KR20040101251A - 다치환된 선택적 안드로겐 수용체 모듈레이터 및 이를사용하는 방법 - Google Patents
다치환된 선택적 안드로겐 수용체 모듈레이터 및 이를사용하는 방법 Download PDFInfo
- Publication number
- KR20040101251A KR20040101251A KR10-2004-7013479A KR20047013479A KR20040101251A KR 20040101251 A KR20040101251 A KR 20040101251A KR 20047013479 A KR20047013479 A KR 20047013479A KR 20040101251 A KR20040101251 A KR 20040101251A
- Authority
- KR
- South Korea
- Prior art keywords
- androgen receptor
- receptor modulator
- subject
- compound
- selective androgen
- 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.)
- Abandoned
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C235/18—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides
- C07C235/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
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- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
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- General Health & Medical Sciences (AREA)
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- Urology & Nephrology (AREA)
- Ophthalmology & Optometry (AREA)
- Reproductive Health (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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Applications Claiming Priority (5)
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| US45373602P | 2002-02-28 | 2002-02-28 | |
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| US42338102P | 2002-11-04 | 2002-11-04 | |
| US60/423,381 | 2002-11-04 | ||
| PCT/US2003/003123 WO2003074449A2 (en) | 2002-02-28 | 2003-02-24 | Multi-substitued selective androgen receptor modulators and methods of use thereof |
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| EP (1) | EP1487458B1 (enExample) |
| JP (2) | JP5113979B2 (enExample) |
| KR (2) | KR20040101251A (enExample) |
| CN (1) | CN1700923B (enExample) |
| AT (1) | ATE533494T1 (enExample) |
| ES (1) | ES2528764T3 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20150041198A (ko) * | 2007-04-13 | 2015-04-15 | 유니버시티 오브 테네시 리서치 파운데이션 | 당뇨병을 치료하기 위한 선택적인 안드로겐 수용체 모듈레이터 |
| KR20170066642A (ko) * | 2014-10-16 | 2017-06-14 | 지티엑스, 인코포레이티드 | Sarm을 이용하는 비뇨기 장애의 치료 방법 |
| US10662148B2 (en) | 2004-06-07 | 2020-05-26 | University Of Tennessee Research Foundation | Selective androgen receptor modulator and methods of use thereof |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7919647B2 (en) | 2000-08-24 | 2011-04-05 | University Of Tennessee Research Foundation | Selective androgen receptor modulators and methods of use thereof |
| US7855229B2 (en) * | 2000-08-24 | 2010-12-21 | University Of Tennessee Research Foundation | Treating wasting disorders with selective androgen receptor modulators |
| US7622503B2 (en) | 2000-08-24 | 2009-11-24 | University Of Tennessee Research Foundation | Selective androgen receptor modulators and methods of use thereof |
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| US20070161608A1 (en) * | 2001-12-06 | 2007-07-12 | Dalton James T | Selective androgen receptor modulators for treating muscle wasting |
| US9889110B2 (en) | 2004-06-07 | 2018-02-13 | University Of Tennessee Research Foundation | Selective androgen receptor modulator for treating hormone-related conditions |
| US20110237664A1 (en) * | 2004-06-07 | 2011-09-29 | Dalton James T | Selective androgen receptor modulators for treating diabetes |
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| CN101528214B (zh) | 2006-08-24 | 2013-06-05 | 田纳西大学研究基金会 | 取代的n-酰基苯胺及其使用方法 |
