JPWO2019241533A5 - - Google Patents
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- Publication number
- JPWO2019241533A5 JPWO2019241533A5 JP2020568796A JP2020568796A JPWO2019241533A5 JP WO2019241533 A5 JPWO2019241533 A5 JP WO2019241533A5 JP 2020568796 A JP2020568796 A JP 2020568796A JP 2020568796 A JP2020568796 A JP 2020568796A JP WO2019241533 A5 JPWO2019241533 A5 JP WO2019241533A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- amino
- pharmaceutically acceptable
- solvate
- azabicyclo
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims description 51
- 150000003839 salts Chemical class 0.000 claims description 35
- 239000012453 solvate Substances 0.000 claims description 35
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 21
- -1 (methyl) (propa-2-yl) Chemical group 0.000 claims description 18
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 16
- 201000010099 disease Diseases 0.000 claims description 14
- 206010015037 epilepsy Diseases 0.000 claims description 12
- 239000008194 pharmaceutical composition Substances 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000001475 halogen functional group Chemical group 0.000 claims description 6
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 5
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 5
- 125000000335 thiazolyl group Chemical group 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 230000000694 effects Effects 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 208000014644 Brain disease Diseases 0.000 claims 2
- 208000032274 Encephalopathy Diseases 0.000 claims 2
- 101000654381 Homo sapiens Sodium channel protein type 8 subunit alpha Proteins 0.000 claims 2
- 102100031371 Sodium channel protein type 8 subunit alpha Human genes 0.000 claims 2
- 230000002159 abnormal effect Effects 0.000 claims 2
- 230000001037 epileptic effect Effects 0.000 claims 2
- 230000035772 mutation Effects 0.000 claims 2
- NVZINPVISUVPHW-UHFFFAOYSA-N 3-methylbenzenesulfonamide Chemical compound CC1=CC=CC(S(N)(=O)=O)=C1 NVZINPVISUVPHW-UHFFFAOYSA-N 0.000 claims 1
- WFOIYTFNAZCKMK-UHFFFAOYSA-N 4-[[2-(7-azabicyclo[2.2.1]heptan-7-ylmethyl)-6-fluorophenyl]methylamino]-2-fluoro-3-methyl-N-(1,2-oxazol-3-yl)benzenesulfonamide Chemical compound C1=CC(CN2C3CCC2CC3)=C(CNC2=CC=C(S(=O)(=O)NC=3C=CON=3)C(F)=C2C)C(F)=C1 WFOIYTFNAZCKMK-UHFFFAOYSA-N 0.000 claims 1
- 125000006287 difluorobenzyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000008177 pharmaceutical agent Substances 0.000 claims 1
- 238000000034 method Methods 0.000 description 11
- 229940002612 prodrug Drugs 0.000 description 8
- 239000000651 prodrug Substances 0.000 description 8
- 108010052164 Sodium Channels Proteins 0.000 description 6
- 102000018674 Sodium Channels Human genes 0.000 description 6
- CHKFOGJYAICJSR-UHFFFAOYSA-N benzenesulfonamide;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.NS(=O)(=O)C1=CC=CC=C1 CHKFOGJYAICJSR-UHFFFAOYSA-N 0.000 description 6
- 241000124008 Mammalia Species 0.000 description 4
- 206010010904 Convulsion Diseases 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 208000028329 epileptic seizure Diseases 0.000 description 2
- LTFLHVFIGUDVEV-UHFFFAOYSA-N 4-[[2-(7-azabicyclo[2.2.1]heptan-7-ylmethyl)-6-fluorophenyl]methylamino]-2-fluoro-3-methyl-N-(1,2-oxazol-3-yl)benzenesulfonamide 2,2,2-trifluoroacetic acid Chemical compound FC(C(=O)O)(F)F.C12CCC(CC1)N2CC2=C(CNC1=C(C(=C(C=C1)S(=O)(=O)NC1=NOC=C1)F)C)C(=CC=C2)F LTFLHVFIGUDVEV-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 210000004962 mammalian cell Anatomy 0.000 description 1
