ES2688821T3 - Métodos y composiciones para tratar afecciones dependientes de la progesterona - Google Patents
Métodos y composiciones para tratar afecciones dependientes de la progesterona Download PDFInfo
- Publication number
- ES2688821T3 ES2688821T3 ES13783818.1T ES13783818T ES2688821T3 ES 2688821 T3 ES2688821 T3 ES 2688821T3 ES 13783818 T ES13783818 T ES 13783818T ES 2688821 T3 ES2688821 T3 ES 2688821T3
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- administration
- composition
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- progesterone
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- A—HUMAN NECESSITIES
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- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Epidemiology (AREA)
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- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Urology & Nephrology (AREA)
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- Physiology (AREA)
- Gynecology & Obstetrics (AREA)
- Dermatology (AREA)
- Endocrinology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicinal Preparation (AREA)
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| US201261722095P | 2012-11-02 | ||
| PCT/US2013/066095 WO2014070517A1 (en) | 2012-11-02 | 2013-10-22 | Methods and compositions for treating progesterone-dependent conditions |
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| ES2688821T3 true ES2688821T3 (es) | 2018-11-07 |
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| EP (1) | EP2914268B1 (cg-RX-API-DMAC7.html) |
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| CN (1) | CN104755087A (cg-RX-API-DMAC7.html) |
| AU (1) | AU2013338305B2 (cg-RX-API-DMAC7.html) |
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| MX (1) | MX2015004821A (cg-RX-API-DMAC7.html) |
| WO (1) | WO2014070517A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (4)
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| MA46298A (fr) * | 2015-05-18 | 2019-07-31 | Bayer Pharma AG | Modulateur sélectif du récepteur de la progestérone (sprm) pour son utilisation dans le traitement des saignements menstruels abondants |
| US20190008804A1 (en) * | 2016-01-12 | 2019-01-10 | Repros Therapeutics Inc. | Trans-Clomiphene and Progesterone Receptor Antagonist Combination Therapy for Treating Hormone-Dependent Conditions |
| KR20210134927A (ko) | 2019-02-28 | 2021-11-11 | 얀센 바이오테크 인코포레이티드 | 화농성 한선염의 치료를 위한 항-il-알파 항체 |
| MX2022012967A (es) | 2020-04-16 | 2023-01-18 | Janssen Biotech Inc | Tratamiento de la hidradenitis supurativa. |
Family Cites Families (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2377418A1 (fr) | 1977-01-13 | 1978-08-11 | Roussel Uclaf | Nouveaux derives steroides 4,9-dieniques 11b-substitues, leur procede de preparation et leur application comme medicaments |
| FR2521565B1 (fr) | 1982-02-17 | 1985-07-05 | Dior Sa Parfums Christian | Melange pulverulent de constituants lipidiques et de constituants hydrophobes, procede pour le preparer, phases lamellaires lipidiques hydratees et procede de fabrication, compositions pharmaceutiques ou cosmetiques comportant des phases lamellaires lipidiques hydratees |
| FR2522328B1 (fr) | 1982-03-01 | 1986-02-14 | Roussel Uclaf | Nouveaux produits derives de la structure 3-ceto 4,9 19-nor steroides, leur procede de preparation et leur application comme medicaments |
