CA2863772C - Process for preparing tiotropium bromide - Google Patents
Process for preparing tiotropium bromide Download PDFInfo
- Publication number
- CA2863772C CA2863772C CA2863772A CA2863772A CA2863772C CA 2863772 C CA2863772 C CA 2863772C CA 2863772 A CA2863772 A CA 2863772A CA 2863772 A CA2863772 A CA 2863772A CA 2863772 C CA2863772 C CA 2863772C
- Authority
- CA
- Canada
- Prior art keywords
- process according
- tiotropium bromide
- solvent
- temperature
- reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/14—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing 9-azabicyclo [3.3.1] nonane ring systems, e.g. granatane, 2-aza-adamantane; Cyclic acetals thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
- C07D451/06—Oxygen atoms
- C07D451/10—Oxygen atoms acylated by aliphatic or araliphatic carboxylic acids, e.g. atropine, scopolamine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PT106142 | 2012-02-10 | ||
| PT106142A PT106142B (pt) | 2012-02-10 | 2012-02-10 | Processo para a preparação de brometo de tiotrópio |
| PCT/GB2013/000050 WO2013117886A1 (en) | 2012-02-10 | 2013-02-08 | Process for preparing tiotropium bromide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2863772A1 CA2863772A1 (en) | 2013-08-15 |
| CA2863772C true CA2863772C (en) | 2019-07-23 |
Family
ID=47722310
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2863772A Active CA2863772C (en) | 2012-02-10 | 2013-02-08 | Process for preparing tiotropium bromide |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US9090607B2 (OSRAM) |
| EP (1) | EP2814827B1 (OSRAM) |
| JP (1) | JP6118826B2 (OSRAM) |
| KR (1) | KR102011326B1 (OSRAM) |
| CN (1) | CN104144928B (OSRAM) |
| AU (1) | AU2013217467B2 (OSRAM) |
| BR (1) | BR112014019736B1 (OSRAM) |
| CA (1) | CA2863772C (OSRAM) |
| ES (1) | ES2592555T3 (OSRAM) |
| HU (1) | HUE029401T2 (OSRAM) |
| IL (1) | IL234011A (OSRAM) |
| IN (1) | IN2014DN07390A (OSRAM) |
| MX (1) | MX352587B (OSRAM) |
| NZ (1) | NZ628768A (OSRAM) |
| PH (1) | PH12014501771A1 (OSRAM) |
| PL (1) | PL2814827T3 (OSRAM) |
| PT (1) | PT106142B (OSRAM) |
| RU (1) | RU2634715C2 (OSRAM) |
| SG (1) | SG11201404781QA (OSRAM) |
| WO (1) | WO2013117886A1 (OSRAM) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9108962B2 (en) | 2005-12-19 | 2015-08-18 | Sicor, Inc. | Forms of tiotropium bromide and processes for preparation thereof |
| WO2014042605A1 (en) * | 2012-09-11 | 2014-03-20 | Mahmut Bilgic | New tiotropium bromide crystalline form |
| CN104557905B (zh) * | 2013-10-16 | 2018-02-23 | 天津金耀集团有限公司 | 一种噻托溴铵中间体的制备方法 |
| KR20170019544A (ko) | 2015-08-11 | 2017-02-22 | 삼성디스플레이 주식회사 | 곡면 액정표시장치 및 이의 제조방법 |
| CN105807524B (zh) * | 2016-05-30 | 2019-04-16 | 京东方科技集团股份有限公司 | 阵列基板、显示面板及显示装置 |
| PT109740B (pt) * | 2016-11-14 | 2020-07-30 | Hovione Farmaciencia Sa | Processo para a preparação de brometo de umeclidínio |
| WO2018154596A1 (en) * | 2017-02-22 | 2018-08-30 | Gbr Laboratories Pvt. Ltd. | Process for synthesis of tiotropium bromide monohydrate |
| PT115583B (pt) | 2019-06-17 | 2022-05-02 | Hovione Farm S A | Processo contínuo para a preparação de medicamentos anticolinérgicos |
| CN114890997A (zh) * | 2022-04-20 | 2022-08-12 | 江苏联环药业股份有限公司 | 一种抗胆碱能药物噻格溴铵的制备工艺 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US648632A (en) | 1898-05-16 | 1900-05-01 | John A Parker | Composite board. |
| DE3931041C2 (de) * | 1989-09-16 | 2000-04-06 | Boehringer Ingelheim Kg | Ester von Thienylcarbonsäuren mit Aminoalkoholen, ihre Quaternierungsprodukte, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
| US6908928B2 (en) | 2000-10-12 | 2005-06-21 | Bi Pharma Kg. | Crystalline tiotropium bromide monohydrate, processes for the preparation thereof, and pharmaceutical compositions |
| DE10064816A1 (de) | 2000-12-22 | 2002-06-27 | Boehringer Ingelheim Pharma | Verfahren zur Herstellung eines Anticholinergikums |
| GB0100753D0 (en) | 2001-01-11 | 2001-02-21 | Bate Matthew | Data system |
| PL208137B1 (pl) * | 2001-06-22 | 2011-03-31 | Boehringer Ingelheim Pharma | Bezwodny krystaliczny bromek tiotropium, sposób jego wytwarzania i zastosowanie krystalicznego monohydratu bromku tiotropium do wytwarzania krystalicznego bezwodnego bromku tiotropium |
