2 (en) | 2017-06-05 | 2022-08-09 | Ptc Therapeutics, Inc. | Compounds for treating Huntington's disease |
| WO2019005993A1 (en) | 2017-06-28 | 2019-01-03 | Ptc Therapeutics, Inc. | METHODS OF TREATING HUNTINGTON'S DISEASE |
| US11382918B2 (en) | 2017-06-28 | 2022-07-12 | Ptc Therapeutics, Inc. | Methods for treating Huntington's Disease |
| WO2019126731A1 (en) | 2017-12-22 | 2019-06-27 | Petra Pharma Corporation | Aminopyridine derivatives as phosphatidylinositol phosphate kinase inhibitors |
| MX2020009957A (es) | 2018-03-27 | 2021-01-15 | Ptc Therapeutics Inc | Compuestos para el tratamiento de enfermedad de hungtinton. |
| EP3814345B8 (en) | 2018-06-27 | 2024-10-30 | PTC Therapeutics, Inc. | Heteroaryl compounds for treating huntington's disease |
| PL3814357T3 (pl) | 2018-06-27 | 2024-09-16 | Ptc Therapeutics, Inc. | Związki heterocykliczne i heteroarylowe do leczenia choroby huntingtona |
| WO2020231977A1 (en) | 2019-05-13 | 2020-11-19 | Ptc Therapeutics, Inc. | Compounds for treating huntington's disease |
| TW202112767A (zh) | 2019-06-17 | 2021-04-01 | 美商佩特拉製藥公司 | 作為磷脂酸肌醇磷酸激酶抑制劑之胺基吡啶衍生物 |
| MX2022012575A (es) * | 2020-04-09 | 2023-01-24 | Ptc Therapeutics Inc | Compuestos para usarse para tratar la enfermedad de huntington. |
| BR112022023025A2 (pt) | 2020-05-13 | 2023-03-28 | Chdi Foundation Inc | Moduladores de htt para tratar doença de huntington |
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| WO2023034836A1 (en) * | 2021-08-30 | 2023-03-09 | Remix Therapeutics Inc. | Compounds and methods for modulating splicing |
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| US12281116B2 (en) | 2021-11-17 | 2025-04-22 | Chdi Foundation, Inc. | HTT modulators for treating Huntington's disease |
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| CN119059962A (zh) * | 2024-09-09 | 2024-12-03 | 郑州药领医药科技有限公司 | 一种n保护的2,2-二甲基哌啶-4-酮的制备方法 |
Family Cites Families (209)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL297170A (https=) | 1963-04-04 | 1900-01-01 | ||
| US3558618A (en) | 1968-04-01 | 1971-01-26 | Dow Chemical Co | Novel 4h-pyrazino(1,2-a)pyrimidine-4-ones |
| GB1383409A (en) | 1972-09-09 | 1974-02-12 | Pfizer Ltd | Derivatives of 2-amino- and 4-amino-quinazoline and pharmaceutical compositions containing them |
| US4122274A (en) | 1977-05-25 | 1978-10-24 | Bristol-Myers Company | 3-Tetrazolo-5,6,7,8-substituted-pyrido[1,2-a]pyrimidin-4-ones |
| US4342870A (en) | 1980-03-28 | 1982-08-03 | Janssen Pharmaceutica N.V. | Novel 3-(1-piperidinylalkyl)-4H-pyrido[1,2-a]pyrimidin-4-one derivatives |
| JPS5852307A (ja) | 1981-09-22 | 1983-03-28 | Hitachi Chem Co Ltd | 水分散樹脂組成物 |
| FR2567518B1 (fr) | 1984-07-11 | 1987-11-13 | Sanofi Sa | Nouveaux composes a noyau heterocyclique azote, leur preparation et les medicaments qui en contiennent |
| US5089633A (en) | 1987-04-28 | 1992-02-18 | Georgia Tech Research Corporation | Substituted isocoumarins |
| US4902695A (en) | 1989-02-13 | 1990-02-20 | Eli Lilly And Company | Excitatory amino acid receptor antagonists |
| US5599816A (en) | 1990-05-02 | 1997-02-04 | Abbott Laboratories | Quinolizinone type compounds |
| EP0640083A1 (en) | 1992-05-13 | 1995-03-01 | E.I. Du Pont De Nemours And Company | Substituted pyrido 1,2-a]pyrimidinone derivatives as fungicides |
| DE69435005T2 (de) | 1993-05-11 | 2008-04-17 | The University Of North Carolina At Chapel Hill | Antisense Oligonukleotide die anomales Splicing verhindern und deren Verwendung |
| KR19990022524A (ko) | 1995-06-06 | 1999-03-25 | 웨인스톡 스티븐 에프. | 퀴놀리지논형화합물 |
| US5916916A (en) | 1996-10-10 | 1999-06-29 | Eli Lilly And Company | 1-aryloxy-2-arylnaphthyl compounds, intermediates, compositions, and methods |
| US5869500A (en) | 1996-12-13 | 1999-02-09 | Hoffmann-La Roche Inc. | Pyridone compounds useful in treating Alzheimer's disease |
| CA2269561C (en) | 1998-04-22 | 2007-06-05 | Dainippon Ink And Chemicals, Inc. | Naphthalene derivative and liquid crystal composition comprising the same |
