JP2010520306A - エストロゲン関連受容体−αモジュレーターとしての置換フェノキシチアゾリジンジオン - Google Patents
エストロゲン関連受容体−αモジュレーターとしての置換フェノキシチアゾリジンジオン Download PDFInfo
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- JP2010520306A JP2010520306A JP2009552881A JP2009552881A JP2010520306A JP 2010520306 A JP2010520306 A JP 2010520306A JP 2009552881 A JP2009552881 A JP 2009552881A JP 2009552881 A JP2009552881 A JP 2009552881A JP 2010520306 A JP2010520306 A JP 2010520306A
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- C—CHEMISTRY; METALLURGY
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- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or 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
- C07D263/44—Two oxygen atoms
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US89345307P | 2007-03-07 | 2007-03-07 | |
| PCT/US2008/056004 WO2008109727A1 (en) | 2007-03-07 | 2008-03-06 | Substituted phenoxy thiazolidinediones as estrogen related receptor-alpha modulators |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010520306A true JP2010520306A (ja) | 2010-06-10 |
| JP2010520306A5 JP2010520306A5 (enExample) | 2011-03-24 |
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Country Status (21)
| Country | Link |
|---|---|
| US (2) | US7846953B2 (enExample) |
| EP (1) | EP2129668A1 (enExample) |
| JP (1) | JP2010520306A (enExample) |
| KR (1) | KR20090127410A (enExample) |
| CN (1) | CN101679322A (enExample) |
| AR (1) | AR065655A1 (enExample) |
| AU (1) | AU2008222745A1 (enExample) |
| BR (1) | BRPI0808445A2 (enExample) |
| CA (1) | CA2679944A1 (enExample) |
| CL (1) | CL2008000670A1 (enExample) |
| CO (1) | CO6231008A2 (enExample) |
| EA (1) | EA200970837A1 (enExample) |
| EC (1) | ECSP099614A (enExample) |
| IL (1) | IL200757A0 (enExample) |
| MX (1) | MX2009009517A (enExample) |
| NI (1) | NI200900163A (enExample) |
| NZ (1) | NZ579372A (enExample) |
| SV (1) | SV2009003367A (enExample) |
| TW (1) | TW200902508A (enExample) |
| UA (1) | UA98485C2 (enExample) |
| WO (1) | WO2008109727A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013532682A (ja) * | 2010-07-28 | 2013-08-19 | オーキッド ケミカルズ アンド ファーマシューティカルズ リミテッド | 肝臓、肺の障害、糖尿病合併症および心血管疾患の処置のためのジフェニルエーテル化合物 |
| JP2023501081A (ja) * | 2019-10-18 | 2023-01-18 | リード ファーマ ホールディング ビー．ブイ． | エストロゲン関連受容体アルファ（ＥＲＲα）モジュレーター |
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| WO2009033703A1 (en) | 2007-09-14 | 2009-03-19 | Ortho-Mcneil-Janssen Pharmaceuticals, Inc. | 1,3-disubstituted-4-phenyl-1 h-pyridin-2-ones |
| TWI475995B (zh) | 2007-09-14 | 2015-03-11 | 詹森藥物公司 | １’，３’－二取代－４－苯基－３，４，５，６－四氫－２ｈ，１’ｈ－〔１，４’〕聯吡啶基－２’－酮化物 |
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| RU2492170C9 (ru) | 2007-11-14 | 2013-12-27 | Орто-Макнейл-Янссен Фармасьютикалз, Инк. | Имидазо[1,2-а]пиридиновые производные и их применение в качестве положительных аллостерических модуляторов рецепторов mglur2 |
| MX2011002042A (es) | 2008-09-02 | 2011-06-20 | Ortho Mcneil Janssen Pharm | Derivados de 3-azabiciclo[3.1.o]hexilo como moduladores de los receptores del glutamato metabotropico. |
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| RU2512283C2 (ru) | 2008-11-28 | 2014-04-10 | Янссен Фармасьютикалз, Инк. | Производные индола и бензоксазина в качестве модуляторов метаботропных глутаматных рецепторов |
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| CN102638980A (zh) * | 2009-10-09 | 2012-08-15 | 俄亥俄州州立大学研究基金会 | 噻唑烷二酮能量限制拟似剂 |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09176162A (ja) * | 1995-12-22 | 1997-07-08 | Toubishi Yakuhin Kogyo Kk | チアゾリジンジオン誘導体及びその製造法並びにそれを含む医薬組成物 |
| WO2001025181A1 (en) * | 1999-10-01 | 2001-04-12 | Eisai Co., Ltd. | Carboxylic acid derivatives and drugs containing the same |
| WO2006019741A1 (en) * | 2004-07-14 | 2006-02-23 | Janssen Pharmaceutica N.V. | Arylidenes for the treatment of estrogen related receptor-alpha mediated diseases |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5037842A (en) | 1990-06-05 | 1991-08-06 | Pfizer Inc. | Oxa- and thiazolidinedione hypoglycemic and hypocholesterolemic agents |
| JP2001072592A (ja) | 1999-07-01 | 2001-03-21 | Kyowa Hakko Kogyo Co Ltd | テロメラーゼ阻害剤 |
| EP1398029A1 (en) | 2002-09-10 | 2004-03-17 | LION Bioscience AG | NR3B1 nuclear receptor binding 3-substituted pyrazole derivatives |
