JP7636326B2 - 複素環化合物 - Google Patents
複素環化合物 Download PDFInfo
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- JP7636326B2 JP7636326B2 JP2021535340A JP2021535340A JP7636326B2 JP 7636326 B2 JP7636326 B2 JP 7636326B2 JP 2021535340 A JP2021535340 A JP 2021535340A JP 2021535340 A JP2021535340 A JP 2021535340A JP 7636326 B2 JP7636326 B2 JP 7636326B2
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- JP
- Japan
- Prior art keywords
- phenyl
- oxo
- carboxamide
- trifluoroethoxy
- dihydropyridine
- Prior art date
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- 150000002391 heterocyclic compounds Chemical class 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 417
- -1 1-(2-Methoxyphenyl)-6-methyl-2-oxo-N-(4-phenoxyphenyl)-1,2-dihydropyridine-3-carboxamide 1-(2-Methoxyphenyl)-2-oxo-N-(4-phenoxyphenyl)-1,2-dihydropyridine-3-carboxamide Chemical compound 0.000 claims description 313
- 150000003839 salts Chemical class 0.000 claims description 89
- 239000003814 drug Substances 0.000 claims description 73
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 36
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- 230000004770 neurodegeneration Effects 0.000 claims description 21
- 208000015122 neurodegenerative disease Diseases 0.000 claims description 21
- 208000033868 Lysosomal disease Diseases 0.000 claims description 18
- 208000015439 Lysosomal storage disease Diseases 0.000 claims description 18
- 208000018737 Parkinson disease Diseases 0.000 claims description 17
- 208000015872 Gaucher disease Diseases 0.000 claims description 13
- 201000002832 Lewy body dementia Diseases 0.000 claims description 13
- 206010067889 Dementia with Lewy bodies Diseases 0.000 claims description 12
- 208000001089 Multiple system atrophy Diseases 0.000 claims description 12
- CQAPXPSWLDAVEG-UHFFFAOYSA-N N-[4-(2-hydroxypropan-2-yl)phenyl]-3-oxo-2-[2-(2,2,2-trifluoroethoxy)phenyl]pyridazine-4-carboxamide Chemical compound OC(C)(C)C1=CC=C(C=C1)NC(=O)C=1C(N(N=CC1)C1=C(C=CC=C1)OCC(F)(F)F)=O CQAPXPSWLDAVEG-UHFFFAOYSA-N 0.000 claims description 10
- MBACSVSGZYESBI-UHFFFAOYSA-N 2-[2-(2,2-difluoroethoxy)phenyl]-6-methyl-3-oxo-N-[6-(1,1,3,3-tetrafluoro-2-hydroxypropan-2-yl)pyridin-3-yl]pyridazine-4-carboxamide Chemical compound CC1=NN(C(=O)C(=C1)C(=O)NC2=CN=C(C=C2)C(C(F)F)(C(F)F)O)C3=CC=CC=C3OCC(F)F MBACSVSGZYESBI-UHFFFAOYSA-N 0.000 claims description 7
- AVPRUJACWAZLHN-UHFFFAOYSA-N 2-[2-(2,2-difluoroethoxy)phenyl]-N-[2-fluoro-4-(2-hydroxypropan-2-yl)phenyl]-6-methyl-3-oxopyridazine-4-carboxamide Chemical compound CC1=NN(C(=O)C(=C1)C(=O)NC2=C(C=C(C=C2)C(C)(C)O)F)C3=CC=CC=C3OCC(F)F AVPRUJACWAZLHN-UHFFFAOYSA-N 0.000 claims description 7
