JP2007509116A - アンドロゲン受容体モジュレーター - Google Patents

アンドロゲン受容体モジュレーター Download PDF

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Publication number
JP2007509116A
JP2007509116A JP2006536167A JP2006536167A JP2007509116A JP 2007509116 A JP2007509116 A JP 2007509116A JP 2006536167 A JP2006536167 A JP 2006536167A JP 2006536167 A JP2006536167 A JP 2006536167A JP 2007509116 A JP2007509116 A JP 2007509116A
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Prior art keywords
methyl
nitro
trifluoromethyl
phenylamino
ylamino
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JP2006536167A
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Japanese (ja)
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JP2007509116A5 (enExample
Inventor
イェルンステッド,ヘンリク
ガルグ,ニーラジ
グスタフソン,アニーカ
ジルナー,ミカエル
コラゾ,アナ マリア ガルシア
コッホ,エバ
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Karo Healthcare AB
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Karo Pharma AB
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Publication of JP2007509116A publication Critical patent/JP2007509116A/ja
Publication of JP2007509116A5 publication Critical patent/JP2007509116A5/ja
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    • A—HUMAN NECESSITIES
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    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/04—Nitro compounds
    • 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
    • A61K31/095—Sulfur, selenium, or tellurium compounds, e.g. thiols
    • A61K31/10—Sulfides; Sulfoxides; Sulfones
    • 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
    • A61K31/275—Nitriles; Isonitriles
    • A61K31/277—Nitriles; Isonitriles having a ring, e.g. verapamil
    • A—HUMAN NECESSITIES
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    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
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    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/08—Drugs for disorders of the urinary system of the prostate
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    • A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
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    • C07C215/48—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups
    • C07C215/52—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups linked by carbon chains having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
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    • C07C215/60—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups with hydroxy groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain the chain having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
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Cited By (3)

