JP2013531028A5 - - Google Patents
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- Publication number
- JP2013531028A5 JP2013531028A5 JP2013519183A JP2013519183A JP2013531028A5 JP 2013531028 A5 JP2013531028 A5 JP 2013531028A5 JP 2013519183 A JP2013519183 A JP 2013519183A JP 2013519183 A JP2013519183 A JP 2013519183A JP 2013531028 A5 JP2013531028 A5 JP 2013531028A5
- Authority
- JP
- Japan
- Prior art keywords
- chloro
- ylbenzenesulfonamide
- phenoxy
- fluoro
- thiazol
- 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
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 229940124777 Nav1.7 inhibitor Drugs 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- VHPXWPAGHGHDCK-UHFFFAOYSA-N 5-chloro-4-[(3,4-dichlorophenoxy)methyl]-2-fluoro-n-methylsulfonylbenzamide Chemical compound C1=C(F)C(C(=O)NS(=O)(=O)C)=CC(Cl)=C1COC1=CC=C(Cl)C(Cl)=C1 VHPXWPAGHGHDCK-UHFFFAOYSA-N 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- -1 3-Amino-1H-pyrazol-4-yl Chemical group 0.000 claims 1
- GRKVYZKIYFQNRJ-UHFFFAOYSA-N 3-cyano-4-[2-(3-methylpyridazin-4-yl)-4-(trifluoromethyl)phenoxy]-n-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound CC1=NN=CC=C1C1=CC(C(F)(F)F)=CC=C1OC1=CC=C(S(=O)(=O)NC=2SN=CN=2)C=C1C#N GRKVYZKIYFQNRJ-UHFFFAOYSA-N 0.000 claims 1
- WUAXPBQBULMOPU-UHFFFAOYSA-N 3-methyl-4-[2-pyridazin-4-yl-4-(trifluoromethyl)phenoxy]-n-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound CC1=CC(S(=O)(=O)NC=2SN=CN=2)=CC=C1OC1=CC=C(C(F)(F)F)C=C1C1=CC=NN=C1 WUAXPBQBULMOPU-UHFFFAOYSA-N 0.000 claims 1
- PHTUVTNPUXCTAT-UHFFFAOYSA-N 4-[2-(2-aminopyridin-4-yl)-4-(trifluoromethyl)phenoxy]-5-chloro-2-fluoro-n-(5-fluoropyrimidin-2-yl)benzenesulfonamide Chemical compound C1=NC(N)=CC(C=2C(=CC=C(C=2)C(F)(F)F)OC=2C(=CC(=C(F)C=2)S(=O)(=O)NC=2N=CC(F)=CN=2)Cl)=C1 PHTUVTNPUXCTAT-UHFFFAOYSA-N 0.000 claims 1
- SQDDFKWDMWPJHU-UHFFFAOYSA-N 4-[2-(2-aminopyridin-4-yl)-4-chlorophenoxy]-3-chloro-n-(1,3,4-thiadiazol-2-yl)benzenesulfonamide Chemical compound C1=NC(N)=CC(C=2C(=CC=C(Cl)C=2)OC=2C(=CC(=CC=2)S(=O)(=O)NC=2SC=NN=2)Cl)=C1 SQDDFKWDMWPJHU-UHFFFAOYSA-N 0.000 claims 1
- GWJXHLNIPCOZMP-UHFFFAOYSA-N 4-[2-(2-aminopyridin-4-yl)-4-chlorophenoxy]-5-chloro-2-fluoro-n-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C1=NC(N)=CC(C=2C(=CC=C(Cl)C=2)OC=2C(=CC(=C(F)C=2)S(=O)(=O)NC=2N=CSC=2)Cl)=C1 GWJXHLNIPCOZMP-UHFFFAOYSA-N 0.000 claims 1
- UPXLXDDNAJGXRJ-UHFFFAOYSA-N 4-[2-(2-aminopyridin-4-yl)-4-chlorophenoxy]-5-chloro-2-fluoro-n-(5-fluoropyrimidin-2-yl)benzenesulfonamide Chemical compound C1=NC(N)=CC(C=2C(=CC=C(Cl)C=2)OC=2C(=CC(=C(F)C=2)S(=O)(=O)NC=2N=CC(F)=CN=2)Cl)=C1 UPXLXDDNAJGXRJ-UHFFFAOYSA-N 0.000 claims 1
