DK169609B1 - Anvendelse af 4-substituerede indoloner til fremstilling af medikamenter til behandling af Parkinsons sygdom - Google Patents
Anvendelse af 4-substituerede indoloner til fremstilling af medikamenter til behandling af Parkinsons sygdom Download PDFInfo
- Publication number
- DK169609B1 DK169609B1 DK275488A DK275488A DK169609B1 DK 169609 B1 DK169609 B1 DK 169609B1 DK 275488 A DK275488 A DK 275488A DK 275488 A DK275488 A DK 275488A DK 169609 B1 DK169609 B1 DK 169609B1
- Authority
- DK
- Denmark
- Prior art keywords
- compound
- disease
- treatment
- parkinson
- hydrogen
- Prior art date
Links
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- 208000018737 Parkinson disease Diseases 0.000 title claims abstract description 8
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- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- IMCGHZIGRANKHV-AJNGGQMLSA-N tert-butyl (3s,5s)-2-oxo-5-[(2s,4s)-5-oxo-4-propan-2-yloxolan-2-yl]-3-propan-2-ylpyrrolidine-1-carboxylate Chemical compound O1C(=O)[C@H](C(C)C)C[C@H]1[C@H]1N(C(=O)OC(C)(C)C)C(=O)[C@H](C(C)C)C1 IMCGHZIGRANKHV-AJNGGQMLSA-N 0.000 description 1
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Classifications
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
Landscapes
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Neurosurgery (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB878712073A GB8712073D0 (en) | 1987-05-21 | 1987-05-21 | Medicament |
| GB8712073 | 1987-05-21 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DK275488D0 DK275488D0 (da) | 1988-05-19 |
| DK275488A DK275488A (da) | 1988-11-22 |
| DK169609B1 true DK169609B1 (da) | 1994-12-27 |
Family
ID=10617727
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK275488A DK169609B1 (da) | 1987-05-21 | 1988-05-19 | Anvendelse af 4-substituerede indoloner til fremstilling af medikamenter til behandling af Parkinsons sygdom |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US4824860A (cs) |
| EP (1) | EP0299602B1 (cs) |
| JP (1) | JPH062672B2 (cs) |
| AT (1) | ATE83659T1 (cs) |
| AU (1) | AU599792B2 (cs) |
| CA (1) | CA1305421C (cs) |
| DE (1) | DE3876877T2 (cs) |
| DK (1) | DK169609B1 (cs) |
| ES (1) | ES2052717T3 (cs) |
| GB (1) | GB8712073D0 (cs) |
| GR (1) | GR3007251T3 (cs) |
| HU (1) | HU201871B (cs) |
| IE (1) | IE63511B1 (cs) |
| LU (1) | LU90098I2 (cs) |
| MX (1) | MX9203543A (cs) |
| NL (1) | NL970006I2 (cs) |
| NZ (1) | NZ224709A (cs) |
| PH (1) | PH23867A (cs) |
| PT (1) | PT87542B (cs) |
| ZA (1) | ZA883602B (cs) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9008605D0 (en) * | 1990-04-17 | 1990-06-13 | Smith Kline French Lab | Process |
| GB9015095D0 (en) * | 1990-07-09 | 1990-08-29 | Smith Kline French Lab | Therapeutic method |
| WO1993023035A2 (en) * | 1992-05-18 | 1993-11-25 | Smithkline Beecham Plc | Use of indolone derivatives for the treatment of memory disorders, sexual dysfunction and parkinson's disease |
| GB9300309D0 (en) * | 1993-01-08 | 1993-03-03 | Smithkline Beecham Plc | Process |
| GB9511366D0 (en) * | 1995-06-06 | 1995-08-02 | Smithkline Beecham Plc | Novel formulations |
| GB9517062D0 (en) * | 1995-08-18 | 1995-10-25 | Scherer Ltd R P | Pharmaceutical compositions |
| US5807570A (en) * | 1995-09-29 | 1998-09-15 | Cygnus, Inc. | Transdermal administration of ropinirole and analogs thereof |
| GB9612752D0 (en) * | 1996-06-19 | 1996-08-21 | Smithkline Beecham Plc | Novel treatment |
| ES2179362T3 (es) * | 1996-08-27 | 2003-01-16 | Wyeth Corp | Derivados de 4-aminoetoxi indolona. |
| AR014847A1 (es) * | 1998-04-13 | 2001-03-28 | American Home Prod | 4-amino-(etilamino)-oxindoles agonistas del autoreceptor de dopamina y una composicion farmaceutica que los comprende |