| AU5991699A (en) | 1998-09-21 | 2000-04-10 | Biochem Pharma Inc. | Quinolizinones as integrin inhibitors |
| US6172216B1 (en) | 1998-10-07 | 2001-01-09 | Isis Pharmaceuticals Inc. | Antisense modulation of BCL-X expression |
| US6214986B1 (en) | 1998-10-07 | 2001-04-10 | Isis Pharmaceuticals, Inc. | Antisense modulation of bcl-x expression |
| US6210892B1 (en) | 1998-10-07 | 2001-04-03 | Isis Pharmaceuticals, Inc. | Alteration of cellular behavior by antisense modulation of mRNA processing |
| WO2001030757A1 (en) | 1999-10-28 | 2001-05-03 | Microcide Pharmaceuticals, Inc. | Drug discharge pump inhibitors |
| CN1891693A (zh) | 2000-01-24 | 2007-01-10 | 基纳西亚股份有限公司 | 用于治疗的吗啉代基取代的化合物 |
| CA2437942C (en) | 2000-11-09 | 2013-06-11 | Cold Spring Harbor Laboratory | Chimeric molecules to modulate gene expression |
| US6774134B2 (en) | 2000-12-20 | 2004-08-10 | Bristol-Myers Squibb Company | Heterocyclic substituted 2-methyl-benzimidazole antiviral agents |
| US6989385B2 (en) | 2000-12-21 | 2006-01-24 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| US20050009843A1 (en) | 2001-04-26 | 2005-01-13 | Kiyoshi Nakayama | Medicine for inhibiting drug elimination pump |
| ATE466581T1 (de) | 2001-12-07 | 2010-05-15 | Vertex Pharma | Verbindungen auf pyrimidin-basis als gsk-3-hemmer |
| GB0205281D0 (en) | 2002-03-06 | 2002-04-17 | Novartis Ag | Organic compounds |
| AU2003256755A1 (en) | 2002-07-24 | 2004-02-09 | Ptc Therapeutics, Inc. | Ureido substituted benzoic acid compounds, their use for nonsense suppression and the treatment of diseases caused by such mutations |
| AU2003262833A1 (en) | 2002-08-23 | 2004-03-11 | The Board Of Trustees Of The Leland Stanford Junior University | Fluorescent glycosides and methods for their use |
| EP1785425B1 (en) | 2002-09-30 | 2009-03-25 | NeuroSearch A/S | 1,4-Diazabicycloalkane derivatives, their preparation and use |
| AU2003291329A1 (en) | 2002-11-12 | 2004-06-03 | Abbott Laboratories | Bicyclic-substituted amines as histamine-3 receptor ligands |
| US20070078144A1 (en) | 2003-01-29 | 2007-04-05 | Stockwell Brent R | Agents for treating neurodegenerative diseases |
| US20040224952A1 (en) | 2003-05-07 | 2004-11-11 | Cowart Marlon D. | Fused bicyclic-substituted amines as histamine-3 receptor ligands |
| CN1809563A (zh) | 2003-06-20 | 2006-07-26 | 希龙公司 | 吡啶并[1,2-a]嘧啶-4-酮化合物用作抗癌药 |
| GB0315494D0 (en) | 2003-07-02 | 2003-08-06 | Biofocus Plc | Compounds which bind to the active site of protein kinase enzymes |
| JP2007501189A (ja) | 2003-08-01 | 2007-01-25 | ジェネラブス テクノロジーズ,インコーポレイテッド | フラビウイルス科に対する二環式イミダゾール誘導体 |
| US7160888B2 (en) | 2003-08-22 | 2007-01-09 | Warner Lambert Company Llc | [1,8]naphthyridin-2-ones and related compounds for the treatment of schizophrenia |
| US20050074801A1 (en) | 2003-09-09 | 2005-04-07 | Monia Brett P. | Chimeric oligomeric compounds comprising alternating regions of northern and southern conformational geometry |
| US7309699B2 (en) | 2003-12-22 | 2007-12-18 | Abbott Laboratories | 3-Quinuclidinyl amino-substituted biaryl derivatives |
| US20050137203A1 (en) | 2003-12-22 | 2005-06-23 | Jianguo Ji | 3-quinuclidinyl amino-substituted biaryl derivatives |
| US7655657B2 (en) | 2003-12-22 | 2010-02-02 | Abbott Laboratories | Fused bicycloheterocycle substituted quinuclidine derivatives |
| US20050245531A1 (en) | 2003-12-22 | 2005-11-03 | Abbott Laboratories | Fused bicycloheterocycle substituted quinuclidine derivatives |
| NZ551468A (en) | 2003-12-24 | 2010-05-28 | Biota Scient Management | Polycyclic agents for the treatment of respiratory syncytial virus infections |
| SE0400184D0 (sv) | 2004-01-30 | 2004-01-30 | Fyrkloevern Scandinavia Ab | New therapeutical use |
| TW200536830A (en) | 2004-02-06 | 2005-11-16 | Chugai Pharmaceutical Co Ltd | 1-(2H)-isoquinolone derivative |
| EP1732560A4 (en) | 2004-04-08 | 2010-08-18 | Neurogen Corp | SUBSTITUTED CINNOLINE-4-YLAMINE |