- FPJCZSVAGQWPJE-UHFFFAOYSA-N 2-[2-(2,2-difluoroethoxy)phenyl]-N-[4-(2-hydroxypropan-2-yl)phenyl]-3-oxopyridazine-4-carboxamide Chemical compound FC(COC1=C(C=CC=C1)N1N=CC=C(C1=O)C(=O)NC1=CC=C(C=C1)C(C)(C)O)F FPJCZSVAGQWPJE-UHFFFAOYSA-N 0.000 claims description 7
- 230000003449 preventive effect Effects 0.000 claims description 7
- OJTWEFXGDSAZLJ-UHFFFAOYSA-N 2-[2-(2,2-difluoroethoxy)phenyl]-N-[4-(2-hydroxypropan-2-yl)phenyl]-6-methyl-3-oxopyridazine-4-carboxamide Chemical compound FC(COC1=C(C=CC=C1)N1N=C(C=C(C1=O)C(=O)NC1=CC=C(C=C1)C(C)(C)O)C)F OJTWEFXGDSAZLJ-UHFFFAOYSA-N 0.000 claims description 6
- NIKSYRAAZPFIET-UHFFFAOYSA-N 2-[2-(2,2-difluoroethoxy)phenyl]-N-[6-(2-hydroxypropan-2-yl)pyridin-3-yl]-6-methyl-3-oxopyridazine-4-carboxamide Chemical compound CC1=NN(C(=O)C(=C1)C(=O)NC2=CN=C(C=C2)C(C)(C)O)C3=CC=CC=C3OCC(F)F NIKSYRAAZPFIET-UHFFFAOYSA-N 0.000 claims description 6
- 208000006515 AB Variant Tay-Sachs Disease Diseases 0.000 claims description 6
- 102100022548 Beta-hexosaminidase subunit alpha Human genes 0.000 claims description 6
- 208000024720 Fabry Disease Diseases 0.000 claims description 6
- 201000008892 GM1 Gangliosidosis Diseases 0.000 claims description 6
- WOWYTFBDGFBMEC-UHFFFAOYSA-N N-[2-fluoro-4-(2-hydroxypropan-2-yl)phenyl]-3-oxo-2-[2-(2,2,2-trifluoroethoxy)phenyl]pyridazine-4-carboxamide Chemical compound CC(C)(C1=CC(=C(C=C1)NC(=O)C2=CC=NN(C2=O)C3=CC=CC=C3OCC(F)(F)F)F)O WOWYTFBDGFBMEC-UHFFFAOYSA-N 0.000 claims description 6
- 208000021811 Sandhoff disease Diseases 0.000 claims description 6
- 208000022292 Tay-Sachs disease Diseases 0.000 claims description 6
- 229940124597 therapeutic agent Drugs 0.000 claims description 6
- CTSKNCVGKGWGIR-UHFFFAOYSA-N 2-[2-(2,2-difluoroethoxy)phenyl]-6-methyl-3-oxo-N-[4-(1,1,3,3-tetrafluoro-2-hydroxypropan-2-yl)phenyl]pyridazine-4-carboxamide Chemical compound CC1=NN(C(=O)C(=C1)C(=O)NC2=CC=C(C=C2)C(C(F)F)(C(F)F)O)C3=CC=CC=C3OCC(F)F CTSKNCVGKGWGIR-UHFFFAOYSA-N 0.000 claims description 5
- GNMMSYGLWKLYHU-UHFFFAOYSA-N 6-[2-(2,2-difluoroethoxy)phenyl]-N-[4-(2-hydroxypropan-2-yl)phenyl]-2-methyl-5-oxopyridazine-4-carboxamide Chemical compound CC(C)(C1=CC=C(C=C1)NC(=O)C2=CN(N=C(C2=O)C3=CC=CC=C3OCC(F)F)C)O GNMMSYGLWKLYHU-UHFFFAOYSA-N 0.000 claims description 5
- 239000003892 ceramide glucosyltransferase inhibitor Substances 0.000 claims description 5
- 239000008177 pharmaceutical agent Substances 0.000 claims description 5
- FVPXAJSVYUMOEP-UHFFFAOYSA-N 2-[4-fluoro-2-(2,2,2-trifluoroethoxy)phenyl]-N-[4-(2-hydroxypropan-2-yl)phenyl]-3-oxopyridazine-4-carboxamide Chemical compound CC(C)(C1=CC=C(C=C1)NC(=O)C2=CC=NN(C2=O)C3=C(C=C(C=C3)F)OCC(F)(F)F)O FVPXAJSVYUMOEP-UHFFFAOYSA-N 0.000 claims description 4