| US6176242B1 (en) | 1999-04-30 | 2001-01-23 | Medtronic Inc | Method of treating manic depression by brain infusion |
| US6218421B1 (en) * | 1999-07-01 | 2001-04-17 | Smithkline Beecham P.L.C. | Method of promoting smoking cessation |
| AR030557A1 (es) * | 2000-04-14 | 2003-08-27 | Jagotec Ag | Una tableta en multicapa de liberacion controlada y metodo de tratamiento |
| US6277875B1 (en) * | 2000-07-17 | 2001-08-21 | Andrew J. Holman | Use of dopamine D2/D3 receptor agonists to treat fibromyalgia |
| DE10041478A1 (de) * | 2000-08-24 | 2002-03-14 | Sanol Arznei Schwarz Gmbh | Neue pharmazeutische Zusammensetzung |
| US7858602B2 (en) * | 2000-10-16 | 2010-12-28 | Rodriguez Victorio C | Therapeutic and prophylactic uses of cell specific carbonic anhydrase enzymes in treating aging disorders due to oxidative stress and as growth factors of stem cells |
| US6871098B2 (en) * | 2000-10-30 | 2005-03-22 | Medtronic, Inc. | Method for treating obsessive-compulsive disorder with electrical stimulation of the brain internal capsule |
| US20050261282A1 (en) * | 2002-09-13 | 2005-11-24 | Motac Neuroscience Limited Williams House | Treatment of basal ganglia-related movement disorders with 2,3-benzodiazepines |
| ES2286453T3 (es) * | 2002-09-17 | 2007-12-01 | Motac Neuroscience Limited | Tratamiento de la discinesia. |
| DE10334187A1 (de) * | 2003-07-26 | 2005-03-03 | Schwarz Pharma Ag | Substituierte 2-Aminotetraline zur Behandlung von Depressionen |
| DE10334188B4 (de) * | 2003-07-26 | 2007-07-05 | Schwarz Pharma Ag | Verwendung von Rotigotin zur Behandlung von Depressionen |
| US20050250803A1 (en) * | 2003-11-26 | 2005-11-10 | Pfizer Inc | Combination of dopamine agonists and monoamine reuptake inhibitors |
| DE10361258A1 (de) * | 2003-12-24 | 2005-07-28 | Schwarz Pharma Ag | Verwendung von substituierten 2-Aminotetralinen zur vorbeugenden Behandlung von Morbus Parkinson |
| US7378439B2 (en) * | 2004-01-20 | 2008-05-27 | Usv, Ltd. | Process for the preparation of 4-(2-dipropylaminoethyl)-1,3-dihydro-2H-indol-2-one hydrochloride |
| US20050197385A1 (en) * | 2004-02-20 | 2005-09-08 | Schwarz Pharma Ag | Use of rotigotine for treatment or prevention of dopaminergic neuron loss |
| DE102004014841B4 (de) * | 2004-03-24 | 2006-07-06 | Schwarz Pharma Ag | Verwendung von Rotigotin zur Behandlung und Prävention des Parkinson-Plus-Syndroms |
| WO2007048034A2 (en) * | 2005-10-21 | 2007-04-26 | Caritas St. Elizabeth Medical Center Of Boston, Inc. | Use of androgens for the treatment of parkinson' s disease |
| EA017896B1 (ru) | 2006-04-06 | 2013-04-30 | Нюпэф Инк. | Имплантаты для лечения состояний, ассоциируемых с допамином |
| WO2008001204A2 (en) * | 2006-06-29 | 2008-01-03 | Antares Pharma Ipl Ag | Transdermal compositions of pramipexole having enhanced permeation properties |
| TW200815045A (en) * | 2006-06-29 | 2008-04-01 | Jazz Pharmaceuticals Inc | Pharmaceutical compositions of ropinirole and methods of use thereof |
| US20090247537A1 (en) * | 2008-03-25 | 2009-10-01 | William Dale Overfield | Methods for preventing or treating bruxism using dopaminergic agents |
| CN101574341B (zh) * | 2008-05-05 | 2012-12-19 | 北京德众万全医药科技有限公司 | 一种罗匹尼罗的口服固体药物组合物 |
| US20110195117A1 (en) * | 2008-09-01 | 2011-08-11 | Lupin Limited | Controlled release compositions of ropinirole |
| US20110262537A1 (en) | 2008-09-29 | 2011-10-27 | Premchand Nakhat | Extended release dosage form of ropinirole |
| WO2010044108A2 (en) | 2008-10-17 | 2010-04-22 | Rubicon Research Private Limited | Controlled release formulations of ropinirole |
| US20100233259A1 (en) * | 2008-12-12 | 2010-09-16 | Pascal Grenier | Dosage form of ropinirole |
| CN108186611A (zh) | 2010-04-30 | 2018-06-22 | 帝国制药美国公司 | 丙炔基氨基茚满透皮组合物 |
| WO2012129429A2 (en) | 2011-03-24 | 2012-09-27 | Teikoku Pharma Usa, Inc. | Transdermal compositions comprising an active agent layer and an active agent conversion layer |
