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WO2008138605A3 - Verfahren zur herstellung von n-methylnaltrexonbromid - Google Patents

Verfahren zur herstellung von n-methylnaltrexonbromid Download PDF

Info

Publication number
WO2008138605A3
WO2008138605A3 PCT/EP2008/003870 EP2008003870W WO2008138605A3 WO 2008138605 A3 WO2008138605 A3 WO 2008138605A3 EP 2008003870 W EP2008003870 W EP 2008003870W WO 2008138605 A3 WO2008138605 A3 WO 2008138605A3
Authority
WO
WIPO (PCT)
Prior art keywords
bromide
producing
methylnaltrexone bromide
anion
leaving 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
PCT/EP2008/003870
Other languages
English (en)
French (fr)
Other versions
WO2008138605A2 (de
Inventor
Ulrich Weigl
Pascal Schaer
Alfred Stutz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cilag AG
Original Assignee
Cilag AG
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.)
Filing date
Publication date
Application filed by Cilag AG filed Critical Cilag AG
Priority to US12/600,341 priority Critical patent/US8318936B2/en
Priority to EP08758517.0A priority patent/EP2167506B1/de
Publication of WO2008138605A2 publication Critical patent/WO2008138605A2/de
Publication of WO2008138605A3 publication Critical patent/WO2008138605A3/de
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
    • C07D489/06—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with a hetero atom directly attached in position 14
    • C07D489/08—Oxygen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/10—Laxatives
    • 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
    • A61P25/04—Centrally acting analgesics, e.g. opioids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pain & Pain Management (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Verfahren zur Herstellung von N-Methylnaltrexonbromid, wobei man eine Verbindung der allgemeinen Formel (I) : worin X' ein Anion, welches verschieden ist vom Bromidanion, und R Wasserstoff oder eine Abgangsgruppe, bedeuten, in einem geeigneten polaren Lösungsmittel löst oder dispergiert, diese Lösung oder Dispersion mit einer Verbindung, welche Bromidanionen enthält, mischt, und das erhaltene Reaktionsgemisch so lange rührt, bis das N-Methylnaltrexonbromid gebildet und kristallisiert ist, wobei man für den Fall, dass R eine Abgangsgruppe bedeutet, diese während oder nach der Umsetzung entfernt.
PCT/EP2008/003870 2007-05-16 2008-05-14 Verfahren zur herstellung von n-methylnaltrexonbromid Ceased WO2008138605A2 (de)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US12/600,341 US8318936B2 (en) 2007-05-16 2008-05-14 Method for producing N-methylnaltrexone bromide
EP08758517.0A EP2167506B1 (de) 2007-05-16 2008-05-14 Verfahren zur herstellung von n-methylnaltrexonbromid

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EPPCT/EP07/004365 2007-05-16
PCT/EP2007/004365 WO2008138383A1 (de) 2007-05-16 2007-05-16 Verfahren zur herstellung von n-methylnaltrexonbromid

Publications (2)

Publication Number Publication Date
WO2008138605A2 WO2008138605A2 (de) 2008-11-20
WO2008138605A3 true WO2008138605A3 (de) 2009-04-30

Family

ID=39156444

Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/EP2007/004365 Ceased WO2008138383A1 (de) 2007-05-16 2007-05-16 Verfahren zur herstellung von n-methylnaltrexonbromid
PCT/EP2008/003870 Ceased WO2008138605A2 (de) 2007-05-16 2008-05-14 Verfahren zur herstellung von n-methylnaltrexonbromid

Family Applications Before (1)

Application Number Title Priority Date Filing Date
PCT/EP2007/004365 Ceased WO2008138383A1 (de) 2007-05-16 2007-05-16 Verfahren zur herstellung von n-methylnaltrexonbromid

Country Status (2)

Country Link
US (1) US8318936B2 (de)
WO (2) WO2008138383A1 (de)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2421868A4 (de) 2009-04-24 2012-08-01 Univ Brock Verfahren zur herstellung von morphinan- und morphinonverbindungen
US8580963B2 (en) 2010-11-05 2013-11-12 H. Lundbeck A/S Method for the manufacturing of naltrexone
JO3209B1 (ar) * 2010-11-05 2018-03-08 H Lundbeck As طريقة لتصنيع نالتريكسون
MX2013005009A (es) * 2010-11-05 2013-08-01 Lundbeck & Co As H Metodo para la elaboracion de naltrexona.
WO2013164383A1 (en) 2012-05-03 2013-11-07 H. Lundbeck A/S Method for the manufacturing of naltrexone
CN111777617B (zh) * 2020-07-10 2025-06-06 华润三九医药股份有限公司 一种溴甲纳曲酮的精制方法
CA3194746A1 (en) 2020-10-06 2022-04-14 Tien-Li Lee Oral delayed burst formulation of low-dose naltrexone or naloxone used for|treating fibromyalgia and long covid

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004043964A2 (en) * 2002-11-08 2004-05-27 Mallinckrodt Inc. Process for the preparation of quaternary n-alkyl morphinan alkaloid salts
WO2006127899A2 (en) * 2005-05-25 2006-11-30 Progenics Pharmaceuticals, Inc. (r)-n-methylnaltrexone, processes for its synthesis and its pharmaceutical use
WO2008034973A1 (fr) * 2006-09-21 2008-03-27 Sanofi-Aventis Procede de preparation d'halogenures de n-alkyl naltrexone

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004043964A2 (en) * 2002-11-08 2004-05-27 Mallinckrodt Inc. Process for the preparation of quaternary n-alkyl morphinan alkaloid salts
WO2006127899A2 (en) * 2005-05-25 2006-11-30 Progenics Pharmaceuticals, Inc. (r)-n-methylnaltrexone, processes for its synthesis and its pharmaceutical use
WO2008034973A1 (fr) * 2006-09-21 2008-03-27 Sanofi-Aventis Procede de preparation d'halogenures de n-alkyl naltrexone

Also Published As

Publication number Publication date
US20100168427A1 (en) 2010-07-01
WO2008138383A1 (de) 2008-11-20
US8318936B2 (en) 2012-11-27
WO2008138605A2 (de) 2008-11-20

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