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2023129150A JP2023138672A (ja) | 2018-06-13 | 2023-08-08 | ベンゼンスルホンアミド化合物および治療剤としてのその使用 |
| JP2025090964A JP2025128218A (ja) | 2018-06-13 | 2025-05-30 | ベンゼンスルホンアミド化合物および治療剤としてのその使用 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201862684436P | 2018-06-13 | 2018-06-13 | |
| US62/684,436 | 2018-06-13 | ||
| PCT/US2019/037011 WO2019241533A1 (en) | 2018-06-13 | 2019-06-13 | Benzenesulfonamide compounds and their use as therapeutic agents |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023129150A Division JP2023138672A (ja) | 2018-06-13 | 2023-08-08 | ベンゼンスルホンアミド化合物および治療剤としてのその使用 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| JP2021528387A JP2021528387A (ja) | 2021-10-21 |
| JPWO2019241533A5 true JPWO2019241533A5 (https=) | 2022-06-15 |
| JP2021528387A5 JP2021528387A5 (https=) | 2022-06-15 |
| JP7371029B2 JP7371029B2 (ja) | 2023-10-30 |
Family
ID=67138087
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020568796A Active JP7371029B2 (ja) | 2018-06-13 | 2019-06-13 | ベンゼンスルホンアミド化合物および治療剤としてのその使用 |
| JP2023129150A Withdrawn JP2023138672A (ja) | 2018-06-13 | 2023-08-08 | ベンゼンスルホンアミド化合物および治療剤としてのその使用 |
| JP2025090964A Pending JP2025128218A (ja) | 2018-06-13 | 2025-05-30 | ベンゼンスルホンアミド化合物および治療剤としてのその使用 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023129150A Withdrawn JP2023138672A (ja) | 2018-06-13 | 2023-08-08 | ベンゼンスルホンアミド化合物および治療剤としてのその使用 |
| JP2025090964A Pending JP2025128218A (ja) | 2018-06-13 | 2025-05-30 | ベンゼンスルホンアミド化合物および治療剤としてのその使用 |
Country Status (23)
| Country | Link |
|---|---|
| US (2) | US10745392B2 (https=) |
| EP (1) | EP3807281A1 (https=) |
| JP (3) | JP7371029B2 (https=) |
| KR (1) | KR102833674B1 (https=) |
| CN (1) | CN112262142B (https=) |
| AU (1) | AU2019285184B2 (https=) |
| BR (1) | BR112020024729A2 (https=) |
| CA (1) | CA3103600A1 (https=) |
| CL (1) | CL2020003197A1 (https=) |
| CR (1) | CR20200613A (https=) |
| EA (1) | EA202092719A1 (https=) |
| EC (1) | ECSP20079861A (https=) |
| IL (1) | IL278949B2 (https=) |
| JO (1) | JOP20200304A1 (https=) |
| MA (1) | MA52888A (https=) |
| MX (1) | MX2020013317A (https=) |
| NI (1) | NI202000098A (https=) |
| PE (1) | PE20211389A1 (https=) |
| PH (1) | PH12020552111A1 (https=) |
| SA (1) | SA520420768B1 (https=) |
| SG (1) | SG11202011862PA (https=) |
| UA (1) | UA127024C2 (https=) |
| WO (1) | WO2019241533A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL3458449T3 (pl) * | 2016-05-20 | 2025-06-23 | Xenon Pharmaceuticals Inc. | Związki benzenosulfonamidowe i ich zastosowanie jako środki terapeutyczne |
| CN110325531B (zh) | 2016-12-09 | 2022-05-27 | 泽农医药公司 | 苯磺酰胺及其作为治疗剂的用途 |
| US10745392B2 (en) * | 2018-06-13 | 2020-08-18 | Xenon Pharmaceuticals Inc. | Benzenesulfonamide compounds and their use as therapeutic agents |
| KR20210054510A (ko) | 2018-08-31 | 2021-05-13 | 제논 파마슈티칼스 인크. | 헤테로아릴-치환된 술폰아미드 화합물 및 치료제로서의 그의 용도 |
| EP4655291A2 (en) * | 2023-01-26 | 2025-12-03 | Merck Sharp & Dohme LLC | N-substituted indazole sulfonamide compounds with selective activity in voltage-gated sodium channels background |
| CN117510431A (zh) * | 2023-11-08 | 2024-02-06 | 浙江雅辰药物科技股份有限公司 | 一种异噻唑-3-酮及其衍生物、合成方法 |
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| US5877193A (en) | 1996-07-19 | 1999-03-02 | Hoffmann-La Roche Inc. | Use of N-(4-aryl-thiazol-2-yl)-sulfonamides |
| EP0981327B1 (en) | 1997-05-07 | 2002-11-06 | Galen (Chemicals) Limited | Intravaginal drug delivery devices for the administration of testosterone and testosterone precursors |
