TWI683662B - 抗癌症組成物（一） - Google Patents
抗癌症組成物（一） Download PDFInfo
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- TWI683662B TWI683662B TW104140458A TW104140458A TWI683662B TW I683662 B TWI683662 B TW I683662B TW 104140458 A TW104140458 A TW 104140458A TW 104140458 A TW104140458 A TW 104140458A TW I683662 B TWI683662 B TW I683662B
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| SG11201704267VA (en) | 2014-12-05 | 2017-06-29 | Aragon Pharmaceuticals Inc | Anticancer compositions |
| KR102387089B1 (ko) | 2014-12-05 | 2022-04-14 | 아라곤 파마슈티컬스, 인코포레이티드 | 항암 조성물 |
| BR112020007439A2 (pt) | 2017-10-16 | 2020-10-27 | Aragon Pharmaceuticals, Inc. | antiandrogênios para o tratamento de câncer de próstata resistente à castração não metastática |
| EP3773509B1 (en) * | 2018-04-06 | 2023-11-01 | Capsugel Belgium NV | Spray drying process for low aspect ratio particles comprising poly[(methyl methacrylate)-co-(methacrylic acid)] |
| WO2020144647A1 (en) | 2019-01-10 | 2020-07-16 | Aragon Pharmaceuticals, Inc. | Pharmaceutical composition comprising apalutamide dispersed in apple sauce |
| TWI840496B (zh) | 2019-01-30 | 2024-05-01 | 美商艾瑞岡醫藥公司 | 用於治療轉移性去勢敏感性前列腺癌之抗雄性激素 |
| AU2020215177A1 (en) | 2019-01-30 | 2021-08-12 | Janssen Pharmaceutica Nv | Methods of treating prostate cancer based on molecular subtypes |
| WO2020239478A1 (en) | 2019-05-28 | 2020-12-03 | Pharma Mar, S.A. | Trabectedin for treating sarcomas based on genomic markers |
| CA3160121A1 (en) | 2019-11-04 | 2021-05-14 | Aragon Pharmaceuticals, Inc. | Androgen receptor inhibitors for the treatment of non-metastatic castration-resistant prostate cancer in subjects with severe hepatic impairment |
| WO2021245285A1 (en) | 2020-06-05 | 2021-12-09 | Janssen Pharmaceutica Nv | Methods of treating prostate cancer based on molecular subtypes |
| TW202228794A (zh) | 2020-09-04 | 2022-08-01 | 美商艾瑞岡醫藥公司 | 用於治療前列腺癌之方法 |
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| KR20250157532A (ko) | 2023-03-16 | 2025-11-04 | 바이엘 컨수머 케어 악티엔게젤샤프트 | 호르몬 감수성 전립선암의 생화학적 재발이 있는 환자의 치료를 위한 안드로겐 수용체 길항제 |
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| WO2012174436A1 (en) * | 2011-06-15 | 2012-12-20 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Nuclear receptor modulators and their use for the treatment and prevention of cancer |
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| DK2656842T3 (en) * | 2006-03-27 | 2016-11-07 | Univ California | Androgen receptor MODULATOR FOR THE TREATMENT OF PROSTATE CANCER AND androgen receptor-ASSOCIATED DISEASES |
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| HUE038082T2 (hu) | 2012-06-07 | 2018-09-28 | Aragon Pharmaceuticals Inc | Androgén receptor modulátor kristályformái |
| US10668156B2 (en) | 2012-06-22 | 2020-06-02 | Basf Se | Active-ingredient-containing solid dispersions based on diethylaminoethyl methacrylate copolymers |
| SI3725778T1 (sl) * | 2012-09-11 | 2022-02-28 | Medivation Prostate Therapeutics Llc | Formulacije enzalutamida |
| UA117663C2 (uk) * | 2012-09-26 | 2018-09-10 | Арагон Фармасьютікалз, Інк. | Антиандроген для лікування неметастатичного кастраційно-резистентного раку передміхурової залози |
| JOP20200097A1 (ar) * | 2013-01-15 | 2017-06-16 | Aragon Pharmaceuticals Inc | معدل مستقبل أندروجين واستخداماته |
| PE20151335A1 (es) * | 2013-01-22 | 2015-09-18 | Hoffmann La Roche | Composicion farmaceutica con biodisponibilidad mejorada |
| WO2014167428A2 (en) | 2013-04-10 | 2014-10-16 | Shilpa Medicare Limited | Amorphous 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fluoro-n-methylbenzamide |
| BR112016002970A2 (pt) * | 2013-08-12 | 2017-09-12 | Tokai Pharmaceuticals Inc | biomarcadores para o tratamento de distúrbios neoplásicos que usa terapias direcionadas ao androgênio |
| WO2015118015A1 (en) * | 2014-02-05 | 2015-08-13 | Lek Pharmaceuticals D.D. | Solid pharmaceutical compositions of androgen receptor antagonists |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005055987A1 (en) * | 2003-12-15 | 2005-06-23 | Council Of Scientific & Industrial Research | TASTE MASKED PHARMACEUTICAL COMPOSITIONS COMPRISING BITTER DRUG AND pH SENSITIVE POLYMER |
| WO2012174436A1 (en) * | 2011-06-15 | 2012-12-20 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Nuclear receptor modulators and their use for the treatment and prevention of cancer |
Non-Patent Citations (1)
| Title |
|---|
| Clegg NJ, et al."ARN-509: a novel antiandrogen for prostate cancer treatment.", Cancer Res. 2012 Mar 15;72(6):1494-1503. * |
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