| ZA200609267B (en) | 2004-04-08 | 2009-02-25 | Targegen Inc | Benzotriazine inhibitors of kinases |
| ATE373659T1 (de) | 2004-05-04 | 2007-10-15 | Warner Lambert Co | Pyrrolylsubstituierte pyrido(2,3-d)pyrimidin-7- one und derivate davon als therapeutische mittel |
| AU2006206446A1 (en) | 2005-01-21 | 2006-07-27 | Janssen Pharmaceutica N.V. | Novel heterocyclic benzo[c]chromene derivatives useful as modulators of the estrogen receptors |
| US7879992B2 (en) | 2005-01-31 | 2011-02-01 | Isis Pharmaceuticals, Inc. | Modification of MyD88 splicing using modified oligonucleotides |
| GB0501999D0 (en) | 2005-02-01 | 2005-03-09 | Sentinel Oncology Ltd | Pharmaceutical compounds |
| JP2006219453A (ja) | 2005-02-14 | 2006-08-24 | Tokyo Univ Of Pharmacy & Life Science | キノリン環を母核とする金属識別型二波長性蛍光分子 |
| US7563601B1 (en) | 2005-06-01 | 2009-07-21 | City Of Hope | Artificial riboswitch for controlling pre-mRNA splicing |
| WO2006138418A2 (en) | 2005-06-14 | 2006-12-28 | President And Fellows Of Harvard College | Improvement of cognitive performance with sirtuin activators |
| MX2007015675A (es) | 2005-07-04 | 2008-02-20 | Novo Nordisk As | Antagonistas del receptor de histamina h3. |
| US7473784B2 (en) | 2005-08-01 | 2009-01-06 | Bristol-Myers Squibb Company | Benzothiazole and azabenzothiazole compounds useful as kinase inhibitors |
| US7576110B2 (en) | 2005-09-22 | 2009-08-18 | Abbott Laboratories | Benzothiazole cyclobutyl amine derivatives |
| WO2007047913A2 (en) | 2005-10-20 | 2007-04-26 | Isis Pharmaceuticals, Inc | Compositions and methods for modulation of lmna expression |
| US20070179123A1 (en) | 2005-11-08 | 2007-08-02 | Chiang Peter K | Methods and compositions for treating diseases associated with pathogenic proteins |
| WO2007058894A2 (en) | 2005-11-10 | 2007-05-24 | The University Of North Carolina At Chapel Hill | Splice switching oligomers for tnf superfamily receptors and their use in treatment of disease |
| ATE473978T1 (de) | 2005-12-06 | 2010-07-15 | Neurosearch As | Neue diazabicyclische arylderivate und medizinische verwendung dafür |
| KR20080089416A (ko) | 2005-12-21 | 2008-10-06 | 페인셉터 파마 코포레이션 | 개폐 이온 통로를 조절하기 위한 조성물 및 방법 |
| EP1991677A2 (en) | 2006-01-26 | 2008-11-19 | Isis Pharmaceuticals, Inc. | Compositions and their uses directed to huntingtin |
| AU2007211082B2 (en) | 2006-01-27 | 2012-09-27 | Isis Pharmaceuticals, Inc. | Oligomeric compounds and compositions for the use in modulation of microRNAs |
| AR059339A1 (es) | 2006-02-09 | 2008-03-26 | Chugai Pharmaceutical Co Ltd | Derivados de la cumarina para trastornos proliferativos de celulas, composicion farmaceutica y agente terapeutico que los contiene |
| US8110681B2 (en) | 2006-03-17 | 2012-02-07 | The United States Of America As Represented By The Secretary, Department Of Health And Human Services | Compounds for the treatment of spinal muscular atrophy and other uses |
| CN101410385B (zh) | 2006-03-28 | 2011-08-24 | 高点制药有限责任公司 | 具有组胺h3受体活性的苯并噻唑类 |
| WO2007130383A2 (en) | 2006-04-28 | 2007-11-15 | Northwestern University | Compositions and treatments using pyridazine compounds and secretases |
| US20080247964A1 (en) | 2006-05-08 | 2008-10-09 | Yuelian Xu | Substituted azaspiro derivatives |
| TW200812588A (en) | 2006-05-15 | 2008-03-16 | Neurogen Corp | CRF1 receptor ligands comprising heteroaryl fused bicycles |
| WO2007135121A1 (en) | 2006-05-23 | 2007-11-29 | Neurosearch A/S | Novel 8,10-diaza-bicyclo[4.3.1]decane derivatives and their medical use |
| DE602007006835D1 (de) | 2006-07-20 | 2010-07-08 | Amgen Inc | Substituierte pyridonverbindungen und anwendungsverfahren |
| US8337941B2 (en) | 2006-07-27 | 2012-12-25 | The Trustees Of Columbia University In The City Of New York | Fluorescent substrates for monoamine transporters as optical false neurotransmitters |