| FR2534487B1 (fr) | 1982-10-15 | 1988-06-10 | Dior Christian Parfums | Procede d'homogeneisation de dispersions de phases lamellaires lipidiques hydratees, et suspensions obtenues par ce procede |
| WO1985002092A1 (en) | 1983-11-14 | 1985-05-23 | Bio-Mimetics Inc. | Bioadhesive compositions and methods of treatment therewith |
| FR2598421B1 (fr) | 1986-05-06 | 1988-08-19 | Roussel Uclaf | Nouveaux produits 19-nor ou 19-nor d-homo steroides substitues en position 11b par un radical phenyle portant un radical alkynyle, leur procede de preparation, leur application comme medicaments et les compositions les renfermant |
| US4954490A (en) | 1988-06-23 | 1990-09-04 | Research Triangle Institute | 11 β-substituted progesterone analogs |
| US5077211A (en) | 1988-07-06 | 1991-12-31 | Applied Genetics, Inc. | Purification and administration of dna repair enzymes |
| US5468741A (en) | 1993-05-28 | 1995-11-21 | The Regents Of The University Of California | Use of low levels of mifepristone to treat leiomyomata |
| US5543150A (en) | 1993-09-15 | 1996-08-06 | Columbia Laboratories, Inc. | Method of progesterone delivery and affect thereof |
| DE4426601A1 (de) | 1994-07-27 | 1996-02-01 | Schering Ag | Verwendung eines Kombinationsproduktes enthaltend einen kompetitiven Progesteronantagonisten und ein Gestagen zur Herstellung eines Arzneimittels zur Behandlung der Endometriose oder des Leiomyomata uteri |
| EP0806952B1 (de) | 1995-02-02 | 2003-04-02 | Schering Aktiengesellschaft | Verwendung von kompetitiven progesteronantagonisten für die herstellung von arzneimitteln zur behandlung von dysfunktionellen uterinen blutungen |
| EP0900234B1 (en) | 1996-05-01 | 2000-07-05 | THE GOVERNMENT OF THE UNITED STATES OF AMERICA as represented by the SECRETARY OF THE DEPARTMENT OF HEALTH AND HUMAN SERVICES | 21-substituted progesterone derivatives as new antiprogestational agents |
| US6900193B1 (en) | 1996-05-01 | 2005-05-31 | The United States Of America As Represented By The Department Of Health And Human Services | Structural modification of 19-norprogesterone I: 17-α-substituted-11-β-substituted-4-aryl and 21-substituted 19-norpregnadienedione as new antiprogestational agents |
| WO1998008471A1 (en) | 1996-08-30 | 1998-03-05 | The Population Council, Inc. | Vaginal application mifepristone |
| US6682174B2 (en) | 1998-03-25 | 2004-01-27 | Silverbrook Research Pty Ltd | Ink jet nozzle arrangement configuration |
| US6020328A (en) | 1998-03-06 | 2000-02-01 | Research Triangle Institute | 20-keto-11β-arylsteroids and their derivatives having agonist or antagonist hormonal properties |
| EP1008443A1 (de) | 1998-12-08 | 2000-06-14 | Alusuisse Technology & Management AG | Sterilisierbarer Folienverbund für Verpackungszwecke |
| US6740645B1 (en) | 1999-09-03 | 2004-05-25 | Research Triangle Institute | 17β-acyl-17α-propynyl-11β-(cyclic amino) aryl steroids and their derivatives having antagonist hormonal properties |
| UA74168C2 (uk) | 1999-10-05 | 2005-11-15 | Коламбіа Леборетеріс (Бермуда) Лімітед | Лікування ендометріозу або безпліддя, або покращення плідності та застосування бета-адренергічного агоніста для виробництва лікарського засобу |
| CA2403756C (en) | 2000-03-17 | 2010-02-09 | Hyun K. Kim | Structural modification of 19-norprogesterone i: 17-.alpha.-substituted, 11-.beta.-substituted-4-aryl and 21-substituted 19-norpregnadienedione as new antiprogestational agents |
| IN191020B (cg-RX-API-DMAC7.html) | 2000-03-28 | 2003-09-13 | Dabur Res Foundation | |