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| EP2134830A2 (en) | 2007-02-09 | 2009-12-23 | Massachusetts Institute of Technology | Oscillating cell culture bioreactor |
| WO2008124634A1 (en) | 2007-04-04 | 2008-10-16 | Massachusetts Institute Of Technology | Polymer-encapsulated reverse micelles |
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| US7968603B2 (en) | 2007-09-11 | 2011-06-28 | University Of Tennessee Research Foundation | Solid forms of selective androgen receptor modulators |
| WO2009036206A1 (en) * | 2007-09-11 | 2009-03-19 | University Of Tennessee Research Foundation | Solid forms of selective androgen receptor modulators |
| ES2647538T3 (es) | 2007-09-28 | 2017-12-22 | Pfizer Inc. | Direccionamiento a células de cáncer usando nanopartículas |
| MX350501B (es) | 2007-10-12 | 2017-09-07 | Massachusetts Inst Technology | Nanotecnologia de vacuna. |
| US8343497B2 (en) | 2008-10-12 | 2013-01-01 | The Brigham And Women's Hospital, Inc. | Targeting of antigen presenting cells with immunonanotherapeutics |
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| US8591905B2 (en) | 2008-10-12 | 2013-11-26 | The Brigham And Women's Hospital, Inc. | Nicotine immunonanotherapeutics |
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| MX2012008110A (es) * | 2010-01-11 | 2012-10-03 | Gtx Inc | Metodos para tratar una disfuncion de glandula de meibomio. |
| WO2012020806A1 (ja) | 2010-08-11 | 2012-02-16 | 旭硝子株式会社 | 撥水撥油剤組成物および物品 |
| WO2012071340A1 (en) | 2010-11-23 | 2012-05-31 | Metamagnetics Inc. | Antenna module having reduced size, high gain, and increased power efficiency |
| US10314807B2 (en) | 2012-07-13 | 2019-06-11 | Gtx, Inc. | Method of treating HER2-positive breast cancers with selective androgen receptor modulators (SARMS) |
| US9969683B2 (en) | 2012-07-13 | 2018-05-15 | Gtx, Inc. | Method of treating estrogen receptor (ER)-positive breast cancers with selective androgen receptor modulator (SARMS) |
| US10258596B2 (en) | 2012-07-13 | 2019-04-16 | Gtx, Inc. | Method of treating HER2-positive breast cancers with selective androgen receptor modulators (SARMS) |
| US9622992B2 (en) | 2012-07-13 | 2017-04-18 | Gtx, Inc. | Method of treating androgen receptor (AR)-positive breast cancers with selective androgen receptor modulator (SARMs) |
| PL2872482T3 (pl) | 2012-07-13 | 2021-03-08 | Oncternal Therapeutics, Inc. | Sposób leczenia raków sutka z użyciem selektywnego modulatora receptora androgenowego (sarm) |
| US10987334B2 (en) | 2012-07-13 | 2021-04-27 | University Of Tennessee Research Foundation | Method of treating ER mutant expressing breast cancers with selective androgen receptor modulators (SARMs) |
| US9744149B2 (en) | 2012-07-13 | 2017-08-29 | Gtx, Inc. | Method of treating androgen receptor (AR)-positive breast cancers with selective androgen receptor modulator (SARMs) |
| CN106748884B (zh) * | 2016-12-13 | 2021-08-20 | 山西振东制药股份有限公司 | 一种比卡鲁胺中间体的制备方法 |
| WO2019001171A1 (zh) * | 2017-06-27 | 2019-01-03 | 维眸生物科技上海有限公司 | 一种含磷化合物及其制备和应用 |
| CN109134533B (zh) | 2017-06-27 | 2020-08-11 | 维眸生物科技(上海)有限公司 | 一种含磷化合物及其制备和应用 |
| EP3814272A4 (en) | 2018-05-11 | 2022-03-02 | Phosphorex, Inc. | Microparticles and nanoparticles having negative surface charges |
| AU2021357354A1 (en) | 2020-10-08 | 2023-04-20 | Targimmune Therapeutics Ag | Immunotherapy for the treatment of cancer |
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| JP2025537203A (ja) | 2022-11-07 | 2025-11-14 | ターグイミューン セラピューティクス アクチエンゲゼルシャフト | ポリエチレンイミンおよびポリエチレングリコールを含むpsma標的化線状コンジュゲートならびにそれを含むポリプレックス |