| EP2066653B1 (en) | 2006-08-03 | 2012-09-12 | Rottapharm S.p.A. | 6-1h-imidazo-quinazoline and quinolines derivatives, new potent analgesics and anti-inflammatory agents |
| WO2008020302A2 (en) | 2006-08-17 | 2008-02-21 | Pfizer Products Inc. | Heteroaromatic quinoline-based compounds as phosphodiesterase (pde) inhibitors |
| WO2008049864A1 (en) | 2006-10-25 | 2008-05-02 | Neurosearch A/S | Oxadiazole and thiadiazole compounds and their use as nicotinic acetylcholine receptor modulators |
| US8314119B2 (en) | 2006-11-06 | 2012-11-20 | Abbvie Inc. | Azaadamantane derivatives and methods of use |
| JP5208962B2 (ja) | 2006-12-22 | 2013-06-12 | アベキサ・リミテッド | 二環式ピリミジノンおよびその使用 |
| US20080171792A1 (en) | 2006-12-28 | 2008-07-17 | Jobdevairakkam Christopher New | Use of highly concentrated formulations of 4-phenylbutyrate for treatment of certain disorders |
| FR2914188B1 (fr) | 2007-03-28 | 2012-06-22 | Trophos | Nouvelle composition a base d'oxime de cholest-4-en-3-one |
| EP2014656A3 (en) | 2007-06-11 | 2011-08-24 | High Point Pharmaceuticals, LLC | New heteocyclic h3 antagonists |
| HUE025976T2 (en) | 2007-09-27 | 2016-05-30 | Fund Centro Nac De Investig Oncologicas Carlos Iii | Imidazolothiadiazoles for use as protein kinase inhibitors |
| EP2215074B1 (en) | 2007-09-27 | 2014-02-19 | The United States of America, as Represented by the Secretary, Department of Health and Human Services | Isoindoline compounds for the treatment of spinal muscular atrophy and other uses |
| US8153813B2 (en) | 2007-12-20 | 2012-04-10 | Abbott Laboratories | Benzothiazole and benzooxazole derivatives and methods of use |
| US8993580B2 (en) | 2008-03-14 | 2015-03-31 | Intellikine Llc | Benzothiazole kinase inhibitors and methods of use |
| WO2009126635A1 (en) | 2008-04-09 | 2009-10-15 | Abbott Laboratories | 2-amino-benzothiazole derivates useful as inhibitors of rock kinases |
| US20090264433A1 (en) | 2008-04-21 | 2009-10-22 | Institute For Oneworld Health | Compounds, Compositions and Methods Comprising Triazine Derivatives |
| WO2009151546A2 (en) | 2008-05-27 | 2009-12-17 | Ptc Therapeutics, Inc. | Methods for treating spinal muscular atrophy |
| MX2010014394A (es) | 2008-06-20 | 2011-05-19 | Rottapharm Spa | Derivados de 6-1h-imidazo-quinazolina y quinolinas, nuevos inhibidores de monoamina oxidasa y ligandos del receptor de imidazolina. |
| EP2138493A1 (en) | 2008-06-26 | 2009-12-30 | Sanofi-Aventis | Substituted pyrimidone derivatives |
| PL2212324T3 (pl) | 2008-07-02 | 2014-11-28 | Avexa Ltd | Związki posiadające właściwości przeciwwirusowe |
| WO2010019243A1 (en) | 2008-08-13 | 2010-02-18 | Ptc Therapeutics, Inc. | Methods for treating viral infections |
| WO2010024903A1 (en) | 2008-08-29 | 2010-03-04 | Yangbo Feng | BENZO[d]OXAZOLES AND BENZO[d]THIAZOLES AS KINASE INHIBITORS |
| AU2009303441A1 (en) | 2008-10-16 | 2010-04-22 | Schering Corporation | Pyrrolidine, piperidine and piperazine derivatives and methods of use thereof |
| GB2465405A (en) | 2008-11-10 | 2010-05-19 | Univ Basel | Triazine, pyrimidine and pyridine analogues and their use in therapy |
| WO2010071819A1 (en) | 2008-12-19 | 2010-06-24 | Schering Corporation | Bicyclic heterocyclic derivatives and methods of use thereof |
| BRPI1008020A2 (pt) | 2009-02-11 | 2016-03-15 | Sunovion Pharmaceuticals Inc | antagonistas e agonistas inversos h3 da histamina e métodos de uso dos mesmos |
| FR2945289A1 (fr) | 2009-05-11 | 2010-11-12 | Sanofi Aventis | Derives de 2-cycloamino-5-(pyridin-4-yl)imidazo°2,1-b! °1,3,4!thiadiazole, leur preparation et leur application en therapeutique |
| US8765747B2 (en) | 2009-06-12 | 2014-07-01 | Dana-Farber Cancer Institute, Inc. | Fused 2-aminothiazole compounds |
| AU2010262643B2 (en) | 2009-06-19 | 2015-02-19 | Abbvie Inc. | Diazahomoadamantane derivatives and methods of use thereof |
| NZ714887A (en) | 2009-09-11 | 2019-07-26 | Ionis Pharmaceuticals Inc | Modulation of huntingtin expression |