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Families Citing this family (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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JP2007532621A (ja) 2004-04-13 2007-11-15 ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー アンドロゲンモジュレータ
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TW200724139A (en) 2005-05-05 2007-07-01 Warner Lambert Co Androgen modulators
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US8268872B2 (en) 2008-02-22 2012-09-18 Radius Health, Inc. Selective androgen receptor modulators
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KR20100067046A (ko) * 2008-12-10 2010-06-18 동화약품주식회사 신규한 2,6―위치에 치환된 3―니트로피리딘 유도체, 그의 제조방법 및 이를 포함하는 약학 조성물
CA2748813C (en) 2009-01-09 2018-07-10 Board Of Regents Of The University Of Texas System Pro-neurogenic compounds
US9162980B2 (en) 2009-01-09 2015-10-20 Board Of Regents Of The University Of Texas System Anti-depression compounds
US8362277B2 (en) 2009-01-09 2013-01-29 Board Of Regents Of The University Of Texas System Pro-neurogenic compounds
US9962368B2 (en) 2009-01-09 2018-05-08 Board Of Regents Of The University Of Texas System Pro-neurogenic compounds
US9095572B2 (en) 2009-01-09 2015-08-04 Board Of Regents Of The University Of Texas System Pro-neurogenic compounds
TWI625121B (zh) 2009-07-13 2018-06-01 基利科學股份有限公司 調節細胞凋亡信號之激酶的抑制劑
FR2954315B1 (fr) 2009-12-23 2012-02-24 Galderma Res & Dev Nouveaux derives phenoliques, et leur utilisation pharmaceutique ou cosmetique
FR2954316B1 (fr) 2009-12-23 2014-01-03 Galderma Res & Dev Nouveaux derives phenoliques, et leur utilisation pharmaceutique ou cosmetique
WO2011082487A1 (en) 2010-01-06 2011-07-14 British Columbia Cancer Agency Branch Bisphenol derivatives and their use as androgen receptor activity modulators
JP5964756B2 (ja) 2010-02-04 2016-08-03 ラジウス ヘルス,インコーポレイテッド 選択的アンドロゲン受容体モジュレーター
PL2568806T3 (pl) 2010-05-12 2017-03-31 Radius Health, Inc. Schematy lecznicze
US8642632B2 (en) 2010-07-02 2014-02-04 Radius Health, Inc. Selective androgen receptor modulators
US20130109019A1 (en) * 2010-07-02 2013-05-02 Adrian E. Murillo Hapten conjugates for target detection
AU2011312490B2 (en) 2010-09-28 2015-06-25 Radius Pharmaceuticals, Inc. Selective androgen receptor modulators
US9365510B2 (en) 2012-04-16 2016-06-14 British Columbia Cancer Agency Branch Aziridine bisphenol ethers and related compounds and methods for their use
EP2887803A4 (en) 2012-08-24 2016-08-03 Univ Texas PRO-NEUROGENIC COMPOUNDS
WO2015031984A1 (en) 2013-09-09 2015-03-12 British Columbia Cancer Agency Branch Halogenated compounds for cancer imaging and treatment and methods for their use
EP3068388A4 (en) 2013-11-11 2017-04-12 Board of Regents of the University of Texas System Neuroprotective compounds and use thereof
WO2015070237A1 (en) 2013-11-11 2015-05-14 Board Of Regents Of The University Of Texas System Neuroprotective chemicals and methods for identifying and using same
ES2939940T3 (es) 2014-03-28 2023-04-28 Univ Duke Tratamiento del cáncer de mama utilizando moduladores selectivos de los receptores de estrógenos
US9421264B2 (en) 2014-03-28 2016-08-23 Duke University Method of treating cancer using selective estrogen receptor modulators
US9586933B2 (en) 2014-12-23 2017-03-07 Gilead Sciences, Inc. Processes for preparing ASK1 inhibitors
FI3988541T3 (fi) 2015-01-13 2024-09-17 British Columbia Cancer Agency Branch Heterosyklisiä yhdisteitä syövän kuvantamiseksi ja hoitamiseksi ja menetelmiä niiden käyttämiseksi
US10471023B2 (en) 2015-03-12 2019-11-12 British Columbia Cancer Agency Branch Bisphenol ether derivatives and methods for using the same
MX384605B (es) 2015-04-29 2025-03-14 Radius Pharmaceuticals Inc Combinación de palbociclib y rad1901 para usarse en el tratamiento de cáncer de mama en un sujeto con cáncer positivo a receptor de estrógeno.
US20170298033A1 (en) 2016-04-15 2017-10-19 The University Of British Columbia Bisphenol derivatives and their use as androgen receptor activity modulators
WO2017223115A1 (en) 2016-06-22 2017-12-28 Radius Health, Inc. Ar+ breast cancer treatment methods
EP3565542B1 (en) 2017-01-05 2024-04-10 Radius Pharmaceuticals, Inc. Polymorphic forms of rad1901-2hcl
EP3625215B1 (en) 2017-05-18 2023-09-13 PI Industries Ltd Formimidamidine compounds useful against phytopathogenic microorganisms
WO2019226991A1 (en) 2018-05-25 2019-11-28 Essa Pharma, Inc. Androgen receptor modulators and methods for their use
SG11202013177WA (en) 2018-07-04 2021-01-28 Radius Pharmaceuticals Inc Polymorphic forms of rad 1901-2hcl
AU2019362061B2 (en) 2018-10-18 2024-09-26 Essa Pharma Inc Androgen receptor modulators and methods for their use
US12441745B2 (en) 2019-02-12 2025-10-14 Radius Pharmaceuticals, Inc. Processes and compounds
US12109179B2 (en) 2019-03-28 2024-10-08 Essa Pharma Inc. Pharmaceutical compositions and combinations comprising inhibitors of the androgen receptor and uses thereof
EP4135675A4 (en) * 2020-04-17 2024-04-10 Essa Pharma, Inc. SOLID FORMS OF AN N-TERMINAL DOMAIN ANDROGEN RECEPTOR INHIBITOR AND USES THEREOF

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4920129A (enExample) * 1972-06-23 1974-02-22
US3970423A (en) * 1971-10-04 1976-07-20 Clairol Incorporated Oxidative hair dye compositions
JPH0580375A (ja) * 1991-09-20 1993-04-02 Japan Synthetic Rubber Co Ltd 有機非線形光学素子
JPH09268170A (ja) * 1996-03-29 1997-10-14 Wella Ag 2,5−ジアミノベンゾニトリル類を含有する酸化染毛剤並びに新規な2,5−ジアミノベンゾニトリル類
JP2001526265A (ja) * 1997-12-22 2001-12-18 ファルマシア・アンド・アップジョン・カンパニー 抗ウイルス剤としての4−ヒドロキシキノリン−3−カルボキサミドおよびヒドラジド
US20020193389A1 (en) * 1998-11-20 2002-12-19 Rifat Pamukeu Method of inhibiting neoplastic cells with imidazoquinazoline derivatives
WO2003053370A2 (de) * 2001-12-21 2003-07-03 Henkel Kommanditgesellschaft Auf Aktien Neue entwicklerkomponenten
JP2003525279A (ja) * 2000-03-01 2003-08-26 アストラゼネカ アクチボラグ 抗新生物薬としての2,4,ジ(ヘテロ−)アリールアミノ(−オキシ)−5−置換ピリミジン
JP2004514656A (ja) * 2000-09-06 2004-05-20 カイロン コーポレイション グリコゲンシンターゼキナーゼ3のインヒビター
JP2005516005A (ja) * 2001-12-07 2005-06-02 バーテクス ファーマスーティカルズ インコーポレイテッド Gsk−3阻害剤として有用なピリミジンベースの化合物

