DK1318986T3 - Fremgangsmåde til fremstilling af 2-amino-6-(alkyl)amino-4,5,6,7-tetrahydrobenzothiazoler - Google Patents
Fremgangsmåde til fremstilling af 2-amino-6-(alkyl)amino-4,5,6,7-tetrahydrobenzothiazolerInfo
- Publication number
- DK1318986T3 DK1318986T3 DK01979066T DK01979066T DK1318986T3 DK 1318986 T3 DK1318986 T3 DK 1318986T3 DK 01979066 T DK01979066 T DK 01979066T DK 01979066 T DK01979066 T DK 01979066T DK 1318986 T3 DK1318986 T3 DK 1318986T3
- Authority
- DK
- Denmark
- Prior art keywords
- amino
- group
- tetrahydrobenzothiazoles
- alkyl
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- SMWAOXCEPHEGFV-UHFFFAOYSA-N 4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine Chemical class C1CCCC2=C1N=C(N)S2 SMWAOXCEPHEGFV-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 150000003973 alkyl amines Chemical class 0.000 abstract 1
- 125000005530 alkylenedioxy group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 125000004043 oxo group Chemical group O=* 0.000 abstract 1
- FASDKYOPVNHBLU-ZETCQYMHSA-N pramipexole Chemical compound C1[C@@H](NCCC)CCC2=C1SC(N)=N2 FASDKYOPVNHBLU-ZETCQYMHSA-N 0.000 abstract 1
- 229960003089 pramipexole Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D277/82—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Hydrogenated Pyridines (AREA)
- Indole Compounds (AREA)
- Steroid Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES200002262A ES2187249B1 (es) | 2000-09-18 | 2000-09-18 | Procedimiento para la preparacion de 2-amino-6-(alquil)amino-4,5,6,7-tetrahidrobenzotiazoles. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK1318986T3 true DK1318986T3 (da) | 2006-10-02 |
Family
ID=8494959
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK01979066T DK1318986T3 (da) | 2000-09-18 | 2001-09-14 | Fremgangsmåde til fremstilling af 2-amino-6-(alkyl)amino-4,5,6,7-tetrahydrobenzothiazoler |
| DK01981155T DK1318987T3 (da) | 2000-09-18 | 2001-09-18 | Fremgangsmåde til resolution af 2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazol og forbindelser til brug hertil |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK01981155T DK1318987T3 (da) | 2000-09-18 | 2001-09-18 | Fremgangsmåde til resolution af 2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazol og forbindelser til brug hertil |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US6770761B2 (de) |
| EP (2) | EP1318986B1 (de) |
| AT (2) | ATE327985T1 (de) |
| AU (2) | AU2002211055A1 (de) |
| DE (1) | DE60120197T2 (de) |
| DK (2) | DK1318986T3 (de) |
| ES (3) | ES2187249B1 (de) |
| PT (2) | PT1318986E (de) |
| SI (1) | SI1318986T1 (de) |
| WO (2) | WO2002022590A1 (de) |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2241118A (en) * | 1990-02-15 | 1991-08-21 | Ibm | Electrical apparatus with forced air cooling |
| KR20040066890A (ko) * | 2001-12-11 | 2004-07-27 | 유니버시티 오브 버지니아 페이턴트 파운데이션 | 근위축성 측삭 경화증 치료를 위한 프라미펙솔의 용도 |