| WO2011050245A1 (en) | 2009-10-23 | 2011-04-28 | Yangbo Feng | Bicyclic heteroaryls as kinase inhibitors |
| WO2011057204A2 (en) | 2009-11-06 | 2011-05-12 | The Johns Hopkins University | Lrrk2-mediated neuronal toxicity |
| EP2501231B1 (en) | 2009-11-20 | 2016-12-21 | Merck Sharp & Dohme Corp. | Quinolizidinone carboxamide m1 receptor positive allosteric modulators |
| CN102812023A (zh) | 2010-01-13 | 2012-12-05 | 韩国巴斯德研究所 | 抗感染吡啶并(1,2-a)嘧啶类 |
| JP2013518603A (ja) | 2010-02-08 | 2013-05-23 | アイシス ファーマシューティカルズ, インコーポレーテッド | 反復伸張に関連する疾患または病態の治療に有用な方法および組成物 |
| US8957040B2 (en) | 2010-02-08 | 2015-02-17 | Isis Pharmaceuticals, Inc. | Selective reduction of allelic variants |
| CA2789038A1 (en) | 2010-02-08 | 2011-08-11 | Isis Pharmaceuticals, Inc. | Selective reduction of allelic variants |
| US8940716B2 (en) | 2010-05-06 | 2015-01-27 | Bristol-Myers Squibb Company | Bicyclic heteroaryl compounds as GPR119 modulators |
| WO2011149856A1 (en) | 2010-05-24 | 2011-12-01 | Presidio Pharmaceuticals, Inc. | Inhibitors of hcv ns5a |
| EP2595663A4 (en) | 2010-07-19 | 2014-03-05 | Isis Pharmaceuticals Inc | MODULATION OF DYSTROPHIA MYOTONICA PROTEIN KINASE (DMPK) EXPRESSION |
| WO2012019106A2 (en) | 2010-08-06 | 2012-02-09 | Board Of Regents Of The University Of Nebraska | Positive and negative modulators of nmda receptors |
| WO2012075393A2 (en) | 2010-12-02 | 2012-06-07 | President And Fellows Of Harvard College | Activators of proteasomal degradation and uses thereof |
| CN102617548A (zh) | 2011-01-31 | 2012-08-01 | 北京赛林泰医药技术有限公司 | 作为gpr受体激动剂的双环杂芳基化合物及其组合物和应用 |
| WO2012104823A2 (en) | 2011-02-04 | 2012-08-09 | Novartis Ag | Pyridopyrimidinone compounds in the treatment of neurodegenerative diseases |
| EA034451B1 (ru) | 2011-02-07 | 2020-02-10 | Байоджен Ма Инк. | Модуляторы s1p |
| EP2673361B1 (en) | 2011-02-08 | 2016-04-13 | Ionis Pharmaceuticals, Inc. | Oligomeric compounds comprising bicyclic nucleotides and uses thereof |
| US8703763B2 (en) | 2011-03-02 | 2014-04-22 | Hoffmann-La Roche Inc. | Bridged piperidine derivatives |
| US9447075B2 (en) * | 2011-08-02 | 2016-09-20 | The Brigham And Women's Hospital, Inc. | Pyridazine derivatives as EAAT2 activators |
| US10202599B2 (en) | 2011-08-11 | 2019-02-12 | Ionis Pharmaceuticals, Inc. | Selective antisense compounds and uses thereof |
| US8871756B2 (en) | 2011-08-11 | 2014-10-28 | Hoffmann-La Roche Inc. | Compounds for the treatment and prophylaxis of Respiratory Syncytial Virus disease |
| US20130046093A1 (en) | 2011-08-18 | 2013-02-21 | Korea Institute Of Science And Technology | Pharmaceutical compositions for preventing or treating degenerative brain disease and method of screening the same |
| WO2013033223A1 (en) | 2011-08-29 | 2013-03-07 | Isis Pharmaceuticals, Inc. | Methods and compounds useful in conditions related to repeat expansion |
| US9662314B2 (en) | 2011-10-21 | 2017-05-30 | Tufts Medical Center, Inc. | Compounds and methods for the treatment of muscular disease, and related screening methods |
| GB201119538D0 (en) | 2011-11-10 | 2011-12-21 | Viral Ltd | Pharmaceutical compounds |
| BR112014012815A8 (pt) | 2011-11-28 | 2017-06-20 | Novartis Ag | derivados de trifluormetil-oxadiazol e uso dos mesmos no tratamento de doença |
| KR102057351B1 (ko) | 2011-12-30 | 2019-12-18 | 피티씨 테라퓨틱스, 인크. | 척수성 근위축증을 치료하기 위한 화합물 |
| PL2809322T3 (pl) | 2012-01-26 | 2019-11-29 | Ptc Therapeutics Inc | Związki do leczenia zaniku mięśni pochodzenia rdzeniowego |
| DK2812004T3 (en) | 2012-02-10 | 2018-10-15 | Ptc Therapeutics Inc | COMPOUNDS FOR TREATMENT OF SPINAL MUSCLE DROPHY |
| CN104302181B (zh) | 2012-03-01 | 2017-09-15 | Ptc医疗公司 | 用于治疗脊髓性肌萎缩的化合物 |
| KR102109992B1 (ko) | 2012-03-23 | 2020-05-13 | 피티씨 테라퓨틱스, 인크. | 척수성 근위축증을 치료하기 위한 화합물 |
| EP2844643B1 (en) | 2012-04-03 | 2016-11-30 | Bristol-Myers Squibb Company | Pyrimidinedione carboxamide inhibitors of endothelial lipase |
| MX371331B (es) | 2012-04-24 | 2020-01-27 | Vertex Pharma | Inhibidores de la proteina cinasa dependiente de acido desoxirribonucleico(adn-pk). |
