AU2009203579B2 - Novel process for the preparation of scopine esters - Google Patents

Novel process for the preparation of scopine esters Download PDF

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Publication number
AU2009203579B2
AU2009203579B2 AU2009203579A AU2009203579A AU2009203579B2 AU 2009203579 B2 AU2009203579 B2 AU 2009203579B2 AU 2009203579 A AU2009203579 A AU 2009203579A AU 2009203579 A AU2009203579 A AU 2009203579A AU 2009203579 B2 AU2009203579 B2 AU 2009203579B2
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AU
Australia
Prior art keywords
process according
scopine
base
alkyl
group
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.)
Ceased
Application number
AU2009203579A
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English (en)
Other versions
AU2009203579A1 (en
Inventor
Abhay Gaitonde
Bindu Manojkumar
Dattatraya Shinde
Sinderpal Tank
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Generics UK Ltd
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Generics UK Ltd
Priority date (The priority date 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 date listed.)
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Publication date
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Publication of AU2009203579A1 publication Critical patent/AU2009203579A1/en
Assigned to GENERICS (UK) LIMITED reassignment GENERICS (UK) LIMITED Request for Assignment Assignors: GENERICS (UK) LIMITED, MYLAN DEVELOPMENT CENTRE PRIVATE LIMITED
Application granted granted Critical
Publication of AU2009203579B2 publication Critical patent/AU2009203579B2/en
Ceased legal-status Critical Current
Anticipated expiration legal-status Critical

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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
    • C07D451/02—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
    • 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
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/46—8-Azabicyclo [3.2.1] octane; Derivatives thereof, e.g. atropine, cocaine
    • 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
    • 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
    • A61P11/06—Antiasthmatics
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pulmonology (AREA)
  • Immunology (AREA)
  • Emergency Medicine (AREA)
  • Epidemiology (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
AU2009203579A 2008-01-10 2009-01-09 Novel process for the preparation of scopine esters Ceased AU2009203579B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
IN77KO2008 2008-01-10
IN77/KOL/2008 2008-01-10
PCT/GB2009/050014 WO2009087419A1 (en) 2008-01-10 2009-01-09 Novel process for the preparation of scopine esters

Publications (2)

Publication Number Publication Date
AU2009203579A1 AU2009203579A1 (en) 2009-07-16
AU2009203579B2 true AU2009203579B2 (en) 2013-07-25

Family

ID=40451439

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2009203579A Ceased AU2009203579B2 (en) 2008-01-10 2009-01-09 Novel process for the preparation of scopine esters

Country Status (14)

Country Link
US (1) US20110028508A1 (enExample)
EP (1) EP2240477B8 (enExample)
JP (2) JP6087492B2 (enExample)
CN (2) CN105601628A (enExample)
AU (1) AU2009203579B2 (enExample)
CA (1) CA2710523C (enExample)
CY (1) CY1116076T1 (enExample)
DK (1) DK2240477T3 (enExample)
ES (1) ES2523695T3 (enExample)
HR (1) HRP20141004T1 (enExample)
PL (1) PL2240477T3 (enExample)
PT (1) PT2240477E (enExample)
SI (1) SI2240477T1 (enExample)
WO (1) WO2009087419A1 (enExample)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080051582A1 (en) 2006-07-10 2008-02-28 Sicor Inc. Process for the preparation of tiotropium bromide
WO2011015884A1 (en) 2009-08-07 2011-02-10 Generics [Uk] Limited Process to prepare scopine esters
CA2931876A1 (en) 2009-08-07 2011-02-10 Generics [Uk] Limited Anhydrate of tiotropium bromide
WO2011095800A2 (en) 2010-02-02 2011-08-11 Generics [Uk] Limited Analytical methods
TR201005221A2 (tr) * 2010-04-01 2012-01-23 Bi̇lgi̇ç Mahmut Geliştirilmiş sentez metodu.
US8957209B2 (en) 2010-04-01 2015-02-17 Mahmut Bilgic Methods for the synthesis of tiotropium bromide
TR201002520A2 (tr) * 2010-04-01 2010-05-21 Bi̇lgi̇ç Mahmut Tiotropyum bromür imalat metodu.
TR201005222A2 (tr) * 2010-04-01 2011-10-21 Bi̇lgi̇ç Mahmut Tiotropyum bromür sentez yöntemi
CN101979391B (zh) * 2010-11-16 2013-06-05 济南德信佳生物科技有限公司 一种噻托溴铵的制备方法
US8680297B2 (en) * 2011-10-06 2014-03-25 Drug Process Licensing Assoc., LLC Manufacturing process for tiotropium bromide
PT106142B (pt) 2012-02-10 2014-07-18 Hovione Farmaci Ncia S A Processo para a preparação de brometo de tiotrópio
CZ304808B6 (cs) 2012-03-16 2014-11-05 Zentiva, K.S. Způsob přípravy skopinesteru kyseliny di(2-thienyl)glykolové, intermediátu v syntéze tiotropium bromidu a jeho nová forma
CZ305012B6 (cs) 2012-03-30 2015-03-25 Zentiva, K.S. Způsob přípravy skopinesteru kyseliny di(2-thienyl)glykolové, intermediátu v syntéze tiotropium bromidu
WO2014140318A1 (en) * 2013-03-14 2014-09-18 K.H.S. Pharma Holding Gmbh Improved process for acyl transfer reactions
CN117486893B (zh) * 2023-12-29 2024-03-12 北京中医药大学深圳医院(龙岗) anti-pso B及其在制备预防和/或治疗银屑病的药物中的应用