- YKKUKRAGMISKJY-UHFFFAOYSA-N 2-cyclopropyl-6-[2-(2,2-difluoroethoxy)phenyl]-N-[4-(2-hydroxypropan-2-yl)phenyl]-5-oxopyridazine-4-carboxamide Chemical compound CC(C)(C1=CC=C(C=C1)NC(=O)C2=CN(N=C(C2=O)C3=CC=CC=C3OCC(F)F)C4CC4)O YKKUKRAGMISKJY-UHFFFAOYSA-N 0.000 claims description 4
- NNHDQCNUYRVURL-UHFFFAOYSA-N 3-oxo-N-[6-(1,1,3,3-tetrafluoro-2-hydroxypropan-2-yl)pyridin-3-yl]-2-[2-(2,2,2-trifluoroethoxy)phenyl]pyridazine-4-carboxamide Chemical compound C1=CC=C(C(=C1)N2C(=O)C(=CC=N2)C(=O)NC3=CN=C(C=C3)C(C(F)F)(C(F)F)O)OCC(F)(F)F NNHDQCNUYRVURL-UHFFFAOYSA-N 0.000 claims description 4
- SKUQDMHSHLOVGM-UHFFFAOYSA-N 6-[2-(2,2-difluoroethoxy)phenyl]-2-(difluoromethyl)-5-oxo-N-[6-(1,1,3,3-tetrafluoro-2-hydroxypropan-2-yl)pyridin-3-yl]pyridazine-4-carboxamide Chemical compound C1=CC=C(C(=C1)C2=NN(C=C(C2=O)C(=O)NC3=CN=C(C=C3)C(C(F)F)(C(F)F)O)C(F)F)OCC(F)F SKUQDMHSHLOVGM-UHFFFAOYSA-N 0.000 claims description 4
- VBDIPQSLOVYAHK-UHFFFAOYSA-N 1-(4-methoxy-2-methylpyrazol-3-yl)-2-oxo-N-[6-(2,2,2-trifluoroethoxy)pyridin-3-yl]pyridine-3-carboxamide Chemical compound CN1C(=C(C=N1)OC)N2C=CC=C(C2=O)C(=O)NC3=CN=C(C=C3)OCC(F)(F)F VBDIPQSLOVYAHK-UHFFFAOYSA-N 0.000 claims description 3
- FOEADNDSSITDLE-UHFFFAOYSA-N 1-[4,5-difluoro-2-(2,2,2-trifluoroethoxy)phenyl]-N-[4-(2-hydroxypropan-2-yl)phenyl]-2-oxopyridine-3-carboxamide Chemical compound CC(C)(C1=CC=C(C=C1)NC(=O)C2=CC=CN(C2=O)C3=CC(=C(C=C3OCC(F)(F)F)F)F)O FOEADNDSSITDLE-UHFFFAOYSA-N 0.000 claims description 3
- WKMWCRNYMBCCIQ-UHFFFAOYSA-N 1-[4-fluoro-2-(2,2,2-trifluoroethoxy)phenyl]-2-oxo-N-[1-(2,2,3,3,3-pentafluoropropyl)pyrazol-4-yl]pyridine-3-carboxamide Chemical compound C1=CN(C(=O)C(=C1)C(=O)NC2=CN(N=C2)CC(C(F)(F)F)(F)F)C3=C(C=C(C=C3)F)OCC(F)(F)F WKMWCRNYMBCCIQ-UHFFFAOYSA-N 0.000 claims description 3
- LTLZTQXHXCGJNU-UHFFFAOYSA-N 1-[4-fluoro-2-(2,2,2-trifluoroethoxy)phenyl]-2-oxo-N-[6-(2,2,2-trifluoroethoxymethyl)pyridin-3-yl]pyridine-3-carboxamide Chemical compound C1=CN(C(=O)C(=C1)C(=O)NC2=CN=C(C=C2)COCC(F)(F)F)C3=C(C=C(C=C3)F)OCC(F)(F)F LTLZTQXHXCGJNU-UHFFFAOYSA-N 0.000 claims description 3
- GYLNMZKJSYRJCI-UHFFFAOYSA-N 1-[4-fluoro-2-(2,2,2-trifluoroethoxy)phenyl]-N-[1-(oxan-4-yl)pyrazol-3-yl]-2-oxopyridine-3-carboxamide Chemical compound C1COCCC1N2C=CC(=N2)NC(=O)C3=CC=CN(C3=O)C4=C(C=C(C=C4)F)OCC(F)(F)F GYLNMZKJSYRJCI-UHFFFAOYSA-N 0.000 claims description 3
- RIDZLRWLSOVWRE-UHFFFAOYSA-N 1-[4-fluoro-2-(2,2,2-trifluoroethoxy)phenyl]-N-[4-(1-hydroxycyclopropyl)phenyl]-2-oxopyridine-3-carboxamide Chemical compound C1CC1(C2=CC=C(C=C2)NC(=O)C3=CC=CN(C3=O)C4=C(C=C(C=C4)F)OCC(F)(F)F)O RIDZLRWLSOVWRE-UHFFFAOYSA-N 0.000 claims description 3
- WWNCTZJTEJLBHK-UHFFFAOYSA-N 1-[4-fluoro-2-(2,2,2-trifluoroethoxy)phenyl]-N-[4-(2-hydroxy-2-methylpropoxy)phenyl]-2-oxopyridine-3-carboxamide Chemical compound CC(C)(COC1=CC=C(C=C1)NC(=O)C2=CC=CN(C2=O)C3=C(C=C(C=C3)F)OCC(F)(F)F)O WWNCTZJTEJLBHK-UHFFFAOYSA-N 0.000 claims description 3
