TW202106301A - 用於治療失智症中躁動行為之包含右旋美索芬(dextromethorphan)化合物及奎尼丁(quinidine)的藥學組成物 - Google Patents
用於治療失智症中躁動行為之包含右旋美索芬(dextromethorphan)化合物及奎尼丁(quinidine)的藥學組成物 Download PDFInfo
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| RU2760558C9 (ru) * | 2017-05-04 | 2022-02-22 | Эксива Гмбх | Целевой лекарственный препарат и новые композиции, комбинации на его основе и способы их применения |
| US11478467B2 (en) | 2017-05-04 | 2022-10-25 | Sreenivasarao Vepachedu | Targeted drug rescue with novel compositions, combinations, and methods thereof |
| EP3794345B1 (en) * | 2018-05-18 | 2025-02-26 | Anavex Life Sciences Corp. | Optimized sigma-1 agonist method of responder selection and treatment |
| CA3126062C (en) * | 2019-01-07 | 2024-02-06 | Antecip Bioventures Ii Llc | Combination of dextromethorphan and bupropion for treating depression |
| PH12021552266A1 (en) * | 2019-03-18 | 2022-07-11 | Avanir Pharmaceuticals Inc | Methods of treating negative symptoms of schizophrenia using deuterated dextromethorphan and quinidine |
| CA3176234A1 (en) * | 2020-04-27 | 2021-11-04 | Sanjay Dube | Methods of treating agitation associated with alzheimer's disease |
| WO2022228363A1 (zh) * | 2021-04-27 | 2022-11-03 | 杭州剂泰医药科技有限责任公司 | 一种组合物的医药用途 |
| CN115322150B (zh) * | 2021-05-11 | 2024-05-28 | 深圳信立泰药业股份有限公司 | 氘代右美沙芬氢溴酸盐的固体及其制备方法和医药用途 |
| CN113209042A (zh) * | 2021-05-28 | 2021-08-06 | 珠海润都制药股份有限公司 | 一种氢溴酸右美沙芬硫酸奎尼丁胶囊及其制备方法 |
| KR20240110812A (ko) * | 2021-10-27 | 2024-07-16 | 아바니르 파마슈티컬스, 인코포레이티드 | 알츠하이머병과 관련된 불안을 치료하는 방법 |
| CN116459255A (zh) * | 2022-01-19 | 2023-07-21 | 深圳信立泰药业股份有限公司 | 氘代右美沙芬与安非他酮联合在制备ad激越的药物中的用途 |
| US11730706B1 (en) * | 2022-07-07 | 2023-08-22 | Antecip Bioventures Ii Llc | Treatment of depression in certain patient populations |
| KR20250120917A (ko) | 2024-02-02 | 2025-08-11 | 단국대학교 천안캠퍼스 산학협력단 | 덱스트로메토르판을 유효성분으로 포함하는 신경 질환 예방 또는 치료용 약학 조성물 |
| KR20250129211A (ko) | 2024-02-22 | 2025-08-29 | 단국대학교 천안캠퍼스 산학협력단 | 데가렐릭스를 유효성분으로 포함하는 신경 질환 예방 또는 치료용 약학적 조성물 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3536809A (en) | 1969-02-17 | 1970-10-27 | Alza Corp | Medication method |
| US3598123A (en) | 1969-04-01 | 1971-08-10 | Alza Corp | Bandage for administering drugs |
| US3845770A (en) | 1972-06-05 | 1974-11-05 | Alza Corp | Osmatic dispensing device for releasing beneficial agent |
| US3916899A (en) | 1973-04-25 | 1975-11-04 | Alza Corp | Osmotic dispensing device with maximum and minimum sizes for the passageway |
| US4008719A (en) | 1976-02-02 | 1977-02-22 | Alza Corporation | Osmotic system having laminar arrangement for programming delivery of active agent |
| US5166207A (en) | 1991-06-17 | 1992-11-24 | Neurotherapeutics, Inc. | Method for enhancing the systemic delivery of dextromethorphan for the treatment of neurological disorders |
| US5366980A (en) | 1991-06-17 | 1994-11-22 | Smith Richard A | Use of dextromethorphan and an oxidase inhibitor to treat dermatitis |