| US7781464B2 (en) * | 2003-01-17 | 2010-08-24 | Bexel Pharmaceuticals, Inc. | Heterocyclic diphenyl ethers |
| US7087576B2 (en) * | 2003-10-07 | 2006-08-08 | Bexel Pharmaceuticals, Inc. | Dipeptide phenyl ethers |
| JP4931824B2 (ja) | 2004-10-22 | 2012-05-16 | エグゼリクシス， インコーポレイテッド | 薬学的組成物 |
| CA2679944A1 (en) * | 2007-03-07 | 2008-09-12 | Janssen Pharmaceutica N.V. | Substituted phenoxy thiazolidinediones as estrogen related receptor-alpha modulators |
| BRPI0808662B8 (pt) * | 2007-03-07 | 2021-05-25 | Janssen Pharmaceutica Nv | tiazolidinadiona n-alquiladas de fenóxi substituída, seu uso, composição farmacêutica que as compreende e processo para preparar a referida composição farmacêutica |
-
2008
- 2008-03-06 CA CA002679944A patent/CA2679944A1/en not_active Abandoned
- 2008-03-06 UA UAA200910123A patent/UA98485C2/ru unknown
- 2008-03-06 EP EP08731504A patent/EP2129668A1/en not_active Ceased
- 2008-03-06 AU AU2008222745A patent/AU2008222745A1/en not_active Abandoned
- 2008-03-06 US US12/043,269 patent/US7846953B2/en not_active Expired - Fee Related
- 2008-03-06 EA EA200970837A patent/EA200970837A1/ru unknown
- 2008-03-06 TW TW097107941A patent/TW200902508A/zh unknown
- 2008-03-06 BR BRPI0808445-9A patent/BRPI0808445A2/pt not_active IP Right Cessation
- 2008-03-06 WO PCT/US2008/056004 patent/WO2008109727A1/en not_active Ceased
- 2008-03-06 MX MX2009009517A patent/MX2009009517A/es active IP Right Grant
- 2008-03-06 NZ NZ579372A patent/NZ579372A/en not_active IP Right Cessation
- 2008-03-06 JP JP2009552881A patent/JP2010520306A/ja active Pending
- 2008-03-06 CL CL2008000670A patent/CL2008000670A1/es unknown
- 2008-03-06 KR KR1020097020449A patent/KR20090127410A/ko not_active Withdrawn
- 2008-03-06 CN CN200880015196A patent/CN101679322A/zh active Pending
- 2008-03-07 AR ARP080100962A patent/AR065655A1/es not_active Application Discontinuation
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2009
- 2009-09-04 NI NI200900163A patent/NI200900163A/es unknown
- 2009-09-06 IL IL200757A patent/IL200757A0/en unknown
- 2009-09-07 EC EC2009009614A patent/ECSP099614A/es unknown
- 2009-09-07 SV SV2009003367A patent/SV2009003367A/es unknown
- 2009-09-11 CO CO09097934A patent/CO6231008A2/es not_active Application Discontinuation
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2010
- 2010-10-07 US US12/899,812 patent/US8344009B2/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09176162A (ja) * | 1995-12-22 | 1997-07-08 | Toubishi Yakuhin Kogyo Kk | チアゾリジンジオン誘導体及びその製造法並びにそれを含む医薬組成物 |
| WO2001025181A1 (en) * | 1999-10-01 | 2001-04-12 | Eisai Co., Ltd. | Carboxylic acid derivatives and drugs containing the same |
| WO2006019741A1 (en) * | 2004-07-14 | 2006-02-23 | Janssen Pharmaceutica N.V. | Arylidenes for the treatment of estrogen related receptor-alpha mediated diseases |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013532682A (ja) * | 2010-07-28 | 2013-08-19 | オーキッド ケミカルズ アンド ファーマシューティカルズ リミテッド | 肝臓、肺の障害、糖尿病合併症および心血管疾患の処置のためのジフェニルエーテル化合物 |
| JP2023501081A (ja) * | 2019-10-18 | 2023-01-18 | リード ファーマ ホールディング ビー．ブイ． | エストロゲン関連受容体アルファ（ＥＲＲα）モジュレーター |
| JP7629912B2 (ja) | 2019-10-18 | 2025-02-14 | リード ファーマ ホールディング ビー．ブイ． | エストロゲン関連受容体アルファ（ＥＲＲα）モジュレーター |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008109727A8 (en) | 2009-12-17 |
| CO6231008A2 (es) | 2010-12-20 |
| ECSP099614A (es) | 2009-10-30 |
| UA98485C2 (ru) | 2012-05-25 |
| SV2009003367A (es) | 2010-08-10 |
| AR065655A1 (es) | 2009-06-24 |
| WO2008109727A1 (en) | 2008-09-12 |
| NZ579372A (en) | 2012-02-24 |
| US7846953B2 (en) | 2010-12-07 |
| BRPI0808445A2 (pt) | 2014-08-05 |
| EA200970837A1 (ru) | 2010-04-30 |
| CL2008000670A1 (es) | 2008-11-03 |
| AU2008222745A1 (en) | 2008-09-12 |
| KR20090127410A (ko) | 2009-12-11 |
| EP2129668A1 (en) | 2009-12-09 |
| US8344009B2 (en) | 2013-01-01 |
| IL200757A0 (en) | 2010-05-17 |
| CA2679944A1 (en) | 2008-09-12 |
| US20110237625A1 (en) | 2011-09-29 |
| TW200902508A (en) | 2009-01-16 |
| NI200900163A (es) | 2010-07-22 |
| MX2009009517A (es) | 2009-09-16 |
| US20090111855A1 (en) | 2009-04-30 |
| CN101679322A (zh) | 2010-03-24 |
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