| DE10200943A1 (de) | 2002-01-12 | 2003-07-24 | Boehringer Ingelheim Pharma | Verfahren zur Herstellung von Scopinestern |
| DE10212264A1 (de) * | 2002-03-20 | 2003-10-02 | Boehringer Ingelheim Pharma | Kristallines Mikronisat, Verfahren zu dessen Herstellung und dessen Verwendung zur Herstellung eines Arzneimittels |
| CN1906192A (zh) | 2003-11-14 | 2007-01-31 | 3M创新有限公司 | 羟胺取代的咪唑环化合物 |
| JP5227790B2 (ja) | 2005-05-02 | 2013-07-03 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 新規結晶性臭化チオトロピウム |
| EP1879888A2 (en) | 2005-05-02 | 2008-01-23 | Boehringer Ingelheim International GmbH | Crystalline forms of tiotropium bromide |
| WO2007022531A2 (en) | 2005-08-19 | 2007-02-22 | Microbia, Inc. | Methods and compositions for the treatment of gastrointestinal disorders |
| DE102005059602A1 (de) * | 2005-12-14 | 2007-06-21 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Verfahren zur Mikronisierung |
| US20070167480A1 (en) * | 2005-12-19 | 2007-07-19 | Sicor Inc. | Pure and stable tiotropium bromide |
| KR101395881B1 (ko) * | 2005-12-19 | 2014-05-21 | 시코르, 인크. | 브롬화 티오트로피움의 신규한 형태 및 이의 제조 방법 |
| SI1869035T2 (sl) * | 2005-12-19 | 2015-12-31 | Sicor, Inc. | Nove kristalne oblike tiotropij bromida in postopek njihove priprave |
| CN101360744A (zh) * | 2005-12-19 | 2009-02-04 | 西科尔公司 | 纯和稳定的噻托溴铵 |
| RU2453547C2 (ru) * | 2005-12-19 | 2012-06-20 | Сикор Инк. | Новые формы тиотропия бромида и способы их получения |
| US20080051582A1 (en) | 2006-07-10 | 2008-02-28 | Sicor Inc. | Process for the preparation of tiotropium bromide |
| EP1953156A1 (de) * | 2007-01-29 | 2008-08-06 | Boehringer Ingelheim Pharma GmbH & Co. KG | Verfahren zur Herstellung von Scopiniumsalzen |
| HRP20141004T1 (hr) * | 2008-01-10 | 2015-02-13 | Generics | Novi postupak pripreme estera skopina |
| TW201020247A (en) * | 2008-11-06 | 2010-06-01 | Gruenenthal Gmbh | Substituierte disulfonamide |
| CA2931876A1 (en) | 2009-08-07 | 2011-02-10 | Generics [Uk] Limited | Anhydrate of tiotropium bromide |
| WO2011015884A1 (en) * | 2009-08-07 | 2011-02-10 | Generics [Uk] Limited | Process to prepare scopine esters |
| CN101863885B (zh) * | 2010-06-03 | 2012-05-30 | 南京金丹呈医药技术有限公司 | 一种噻托溴铵的制备方法 |
-
2012
- 2012-02-10 PT PT106142A patent/PT106142B/pt active IP Right Grant
-
2013
- 2013-02-08 ES ES13704817.9T patent/ES2592555T3/es active Active
- 2013-02-08 BR BR112014019736-9A patent/BR112014019736B1/pt not_active IP Right Cessation
- 2013-02-08 WO PCT/GB2013/000050 patent/WO2013117886A1/en not_active Ceased
- 2013-02-08 KR KR1020147024718A patent/KR102011326B1/ko not_active Expired - Fee Related
- 2013-02-08 CA CA2863772A patent/CA2863772C/en active Active
- 2013-02-08 US US14/377,271 patent/US9090607B2/en active Active
- 2013-02-08 HU HUE13704817A patent/HUE029401T2/en unknown
- 2013-02-08 EP EP13704817.9A patent/EP2814827B1/en active Active
- 2013-02-08 AU AU2013217467A patent/AU2013217467B2/en not_active Ceased
- 2013-02-08 CN CN201380008885.3A patent/CN104144928B/zh not_active Expired - Fee Related
- 2013-02-08 SG SG11201404781QA patent/SG11201404781QA/en unknown
- 2013-02-08 NZ NZ628768A patent/NZ628768A/en not_active IP Right Cessation
- 2013-02-08 MX MX2014009568A patent/MX352587B/es active IP Right Grant
- 2013-02-08 RU RU2014136706A patent/RU2634715C2/ru active
- 2013-02-08 PL PL13704817.9T patent/PL2814827T3/pl unknown
- 2013-02-08 JP JP2014556130A patent/JP6118826B2/ja not_active Expired - Fee Related
- 2013-02-08 IN IN7390DEN2014 patent/IN2014DN07390A/en unknown
-
2014
- 2014-08-06 PH PH12014501771A patent/PH12014501771A1/en unknown
- 2014-08-07 IL IL234011A patent/IL234011A/en active IP Right Grant
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20180130 |
|
| H11 | Ip right ceased following rejected request for revival |
Free format text: ST27 STATUS EVENT CODE: T-6-6-H10-H11-H101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: TIME LIMIT FOR REVERSAL EXPIRED Effective date: 20250808 |
|
| H13 | Ip right lapsed |
Free format text: ST27 STATUS EVENT CODE: N-4-6-H10-H13-H100 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE AND LATE FEE NOT PAID BY DEADLINE OF NOTICE Effective date: 20251106 |