| WO2013171642A1 (en) | 2012-05-15 | 2013-11-21 | Novartis Ag | Benzamide derivatives for inhibiting the activity of abl1, abl2 and bcr-abl1 |
| US9212209B2 (en) | 2012-07-13 | 2015-12-15 | Indiana University Research And Technology Corporation | Screening methods for spinal muscular atrophy |
| US8729263B2 (en) | 2012-08-13 | 2014-05-20 | Novartis Ag | 1,4-disubstituted pyridazine analogs there of and methods for treating SMN-deficiency-related conditions |
| EP3459549B1 (en) | 2012-10-12 | 2022-04-06 | Ionis Pharmaceuticals, Inc. | Selective antisense compounds and uses thereof |
| EP2906255B1 (en) | 2012-10-12 | 2023-02-22 | Ionis Pharmaceuticals, Inc. | Antisense compounds and uses thereof |
| HUE039970T2 (hu) | 2012-10-25 | 2019-02-28 | Usher Iii Initiative Inc | Pirazolopiridazinok és eljárás degeneratív retina betegségek és Usher-szindrómával összefüggõ hallásvesztés kezelésére |
| US9227976B2 (en) | 2012-10-25 | 2016-01-05 | Usher Iii Initiative, Inc. | Pyrazolopyridazines and methods for treating retinal-degenerative diseases and hearing loss associated with usher syndrome |
| JP6255711B2 (ja) | 2012-11-01 | 2018-01-10 | 株式会社リコー | エレクトロクロミック化合物、エレクトロクロミック組成物及び表示素子 |
| US9040712B2 (en) | 2013-01-23 | 2015-05-26 | Novartis Ag | Thiadiazole analogs thereof and methods for treating SMN-deficiency-related-conditions |
| WO2014121287A2 (en) | 2013-02-04 | 2014-08-07 | Isis Pharmaceuticals, Inc. | Selective antisense compounds and uses thereof |
| AU2014224975B2 (en) | 2013-03-05 | 2017-09-14 | Merck Patent Gmbh | Triazolo(4,5-d)pyrimidine derivatives for the treatment of diseases such as cancer |
| EP2997028A1 (en) | 2013-05-14 | 2016-03-23 | F.Hoffmann-La Roche Ag | Aza-oxo-indoles for the treatment and prophylaxis of respiratory syncytial virus infection |
| WO2014209841A2 (en) | 2013-06-25 | 2014-12-31 | F. Hoffmann-La Roche Ag | Compounds for treating spinal muscular atrophy |
| KR20210130843A (ko) | 2013-07-31 | 2021-11-01 | 노파르티스 아게 | 1,4-이치환된 피리다진 유사체 및 smn-결핍-관련 상태를 치료하기 위한 그의 용도 |
| WO2015024876A2 (en) | 2013-08-19 | 2015-02-26 | F. Hoffmann-La Roche Ag | Screening method |
| WO2015095449A1 (en) | 2013-12-19 | 2015-06-25 | Ptc Therapeutics, Inc. | Methods for modulating the amount rna transcripts |
| WO2015095446A1 (en) | 2013-12-19 | 2015-06-25 | Ptc Therapeutics, Inc. | Methods for modulating the amount of rna transcripts |
| EP3082820B1 (en) | 2013-12-19 | 2022-07-20 | PTC Therapeutics, Inc. | Methods for modulating the amount of rna transcripts |
| BR112016016400A2 (pt) | 2014-01-16 | 2017-10-03 | Wave Life Sciences Ltd | Composições de oligonucleotídeos quiralmente controlados, seu uso, sua composição farmacêutica, e métodos |
| WO2015107494A1 (en) | 2014-01-17 | 2015-07-23 | Novartis Ag | 1 -(triazin-3-yi_/pyridazin-3-yl)-piper(-azine)idine derivatives and compositions thereof for inhibiting the activity of shp2 |
| AR099134A1 (es) | 2014-01-24 | 2016-06-29 | Hoffmann La Roche | Procedimiento para la preparación de n-[(3-aminooxetán-3-il)metil]-2-(1,1-dioxo-3,5-dihidro-1,4-benzotiazepín-4-il)-6-metil-quinazolín-4-amina |
| TWI674257B (zh) | 2014-03-14 | 2019-10-11 | 日商拉夸里亞創藥股份有限公司 | 作為trpm8拮抗劑之氮雜螺衍生物 |
| AU2015231239B2 (en) | 2014-03-19 | 2018-11-29 | Amydis, Inc. | Amyloid targeting agents and methods of using the same |
| SI3143025T1 (sl) | 2014-05-15 | 2020-01-31 | F. Hoffmann-La Roche Ag | Spojine za zdravljenje spinalne mišične atrofije |
| GB201410693D0 (en) | 2014-06-16 | 2014-07-30 | Univ Southampton | Splicing modulation |
| BR112016026951B1 (pt) | 2014-06-25 | 2022-09-20 | F. Hoffmann-La Roche Ag | Imidazo[1,2-a]pirazin-1-il-benzamida, seu uso, e composições farmacêuticas |
| MX381224B (es) * | 2014-10-31 | 2025-03-12 | Massachusetts Gen Hospital | Potentes moduladores de gamma-secretasa. |
| GB201419579D0 (en) | 2014-11-03 | 2014-12-17 | Iomet Pharma Ltd | Pharmaceutical compound |
