JP2013535437A5 - - Google Patents
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- Publication number
- JP2013535437A5 JP2013535437A5 JP2013519724A JP2013519724A JP2013535437A5 JP 2013535437 A5 JP2013535437 A5 JP 2013535437A5 JP 2013519724 A JP2013519724 A JP 2013519724A JP 2013519724 A JP2013519724 A JP 2013519724A JP 2013535437 A5 JP2013535437 A5 JP 2013535437A5
- Authority
- JP
- Japan
- Prior art keywords
- deuterium
- rich
- pharmaceutically acceptable
- acceptable salt
- dihydroquinoline
- 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.)
- Withdrawn
Links
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 54
- 229910052805 deuterium Inorganic materials 0.000 claims description 54
- 150000001875 compounds Chemical class 0.000 claims description 41
- 150000003839 salts Chemical class 0.000 claims description 38
- GKWPCEFFIHSJOE-UHFFFAOYSA-N laquinimod Chemical compound OC=1C2=C(Cl)C=CC=C2N(C)C(=O)C=1C(=O)N(CC)C1=CC=CC=C1 GKWPCEFFIHSJOE-UHFFFAOYSA-N 0.000 claims description 32
- 229960004577 laquinimod Drugs 0.000 claims description 32
- 239000008194 pharmaceutical composition Substances 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 22
- BZKCTVZVKAXVFH-UHFFFAOYSA-N 5-chloro-4-hydroxy-1-methyl-2-oxo-n-phenylquinoline-3-carboxamide Chemical class O=C1N(C)C2=CC=CC(Cl)=C2C(O)=C1C(=O)NC1=CC=CC=C1 BZKCTVZVKAXVFH-UHFFFAOYSA-N 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 12
- 208000023275 Autoimmune disease Diseases 0.000 claims description 11
- 230000015572 biosynthetic process Effects 0.000 claims description 7
- OQZQXOFJGSSYNX-UHFFFAOYSA-N 1,2-dihydroquinoline-3-carboxamide Chemical compound C1=CC=C2NCC(C(=O)N)=CC2=C1 OQZQXOFJGSSYNX-UHFFFAOYSA-N 0.000 claims description 5
- 239000003937 drug carrier Substances 0.000 claims description 4
- 201000006417 multiple sclerosis Diseases 0.000 claims description 4
- 208000011231 Crohn disease Diseases 0.000 claims description 2
- 208000005777 Lupus Nephritis Diseases 0.000 claims description 2
- 206010003246 arthritis Diseases 0.000 claims description 2
- 206010025135 lupus erythematosus Diseases 0.000 claims description 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims description 2
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 150000003857 carboxamides Chemical class 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 230000000694 effects Effects 0.000 description 3
- 108020004999 messenger RNA Proteins 0.000 description 3
- 108010081668 Cytochrome P-450 CYP3A Proteins 0.000 description 2
- 102100039205 Cytochrome P450 3A4 Human genes 0.000 description 2
- 229940125782 compound 2 Drugs 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- RMOFHUSKOLURAA-UHFFFAOYSA-N 1-phenyl-2H-quinoline-3-carboxamide Chemical compound C1C(C(=O)N)=CC2=CC=CC=C2N1C1=CC=CC=C1 RMOFHUSKOLURAA-UHFFFAOYSA-N 0.000 description 1