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU6431890A (en) * 1989-09-16 1991-04-18 Boehringer Ingelheim International Gmbh New esters of thienyl carboxylic acids and amino alcohols, their quaternization products, and the manufacture and use of said compounds
AU2002361218A1 (en) * 2002-01-12 2003-07-24 Boehringer Ingelheim Pharma Gmbh & Co. Kg Method for producing scopine esters
US20040242622A1 (en) * 2003-05-28 2004-12-02 Mathai Mammen Azabicycloalkane compounds
US20070027320A1 (en) * 2005-07-27 2007-02-01 Boehringer Ingelheim Pharma Gmbh & Co. Kg New Process for the Production of Tiotropium Salts

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5610163A (en) * 1989-09-16 1997-03-11 Boehringer Ingelheim Gmbh Esters of thienyl carboxylic acids and amino alcohols and their quaternization products
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
US6506900B1 (en) * 2001-01-31 2003-01-14 Boehringer Ingelheim Pharma Ag Process for preparing a scopine ester intermediate
AUPR315301A0 (en) * 2001-02-19 2001-03-15 Silverbrook Research Pty. Ltd. An Apparatus (ART102)
US6608055B2 (en) * 2001-06-22 2003-08-19 Boehringer Ingelheim Pharma Kg Crystalline anticholinergic, processes for preparing it and its use for preparing a pharmaceutical composition
US6610849B2 (en) * 2001-06-28 2003-08-26 Boehringer Ingelheim Pharma Kg Process for the manufacture of tropenol
US6747153B2 (en) * 2002-05-31 2004-06-08 Boehringer Ingelheim Pharma Gmbh & Co. Kg Industrial process for preparing tropenol
US7968717B2 (en) * 2003-11-03 2011-06-28 Boehringer Ingelhein International Gmbh Crystalline anhydrate with anticholinergic efficacy
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
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
US20080051582A1 (en) * 2006-07-10 2008-02-28 Sicor Inc. Process for the preparation of tiotropium bromide
WO2008089852A1 (de) * 2007-01-26 2008-07-31 Boehringer Ingelheim Pharma Gmbh & Co.Kg Neues verfahren zur herstellung von tiotropiumsalzen
WO2008104955A1 (en) * 2007-02-28 2008-09-04 Ranbaxy Laboratories Limited Azoniatricyclo [3.3.1.0] nonane derivatives as muscarinic receptor antagonists

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU6431890A (en) * 1989-09-16 1991-04-18 Boehringer Ingelheim International Gmbh New esters of thienyl carboxylic acids and amino alcohols, their quaternization products, and the manufacture and use of said compounds
AU2002361218A1 (en) * 2002-01-12 2003-07-24 Boehringer Ingelheim Pharma Gmbh & Co. Kg Method for producing scopine esters
US20040242622A1 (en) * 2003-05-28 2004-12-02 Mathai Mammen Azabicycloalkane compounds
US20070027320A1 (en) * 2005-07-27 2007-02-01 Boehringer Ingelheim Pharma Gmbh & Co. Kg New Process for the Production of Tiotropium Salts

Also Published As

Publication number Publication date
WO2009087419A1 (en) 2009-07-16
CY1116076T1 (el) 2017-02-08
CA2710523C (en) 2014-11-18
JP5902774B2 (ja) 2016-04-13
US20110028508A1 (en) 2011-02-03
JP2011509284A (ja) 2011-03-24
PL2240477T3 (pl) 2015-03-31
ES2523695T3 (es) 2014-11-28
CN101918401A (zh) 2010-12-15
PT2240477E (pt) 2014-11-19
AU2009203579A1 (en) 2009-07-16
HRP20141004T1 (hr) 2015-02-13
JP6087492B2 (ja) 2017-03-01
EP2240477B8 (en) 2014-12-10
EP2240477B1 (en) 2014-09-10
CA2710523A1 (en) 2009-07-16
CN105601628A (zh) 2016-05-25
EP2240477A1 (en) 2010-10-20
JP2014208718A (ja) 2014-11-06
SI2240477T1 (sl) 2015-02-27
DK2240477T3 (en) 2014-12-08

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PC1 Assignment before grant (sect. 113)

Owner name: GENERICS (UK) LIMITED

Free format text: FORMER APPLICANT(S): GENERICS (UK) LIMITED; MYLAN DEVELOPMENT CENTRE PRIVATE LIMITED

FGA Letters patent sealed or granted (standard patent)
MK14 Patent ceased section 143(a) (annual fees not paid) or expired