- JQXWXDMMTRVMIO-UHFFFAOYSA-N 4-[2-(2-aminopyridin-4-yl)-4-fluorophenoxy]-5-chloro-2-fluoro-n-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C1=NC(N)=CC(C=2C(=CC=C(F)C=2)OC=2C(=CC(=C(F)C=2)S(=O)(=O)NC=2N=CSC=2)Cl)=C1 JQXWXDMMTRVMIO-UHFFFAOYSA-N 0.000 claims 1
- MLOOHDGWBBEIMG-UHFFFAOYSA-N 4-[2-(5-amino-1h-pyrazol-4-yl)-4-fluorophenoxy]-5-chloro-2-fluoro-n-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1N=CC(C=2C(=CC=C(F)C=2)OC=2C(=CC(=C(F)C=2)S(=O)(=O)NC=2N=CSC=2)Cl)=C1N MLOOHDGWBBEIMG-UHFFFAOYSA-N 0.000 claims 1
- WMQBUKSBQANZPY-UHFFFAOYSA-N 4-[4-chloro-2-(2-piperazin-1-ylpyridin-4-yl)phenoxy]-2,5-difluoro-n-pyrimidin-2-ylbenzenesulfonamide Chemical compound FC1=CC(S(=O)(=O)NC=2N=CC=CN=2)=C(F)C=C1OC1=CC=C(Cl)C=C1C(C=1)=CC=NC=1N1CCNCC1 WMQBUKSBQANZPY-UHFFFAOYSA-N 0.000 claims 1
- GINGGBAKMBEXER-UHFFFAOYSA-N 4-[4-chloro-2-(2-piperazin-1-ylpyridin-4-yl)phenoxy]-3-cyano-n-pyrimidin-2-ylbenzenesulfonamide Chemical compound C=1C=NC(N2CCNCC2)=CC=1C1=CC(Cl)=CC=C1OC(C(=C1)C#N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 GINGGBAKMBEXER-UHFFFAOYSA-N 0.000 claims 1
- QPSLEIYZLBXWQO-UHFFFAOYSA-N 4-[4-chloro-2-(2-piperazin-1-ylpyrimidin-4-yl)phenoxy]-2,5-difluoro-n-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=CC(S(=O)(=O)NC=2N=CSC=2)=C(F)C=C1OC1=CC=C(Cl)C=C1C(N=1)=CC=NC=1N1CCNCC1 QPSLEIYZLBXWQO-UHFFFAOYSA-N 0.000 claims 1
- RGIZNVIZLKVVQR-UHFFFAOYSA-N 4-[4-chloro-2-(2-piperazin-1-ylpyrimidin-4-yl)phenoxy]-2,5-difluoro-n-pyrimidin-2-ylbenzenesulfonamide Chemical compound FC1=CC(S(=O)(=O)NC=2N=CC=CN=2)=C(F)C=C1OC1=CC=C(Cl)C=C1C(N=1)=CC=NC=1N1CCNCC1 RGIZNVIZLKVVQR-UHFFFAOYSA-N 0.000 claims 1
- PMMZOISISCRBGJ-UHFFFAOYSA-N 4-[4-chloro-2-(2-piperazin-1-ylpyrimidin-4-yl)phenoxy]-3-cyano-n-pyrimidin-2-ylbenzenesulfonamide Chemical compound C=1C=NC(N2CCNCC2)=NC=1C1=CC(Cl)=CC=C1OC(C(=C1)C#N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 PMMZOISISCRBGJ-UHFFFAOYSA-N 0.000 claims 1
- SSMHJQAOMIOGQL-UHFFFAOYSA-N 4-[6-[2-(azetidin-3-yl)pyrazol-3-yl]-3-chloro-6-fluoro-4-(trifluoromethyl)cyclohexa-2,4-dien-1-yl]oxy-n-(1,3,4-thiadiazol-2-yl)benzenesulfonamide Chemical compound C1=C(Cl)C(C(F)(F)F)=CC(F)(C=2N(N=CC=2)C2CNC2)C1OC(C=C1)=CC=C1S(=O)(=O)NC1=NN=CS1 SSMHJQAOMIOGQL-UHFFFAOYSA-N 0.000 claims 1
- PEWVRSYQZDWQAV-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[2-[2-(1-methylazetidin-3-yl)pyrazol-3-yl]-4-(trifluoromethyl)phenoxy]-n-(1,3,4-thiadiazol-2-yl)benzenesulfonamide Chemical compound C1N(C)CC1N1C(C=2C(=CC=C(C=2)C(F)(F)F)OC=2C(=CC(=C(F)C=2)S(=O)(=O)NC=2SC=NN=2)Cl)=CC=N1 PEWVRSYQZDWQAV-UHFFFAOYSA-N 0.000 claims 1