| BR112017011791A2 (pt) | 2014-12-02 | 2018-02-27 | Bayer Cropscience Aktiengesellschaft | compostos bicíclicos como agentes de controle de pragas |
| HRP20190992T1 (hr) | 2014-12-24 | 2019-09-20 | Uniqure Ip B.V. | Suprimiranje gena za huntingtin inducirano s rnai |
| CA2973949C (en) | 2015-01-16 | 2023-07-11 | The General Hospital Corporation | Compounds for improving mrna splicing |
| WO2016128343A1 (en) | 2015-02-09 | 2016-08-18 | F. Hoffmann-La Roche Ag | Compounds for the treatment of cancer |
| GB201502567D0 (en) | 2015-02-16 | 2015-04-01 | Sentinel Oncology Ltd | Pharmaceutical compounds |
| CN112679467B (zh) | 2015-03-11 | 2024-11-01 | Fmc公司 | 杂环取代的二环唑杀有害生物剂 |
| GB201506933D0 (en) | 2015-04-23 | 2015-06-10 | Sentinel Oncology Ltd | Pharmaceutical compounds |
| EP3298017B1 (en) | 2015-05-20 | 2019-08-14 | H. Hoffnabb-La Roche Ag | Compounds for treating spinal muscular atrophy |
| EP4249472A3 (en) | 2015-05-30 | 2023-12-13 | PTC Therapeutics, Inc. | Methods for modulating rna splicing |
| IL320434A (en) | 2015-07-22 | 2025-06-01 | Wave Life Sciences Ltd | Oligonucleotide preparations and methods |
| WO2017023987A1 (en) | 2015-08-03 | 2017-02-09 | Samumed, Llc. | 3-(1h-pyrrolo[3,2-c]pyridin-2-yl)-1h-pyrazolo[3,4-b]pyridines and therapeutic uses thereof |
| US9920032B2 (en) | 2015-10-02 | 2018-03-20 | Incyte Corporation | Heterocyclic compounds useful as pim kinase inhibitors |
| JP6659841B2 (ja) | 2015-11-12 | 2020-03-04 | エフ.ホフマン−ラ ロシュ アーゲーF. Hoffmann−La Roche Aktiengesellschaft | 脊髄性筋萎縮症を処置するための組成物 |
| WO2017081111A1 (en) | 2015-11-12 | 2017-05-18 | F. Hoffmann-La Roche Ag | Compounds for treating amyotrophic lateral sclerosis |
| US10383867B2 (en) | 2015-11-28 | 2019-08-20 | Russell Dahl | Quinoline derivatives and their use for treating endoplasmic reticulum stress-related diseases and disorders |
| WO2017097728A1 (en) | 2015-12-10 | 2017-06-15 | F. Hoffmann-La Roche Ag | Bridged piperidine derivatives |
| IL294124B2 (en) * | 2015-12-10 | 2024-02-01 | Ptc Therapeutics Inc | Methods for treating huntington's disease |
| BR112018068066B1 (pt) | 2016-03-11 | 2023-11-28 | Ac Immune Sa | Compostos bicíclicos e seu uso, composição diagnóstica e farmacêutica, misturas, métodos de coleção de dados para diagnóstico, para determinar uma predisposição a, para monitorar transtorno residual e para prever a capacidade de resposta de um paciente sofrendo de transtorno ou anormalidade associado com agregados de alfa-sinucleína, métodos para determinar a quantidade de agregados de alfa-sinucleína e para preparar um composto, kit teste e kit para preparar uma preparação radio farmacêutica |
| US10526345B2 (en) | 2016-04-08 | 2020-01-07 | Mankind Pharma Ltd. | Compounds as GPR119 agonists |
| AR108325A1 (es) | 2016-04-27 | 2018-08-08 | Samumed Llc | Isoquinolin-3-il carboxamidas y preparación y uso de las mismas |
| EP3452596A4 (en) | 2016-05-04 | 2020-03-18 | Wave Life Sciences Ltd. | OLIGONUCLEOTIDE COMPOSITIONS AND RELATED METHODS |
| WO2017210134A1 (en) | 2016-05-31 | 2017-12-07 | Board Of Regents, University Of Texas System | Heterocyclic inhibitors of ptpn11 |
| KR102494647B1 (ko) | 2016-07-14 | 2023-01-31 | 브리스톨-마이어스 스큅 컴퍼니 | 비시클릭 헤테로아릴 치환된 화합물 |
| WO2018022473A1 (en) | 2016-07-25 | 2018-02-01 | Wave Life Sciences Ltd. | Phasing |
| TW202500565A (zh) | 2016-10-24 | 2025-01-01 | 美商傳達治療有限公司 | Shp2磷酸酶抑制劑及其使用方法 |
| WO2018187209A1 (en) | 2017-04-03 | 2018-10-11 | Acceleron Pharma Inc. | Compositions and methods for treating spinal muscular atrophy |
| EP3630770B1 (en) | 2017-05-26 | 2024-08-28 | Relay Therapeutics, Inc. | Pyrazolo[3,4-b]pyrazine derivatives as shp2 phosphatase inhibitors |
| US11407753B2 (en) | 2017-06-05 | 2022-08-09 | Ptc Therapeutics, Inc. | Compounds for treating Huntington's disease |
| WO2019005993A1 (en) | 2017-06-28 | 2019-01-03 | Ptc Therapeutics, Inc. | METHODS OF TREATING HUNTINGTON'S DISEASE |
