NZ527771A - Methods for treating or preventing anxiety - Google Patents
Methods for treating or preventing anxietyInfo
- Publication number
- NZ527771A NZ527771A NZ527771A NZ52777100A NZ527771A NZ 527771 A NZ527771 A NZ 527771A NZ 527771 A NZ527771 A NZ 527771A NZ 52777100 A NZ52777100 A NZ 52777100A NZ 527771 A NZ527771 A NZ 527771A
- Authority
- NZ
- New Zealand
- Prior art keywords
- substituted
- alkyl
- aryl
- compound
- heteroaryl
- Prior art date
Links
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- 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
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- 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
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- 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
- C07D405/12—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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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
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- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur 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
- 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
- C07D417/02—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 two hetero rings
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Landscapes
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Priority Applications (1)
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| NZ538033A NZ538033A (en) | 1999-08-04 | 2000-08-04 | Methods for treating or preventing pain |
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| NZ527771A NZ527771A (en) | 1999-08-04 | 2000-08-04 | Methods for treating or preventing anxiety |
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| NZ516743A NZ516743A (en) | 1999-08-04 | 2000-08-04 | Methods for treating or preventing pain and anxiety |
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| US6326385B1 (en) * | 1999-08-04 | 2001-12-04 | Icagen, Inc. | Methods for treating or preventing pain |
| WO2002000217A1 (en) * | 2000-06-29 | 2002-01-03 | Neurosearch A/S | Use of 3-substituted oxindole derivatives as kcnq potassium channel modulators |
| US6589986B2 (en) | 2000-12-20 | 2003-07-08 | Wyeth | Methods of treating anxiety disorders |
| CA2438868A1 (en) * | 2001-02-20 | 2002-09-19 | Valentin K. Gribkoff | Modulators of kcnq potassium channels and use thereof in treating migraine and mechanistically related diseases |
| US20020183335A1 (en) * | 2001-02-20 | 2002-12-05 | Piyasena Hewawasam | 2, 4-disubstituted pyrimidine-5-carboxamide derivatives as KCNQ potassium channel modulators |
| JP2004535413A (ja) | 2001-05-31 | 2004-11-25 | ブリストル−マイヤーズ スクイブ カンパニー | Ｋｃｎｑカリウムチャンネルモジュレーターとしてのシンナミド誘導体 |
| IL160523A0 (en) | 2001-09-03 | 2004-07-25 | Newron Pharm Spa | PHARMACEUTICAL COMPOSITION COMPRISING GABAPENTIN OR AN ANALOGUE THEREOF AND AN alpha-AMINOAMIDE AND ITS ANALGESIC USE |
| US7205307B2 (en) * | 2002-02-14 | 2007-04-17 | Icagen, Inc. | Pyrimidines as novel openers of potassium ion channels |
| AU2003259846A1 (en) * | 2002-08-16 | 2004-03-03 | The General Hospital Corporation | Non-invasive functional imaging of peripheral nervous system activation in humans and animals |
| US7632866B2 (en) | 2002-10-21 | 2009-12-15 | Ramot At Tel Aviv University | Derivatives of N-phenylanthranilic acid and 2-benzimidazolone as potassium channel and/or neuron activity modulators |