- DZOOMZBMCVCDDF-UHFFFAOYSA-N 2-oxo-n-phenyl-1h-quinoline-3-carboxamide Chemical compound C=1C2=CC=CC=C2NC(=O)C=1C(=O)NC1=CC=CC=C1 DZOOMZBMCVCDDF-UHFFFAOYSA-N 0.000 description 1
- 0 C*c1c(*)c(*)c(*=*)c(N(C(*)(*)C(*)(*)*)C(C(C(N(C)c2cccc(Cl)c22)=O)=C2O)=O)c1* Chemical compound C*c1c(*)c(*)c(*=*)c(N(C(*)(*)C(*)(*)*)C(C(C(N(C)c2cccc(Cl)c22)=O)=C2O)=O)c1* 0.000 description 1
- 108010074922 Cytochrome P-450 CYP1A2 Proteins 0.000 description 1
- 102100026533 Cytochrome P450 1A2 Human genes 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000000411 inducer Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US39929710P | 2010-07-09 | 2010-07-09 | |
| US61/399,297 | 2010-07-09 | ||
| PCT/US2011/043383 WO2012006538A1 (en) | 2010-07-09 | 2011-07-08 | Deuterated n-ethyl-n-phenyl-1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxoquinoline-3-carboxamide, salts and uses thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016148514A Division JP2017014238A (ja) | 2010-07-09 | 2016-07-28 | 重水素化されたｎ−エチル−ｎ−フェニル−１，２−ジヒドロ−４−ヒドロキシ−５−クロロ−１−メチル−２−オキソキノリン−３−カルボキサミド、その塩および使用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013535437A JP2013535437A (ja) | 2013-09-12 |
| JP2013535437A5 true JP2013535437A5 (enExample) | 2014-08-28 |
Family
ID=45439026
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013519724A Withdrawn JP2013535437A (ja) | 2010-07-09 | 2011-07-08 | 重水素化されたｎ−エチル−ｎ−フェニル−１，２−ジヒドロ−４−ヒドロキシ−５−クロロ−１−メチル−２−オキソキノリン−３−カルボキサミド、その塩および使用 |
| JP2016148514A Pending JP2017014238A (ja) | 2010-07-09 | 2016-07-28 | 重水素化されたｎ−エチル−ｎ−フェニル−１，２−ジヒドロ−４−ヒドロキシ−５−クロロ−１−メチル−２−オキソキノリン−３−カルボキサミド、その塩および使用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016148514A Pending JP2017014238A (ja) | 2010-07-09 | 2016-07-28 | 重水素化されたｎ−エチル−ｎ−フェニル−１，２−ジヒドロ−４−ヒドロキシ−５−クロロ−１−メチル−２−オキソキノリン−３−カルボキサミド、その塩および使用 |
Country Status (20)
| Country | Link |
|---|---|
| US (3) | US8580819B2 (enExample) |
| EP (2) | EP3213636A1 (enExample) |
| JP (2) | JP2013535437A (enExample) |
| KR (1) | KR20130092558A (enExample) |
| CN (2) | CN104610144A (enExample) |
| AR (1) | AR082150A1 (enExample) |
| AU (1) | AU2011274496B2 (enExample) |
| BR (1) | BR112013000599A2 (enExample) |
| CA (1) | CA2804986A1 (enExample) |
| CL (1) | CL2013000063A1 (enExample) |
| EA (1) | EA025377B1 (enExample) |
| IL (1) | IL251600A0 (enExample) |
| MX (1) | MX2013000333A (enExample) |
| NZ (1) | NZ606587A (enExample) |
| PE (1) | PE20130396A1 (enExample) |
| PH (1) | PH12013500065A1 (enExample) |
| SG (2) | SG10201505236YA (enExample) |
| UY (1) | UY33504A (enExample) |
| WO (1) | WO2012006538A1 (enExample) |
| ZA (1) | ZA201300956B (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK1937642T3 (en) * | 2005-10-19 | 2014-12-15 | Teva Pharma | Crystals of sodium laquinimod and the process for its preparation |
| EA018031B1 (ru) | 2006-06-12 | 2013-05-30 | Тева Фармасьютикал Индастриз, Лтд. | Стабильные препараты лаквинимода |