- SGSIHSORZQLREL-UHFFFAOYSA-N 1-[4-fluoro-2-(2,2,2-trifluoroethoxy)phenyl]-N-[4-(2-hydroxypropan-2-yl)phenyl]-6-oxopyrimidine-5-carboxamide Chemical compound CC(C)(C1=CC=C(C=C1)NC(=O)C2=CN=CN(C2=O)C3=C(C=C(C=C3)F)OCC(F)(F)F)O SGSIHSORZQLREL-UHFFFAOYSA-N 0.000 claims description 3
- CYXJZINHKFIKKI-UHFFFAOYSA-N 2-oxo-1-[3-(2,2,2-trifluoroethoxy)pyridazin-4-yl]-N-[6-(1,1,1-trifluoro-2-hydroxypropan-2-yl)pyridin-3-yl]pyridine-3-carboxamide Chemical compound CC(C1=NC=C(C=C1)NC(=O)C2=CC=CN(C2=O)C3=C(N=NC=C3)OCC(F)(F)F)(C(F)(F)F)O CYXJZINHKFIKKI-UHFFFAOYSA-N 0.000 claims description 3
- MMMCOYDWXIRRKR-UHFFFAOYSA-N 2-oxo-N-[6-(2,2,2-trifluoroethoxy)pyridin-3-yl]-1-[2-(3,3,3-trifluoropropyl)pyrazol-3-yl]pyridine-3-carboxamide Chemical compound C1=CN(C(=O)C(=C1)C(=O)NC2=CN=C(C=C2)OCC(F)(F)F)C3=CC=NN3CCC(F)(F)F MMMCOYDWXIRRKR-UHFFFAOYSA-N 0.000 claims description 3
- VSHBRCQTAALYJF-UHFFFAOYSA-N 6-[2-(2,2-difluoroethoxy)phenyl]-2-(difluoromethyl)-5-oxo-N-[4-(1,1,3,3-tetrafluoro-2-hydroxypropan-2-yl)phenyl]pyridazine-4-carboxamide Chemical compound C1=CC=C(C(=C1)C2=NN(C=C(C2=O)C(=O)NC3=CC=C(C=C3)C(C(F)F)(C(F)F)O)C(F)F)OCC(F)F VSHBRCQTAALYJF-UHFFFAOYSA-N 0.000 claims description 3
- WWWNATGQDSQUCR-UHFFFAOYSA-N 6-[2-(2,2-difluoroethoxy)phenyl]-2-(difluoromethyl)-N-[4-(2-hydroxypropan-2-yl)phenyl]-5-oxopyridazine-4-carboxamide Chemical compound CC(C)(C1=CC=C(C=C1)NC(=O)C2=CN(N=C(C2=O)C3=CC=CC=C3OCC(F)F)C(F)F)O WWWNATGQDSQUCR-UHFFFAOYSA-N 0.000 claims description 3
- FYSLYXDIQQJUGJ-UHFFFAOYSA-N N-[2-cyano-4-(2-hydroxypropan-2-yl)phenyl]-2-[2-(2,2-difluoroethoxy)phenyl]-6-methyl-3-oxopyridazine-4-carboxamide Chemical compound CC1=NN(C(=O)C(=C1)C(=O)NC2=C(C=C(C=C2)C(C)(C)O)C#N)C3=CC=CC=C3OCC(F)F FYSLYXDIQQJUGJ-UHFFFAOYSA-N 0.000 claims description 3
- KMLUZAMGLNUIGV-UHFFFAOYSA-N N-[6-(2-hydroxypropan-2-yl)pyridin-3-yl]-2-oxo-1-[5-(2,2,2-trifluoroethoxy)pyrimidin-4-yl]pyridine-3-carboxamide Chemical compound CC(C)(C1=NC=C(C=C1)NC(=O)C2=CC=CN(C2=O)C3=NC=NC=C3OCC(F)(F)F)O KMLUZAMGLNUIGV-UHFFFAOYSA-N 0.000 claims description 3
- OLZXDWMSTQSAFM-UHFFFAOYSA-N N-[6-(cyanomethyl)pyridin-3-yl]-1-[4-fluoro-2-(2,2,2-trifluoroethoxy)phenyl]-2-oxopyridine-3-carboxamide Chemical compound C1=CN(C(=O)C(=C1)C(=O)NC2=CN=C(C=C2)CC#N)C3=C(C=C(C=C3)F)OCC(F)(F)F OLZXDWMSTQSAFM-UHFFFAOYSA-N 0.000 claims description 3
- TVFHPMMQSKOXHN-UHFFFAOYSA-N N-[6-[cyclopropyl(hydroxy)methyl]pyridin-3-yl]-1-[4-fluoro-2-(2,2,2-trifluoroethoxy)phenyl]-2-oxopyridine-3-carboxamide Chemical compound C1CC1C(C2=NC=C(C=C2)NC(=O)C3=CC=CN(C3=O)C4=C(C=C(C=C4)F)OCC(F)(F)F)O TVFHPMMQSKOXHN-UHFFFAOYSA-N 0.000 claims description 3