| US20060281797A1 (en) * | 2001-12-11 | 2006-12-14 | University Of Virginia Patent Foundation | Neurorestoration with R(+) Pramipexole |
| MY142204A (en) | 2002-07-25 | 2010-10-29 | Pharmacia Corp | Pramipexole once-daily dosage form |
| US20050226926A1 (en) | 2002-07-25 | 2005-10-13 | Pfizer Inc | Sustained-release tablet composition of pramipexole |
| GB0221513D0 (en) * | 2002-09-17 | 2002-10-23 | Generics Uk Ltd | Novel compounds and processes |
| GB2394951A (en) * | 2002-11-04 | 2004-05-12 | Cipla Ltd | One pot synthesis of 2,6-diamino-4,5,6,7-tetrahydro-benzothiazole |
| US7365086B2 (en) * | 2003-07-25 | 2008-04-29 | Synthon Ip Inc. | Pramipexole acid addition salts |
| US7741490B2 (en) | 2004-03-19 | 2010-06-22 | Dipharma S.P.A. | Intermediates for the preparation of pramipexole |
| EP1773793A2 (de) * | 2004-07-03 | 2007-04-18 | Merck Generics (UK) Limited | Verfahren zur herstellung von pramipexol durch chirale chromatographie |
| UA88477C2 (ru) | 2004-08-13 | 2009-10-26 | Бёрингер Ингельхайм Интернациональ Гмбх | Композиция пеллеты пролонгированного высвобождения, которая содержит прамипексол или его фармацевтически приемлемую соль, способ ее изготовления и ее применение |
| ME01316B (me) * | 2004-08-13 | 2013-12-20 | Boehringer Ingelheim Int | Formulacija tablete sa produženim oslobađanjem koji sadrži pramipeksol ili njegovu farmaceutski prihvatljivu so |
| US20060069263A1 (en) * | 2004-09-30 | 2006-03-30 | Irina Gribun | Process for the reduction of (S)-2-amino-6-propionamido-4,5,6,7-tetrahydrobenzo-thiazole |
| IL172561A0 (en) * | 2004-12-30 | 2006-04-10 | Chemagis Ltd | Novel process for preparing pramipexole and its optical isomeric mixture by reduction with sodium triacetoxyborohydride |
| CN1834092B (zh) * | 2005-03-15 | 2010-04-28 | 姜能桥 | 盐酸普拉克索的制备方法 |
| WO2006117614A1 (en) * | 2005-05-03 | 2006-11-09 | Ranbaxy Laboratories Limited | Process for the preparation of pramipexole and new anhydrous forms of its dihydrochloride |
| ES2264378B1 (es) | 2005-05-09 | 2007-11-01 | Ragactives, S.L. | Procedimiento para la resolucion de 2-amino-6propilamino-4,5,6,7-tetrahidrobenzotiazol y compuestos intermedios. |
| ATE444750T1 (de) * | 2005-08-15 | 2009-10-15 | Univ Virginia | Neurorestauration mit r(+) pramipexol |
| EP1926486A4 (de) * | 2005-09-21 | 2009-06-10 | Chemagis Ltd | Neue polymorphen von (s)-2,6-diamino-4,5,6,7-tetrahydrobenzothiazolmonotartrat und herstellungs- und anwendungsverfahren dafür |
| WO2007054970A2 (en) * | 2005-10-25 | 2007-05-18 | Alembic Limited | Novel polymorphic forms of (s)-(-)-2-amino-6-(n- propylamino) 4,5,6,7- tetrahydrobenzothiazole |
| PL378587A1 (pl) * | 2005-12-29 | 2007-07-09 | Instytut Farmaceutyczny | Sposób wytwarzania (S)-(-)-2-amino-6-n-propyloamino-4,5,6,7-tetrahydrobenzotiazolu i/lub jego soli |
| ITMI20060044A1 (it) * | 2006-01-13 | 2007-07-14 | Dipharma Spa | Sintesi di intermedi pr la preparazione di pramipexolo |
| US20090041844A1 (en) * | 2006-02-10 | 2009-02-12 | Boehringer Ingelheim International Gmbh | Modified Release Formulation |