| US7087609B2 (en) | 2002-11-22 | 2006-08-08 | Bristol-Myers Squibb Company | 3-(pyridinyl-piperazin-1-yl)-phenylethyl amides as potassium channel openers |
| AU2003294442A1 (en) | 2002-11-22 | 2004-06-18 | Bristol-Myers Squibb Company | 3-heterocyclic benzylamide derivatives as potassium channel openers |
| AU2003295781A1 (en) | 2002-11-22 | 2004-06-18 | Bristol-Myers Squibb Company | Arylcyclopropylcarboxylic amides as potassium channel openers |
| EP1581510A4 (en) | 2002-11-22 | 2006-08-30 | Bristol Myers Squibb Co | 1-ARYL-2-HYDROXYETHYLAMIDEALS CALIUM CHANNEL OPENER |
| AU2003295782A1 (en) | 2002-11-22 | 2004-06-18 | Bristol-Myers Squibb Company | Pyridinyl, pyrimidinyl and pyrazinyl amides as potassium channel openers |
| CA2510471A1 (en) * | 2002-12-19 | 2004-07-08 | Neurogen Corporation | Substituted biphenyl-4-carboxylic acid arylamide analogues as capsaicin receptor modulators |
| US20040229803A1 (en) * | 2003-04-22 | 2004-11-18 | Pharmacia Corporation | Compositions of a cyclooxygenase-2 selective inhibitor and a potassium ion channel modulator for the treatment of pain, inflammation or inflammation mediated disorders |
| WO2004093896A1 (en) * | 2003-04-22 | 2004-11-04 | Pharmacia Corporation | Compositions of a cyclooxygenase-2 selective inhibitor and a potassium ion channel modulator for the treatment of central nervous system damage |
| ITMI20031467A1 (it) * | 2003-07-18 | 2005-01-19 | Acraf | Farmaco attivo nel dolore neuropatico |
| JP4634385B2 (ja) * | 2003-09-22 | 2011-02-16 | ユーロ−セルティーク エス．エイ． | 疼痛の治療に有用なフェニル−カルボキサミド化合物 |
| WO2005046683A1 (en) | 2003-10-07 | 2005-05-26 | Renovis, Inc. | Amide derivatives as ion-channel ligands and pharmaceutical compositions and methods of using the same |
| US20050089559A1 (en) * | 2003-10-23 | 2005-04-28 | Istvan Szelenyi | Combinations of potassium channel openers and sodium channel inhibitors or sodium channel-influencing active compounds for treating pains |
| JP2007526332A (ja) * | 2004-03-02 | 2007-09-13 | ニューロジェン・コーポレーション | ヘテロアルキル置換ビフェニル−４−カルボン酸アリールアミド類縁体 |
| TWI349666B (en) * | 2004-03-12 | 2011-10-01 | Lundbeck & Co As H | Substituted morpholine and thiomorpholine derivatives |
| KR101277520B1 (ko) * | 2004-09-10 | 2013-06-21 | 뉴론 파마슈티칼즈 에스. 피. 에이. | （할로벤질옥시）벤질아미노－프로판아미드를 포함하는 선택적 나트륨 및／또는 칼슘 채널 조절제로서 유용한 약제학적 조성물 |
| US7576099B2 (en) | 2005-02-28 | 2009-08-18 | Renovis, Inc. | Amide derivatives as ion-channel ligands and pharmaceutical compositions and methods of using the same |
| HRP20160005T1 (hr) | 2005-12-22 | 2016-02-12 | Newron Pharmaceuticals S.P.A. | 2-feniletilamono derivati kao modulatori kalcijskih i/ili natrijskih kanala |
| WO2007087424A2 (en) * | 2006-01-25 | 2007-08-02 | The Johns Hopkins University | Method of treating kcnq related disorders using organozinc compounds |
| JP5188988B2 (ja) * | 2006-02-10 | 2013-04-24 | トランステック ファーマ，インコーポレイティド | ベンゾアゾール誘導体、組成物、及びオーロラキナーゼ阻害剤としての使用方法 |
| US7960436B2 (en) * | 2006-06-05 | 2011-06-14 | Valeant Pharmaceuticals International | Substituted arylamino-1,2,3,4-tetrahydro naphthalenes and-2,3-dihydro-1H-indenes as potassium channel modulators |
| US20080045534A1 (en) * | 2006-08-18 | 2008-02-21 | Valeant Pharmaceuticals North America | Derivatives of 1,3-diamino benzene as potassium channel modulators |
| ES2420960T3 (es) * | 2006-08-23 | 2013-08-28 | Valeant Pharmaceuticals International | Derivados de 4-(N-azacicloalquil)anilidas como moduladores de los canales de potasio |