| AU1824302A (en) | 2000-10-18 | 2002-04-29 | Schering Ag | Use of antiprogestins for prophylaxis and treatment of hormone-dependent diseases |
| WO2003005954A2 (en) | 2001-07-09 | 2003-01-23 | Zonagen, Inc. | Methods and materials for the treatment of testosterone deficiency in men |
| JP4898431B2 (ja) | 2003-04-29 | 2012-03-14 | ザ ジェネラル ホスピタル コーポレイション | 複数薬物の持続放出のための方法およびデバイス |
| EP1593376A1 (en) | 2004-05-04 | 2005-11-09 | Warner-Lambert Company LLC | Improved pullulan capsules |
| NZ552720A (en) | 2004-07-09 | 2010-02-26 | Population Council Inc | Sustained release compositions containing progesterone receptor modulators |
| GT200500185A (es) | 2004-08-09 | 2006-04-10 | Moduladores del receptor de progesterona que comprenden derivados de pirrol-oxindol y sus usos | |
| AU2006227243B2 (en) | 2005-03-22 | 2011-10-27 | Allergan pharmaceuticals International Ltd. | Dosing regimes for trans-clomiphene |
| JP2008536910A (ja) | 2005-04-20 | 2008-09-11 | ファイザー・リミテッド | プロゲステロン受容体アンタゴニストとしてのピラゾール誘導体 |
| DE102005030294A1 (de) | 2005-06-24 | 2007-01-04 | Schering Ag | Nichtsteroidale Progesteronrezeptor-Modulatoren |
| EP1940413A1 (en) | 2005-09-29 | 2008-07-09 | Repros Therapeutics Inc. | Formulations with improved bioavailability, comprising a steroid derivative and a polyglycolysed glyceride |
| CN1846703A (zh) | 2006-02-13 | 2006-10-18 | 程定超 | 米非司酮阴道给药制剂及其组成和制备方法 |
| US8173626B2 (en) * | 2006-03-08 | 2012-05-08 | Danco Laboratories Llc | Methods, dosing regimens and medications using anti-progestational agents for the treatment of disorders |
| CA2673128C (en) | 2006-10-24 | 2018-07-03 | Repros Therapeutics Inc. | Compositions and methods for suppressing endometrial proliferation |
| JP5379121B2 (ja) | 2007-04-05 | 2013-12-25 | ユニバーシティ・オブ・カンザス | プルランを含む速溶性医薬組成物 |
| US8569274B2 (en) | 2007-04-20 | 2013-10-29 | Preglem S.A. | Progesterone antagonist and selective progesterone modulator in the treatment of excessive uterine bleeding |
| JP5555631B2 (ja) | 2007-09-20 | 2014-07-23 | ラピドット メディカル インポート アンド マーケティング リミテッド | ミフェプリストンによる子宮平滑筋腫、平滑筋腫、筋腫、子宮類線維腫、子宮内膜症、または腺筋症を治療するための組成物および手段 |
| TWI477276B (zh) * | 2008-04-28 | 2015-03-21 | Repros Therapeutics Inc | 抗黃體素給藥方案 |
| JP5992330B2 (ja) | 2009-09-29 | 2016-09-14 | メディメトリクス ペルソナリズド ドルグ デリヴェリー ベー ヴェ | 物質を投与するための子宮内電子カプセル |
| UA113283C2 (xx) * | 2010-12-23 | 2017-01-10 | 19-норстероїди і їх застосування для лікування прогестеронзалежних станів | |
| WO2012121767A1 (en) * | 2011-03-09 | 2012-09-13 | Arstat, Inc. | Treatment of uterine fibroids by intravaginal administration of a low dose of selective progesterone receptor modulator (sprm), anti-progestin, or anti-progestational agent |
| UA113291C2 (xx) | 2011-08-04 | 2017-01-10 | Метаболіти транскломіфену і їх застосування |
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| US20150297612A1 (en) | 2015-10-22 |
| AU2013338305A1 (en) | 2015-05-14 |
| AU2013338305B2 (en) | 2018-06-07 |
| MX2015004821A (es) | 2015-08-14 |
| HK1211852A1 (en) | 2016-06-03 |
| IL238403A0 (en) | 2015-06-30 |
| CA2888377C (en) | 2021-02-02 |
| JP2015535282A (ja) | 2015-12-10 |
| EP2914268A1 (en) | 2015-09-09 |
| CA2888377A1 (en) | 2014-05-08 |
| EP2914268B1 (en) | 2018-07-04 |
| CN104755087A (zh) | 2015-07-01 |
| IL238403B (en) | 2019-01-31 |
| WO2014070517A1 (en) | 2014-05-08 |
| US9545411B2 (en) | 2017-01-17 |
| JP6343619B2 (ja) | 2018-06-13 |
| JP2018062530A (ja) | 2018-04-19 |
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