CA2770092A1 - Treatment of prostate cancer - Google Patents
Treatment of prostate cancer Download PDFInfo
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- CA2770092A1 CA2770092A1 CA2770092A CA2770092A CA2770092A1 CA 2770092 A1 CA2770092 A1 CA 2770092A1 CA 2770092 A CA2770092 A CA 2770092A CA 2770092 A CA2770092 A CA 2770092A CA 2770092 A1 CA2770092 A1 CA 2770092A1
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Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US23225709P | 2009-08-07 | 2009-08-07 | |
| US61/232,257 | 2009-08-07 | ||
| US26126509P | 2009-11-13 | 2009-11-13 | |
| US61/261,265 | 2009-11-13 | ||
| PCT/US2010/044570 WO2011017534A2 (en) | 2009-08-07 | 2010-08-05 | Treatment of prostate cancer |
Publications (1)
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| CA2770092A1 true CA2770092A1 (en) | 2011-02-10 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CA2770092A Abandoned CA2770092A1 (en) | 2009-08-07 | 2010-08-05 | Treatment of prostate cancer |
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| Country | Link |
|---|---|
| US (5) | US8791094B2 (enExample) |
| EP (1) | EP2461814A4 (enExample) |
| JP (2) | JP2013501722A (enExample) |
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| AU (1) | AU2010279398A1 (enExample) |
| BR (1) | BR112012002797A2 (enExample) |
| CA (1) | CA2770092A1 (enExample) |
| WO (1) | WO2011017534A2 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100048913A1 (en) | 2008-03-14 | 2010-02-25 | Angela Brodie | Novel C-17-Heteroaryl Steroidal CYP17 Inhibitors/Antiandrogens;Synthesis In Vitro Biological Activities, Pharmacokinetics and Antitumor Activity |
| US8785423B2 (en) * | 2008-04-14 | 2014-07-22 | University Of Maryland, Baltimore | Compositions and methods of inducing endoplasmic reticulum stress response for the treatment of cell proliferative diseases |
| EP2393827B1 (en) | 2009-02-05 | 2015-10-07 | Tokai Pharmaceuticals, Inc. | Novel prodrugs of steroidal cyp17 inhibitors/antiandrogens |
| WO2010149755A1 (en) | 2009-06-26 | 2010-12-29 | Novartis Ag | 1, 3-disubstituted imidazolidin-2-one derivatives as inhibitors of cyp 17 |
| WO2011017534A2 (en) | 2009-08-07 | 2011-02-10 | Tokai Pharmaceuticals, Inc. | Treatment of prostate cancer |
| EA023064B1 (ru) | 2011-04-28 | 2016-04-29 | Новартис Аг | ИНГИБИТОРЫ 17α-ГИДРОКСИЛАЗЫ/C-ЛИАЗЫ |
| CA2841960A1 (en) * | 2011-07-18 | 2013-01-24 | Tokai Pharmaceuticals, Inc. | Novel compositions and methods for treating prostate cancer |
| AU2012294570B2 (en) * | 2011-08-05 | 2015-09-10 | Gen-Probe Incorporated | Antiandrogen therapy monitoring methods and compositions |
| WO2013071177A1 (en) * | 2011-11-10 | 2013-05-16 | Tokai Pharmaceuticals, Inc. | Methods and compositions for inhibition of androgen receptor activity |
| SG11201507093WA (en) | 2013-03-14 | 2015-10-29 | Univ Maryland Baltimore Office Of Technology Transfer | Androgen receptor down-regulating agents and uses thereof |
| SG11201600525XA (en) | 2013-08-12 | 2016-02-26 | Tokai Pharmaceuticals Inc | Biomarkers for treatment of neoplastic disorders using androgen-targeted therapies |
| WO2015170336A1 (en) | 2014-05-09 | 2015-11-12 | Council Of Scientific & Industrial Research | 16α-HETEROARYL PREGNENOLONE ACETATE AND A PROCESS FOR PREPARATION THEREOF |
| WO2016119742A1 (zh) * | 2015-01-29 | 2016-08-04 | 苏州晶云药物科技有限公司 | (3β)-17-(1H-苯并咪唑-1-基)雄甾-5，16-二烯-3-醇的盐及其制备方法 |