| US20090098202A1 (en) * | 2006-02-10 | 2009-04-16 | Boehringer Ingelheim International Gmbh | Extended Release Formulation |
| US20070259930A1 (en) * | 2006-04-10 | 2007-11-08 | Knopp Neurosciences, Inc. | Compositions and methods of using r(+) pramipexole |
| US8518926B2 (en) * | 2006-04-10 | 2013-08-27 | Knopp Neurosciences, Inc. | Compositions and methods of using (R)-pramipexole |
| CN102160865A (zh) | 2006-05-16 | 2011-08-24 | 诺普神经科学股份有限公司 | R(+)和s(-)普拉克索的组合物以及使用该组合物的方法 |
| DE602006002385D1 (de) * | 2006-06-26 | 2008-10-02 | Helm Ag | Verfahren zur Herstellung von Pramipexole |
| WO2008001204A2 (en) * | 2006-06-29 | 2008-01-03 | Antares Pharma Ipl Ag | Transdermal compositions of pramipexole having enhanced permeation properties |
| US8524695B2 (en) * | 2006-12-14 | 2013-09-03 | Knopp Neurosciences, Inc. | Modified release formulations of (6R)-4,5,6,7-tetrahydro-N6-propyl-2,6-benzothiazole-diamine and methods of using the same |
| US8519148B2 (en) | 2007-03-14 | 2013-08-27 | Knopp Neurosciences, Inc. | Synthesis of chirally purified substituted benzothiazole diamines |
| EP2225199A2 (de) * | 2007-12-18 | 2010-09-08 | Watson Pharma Private Limited | Verbessertes herstellungsverfahren für (s)-pregabalin |
| JP2012500283A (ja) | 2008-08-19 | 2012-01-05 | ノップ ニューロサイエンシーズ、インク. | (r)−プラミペキソールを使用した組成物並びにその方法 |
| AU2010262970A1 (en) * | 2009-06-19 | 2012-01-12 | Knopp Neurosciences, Inc. | Compositions and methods for treating amyotrophic lateral sclerosis |
| ITMI20101998A1 (it) * | 2010-10-27 | 2012-04-28 | Dipharma Francis Srl | Procedimento per la racemizzazione di acidi carbossilici |
| WO2013096816A1 (en) | 2011-12-22 | 2013-06-27 | Biogen Idec Ma Inc. | Improved synthesis of amine substituted 4,5,6,7-tetrahydrobenzothiazole compounds |
| US9662313B2 (en) | 2013-02-28 | 2017-05-30 | Knopp Biosciences Llc | Compositions and methods for treating amyotrophic lateral sclerosis in responders |
| CN104072442B (zh) * | 2013-03-28 | 2016-09-28 | 成都弘达药业有限公司 | 一种化合物及其制备方法 |
| RS67279B1 (sr) | 2013-07-12 | 2025-10-31 | Areteia Therapeutics Inc | Lečenje povišenih nivoa eozinofila i/ili bazofila |
| US9468630B2 (en) | 2013-07-12 | 2016-10-18 | Knopp Biosciences Llc | Compositions and methods for treating conditions related to increased eosinophils |
| EP3033081B1 (de) | 2013-08-13 | 2021-05-12 | Knopp Biosciences LLC | Zusammensetzungen und verfahren zur behandlung von chronischer nesselsucht |
| ES2813674T3 (es) | 2013-08-13 | 2021-03-24 | Knopp Biosciences Llc | Composiciones y métodos para el tratamiento de trastornos de células plasmáticas y trastornos prolinfocíticos de células b |
| CN108084115B (zh) * | 2017-12-28 | 2020-03-17 | 上海博志研新药物技术有限公司 | 盐酸普拉克索及其中间体的制备方法 |
| CN110669024A (zh) * | 2019-10-30 | 2020-01-10 | 福建福瑞明德药业有限公司 | 一种(s)-2,6-二氨基-4,5,6,7-四氢苯并噻唑*l-酒石酸盐的碱析方法 |