| US5206248A (en) | 1992-03-27 | 1993-04-27 | Smith Richard A | Method for reducing emotional lability |
| US5350756A (en) | 1991-06-17 | 1994-09-27 | Smith Richard A | Use of a cytochrome oxidase inhibitor to increase the cough-suppressing activity of dextromorphan |
| TW264473B (enExample) * | 1993-01-06 | 1995-12-01 | Hoffmann La Roche | |
| WO1996009044A1 (en) * | 1994-09-22 | 1996-03-28 | Richard Alan Smith | Compositions useful for the preparation of medicines for treating a variety of intractable disorders |
| US5874443A (en) | 1995-10-19 | 1999-02-23 | Trega Biosciences, Inc. | Isoquinoline derivatives and isoquinoline combinatorial libraries |
| US5886210A (en) | 1996-08-22 | 1999-03-23 | Rohm And Haas Company | Method for preparing aromatic compounds |
| US5922683A (en) | 1997-05-29 | 1999-07-13 | Abbott Laboratories | Multicyclic erythromycin derivatives |
| WO1999026614A1 (en) | 1997-11-21 | 1999-06-03 | Euro-Celtique S.A. | Substituted 2-aminoacetamides and the use thereof |
| WO1999050245A1 (en) | 1998-03-26 | 1999-10-07 | Shionogi & Co., Ltd. | Indole derivatives with antiviral activity |
| US6509331B1 (en) | 1998-06-22 | 2003-01-21 | Elan Pharmaceuticals, Inc. | Deoxyamino acid compounds, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds |
| FR2784988B1 (fr) | 1998-10-23 | 2002-09-20 | Adir | Nouveaux composes dihydro et tetrahydroquinoleiniques, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| TWI326214B (en) * | 2002-07-17 | 2010-06-21 | Avanir Pharmaceuticals Inc | Pharmaceutical compositions comprising dextromethorphan and quinidine for the treatment of neurological disorders |
| AU2007212586A1 (en) * | 2006-02-03 | 2007-08-16 | Avanir Pharmaceuticals | Pharmaceutical compositions for treating depression, anxiety and neurodegenerative disorders |
| WO2007103474A2 (en) * | 2006-03-07 | 2007-09-13 | University Of Florida Research Foundation, Inc. | Drug adherence monitoring system |
| WO2008097924A2 (en) * | 2007-02-05 | 2008-08-14 | Avanir Pharmaceuticals | Pharmaceutical compositions comprising dextromethorphan analogs for the treatment of neurological disorders |
| EP2345653B1 (en) * | 2007-05-01 | 2012-12-26 | Concert Pharmaceuticals Inc. | Morphinan compounds |
| CA3208128A1 (en) * | 2007-05-01 | 2008-11-13 | Sun Pharmaceutical Industries, Inc. | Morphinan compounds |
| EA030882B1 (ru) * | 2008-09-19 | 2018-10-31 | Консерт Фармасьютикалз Инк. | Дейтерированные морфинановые соединения и их применение |
| HUE028956T2 (en) * | 2008-10-30 | 2017-01-30 | Concert Pharmaceuticals Inc | Combination of morphinan compounds and antidepressant for the treatment of pseudobulbar affect |
| KR101649332B1 (ko) * | 2008-11-14 | 2016-08-18 | 콘서트 파마슈티컬즈, 인크. | 치환된 다이옥소피페리디닐 프탈이미드 유도체 |
| CA3154845C (en) * | 2013-11-05 | 2023-02-28 | Antecip Bioventures Ii Llc | Compositions and methods comprising bupropion or related compounds and dextromethorphan |
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