- 229940125921 glucosylceramide synthase inhibitor Drugs 0.000 claims description 3
- FOMZSTOGOLYTHC-UHFFFAOYSA-N 2-[2-(2,2-difluoroethoxy)phenyl]-3-oxo-N-[4-(oxolan-2-yl)phenyl]pyridazine-4-carboxamide Chemical compound C1CC(OC1)C2=CC=C(C=C2)NC(=O)C3=CC=NN(C3=O)C4=CC=CC=C4OCC(F)F FOMZSTOGOLYTHC-UHFFFAOYSA-N 0.000 claims description 2
- UFPFHCJBNKNGAP-UHFFFAOYSA-N N-[4-(2-hydroxypropan-2-yl)phenyl]-2-oxo-1-[2-(2,2,2-trifluoroethoxy)pyridin-3-yl]pyridine-3-carboxamide Chemical compound CC(C)(C1=CC=C(C=C1)NC(=O)C2=CC=CN(C2=O)C3=C(N=CC=C3)OCC(F)(F)F)O UFPFHCJBNKNGAP-UHFFFAOYSA-N 0.000 claims description 2
- BRLDRMFTBSFJBO-UHFFFAOYSA-N N-[5-(1-hydroxyethyl)pyridin-2-yl]-3-oxo-2-[2-(2,2,2-trifluoroethoxy)phenyl]pyridazine-4-carboxamide Chemical compound CC(C1=CN=C(C=C1)NC(=O)C2=CC=NN(C2=O)C3=CC=CC=C3OCC(F)(F)F)O BRLDRMFTBSFJBO-UHFFFAOYSA-N 0.000 claims description 2
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 2
- ZSJARFUPXHWYLP-UHFFFAOYSA-N 6-[2-(2,2-difluoroethoxy)phenyl]-2-(2,2-difluoroethyl)-N-[4-(2-hydroxypropan-2-yl)phenyl]-5-oxopyridazine-4-carboxamide Chemical compound CC(C)(C1=CC=C(C=C1)NC(=O)C2=CN(N=C(C2=O)C3=CC=CC=C3OCC(F)F)CC(F)F)O ZSJARFUPXHWYLP-UHFFFAOYSA-N 0.000 claims 1
- CNYFXQHTDNEFTC-UHFFFAOYSA-N 6-[2-(2,2-difluoroethoxy)phenyl]-2-(2-hydroxy-2-methylpropyl)-5-oxo-N-[4-(2,2,2-trifluoroethoxy)phenyl]pyridazine-4-carboxamide Chemical compound CC(C)(CN1C=C(C(=O)C(=N1)C2=CC=CC=C2OCC(F)F)C(=O)NC3=CC=C(C=C3)OCC(F)(F)F)O CNYFXQHTDNEFTC-UHFFFAOYSA-N 0.000 claims 1
- XFRAGZIFEPHPKV-UHFFFAOYSA-N 6-[2-(2,2-difluoroethoxy)phenyl]-2-(oxetan-3-ylmethyl)-5-oxo-N-[4-(1,1,3,3-tetrafluoro-2-hydroxypropan-2-yl)phenyl]pyridazine-4-carboxamide Chemical compound C1C(CO1)CN2C=C(C(=O)C(=N2)C3=CC=CC=C3OCC(F)F)C(=O)NC4=CC=C(C=C4)C(C(F)F)(C(F)F)O XFRAGZIFEPHPKV-UHFFFAOYSA-N 0.000 claims 1
- WHHVDQQRYBWMED-UHFFFAOYSA-N 6-[2-(2,2-difluoroethoxy)phenyl]-N-(2,4-difluorophenyl)-2-(2-hydroxy-2-methylpropyl)-5-oxopyridazine-4-carboxamide Chemical compound CC(C)(CN1C=C(C(=O)C(=N1)C2=CC=CC=C2OCC(F)F)C(=O)NC3=C(C=C(C=C3)F)F)O WHHVDQQRYBWMED-UHFFFAOYSA-N 0.000 claims 1
- OXNHGOSTNSBZOJ-UHFFFAOYSA-N 6-[2-(2,2-difluoroethoxy)phenyl]-N-(2,4-difluorophenyl)-2-(oxetan-3-yl)-5-oxopyridazine-4-carboxamide Chemical compound C1C(CO1)N2C=C(C(=O)C(=N2)C3=CC=CC=C3OCC(F)F)C(=O)NC4=C(C=C(C=C4)F)F OXNHGOSTNSBZOJ-UHFFFAOYSA-N 0.000 claims 1
- CSILMNPBJPKQQC-UHFFFAOYSA-N 6-[2-(2,2-difluoroethoxy)phenyl]-N-[4-(2-hydroxypropan-2-yl)phenyl]-5-oxo-2-(oxolan-3-yl)pyridazine-4-carboxamide Chemical compound CC(C)(C1=CC=C(C=C1)NC(=O)C2=CN(N=C(C2=O)C3=CC=CC=C3OCC(F)F)C4CCOC4)O CSILMNPBJPKQQC-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- 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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- 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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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P39/02—Antidotes