| CN116178304B (zh) * | 2023-03-10 | 2024-10-25 | 中国药科大学 | 一种盐酸普拉克索的合成方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3572485D1 (en) * | 1984-12-22 | 1989-09-28 | Thomae Gmbh Dr K | Tetrahydro-benzothiazoles, their production and their use as intermediates or drugs |
| EP0207696A1 (de) | 1985-06-24 | 1987-01-07 | Eli Lilly And Company | Dialkylaminotetrahydrobenzothiazole und -oxazole |
| DE3620813A1 (de) * | 1986-06-21 | 1987-12-23 | Boehringer Ingelheim Kg | Neue tetrahydro-benzothiazole, ihre herstellung und verwendung |
-
2000
- 2000-09-18 ES ES200002262A patent/ES2187249B1/es not_active Expired - Fee Related
-
2001
- 2001-09-14 EP EP01979066A patent/EP1318986B1/de not_active Expired - Lifetime
- 2001-09-14 DK DK01979066T patent/DK1318986T3/da active
- 2001-09-14 ES ES01979066T patent/ES2260296T3/es not_active Expired - Lifetime
- 2001-09-14 DE DE60120197T patent/DE60120197T2/de not_active Expired - Fee Related
- 2001-09-14 PT PT01979066T patent/PT1318986E/pt unknown
- 2001-09-14 SI SI200130558T patent/SI1318986T1/sl unknown
- 2001-09-14 AT AT01979066T patent/ATE327985T1/de not_active IP Right Cessation
- 2001-09-14 US US10/380,758 patent/US6770761B2/en not_active Expired - Fee Related
- 2001-09-14 WO PCT/NL2001/000680 patent/WO2002022590A1/en not_active Ceased
- 2001-09-14 AU AU2002211055A patent/AU2002211055A1/en not_active Abandoned
- 2001-09-18 DK DK01981155T patent/DK1318987T3/da active
- 2001-09-18 AU AU2002212815A patent/AU2002212815A1/en not_active Abandoned
- 2001-09-18 EP EP01981155A patent/EP1318987B1/de not_active Expired - Lifetime
- 2001-09-18 US US09/953,870 patent/US6727367B2/en not_active Expired - Fee Related
- 2001-09-18 PT PT01981155T patent/PT1318987E/pt unknown
- 2001-09-18 WO PCT/NL2001/000691 patent/WO2002022591A1/en not_active Ceased
- 2001-09-18 ES ES01981155T patent/ES2242778T3/es not_active Expired - Lifetime
- 2001-09-18 AT AT01981155T patent/ATE301646T1/de not_active IP Right Cessation
-
2003
- 2003-10-06 US US10/678,081 patent/US20040068119A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| DE60120197D1 (de) | 2006-07-06 |
| ES2242778T3 (es) | 2005-11-16 |
| ES2187249A1 (es) | 2003-05-16 |
| EP1318986A1 (de) | 2003-06-18 |
| WO2002022590A1 (en) | 2002-03-21 |
| AU2002212815A1 (en) | 2002-03-26 |
| ATE301646T1 (de) | 2005-08-15 |
| EP1318987B1 (de) | 2005-08-10 |
| ES2260296T3 (es) | 2006-11-01 |
| US20020103240A1 (en) | 2002-08-01 |
| DK1318987T3 (da) | 2005-12-12 |
| PT1318987E (pt) | 2005-10-31 |
| US20040029936A1 (en) | 2004-02-12 |
| ATE327985T1 (de) | 2006-06-15 |
| SI1318986T1 (sl) | 2006-10-31 |
| ES2187249B1 (es) | 2004-09-16 |
| EP1318987A1 (de) | 2003-06-18 |
| US20040068119A1 (en) | 2004-04-08 |
| AU2002211055A1 (en) | 2002-03-26 |
| US6770761B2 (en) | 2004-08-03 |
| EP1318986B1 (de) | 2006-05-31 |
| US6727367B2 (en) | 2004-04-27 |
| WO2002022591A1 (en) | 2002-03-21 |
| DE60120197T2 (de) | 2007-03-15 |
| PT1318986E (pt) | 2006-10-31 |
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