| PT2682120T (pt) | 2007-12-20 | 2016-11-07 | Teva Pharma | Preparações de laquinimod estáveis |
| BR112012000568A2 (pt) * | 2009-06-19 | 2015-10-06 | Teva Pharma | tratamento da esclerose múltipla com laquinimod |
| JP5882208B2 (ja) * | 2009-07-30 | 2016-03-09 | テバ ファーマシューティカル インダストリーズ リミティド | ラキニモドによるクローン病の治療 |
| AU2010282948C1 (en) | 2009-08-10 | 2017-03-02 | Active Biotech, Ab | Treatment of BDNF-related disorders using laquinimod |
| EA201290837A1 (ru) * | 2010-03-03 | 2013-05-30 | Тева Фармасьютикал Индастриз Лтд. | Лечение волчаночного нефрита с применением лаквинимода |
| SI2542079T1 (sl) * | 2010-03-03 | 2014-08-29 | Teva Pharmaceutical Industries Ltd. | Zdravljenje revmatoidnega artritisa s kombinacijo lakvinimoda in metotreksata |
| CN102781239B (zh) * | 2010-03-03 | 2015-01-21 | 泰华制药工业有限公司 | 使用拉喹莫德治疗狼疮关节炎 |
| KR20130092558A (ko) | 2010-07-09 | 2013-08-20 | 테바 파마슈티컬 인더스트리즈 리미티드 | 중수소화된 n-에틸-n-페닐-1,2-다이하이드로-4-하이드록시-5-클로로-1-메틸-2-옥소퀴놀린-3-카복스아마이드, 그의 염 및 용도 |
| JP2014530821A (ja) | 2011-10-12 | 2014-11-20 | テバ ファーマシューティカル インダストリーズ リミティド | ラキニモドおよびフィンゴリモドを組み合わせた多発性硬化症の治療 |
| WO2013116657A1 (en) * | 2012-02-03 | 2013-08-08 | Teva Pharmaceutical Industries Ltd. | USE OF LAQUINIMOD FOR TREATING CROHN'S DISEASE PATIENTS WHO FAILED FIRST-LINE ANTI-TNFα THERAPY |
| JP6215238B2 (ja) | 2012-02-16 | 2017-10-18 | テバ ファーマシューティカル インダストリーズ リミティド | Ｎ−エチル−ｎ−フェニル−１，２−ジヒドロ−４，５−ジ−ヒドロキシ−１−メチル−２−オキソ−３−キノリンカルボキサミド、その製剤、および使用 |
| TW201350467A (zh) | 2012-05-08 | 2013-12-16 | Teva Pharma | Ｎ－乙基－４－羥基－１－甲基－５－（甲基（２，３，４，５，６－五羥基己基）胺基）－２－側氧－ｎ－苯基－１，２－二氫喹啉－３－甲醯胺 |
| TW201400117A (zh) | 2012-06-05 | 2014-01-01 | Teva Pharma | 使用拉喹莫德治療眼發炎疾病 |
| TW201410244A (zh) | 2012-08-13 | 2014-03-16 | Teva Pharma | 用於治療ｇａｂａ媒介之疾病之拉喹莫德（ｌａｑｕｉｎｉｍｏｄ） |
| MX2015005632A (es) | 2012-11-07 | 2016-02-05 | Teva Pharma | Sales de amina de laquinimod. |
| WO2014086284A1 (zh) * | 2012-12-04 | 2014-06-12 | 上海医药集团股份有限公司 | 一类氘代3-氰基喹啉类化合物、其药用组合物、制备方法及其用途 |
| JP2016513665A (ja) | 2013-03-14 | 2016-05-16 | テバ ファーマシューティカル インダストリーズ リミティド | ラキニモドの経皮製剤 |
| WO2014153145A2 (en) | 2013-03-14 | 2014-09-25 | Teva Pharmaceutical Industries Ltd. | Crystals of laquinimod sodium and improved process for the manufacture thereof |
| CN103145562B (zh) * | 2013-03-18 | 2015-06-17 | 黄河三角洲京博化工研究院有限公司 | 一种n-乙基苯胺的制备方法 |
| SG11201608674UA (en) | 2014-04-29 | 2016-11-29 | Teva Pharma | Laquinimod for the treatment of relapsing-remitting multiple sclerosis (rrms) patients with a high disability status |
| HUE060240T2 (hu) * | 2015-03-20 | 2023-02-28 | Gaba Therapeutics Inc | Az etifoxin deuterált analógjai, származékaik és azok felhasználása |
| WO2021038267A1 (ja) * | 2019-08-28 | 2021-03-04 | 日産自動車株式会社 | 物体認識方法、及び、物体認識装置 |
| WO2021097427A1 (en) | 2019-11-15 | 2021-05-20 | Karuna Therapeutics, Inc. | Xanomeline derivatives and methods for treating neurological disorders |