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/14—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
- C07D239/36—One oxygen atom as doubly bound oxygen atom or as unsubstituted hydroxy radical
-
- C—CHEMISTRY; METALLURGY
- 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
- C07D401/02—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 two hetero rings
- C07D401/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- 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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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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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
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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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
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
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| JP2019139174 | 2019-07-29 | ||
| JP2019139174 | 2019-07-29 | ||
| PCT/JP2020/028784 WO2021020362A1 (ja) | 2019-07-29 | 2020-07-28 | 複素環化合物 |
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| JPWO2021020362A1 JPWO2021020362A1 (https=) | 2021-02-04 |
| JPWO2021020362A5 JPWO2021020362A5 (https=) | 2023-07-03 |
| JP7636326B2 true JP7636326B2 (ja) | 2025-02-26 |
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| JP2021535340A Active JP7636326B2 (ja) | 2019-07-29 | 2020-07-28 | 複素環化合物 |
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| EP (1) | EP4005637A4 (https=) |
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| JP7539382B2 (ja) | 2019-07-29 | 2024-08-23 | 武田薬品工業株式会社 | 複素環化合物 |
| CN115925618A (zh) * | 2023-01-06 | 2023-04-07 | 河南省科学院化学研究所有限公司 | 一种2-(2,2,2-三氟乙氧基)-6-氯-3-氨基吡啶的合成方法 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009529047A (ja) | 2006-03-07 | 2009-08-13 | アレイ バイオファーマ、インコーポレイテッド | ヘテロ二環系ピラゾール化合物およびその使用 |
| WO2015068767A1 (ja) | 2013-11-08 | 2015-05-14 | 小野薬品工業株式会社 | ピロロピリミジン誘導体 |
| JP2018520109A (ja) | 2015-05-21 | 2018-07-26 | 中国科学院上海薬物研究所Shanghai Institute Of Materia Medica, Chinese Academy Of Sciences | ピリド−アザヘテロサイクリック化合物及びその製造方法と用途 |
| JP2019510043A (ja) | 2016-03-28 | 2019-04-11 | インサイト・コーポレイションIncyte Corporation | Tam阻害剤としてのピロロトリアジン化合物 |
| JP2019516744A (ja) | 2016-05-25 | 2019-06-20 | バイエル ファーマ アクチエンゲゼルシャフト | 3−オキソ−2,6−ジフェニル−2,3−ジヒドロピリダジン−4−カルボキサミド類 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US7173031B2 (en) * | 2004-06-28 | 2007-02-06 | Bristol-Myers Squibb Company | Pyrrolotriazine kinase inhibitors |