| US11382918B2 (en) | 2017-06-28 | 2022-07-12 | Ptc Therapeutics, Inc. | Methods for treating Huntington's Disease |
| WO2019028440A1 (en) | 2017-08-04 | 2019-02-07 | Skyhawk Therapeutics, Inc. | METHODS AND COMPOSITIONS FOR MODULATING SPLICING |
| WO2019165073A1 (en) | 2018-02-21 | 2019-08-29 | Relay Therapeutics, Inc. | Shp2 phosphatase inhibitors and methods of use thereof |
| AU2019240299B2 (en) | 2018-03-21 | 2023-06-22 | D.E. Shaw Research, Llc | SHP2 phosphatase inhibitors and methods of use thereof |
| US12138263B2 (en) | 2018-03-21 | 2024-11-12 | Relay Therapeutics, Inc. | Pyrazolo[3,4-b]pyrazine SHP2 phosphatase inhibitors and methods of use thereof |
| MX2020009957A (es) | 2018-03-27 | 2021-01-15 | Ptc Therapeutics Inc | Compuestos para el tratamiento de enfermedad de hungtinton. |
| EP3814360B8 (en) | 2018-06-27 | 2024-11-06 | PTC Therapeutics, Inc. | Heteroaryl compounds for treating huntington's disease |
| PL3814357T3 (pl) * | 2018-06-27 | 2024-09-16 | Ptc Therapeutics, Inc. | Związki heterocykliczne i heteroarylowe do leczenia choroby huntingtona |
| EP3814345B8 (en) | 2018-06-27 | 2024-10-30 | PTC Therapeutics, Inc. | Heteroaryl compounds for treating huntington's disease |
| JP2022525417A (ja) | 2019-03-15 | 2022-05-13 | スカイホーク・セラピューティクス・インコーポレーテッド | 異常スプライシングを修正するための組成物および方法 |
| WO2020231977A1 (en) | 2019-05-13 | 2020-11-19 | Ptc Therapeutics, Inc. | Compounds for treating huntington's disease |
| WO2021007378A1 (en) | 2019-07-11 | 2021-01-14 | Ptc Therapeutics, Inc. | Compounds for use in treating huntington's disease |
| AU2020377204A1 (en) | 2019-11-01 | 2022-06-02 | Novartis Ag | The use of a splicing modulator for a treatment slowing progression of huntington's disease |
| JP7736700B2 (ja) | 2020-02-28 | 2025-09-09 | リミックス セラピューティクス インコーポレイテッド | 複素環アミド及びスプライシングを調節するためのその使用 |
| MX2022012575A (es) | 2020-04-09 | 2023-01-24 | Ptc Therapeutics Inc | Compuestos para usarse para tratar la enfermedad de huntington. |
| WO2022103980A1 (en) | 2020-11-12 | 2022-05-19 | Ptc Therapeutics Inc. | Novel rna transcript |
| WO2023009816A1 (en) | 2021-07-30 | 2023-02-02 | Ptc Therapeutics, Inc. | Heteroaryl compounds for treating huntington's disease |
| JP2025522298A (ja) | 2022-06-15 | 2025-07-15 | ピーティーシー セラピューティクス, インコーポレイテッド | ハンチントン病を処置するための複素環式及びヘテロアリール化合物 |
-
2020
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- 2020-05-12 SG SG11202112504YA patent/SG11202112504YA/en unknown
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- 2020-05-12 EP EP23162466.9A patent/EP4219466A1/en active Pending
- 2020-05-12 CN CN202080050837.0A patent/CN114245794B/zh active Active
- 2020-05-12 CA CA3139821A patent/CA3139821A1/en active Pending
- 2020-05-12 EP EP20729481.0A patent/EP3969446B1/en active Active
- 2020-05-12 IL IL287945A patent/IL287945B2/en unknown
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- 2020-05-12 KR KR1020217036718A patent/KR20220022114A/ko active Pending
- 2020-05-12 MX MX2021013854A patent/MX2021013854A/es unknown
- 2020-05-12 BR BR112021022624A patent/BR112021022624A2/pt not_active Application Discontinuation
- 2020-05-12 AU AU2020277027A patent/AU2020277027A1/en not_active Abandoned
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| EP3969446B1 (en) | 2023-09-27 |
| US20220204478A1 (en) | 2022-06-30 |
| JP2022533120A (ja) | 2022-07-21 |
| EP3969446A1 (en) | 2022-03-23 |
| BR112021022624A2 (pt) | 2022-01-04 |
| CN114245794B (zh) | 2024-09-13 |
| US12577226B2 (en) | 2026-03-17 |
| IL287945A (en) | 2022-01-01 |
| CN114245794A (zh) | 2022-03-25 |
| CA3139821A1 (en) | 2020-11-19 |
| KR20220022114A (ko) | 2022-02-24 |
| SG11202112504YA (en) | 2021-12-30 |
| IL287945B1 (en) | 2025-11-01 |
| EP4219466A1 (en) | 2023-08-02 |
| WO2020231977A1 (en) | 2020-11-19 |
| MX2021013854A (es) | 2022-03-22 |
| IL287945B2 (en) | 2026-03-01 |
| JP7649257B2 (ja) | 2025-03-19 |
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