| EP4615511A1 (en) | 2022-11-07 | 2025-09-17 | TargImmune Therapeutics AG | Targeted linear conjugates comprising polyethyleneimine and polyethylene glycol and polyplexes comprising the same |
| EP4615510A1 (en) | 2022-11-07 | 2025-09-17 | TargImmune Therapeutics AG | Polyplexes of nucleic acids and targeted conjugates comprising polyethyleneimine and polyethylene glycol |
| EP4619000A1 (en) * | 2022-11-17 | 2025-09-24 | Vivavision Biotech, Inc. | Phosphorus-containing compounds for treating inflammatory bowel diesease |
| WO2025238236A1 (en) | 2024-05-16 | 2025-11-20 | Targimmune Therapeutics Ag | Polyplexes of nucleic acids and targeted conjugates comprising polyethyleneimine and polyethylene glycol |
Family Cites Families (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB136001A (en) | 1919-01-11 | 1919-12-11 | Frank Harrison | An Adjustable Angle, and Surface-marking Plate. |
| GB1360001A (en) | 1971-06-16 | 1974-07-17 | Scherico Ltd | Pharmaceutical compositions comprising substituted anilides |
| US3875229A (en) * | 1972-11-24 | 1975-04-01 | Schering Corp | Substituted carboxanilides |
| JPS6044294B2 (ja) | 1976-04-15 | 1985-10-02 | 帝国臓器製薬株式会社 | アニリド誘導体 |
| US4139638A (en) * | 1976-09-23 | 1979-02-13 | Schering Corporation | Methods for the treatment of hirsutism |
| DE2862100D1 (en) | 1977-10-12 | 1983-01-05 | Ici Plc | Acylanilides, process for their manufacture and pharmaceutical and veterinary compositions containing them |
| US4191775A (en) | 1977-12-15 | 1980-03-04 | Imperial Chemical Industries Limited | Amide derivatives |
| NZ197008A (en) * | 1980-05-22 | 1984-10-19 | Ici Ltd | Acylanilide derivatives and pharmaceutical compositions |
| JPS57171904A (en) * | 1981-04-15 | 1982-10-22 | Mitsubishi Petrochem Co Ltd | Tri- or tetra-substituted phenoxycarboxylic acid anilide type herbicide |
| LU88769I2 (fr) | 1982-07-23 | 1996-11-05 | Zeneca Ltd | Bicalutamide et ses sels et esters pharmaceutiquement acceptables (Casodex (R)) |
| US4633025A (en) | 1985-04-15 | 1986-12-30 | Miles Laboratories, Inc. | Method for preparing (+)R-2-methyl-hexane-1,2-diol |
| GB8617652D0 (en) * | 1986-07-18 | 1986-08-28 | Ici Plc | Acylanilide derivatives |
| GB8617653D0 (en) | 1986-07-18 | 1986-08-28 | Ici Plc | Amide derivatives |
| US4977288A (en) | 1988-01-29 | 1990-12-11 | President And Fellows Of Harvard College | M-aminophenyltrialkylstannane |
| US5162504A (en) * | 1988-06-03 | 1992-11-10 | Cytogen Corporation | Monoclonal antibodies to a new antigenic marker in epithelial prostatic cells and serum of prostatic cancer patients |
| JPH09508125A (ja) | 1994-01-21 | 1997-08-19 | セプラコー,インコーポレイテッド | 光学的純正r−(−)−カソデックスを使用した男性ホルモン依存疾患治療のための方法と組成 |
| US5609849A (en) * | 1994-03-11 | 1997-03-11 | The Trustees Of The University Of Pennsylvania | Serotonin (5-HT1A) receptor ligands and imaging agents |
| DE69531998T2 (de) | 1994-12-22 | 2004-07-22 | Ligand Pharmaceuticals, Inc., San Diego | Steroidrezeptor-modulator verbindungen und methoden |
| US5656651A (en) * | 1995-06-16 | 1997-08-12 | Biophysica Inc. | Androgenic directed compositions |
| EP0918774B9 (en) | 1996-06-27 | 2002-04-10 | Ligand Pharmaceuticals Incorporated | Androgen receptor modulator compounds and methods |
| WO1998005962A1 (en) | 1996-08-02 | 1998-02-12 | Panvera Corporation | A method for quantitating competitive binding of molecules to proteins utilizing fluorescence polarization |
| US6492554B2 (en) * | 2000-08-24 | 2002-12-10 | The University Of Tennessee Research Corporation | Selective androgen receptor modulators and methods of use thereof |