| EP2776020B1 (en) | 2011-11-09 | 2019-09-11 | Teikoku Seiyaku Co., Ltd. | Methods for the treatment of skin neoplasms |
| KR20150059177A (ko) | 2012-11-02 | 2015-05-29 | 테이코쿠 팔마 유에스에이, 인코포레이티드 | 프로피닐아미노인단 경피 조성물 |
| US20150313891A1 (en) * | 2014-05-02 | 2015-11-05 | Abbvie Inc. | Neuronal nicotinic agonists and methods of use |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4452808A (en) * | 1982-12-07 | 1984-06-05 | Smithkline Beckman Corporation | 4-Aminoalkyl-2(3H)-indolones |
| US4588740A (en) * | 1982-12-07 | 1986-05-13 | Smithkline Beckman Corporation | Pharmaceutical methods using 4-aminoalkyl-2(3H)-indolones |
-
1987
- 1987-05-21 GB GB878712073A patent/GB8712073D0/en active Pending
-
1988
- 1988-05-16 IE IE146988A patent/IE63511B1/en not_active IP Right Cessation
- 1988-05-16 PH PH36934A patent/PH23867A/en unknown
- 1988-05-17 CA CA000566974A patent/CA1305421C/en not_active Expired - Lifetime
- 1988-05-19 DE DE8888304555T patent/DE3876877T2/de not_active Expired - Lifetime
- 1988-05-19 NZ NZ224709A patent/NZ224709A/en unknown
- 1988-05-19 ES ES88304555T patent/ES2052717T3/es not_active Expired - Lifetime
- 1988-05-19 EP EP88304555A patent/EP0299602B1/en not_active Expired - Lifetime
- 1988-05-19 AT AT88304555T patent/ATE83659T1/de active
- 1988-05-19 DK DK275488A patent/DK169609B1/da not_active IP Right Cessation
- 1988-05-19 US US07/196,653 patent/US4824860A/en not_active Expired - Lifetime
- 1988-05-19 AU AU16445/88A patent/AU599792B2/en not_active Expired
- 1988-05-20 JP JP63124816A patent/JPH062672B2/ja not_active Expired - Lifetime
- 1988-05-20 ZA ZA883602A patent/ZA883602B/xx unknown
- 1988-05-20 PT PT87542A patent/PT87542B/pt not_active IP Right Cessation
- 1988-05-20 HU HU882611A patent/HU201871B/hu unknown
-
1989
- 1989-03-13 US US07/322,386 patent/US4912126A/en not_active Expired - Lifetime
-
1992
- 1992-06-26 MX MX9203543A patent/MX9203543A/es unknown
-
1993
- 1993-03-05 GR GR930400472T patent/GR3007251T3/el unknown
-
1997
- 1997-02-05 NL NL970006C patent/NL970006I2/xx unknown
- 1997-07-16 LU LU90098C patent/LU90098I2/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PH23867A (en) | 1989-11-23 |
| JPS63303966A (ja) | 1988-12-12 |
| JPH062672B2 (ja) | 1994-01-12 |
| ES2052717T3 (es) | 1994-07-16 |
| US4912126A (en) | 1990-03-27 |
| NL970006I2 (nl) | 1997-10-01 |
| DK275488D0 (da) | 1988-05-19 |
| GB8712073D0 (en) | 1987-06-24 |
| HUT47217A (en) | 1989-02-28 |
| US4824860A (en) | 1989-04-25 |
| ZA883602B (en) | 1989-04-26 |
| HK1000913A1 (en) | 1998-05-08 |
| ATE83659T1 (de) | 1993-01-15 |
| AU1644588A (en) | 1988-11-24 |
| HU201871B (en) | 1991-01-28 |
| DE3876877D1 (de) | 1993-02-04 |
| DK275488A (da) | 1988-11-22 |
| EP0299602B1 (en) | 1992-12-23 |
| IE63511B1 (en) | 1995-05-03 |
| EP0299602A3 (en) | 1990-06-06 |
| NZ224709A (en) | 1997-02-24 |
| EP0299602A2 (en) | 1989-01-18 |
| AU599792B2 (en) | 1990-07-26 |
| DE3876877T2 (de) | 1993-04-29 |
| CA1305421C (en) | 1992-07-21 |
| PT87542B (pt) | 1992-09-30 |
| IE881469L (en) | 1988-11-21 |
| PT87542A (pt) | 1989-05-31 |
| NL970006I1 (nl) | 1997-04-01 |
| MX9203543A (es) | 1992-07-01 |
| LU90098I2 (fr) | 1997-09-25 |
| GR3007251T3 (cs) | 1993-07-30 |
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| Date | Code | Title | Description |
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| B1 | Patent granted (law 1993) | ||
| CTFF | Application for supplementary protection certificate (spc) filed |
Free format text: CA 1997 00011, 970131 |
|
| CTFG | Supplementary protection certificate (spc) issued |
Free format text: CA 1997 00011, 970131, EXPIRES: 20110702 |
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| PUP | Patent expired |