| JP7730816B2 (ja) * | 2019-12-19 | 2025-08-28 | アクティブ バイオテック エービー | 過剰血管新生に関連する眼疾患を治療する化合物 |
| GB202006390D0 (en) * | 2020-04-30 | 2020-06-17 | Aqilion Ab | Novel treatments |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE52670B1 (en) | 1981-03-03 | 1988-01-20 | Leo Ab | Heterocyclic carboxamides,compositions containing such compounds,and processes for their preparation |
| US6077851A (en) * | 1998-04-27 | 2000-06-20 | Active Biotech Ab | Quinoline derivatives |
| SE9801474D0 (sv) | 1998-04-27 | 1998-04-27 | Active Biotech Ab | Quinoline Derivatives |
| US6121287A (en) | 1998-07-15 | 2000-09-19 | Active Biotech Ab | Quinoline derivatives |
| SE9802550D0 (sv) | 1998-07-15 | 1998-07-15 | Active Biotech Ab | Quinoline derivatives |
| US6133285A (en) | 1998-07-15 | 2000-10-17 | Active Biotech Ab | Quinoline derivatives |
| SE9802549D0 (sv) | 1998-07-15 | 1998-07-15 | Active Biotech Ab | Quinoline derivatives |
| YU86001A (sh) | 1999-06-07 | 2004-07-15 | Altana Pharma Ag. | Novi preparat i oblik, u kojem se daje lek, koji sadrži aktivno jedinjenje labilno prema kiselini |
| US6875869B2 (en) | 2002-06-12 | 2005-04-05 | Active Biotech Ab | Process for the manufacture of quinoline derivatives |
| SE0201778D0 (sv) | 2002-06-12 | 2002-06-12 | Active Biotech Ab | Process for the manufacture of quinoline derivatives |
| US7560557B2 (en) | 2002-06-12 | 2009-07-14 | Active Biotech Ag | Process for the manufacture of quinoline derivatives |
| SE0400235D0 (sv) | 2004-02-06 | 2004-02-06 | Active Biotech Ab | New composition containing quinoline compounds |
| US8314124B2 (en) | 2004-02-06 | 2012-11-20 | Active Biotech Ab | Crystalline salts of quinoline compounds and methods for preparing them |
| US7514068B2 (en) | 2005-09-14 | 2009-04-07 | Concert Pharmaceuticals Inc. | Biphenyl-pyrazolecarboxamide compounds |
| DK1937642T3 (en) | 2005-10-19 | 2014-12-15 | Teva Pharma | Crystals of sodium laquinimod and the process for its preparation |
| EA018031B1 (ru) | 2006-06-12 | 2013-05-30 | Тева Фармасьютикал Индастриз, Лтд. | Стабильные препараты лаквинимода |
| KR20100012031A (ko) | 2007-04-19 | 2010-02-04 | 콘서트 파마슈티컬즈, 인크. | 중수소화된 모르폴리닐 화합물 |
| PT2682120T (pt) | 2007-12-20 | 2016-11-07 | Teva Pharma | Preparações de laquinimod estáveis |
| WO2010028015A2 (en) * | 2008-09-03 | 2010-03-11 | Auspex Pharmaceuticals, Inc | 2-oxo-1,2-dihydro-quinoline modulators of immune function |
| JP2011001308A (ja) * | 2009-06-19 | 2011-01-06 | Research Foundation Itsuu Laboratory | 重水素化カルボスチリル化合物 |
| BR112012000568A2 (pt) | 2009-06-19 | 2015-10-06 | Teva Pharma | tratamento da esclerose múltipla com laquinimod |
| JP5882208B2 (ja) | 2009-07-30 | 2016-03-09 | テバ ファーマシューティカル インダストリーズ リミティド | ラキニモドによるクローン病の治療 |
| AU2010282948C1 (en) | 2009-08-10 | 2017-03-02 | Active Biotech, Ab | Treatment of BDNF-related disorders using laquinimod |