| US8993593B2 (en) * | 2006-08-23 | 2015-03-31 | Valeant Pharmaceuticals International | N-(4-(6-fluoro-3,4-dihydroisoquinolin-2(1H)-yl)-2,6-dimethylphenyl)-3,3-dimethylbutanamide as potassium channel modulators |
| US8722929B2 (en) * | 2006-10-10 | 2014-05-13 | Valeant Pharmaceuticals International | N-[2-amino-4-(phenylmethoxy)phenyl] amides and related compounds as potassium channel modulators |
| AU2007325629A1 (en) * | 2006-11-28 | 2008-06-05 | Valeant Pharmaceuticals International | 1,4 diamino bicyclic retigabine analogues as potassium channel modulators |
| US8093265B2 (en) | 2007-03-09 | 2012-01-10 | Renovis, Inc. | Bicycloheteroaryl compounds as P2X7 modulators and uses thereof |
| US8367684B2 (en) * | 2007-06-13 | 2013-02-05 | Valeant Pharmaceuticals International | Derivatives of 4-(N-azacycloalkyl) anilides as potassium channel modulators |
| US8563566B2 (en) | 2007-08-01 | 2013-10-22 | Valeant Pharmaceuticals International | Naphthyridine derivatives as potassium channel modulators |
| US7786146B2 (en) * | 2007-08-13 | 2010-08-31 | Valeant Pharmaceuticals International | Derivatives of 5-amino-4,6-disubstituted indole and 5-amino-4,6-disubstituted indoline as potassium channel modulators |
| CN101868443A (zh) | 2007-09-20 | 2010-10-20 | 特拉维夫大学拉莫特有限公司 | N-苯基邻氨基苯甲酸衍生物及其用途 |
| US20100323015A1 (en) * | 2008-07-18 | 2010-12-23 | Biljana Nadjsombati | Modified release formulation and methods of use |
| US20100323016A1 (en) * | 2008-07-18 | 2010-12-23 | Biljana Nadjsombati | Modified release formulation and methods of use |
| WO2010009433A1 (en) * | 2008-07-18 | 2010-01-21 | Valeant Pharmaceuticals International | Modified release formulation and methods of use |
| TWI504395B (zh) | 2009-03-10 | 2015-10-21 | Substituted 3-amino-2-mercaptoquinoline as a KCNQ2 / 3 modifier | |
| TW201038565A (en) | 2009-03-12 | 2010-11-01 | Gruenenthal Gmbh | Substituted 2-mercapto-3-aminopyridines as KCNQ2/3 modulators |
| TWI461197B (zh) | 2009-03-12 | 2014-11-21 | 2-mercaptoquinoline-3-carboxamide as a KCNQ2 / 3 modifier | |
| TWI475020B (zh) * | 2009-03-12 | 2015-03-01 | The substituted nicotine amide as a KCNQ2 / 3 modifier | |
| MX342119B (es) | 2010-08-27 | 2016-09-14 | Grünenthal Gmbh * | 2-oxi-quinolin-3-carboxamidas sustituidas como moduladores de kcnq2/3. |
| US8653102B2 (en) | 2010-08-27 | 2014-02-18 | Gruenenthal Gmbh | Substituted 2-oxo- and 2-thioxo-dihydroquinoline-3-carboxamides as KCNQ2/3 modulators |
| CA2805932A1 (en) | 2010-08-27 | 2012-03-01 | Gruenenthal Gmbh | Substituted 2-amino-quinoline-3-carboxamides as kcnq2/3 modulators |
| EP2611780A1 (en) | 2010-09-01 | 2013-07-10 | Grünenthal GmbH | Substituted 1-oxo-dihydroisoquinoline-3-carboxamides as kcnq2/3 modulators |
| WO2013067591A1 (en) * | 2011-11-10 | 2013-05-16 | Relevare Australia Pty Ltd | Topical formulations for pain management |
| US9458464B2 (en) | 2014-06-23 | 2016-10-04 | The Johns Hopkins University | Treatment of neuropathic pain |
| WO2018204765A1 (en) * | 2017-05-05 | 2018-11-08 | Pairnomix, Llc | Methods of treating epilepsy and kcnq2 related conditions |
| TWI886158B (zh) | 2019-10-10 | 2025-06-11 | 加拿大商再諾製藥公司 | 選擇性鉀通道調節劑之固態晶型 |
| PH12022551110A1 (en) | 2019-11-08 | 2024-02-26 | Xenon Pharmaceuticals Inc | Methods of treating depressive disorders |
| JP2024508660A (ja) | 2021-02-09 | 2024-02-28 | ゼノン・ファーマシューティカルズ・インコーポレイテッド | 快感消失の治療に使用するための電位依存性カリウムチャネル開口薬 |