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1012553A (en) 1972-06-23 1977-06-21 Hirotoshi Nakanishi Process for the production of aromatic diamines
US4723986A (en) 1986-05-19 1988-02-09 Stauffer Chemical Company Herbicidal oxazolidines and methods of use
JP2701090B2 (ja) * 1990-11-30 1998-01-21 和光純薬工業株式会社 被酸化性呈色試薬
JPH0920129A (ja) * 1995-07-05 1997-01-21 Suzuki Motor Corp 車両用暖房装置
US6569896B2 (en) * 2000-08-24 2003-05-27 The University Of Tennessee Research Corporation Selective androgen receptor modulators and methods of use thereof
US6472415B1 (en) * 1998-12-18 2002-10-29 Biophysica, Inc. Androgen receptor suppressors in the therapy and diagnosis of prostate cancer, alopecia and other hyper-androgenic syndromes

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3970423A (en) * 1971-10-04 1976-07-20 Clairol Incorporated Oxidative hair dye compositions
JPS4920129A (enExample) * 1972-06-23 1974-02-22
JPH0580375A (ja) * 1991-09-20 1993-04-02 Japan Synthetic Rubber Co Ltd 有機非線形光学素子
JPH09268170A (ja) * 1996-03-29 1997-10-14 Wella Ag 2,5−ジアミノベンゾニトリル類を含有する酸化染毛剤並びに新規な2,5−ジアミノベンゾニトリル類
JP2001526265A (ja) * 1997-12-22 2001-12-18 ファルマシア・アンド・アップジョン・カンパニー 抗ウイルス剤としての4−ヒドロキシキノリン−3−カルボキサミドおよびヒドラジド
US20020193389A1 (en) * 1998-11-20 2002-12-19 Rifat Pamukeu Method of inhibiting neoplastic cells with imidazoquinazoline derivatives
JP2003525279A (ja) * 2000-03-01 2003-08-26 アストラゼネカ アクチボラグ 抗新生物薬としての2,4,ジ(ヘテロ−)アリールアミノ(−オキシ)−5−置換ピリミジン
JP2004514656A (ja) * 2000-09-06 2004-05-20 カイロン コーポレイション グリコゲンシンターゼキナーゼ3のインヒビター
JP2005516005A (ja) * 2001-12-07 2005-06-02 バーテクス ファーマスーティカルズ インコーポレイテッド Gsk−3阻害剤として有用なピリミジンベースの化合物
WO2003053370A2 (de) * 2001-12-21 2003-07-03 Henkel Kommanditgesellschaft Auf Aktien Neue entwicklerkomponenten

Non-Patent Citations (9)

* Cited by examiner, † Cited by third party
Title
JPN6010045724, Roczniki Chemii, 1970, Vol.44, No.6, p.1325−1329 *
JPN6010045725, Synthetic Communications, 2001, Vol.31, No.7, p.1105−1121 *
JPN6010045726, Tetrahedron Letters, 1975, No.41, p.3563−3566 *
JPN6010045728, Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. Serie C. Sciences Chimiques, 1974, Vol.279, No.5, p.217−220 *
JPN6010045729, Organic Letters, 2003, Vol.5, No.13, p.2207−2210 *
JPN6010045731, Zhurnal Obshchei Khimii, 1962, Vol.32, p.1638−1646 *
JPN6010045732, Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1999, Vol.54, No.2, p.214−224 *
JPN6010045734, Tetrahedron, 2004, Vol.60, No.41, p.9099−9111 *
JPN6010045735, Doklady Akademii Nauk SSSR, 1989, Vol.308, No.5, p.1150−1154 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008515998A (ja) * 2004-10-13 2008-05-15 スミスクライン ビーチャム コーポレーション 化合物
JP2012509949A (ja) * 2008-11-24 2012-04-26 ビーエーエスエフ ソシエタス・ヨーロピア 熱潜在性塩基を含む硬化性組成物
US8969577B2 (en) 2008-11-24 2015-03-03 Basf Se Curable composition comprising a thermolatent base
JP2013515705A (ja) * 2009-12-23 2013-05-09 ガルデルマ・リサーチ・アンド・デヴェロップメント 新規なフェノール誘導体、及び医薬として又は化粧品としてのその使用

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