| ITUA20164043A1 (it) * | 2016-06-01 | 2017-12-01 | Ind Chimica Srl | Processo per la preparazione di 3β-idrossi-17-(1H-benzimidazol-1-il)androsta-5,16-diene |
| ES2697706R1 (es) * | 2016-06-01 | 2019-02-08 | Ind Chimica Srl | Proceso Para La Preparación De Galeterona. |
| AU2019287541A1 (en) * | 2018-06-14 | 2021-01-21 | Astrazeneca Uk Limited | Methods for treating and preventing symptoms of asthma with a corticosteroid pharmaceutical composition |
| CN114072414A (zh) * | 2019-04-27 | 2022-02-18 | 健康研究股份有限公司 | 用于治疗前列腺癌的香豆素修饰的雄激素 |
Family Cites Families (11)
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| CH621803A5 (enExample) * | 1974-08-08 | 1981-02-27 | Siphar Sa | |
| US5604213A (en) * | 1992-03-31 | 1997-02-18 | British Technology Group Limited | 17-substituted steroids useful in cancer treatment |
| NZ266640A (en) * | 1993-04-30 | 1998-01-26 | Pacific Northwest Research Fou | Diagnosing genotoxic or carcinogenic status by analysing cellular redox potential where increased risk is indicated when the potential favours oxidatively derived modified nucleotides |
| US5994335A (en) * | 1997-10-17 | 1999-11-30 | The University Of Maryland, Baltimore | 17-azolyl steroids useful as androgen synthesis inhibitors |
| US20030054053A1 (en) * | 2001-09-20 | 2003-03-20 | Charles Young | Methods and compositions for inhibiting the proliferation of prostate cancer cells |
| ES2369487T3 (es) | 2003-07-29 | 2011-12-01 | Dompe' S.P.A. | Combinación farmacéutica de g-csf y plgf útil para células madre de sangre. |
| JP4585201B2 (ja) * | 2004-01-23 | 2010-11-24 | 丸善製薬株式会社 | アンドロゲン受容体結合阻害剤、養毛剤、皮脂分泌抑制剤及び前立腺肥大抑制剤 |
| DK2206719T3 (en) * | 2005-03-02 | 2015-01-26 | Univ Maryland | A pharmaceutical composition comprising 3-BETA-HYDROXY-17- (1-H-benzimidazol-1-yl) androsta-5, 16-DIEN |
| WO2008154382A1 (en) | 2007-06-06 | 2008-12-18 | University Of Maryland, Baltimore | Hdac inhibitors and hormone targeted drugs for the treatment of cancer |
| US20100048913A1 (en) * | 2008-03-14 | 2010-02-25 | Angela Brodie | Novel C-17-Heteroaryl Steroidal CYP17 Inhibitors/Antiandrogens;Synthesis In Vitro Biological Activities, Pharmacokinetics and Antitumor Activity |
| WO2011017534A2 (en) | 2009-08-07 | 2011-02-10 | Tokai Pharmaceuticals, Inc. | Treatment of prostate cancer |
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- 2010-08-05 BR BR112012002797A patent/BR112012002797A2/pt not_active IP Right Cessation
- 2010-08-05 CA CA2770092A patent/CA2770092A1/en not_active Abandoned
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- 2010-08-05 KR KR1020127006009A patent/KR20120056267A/ko not_active Ceased
- 2010-08-05 EP EP10807167A patent/EP2461814A4/en not_active Withdrawn
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2015
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2017
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| JP2013501722A (ja) | 2013-01-17 |
| BR112012002797A2 (pt) | 2019-09-24 |
| US20140343024A1 (en) | 2014-11-20 |
| US9156878B2 (en) | 2015-10-13 |
| KR20120056267A (ko) | 2012-06-01 |
| EP2461814A2 (en) | 2012-06-13 |
| US20110034428A1 (en) | 2011-02-10 |
| EP2461814A4 (en) | 2012-12-05 |
| AU2010279398A1 (en) | 2012-03-08 |
| US20150166599A1 (en) | 2015-06-18 |
| US8791094B2 (en) | 2014-07-29 |
| US20150203528A1 (en) | 2015-07-23 |
| WO2011017534A3 (en) | 2011-06-30 |
| US20170157148A1 (en) | 2017-06-08 |
| WO2011017534A2 (en) | 2011-02-10 |
| JP2016074687A (ja) | 2016-05-12 |
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