| KR102863193B1 (ko) * | 2023-03-13 | 2025-09-22 | 대구가톨릭대학교산학협력단 | 리도카인 유도체를 유효성분으로 포함하는 항염증용 조성물 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4845107A (en) * | 1987-10-29 | 1989-07-04 | Ici Americas Inc. | Fungicidal N-pyridyl haloamides |
| US4931430A (en) * | 1987-12-14 | 1990-06-05 | E. R. Squibb & Sons, Inc. | Method for preventing or treating anxiety employing an ACE inhibitor |
| US5273977A (en) * | 1990-11-05 | 1993-12-28 | Warner-Lambert Company | Substituted tetrahydropyridines and hydroxypiperidines as central nervous system agents |
| US5114947A (en) * | 1990-12-27 | 1992-05-19 | Erbamont Inc. | Method for alleviating anxiety using benzobicyclic carboxamides |
| GB9212693D0 (en) * | 1992-06-15 | 1992-07-29 | Celltech Ltd | Chemical compounds |
| EP1195372A1 (en) * | 1994-04-18 | 2002-04-10 | Mitsubishi Pharma Corporation | N-heterocyclic substituted benzamide derivatives with antihypertensive activity |
| CN1151147C (zh) * | 1995-02-02 | 2004-05-26 | 史密丝克莱恩比彻姆有限公司 | 作为5-ht受体拮抗剂的吲哚衍生物 |
| JP4058129B2 (ja) | 1996-03-18 | 2008-03-05 | 株式会社資生堂 | ピリジン誘導体及び抗潰瘍剤、抗菌剤 |
| AU6320998A (en) * | 1997-02-21 | 1998-09-09 | Bristol-Myers Squibb Company | Benzoic acid derivatives and related compounds as antiarrhythmic agents |
| ID23053A (id) * | 1997-06-04 | 2000-01-20 | Lilly Co Eli | Karboksamida yang digunakan sebagai agonis 5-ht <if> |
| ATE356200T1 (de) | 1997-08-12 | 2007-03-15 | Bristol Myers Squibb Co | Kcnq kaliumkanäle und verfahren zur deren modulierung |
| JP4520634B2 (ja) * | 1997-10-24 | 2010-08-11 | ユニバーシティ・オブ・ユタ・リサーチ・ファウンデーション | 良性の家族性新生児痙攣（ｂｆｎｃ）および他の癲癇において突然変異されたｋｃｎｑ２およびｋｃｎｑ３−カリウムチャンネル遺伝子 |
| GB9726339D0 (en) | 1997-12-13 | 1998-02-11 | Zeneca Ltd | Human-derived tissue-specific potassium channel |
| US6495550B2 (en) * | 1999-08-04 | 2002-12-17 | Icagen, Inc. | Pyridine-substituted benzanilides as potassium ion channel openers |
| ATE380176T1 (de) * | 1999-08-04 | 2007-12-15 | Icagen Inc | Benzanilide als öffner des kaliumkanals |
| US6326385B1 (en) * | 1999-08-04 | 2001-12-04 | Icagen, Inc. | Methods for treating or preventing pain |
| US6593349B2 (en) * | 2001-03-19 | 2003-07-15 | Icagen, Inc. | Bisarylamines as potassium channel openers |
-
2000
- 2000-08-04 US US09/631,747 patent/US6326385B1/en not_active Expired - Lifetime
- 2000-08-04 WO PCT/US2000/021309 patent/WO2001010381A2/en not_active Ceased
- 2000-08-04 JP JP2001514906A patent/JP2003506388A/ja active Pending
- 2000-08-04 BR BR0012934-8A patent/BR0012934A/pt not_active Application Discontinuation
- 2000-08-04 EP EP00955368A patent/EP1200086A4/en not_active Withdrawn
- 2000-08-04 NZ NZ527771A patent/NZ527771A/en not_active IP Right Cessation
- 2000-08-04 NZ NZ516743A patent/NZ516743A/en not_active IP Right Cessation
- 2000-08-04 AU AU67586/00A patent/AU772075B2/en not_active Ceased
- 2000-08-04 CA CA2378243A patent/CA2378243C/en not_active Expired - Fee Related
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| EP1200086A4 (en) | 2009-05-27 |
| EP1200086A2 (en) | 2002-05-02 |
| AU772075B2 (en) | 2004-04-08 |
| CA2378243C (en) | 2012-05-15 |
| US6326385B1 (en) | 2001-12-04 |
| WO2001010381A3 (en) | 2001-08-16 |
| WO2001010381A2 (en) | 2001-02-15 |
| JP2003506388A (ja) | 2003-02-18 |
| NZ516743A (en) | 2004-02-27 |
| AU6758600A (en) | 2001-03-05 |
| CA2378243A1 (en) | 2001-02-15 |
| BR0012934A (pt) | 2003-07-29 |
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