| CA2349832A1 (en) | 1999-01-13 | 2000-07-20 | Warner-Lambert Company | Benzenesulfonamide derivatives and their use as mek inhibitors |
| DE19907385A1 (de) | 1999-02-20 | 2000-08-24 | Boehringer Ingelheim Pharma | Neue substituierte 3-Phenoxy- und 3-Phenylalkyloxy-2-phenyl-propylamine |
| JP2003504401A (ja) | 1999-07-16 | 2003-02-04 | ワーナー−ランバート・カンパニー | Mek阻害剤を用いる慢性疼痛の治療方法 |
| GB9928568D0 (en) | 1999-12-03 | 2000-02-02 | Zeneca Ltd | Chemical compounds |
| FR2836917B1 (fr) | 2002-03-11 | 2006-02-24 | Lipha | Derives nitroso de la diphenylamine, compositions pharmaceutiques les contenant en tant que medicaments utilisables dans le traitement des pathologies caracterisees par une situation de stress oxydatif |
| BR0312023A (pt) | 2002-06-27 | 2005-03-22 | Novo Nordisk As | Composto, composto ativador da glicose cinase, método para evitar a hipoglicemia, uso de um composto, e, composição farmacêutica |
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| US8202861B2 (en) | 2003-08-08 | 2012-06-19 | Vertex Pharmaceuticals Incorporated | Compositions useful as inhibitors of voltage-gated sodium channels |
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| PL3458449T3 (pl) * | 2016-05-20 | 2025-06-23 | Xenon Pharmaceuticals Inc. | Związki benzenosulfonamidowe i ich zastosowanie jako środki terapeutyczne |
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| CN110325531B (zh) * | 2016-12-09 | 2022-05-27 | 泽农医药公司 | 苯磺酰胺及其作为治疗剂的用途 |
| US10745392B2 (en) | 2018-06-13 | 2020-08-18 | Xenon Pharmaceuticals Inc. | Benzenesulfonamide compounds and their use as therapeutic agents |
| MA53488A (fr) | 2018-08-31 | 2021-12-08 | Xenon Pharmaceuticals Inc | Composés de sulfonamide substitués par hétéroaryle et leur utilisation en tant qu'inhibiteurs de canaux sodiques |
| KR20210054510A (ko) | 2018-08-31 | 2021-05-13 | 제논 파마슈티칼스 인크. | 헤테로아릴-치환된 술폰아미드 화합물 및 치료제로서의 그의 용도 |
-
2019
- 2019-06-13 US US16/440,459 patent/US10745392B2/en active Active
- 2019-06-13 MA MA052888A patent/MA52888A/fr unknown
- 2019-06-13 CN CN201980039029.1A patent/CN112262142B/zh active Active
- 2019-06-13 EP EP19735024.2A patent/EP3807281A1/en active Pending
- 2019-06-13 UA UAA202008102A patent/UA127024C2/uk unknown
- 2019-06-13 BR BR112020024729-4A patent/BR112020024729A2/pt unknown
- 2019-06-13 WO PCT/US2019/037011 patent/WO2019241533A1/en not_active Ceased
- 2019-06-13 SG SG11202011862PA patent/SG11202011862PA/en unknown
- 2019-06-13 CA CA3103600A patent/CA3103600A1/en active Pending
- 2019-06-13 AU AU2019285184A patent/AU2019285184B2/en active Active
- 2019-06-13 PE PE2020001990A patent/PE20211389A1/es unknown
- 2019-06-13 CR CR20200613A patent/CR20200613A/es unknown
- 2019-06-13 JP JP2020568796A patent/JP7371029B2/ja active Active
- 2019-06-13 EA EA202092719A patent/EA202092719A1/ru unknown
- 2019-06-13 KR KR1020217000602A patent/KR102833674B1/ko active Active
- 2019-06-13 IL IL278949A patent/IL278949B2/en unknown
- 2019-06-13 MX MX2020013317A patent/MX2020013317A/es unknown
- 2019-12-13 JO JOP/2020/0304A patent/JOP20200304A1/ar unknown
-
2020
- 2020-07-13 US US16/927,178 patent/US11325902B2/en active Active
- 2020-12-09 CL CL2020003197A patent/CL2020003197A1/es unknown
- 2020-12-09 PH PH12020552111A patent/PH12020552111A1/en unknown
- 2020-12-10 NI NI202000098A patent/NI202000098A/es unknown
- 2020-12-10 EC ECSENADI202079861A patent/ECSP20079861A/es unknown
- 2020-12-10 SA SA520420768A patent/SA520420768B1/ar unknown
-
2023
- 2023-08-08 JP JP2023129150A patent/JP2023138672A/ja not_active Withdrawn
-
2025
- 2025-05-30 JP JP2025090964A patent/JP2025128218A/ja active Pending
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