| SI2542079T1 (sl) | 2010-03-03 | 2014-08-29 | Teva Pharmaceutical Industries Ltd. | Zdravljenje revmatoidnega artritisa s kombinacijo lakvinimoda in metotreksata |
| CN102781239B (zh) | 2010-03-03 | 2015-01-21 | 泰华制药工业有限公司 | 使用拉喹莫德治疗狼疮关节炎 |
| EA201290837A1 (ru) | 2010-03-03 | 2013-05-30 | Тева Фармасьютикал Индастриз Лтд. | Лечение волчаночного нефрита с применением лаквинимода |
| KR20130092558A (ko) | 2010-07-09 | 2013-08-20 | 테바 파마슈티컬 인더스트리즈 리미티드 | 중수소화된 n-에틸-n-페닐-1,2-다이하이드로-4-하이드록시-5-클로로-1-메틸-2-옥소퀴놀린-3-카복스아마이드, 그의 염 및 용도 |
| KR20130041193A (ko) | 2010-07-09 | 2013-04-24 | 테바 파마슈티컬 인더스트리즈 리미티드 | 5-클로로-4-하이드록시-1-메틸-2-옥소-n-페닐-1,2-다이하이드로퀴놀린-3-카복스아마이드, 염 및 그의 용도 |
| MX2013006464A (es) | 2010-12-07 | 2013-07-29 | Teva Pharma | Uso de laquinimod para reducir la fatiga, mejorada el estado funcional y mejorar la calidad de vida en pacientes con esclerosis multiple. |
-
2011
- 2011-07-08 KR KR1020137003480A patent/KR20130092558A/ko not_active Ceased
- 2011-07-08 WO PCT/US2011/043383 patent/WO2012006538A1/en not_active Ceased
- 2011-07-08 MX MX2013000333A patent/MX2013000333A/es unknown
- 2011-07-08 PE PE2013000039A patent/PE20130396A1/es not_active Application Discontinuation
- 2011-07-08 CN CN201410831557.XA patent/CN104610144A/zh active Pending
- 2011-07-08 AU AU2011274496A patent/AU2011274496B2/en not_active Ceased
- 2011-07-08 CN CN2011800340883A patent/CN102984939A/zh active Pending
- 2011-07-08 EA EA201390081A patent/EA025377B1/ru not_active IP Right Cessation
- 2011-07-08 EP EP16196628.8A patent/EP3213636A1/en not_active Withdrawn
- 2011-07-08 JP JP2013519724A patent/JP2013535437A/ja not_active Withdrawn
- 2011-07-08 SG SG10201505236YA patent/SG10201505236YA/en unknown
- 2011-07-08 BR BR112013000599A patent/BR112013000599A2/pt not_active IP Right Cessation
- 2011-07-08 SG SG2013000948A patent/SG186948A1/en unknown
- 2011-07-08 EP EP20110804411 patent/EP2597954A4/en not_active Withdrawn
- 2011-07-08 US US13/178,842 patent/US8580819B2/en not_active Expired - Fee Related
- 2011-07-08 PH PH1/2013/500065A patent/PH12013500065A1/en unknown
- 2011-07-08 NZ NZ60658711A patent/NZ606587A/en not_active IP Right Cessation
- 2011-07-08 CA CA2804986A patent/CA2804986A1/en not_active Abandoned
- 2011-07-08 AR ARP110102478A patent/AR082150A1/es unknown
- 2011-07-11 UY UY0001033504A patent/UY33504A/es not_active Application Discontinuation
-
2013
- 2013-01-08 CL CL2013000063A patent/CL2013000063A1/es unknown
- 2013-02-05 ZA ZA2013/00956A patent/ZA201300956B/en unknown
- 2013-10-24 US US14/062,685 patent/US20140051723A1/en not_active Abandoned
-
2014
- 2014-03-14 US US14/213,279 patent/US9102620B2/en not_active Expired - Fee Related
-
2016
- 2016-07-28 JP JP2016148514A patent/JP2017014238A/ja active Pending
-
2017
- 2017-04-05 IL IL251600A patent/IL251600A0/en unknown