| US6071957A (en) * | 1996-11-27 | 2000-06-06 | The University Of Tennessee Research Corporation | Irreversible non-steroidal antagonist compound and its use in the treatment of prostate cancer |
| US6160011A (en) * | 1997-05-30 | 2000-12-12 | The University Of Tennessee Research Corporation | Non-steroidal agonist compounds and their use in male hormone therapy |
| AU7723198A (en) * | 1997-06-04 | 1998-12-21 | University Of Tennessee Research Corporation, The | Non-steroidal radiolabeled agonist/antagonist compounds and their use in prostate cancer imaging |
| RU2234920C2 (ru) | 1999-06-11 | 2004-08-27 | Уотсон Фармасьютикалс, Инк. | Введение непероральным путем андрогенных стероидов женщинам |
| JP2003511467A (ja) | 1999-10-14 | 2003-03-25 | ブリストル−マイヤーズ スクイブ カンパニー | アンドロゲンレセプターリガンド結合ドメインの結晶構造 |
| US6583306B1 (en) | 1999-10-19 | 2003-06-24 | Nobex Corporation | Methods of asymmetrically synthesizing enantiomers of Casodex, its derivatives and intermediates thereof |
| BR0015124A (pt) | 1999-10-27 | 2002-07-02 | Nobex Corp | Método de preparação de um enanciÈmero substancialmente puro |
| US20020013334A1 (en) | 2000-06-15 | 2002-01-31 | Robl Jeffrey A. | HMG-CoA reductase inhibitors and method |
| IL152719A0 (en) | 2000-06-28 | 2003-06-24 | Bristol Myers Squibb Co | Selective androgen receptor modulators and methods for their identification |
| RU2003102390A (ru) | 2000-06-28 | 2004-05-27 | Бристол-Маерс Сквибб Компани (Us) | Селективные модуляторы рецептора андрогена и способы их идентификации, изготовления и применения |
| US6998500B2 (en) * | 2000-08-24 | 2006-02-14 | University Of Tennessee Research Foundation | Selective androgen receptor modulators and methods of use thereof |
| MXPA03001632A (es) * | 2000-08-24 | 2004-09-10 | Univ Tennessee Res Corp | Moduladores receptores de androgeno selectivos y metodos para usar los mismos. |
| US6645974B2 (en) | 2001-07-31 | 2003-11-11 | Merck & Co., Inc. | Androgen receptor modulators and methods for use thereof |
| CA2469340A1 (en) * | 2001-12-06 | 2003-06-19 | Gtx Inc. | Treating muscle wasting with selective androgen receptor modulators |
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2003
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- 2003-02-24 JP JP2003572923A patent/JP5113979B2/ja not_active Expired - Fee Related
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2010
- 2010-05-12 JP JP2010110335A patent/JP2010180245A/ja active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10662148B2 (en) | 2004-06-07 | 2020-05-26 | University Of Tennessee Research Foundation | Selective androgen receptor modulator and methods of use thereof |
| KR20150041198A (ko) * | 2007-04-13 | 2015-04-15 | 유니버시티 오브 테네시 리서치 파운데이션 | 당뇨병을 치료하기 위한 선택적인 안드로겐 수용체 모듈레이터 |
| KR20170066642A (ko) * | 2014-10-16 | 2017-06-14 | 지티엑스, 인코포레이티드 | Sarm을 이용하는 비뇨기 장애의 치료 방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1700923A (zh) | 2005-11-23 |
| US7705182B2 (en) | 2010-04-27 |
| EP1487458A2 (en) | 2004-12-22 |
| CN1700923B (zh) | 2011-06-15 |
| JP2005526741A (ja) | 2005-09-08 |
| JP2010180245A (ja) | 2010-08-19 |
| ATE533494T1 (de) | 2011-12-15 |
| EP1487458A4 (en) | 2006-07-26 |
| KR20100103662A (ko) | 2010-09-27 |
| US20060183931A1 (en) | 2006-08-17 |
| EP1487458B1 (en) | 2011-11-16 |
| KR101088352B1 (ko) | 2011-11-30 |
| JP5113979B2 (ja) | 2013-01-09 |
| ES2528764T3 (es) | 2015-02-12 |
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