- ARQKOCRSOZQOQY-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[2-pyridazin-4-yl-4-(trifluoromethoxy)phenoxy]-n-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C=C(S(=O)(=O)NC=2N=CSC=2)C(F)=CC=1OC1=CC=C(OC(F)(F)F)C=C1C1=CC=NN=C1 ARQKOCRSOZQOQY-UHFFFAOYSA-N 0.000 claims 1
- YKGKGGRESIDHTA-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[4-fluoro-2-pyridazin-4-yl-5-(trifluoromethyl)phenoxy]-n-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C1=C(C(F)(F)F)C(F)=CC(C=2C=NN=CC=2)=C1OC(C(=C1)Cl)=CC(F)=C1S(=O)(=O)NC1=CSC=N1 YKGKGGRESIDHTA-UHFFFAOYSA-N 0.000 claims 1
- DVUWUVKNVJRGOH-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[5-fluoro-2-pyridazin-4-yl-4-(trifluoromethyl)phenoxy]-n-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C=1C=NN=CC=1C=1C=C(C(F)(F)F)C(F)=CC=1OC(C(=C1)Cl)=CC(F)=C1S(=O)(=O)NC1=CSC=N1 DVUWUVKNVJRGOH-UHFFFAOYSA-N 0.000 claims 1
- JPASNGLELUOECE-UHFFFAOYSA-N 5-chloro-4-[4-chloro-2-(2-piperazin-1-ylpyrimidin-4-yl)phenoxy]-2-fluoro-n-(1,3,4-thiadiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(S(=O)(=O)NC=2SC=NN=2)C(F)=CC=1OC1=CC=C(Cl)C=C1C(N=1)=CC=NC=1N1CCNCC1 JPASNGLELUOECE-UHFFFAOYSA-N 0.000 claims 1
- IAKKNZCQDXKWBM-UHFFFAOYSA-N 5-chloro-4-[4-chloro-2-(2-piperazin-1-ylpyrimidin-4-yl)phenoxy]-2-fluoro-n-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C=C(S(=O)(=O)NC=2N=CSC=2)C(F)=CC=1OC1=CC=C(Cl)C=C1C(N=1)=CC=NC=1N1CCNCC1 IAKKNZCQDXKWBM-UHFFFAOYSA-N 0.000 claims 1
- 206010065390 Inflammatory pain Diseases 0.000 claims 1
- 208000001294 Nociceptive Pain Diseases 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 208000004296 neuralgia Diseases 0.000 claims 1
- 230000002981 neuropathic effect Effects 0.000 claims 1
- 208000021722 neuropathic pain Diseases 0.000 claims 1
- 230000003040 nociceptive effect Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 229940124597 therapeutic agent Drugs 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US36290410P | 2010-07-09 | 2010-07-09 | |
| US61/362,904 | 2010-07-09 | ||
| PCT/IB2011/052840 WO2012004706A2 (en) | 2010-07-09 | 2011-06-28 | Chemical compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013531028A JP2013531028A (ja) | 2013-08-01 |
| JP2013531028A5 true JP2013531028A5 (enExample) | 2014-07-24 |
| JP5872552B2 JP5872552B2 (ja) | 2016-03-01 |
Family
ID=44532968
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013519183A Expired - Fee Related JP5872552B2 (ja) | 2010-07-09 | 2011-06-28 | 化学化合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9145407B2 (enExample) |
| EP (1) | EP2590972B1 (enExample) |
| JP (1) | JP5872552B2 (enExample) |
| CA (1) | CA2804173C (enExample) |
| ES (1) | ES2532356T3 (enExample) |
| WO (1) | WO2012004706A2 (enExample) |