| US7439246B2 (en) | 2004-06-28 | 2008-10-21 | Bristol-Myers Squibb Company | Fused heterocyclic kinase inhibitors |
| JO2787B1 (en) * | 2005-04-27 | 2014-03-15 | امجين إنك, | Alternative amide derivatives and methods of use |
| JPWO2009096435A1 (ja) * | 2008-01-29 | 2011-05-26 | 武田薬品工業株式会社 | 縮合複素環誘導体およびその用途 |
| WO2009136663A1 (en) * | 2008-05-08 | 2009-11-12 | Takeda Pharmaceutical Company Limited | Fused heterocyclic derivatives and use thereof |
| WO2010126914A1 (en) * | 2009-04-27 | 2010-11-04 | Elan Pharmaceuticals, Inc. | Pyridinone antagonists of alpha-4 integrins |
| US20130109682A1 (en) * | 2010-07-06 | 2013-05-02 | Novartis Ag | Cyclic ether compounds useful as kinase inhibitors |
| EP2562174A1 (de) * | 2011-08-24 | 2013-02-27 | Bayer Cropscience AG | Herbizid wirksame 6-Oxo-1,6-dihydropyrimidin-5-carboxamide und 2-Oxo-1,2-dihydropyridin-3-carboxamide |
| UY34686A (es) * | 2012-03-20 | 2013-10-31 | Syngenta Ltd | ?compuestos herbicidas, sus usos, composiciones que los contienen y método para controlar malezas?. |
| MA37975B2 (fr) | 2012-09-11 | 2021-03-31 | Genzyme Corp | Inhibiteurs de synthase de glucosylcéramide |
| EP3079695B1 (en) * | 2013-12-11 | 2021-03-17 | Genzyme Corporation | Glucosylceramide synthase inhibitors |
| WO2019151269A1 (ja) | 2018-01-31 | 2019-08-08 | 武田薬品工業株式会社 | 複素環化合物 |
| JP2019139174A (ja) | 2018-02-15 | 2019-08-22 | 三菱製紙株式会社 | 電子写真記録材料 |
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- 2020-07-28 US US17/630,442 patent/US20220289679A1/en active Pending
- 2020-07-28 EP EP20845923.0A patent/EP4005637A4/en active Pending
- 2020-07-28 WO PCT/JP2020/028784 patent/WO2021020362A1/ja not_active Ceased
- 2020-07-28 JP JP2021535340A patent/JP7636326B2/ja active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009529047A (ja) | 2006-03-07 | 2009-08-13 | アレイ バイオファーマ、インコーポレイテッド | ヘテロ二環系ピラゾール化合物およびその使用 |
| WO2015068767A1 (ja) | 2013-11-08 | 2015-05-14 | 小野薬品工業株式会社 | ピロロピリミジン誘導体 |
| JP2018520109A (ja) | 2015-05-21 | 2018-07-26 | 中国科学院上海薬物研究所Shanghai Institute Of Materia Medica, Chinese Academy Of Sciences | ピリド−アザヘテロサイクリック化合物及びその製造方法と用途 |
| JP2019510043A (ja) | 2016-03-28 | 2019-04-11 | インサイト・コーポレイションIncyte Corporation | Tam阻害剤としてのピロロトリアジン化合物 |
| JP2019516744A (ja) | 2016-05-25 | 2019-06-20 | バイエル ファーマ アクチエンゲゼルシャフト | 3−オキソ−2,6−ジフェニル−2,3−ジヒドロピリダジン−4−カルボキサミド類 |
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| Publication number | Publication date |
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| WO2021020362A1 (ja) | 2021-02-04 |
| JPWO2021020362A1 (https=) | 2021-02-04 |
| US20220289679A1 (en) | 2022-09-15 |
| EP4005637A4 (en) | 2023-07-19 |
| EP4005637A1 (en) | 2022-06-01 |
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