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| CA2804351A1 (en) | 2010-07-12 | 2012-01-19 | Pfizer Limited | Chemical compounds |
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| AU2013334664A1 (en) | 2012-10-26 | 2015-05-07 | Merck Sharp & Dohme Corp. | N-substituted indazole sulfonamide compounds with selective activity in voltage-gated sodium channels |
| KR20150090100A (ko) | 2012-12-03 | 2015-08-05 | 에프. 호프만-라 로슈 아게 | 스테아로일-CoA 불포화화효소 1(에스씨디 1)의 억제제로서의 치환된 이속사졸 아마이드 화합물 |
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| US10179781B2 (en) * | 2013-03-15 | 2019-01-15 | Chromocell Corporation | Sodium channel modulators for the treatment of pain |
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| CN105611923B (zh) | 2013-09-10 | 2019-08-23 | 卓莫赛尔公司 | 用于治疗疼痛和糖尿病的钠通道调节剂 |
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| JP6383418B2 (ja) | 2013-11-27 | 2018-08-29 | ジェネンテック， インコーポレイテッド | 置換ベンズアミド及びその使用方法 |
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| EP3193610A4 (en) * | 2014-09-09 | 2018-04-04 | Chromocell Corporation | Selective nav1.7 inhibitors for the treatment of diabetes |
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| JP6987746B2 (ja) | 2015-09-28 | 2022-01-05 | ジェネンテック， インコーポレイテッド | 治療用化合物及びその使用方法 |
| US10899732B2 (en) | 2015-11-25 | 2021-01-26 | Genentech, Inc. | Substituted benzamides useful as sodium channel blockers |
| CN108699015A (zh) | 2015-12-18 | 2018-10-23 | 默沙东公司 | 对电压门控性钠通道具有选择性活性的羟基烷基胺-和羟基环烷基胺-取代的二胺-芳基磺胺化合物 |
| US10766858B2 (en) | 2016-03-30 | 2020-09-08 | Genentech, Inc. | Substituted benzamides and methods of use thereof |
| BR112019007763A2 (pt) | 2016-10-17 | 2019-07-02 | Genentech Inc | composto de fórmula, composição farmacêutica, métodos para tratar uma doença ou condição, para tratar dores, para diminuir o fluxo de íons e para tratar prurido, uso de um composto e invenção |
| EP3601273B1 (en) | 2017-03-24 | 2021-12-01 | Genentech, Inc. | 4-piperidin-n-(pyrimidin-4-yl)chroman-7-sulfonamide derivatives as sodium channel inhibitors |
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2011
- 2011-06-28 JP JP2013519183A patent/JP5872552B2/ja not_active Expired - Fee Related
- 2011-06-28 EP EP11743357.3A patent/EP2590972B1/en not_active Not-in-force
- 2011-06-28 CA CA2804173A patent/CA2804173C/en not_active Expired - Fee Related
- 2011-06-28 ES ES11743357.3T patent/ES2532356T3/es active Active
- 2011-06-28 US US13/808,625 patent/US9145407B2/en not_active Expired - Fee Related
- 2011-06-28 WO PCT/IB2011/052840 patent/WO2012004706A2/en not_active Ceased
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