MX2009003084A - Procedimiento de preparacion de halogenuros de n-alquil-naltrexona. - Google Patents
Procedimiento de preparacion de halogenuros de n-alquil-naltrexona.Info
- Publication number
- MX2009003084A MX2009003084A MX2009003084A MX2009003084A MX2009003084A MX 2009003084 A MX2009003084 A MX 2009003084A MX 2009003084 A MX2009003084 A MX 2009003084A MX 2009003084 A MX2009003084 A MX 2009003084A MX 2009003084 A MX2009003084 A MX 2009003084A
- Authority
- MX
- Mexico
- Prior art keywords
- carbonate
- preparing
- halides
- reacting
- reaction medium
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 229960003086 naltrexone Drugs 0.000 title 1
- IFGIYSGOEZJNBE-KNLJMPJLSA-N (4r,4as,7ar,12bs)-3-(cyclopropylmethyl)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-3-ium-7-one;bromide Chemical compound [Br-].C[N+]1([C@@H]2CC=3C4=C(C(=CC=3)O)O[C@@H]3[C@]4([C@@]2(O)CCC3=O)CC1)CC1CC1 IFGIYSGOEZJNBE-KNLJMPJLSA-N 0.000 abstract 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- 239000012431 aqueous reaction media Substances 0.000 abstract 2
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 229910000024 caesium carbonate Inorganic materials 0.000 abstract 1
- 229910000019 calcium carbonate Inorganic materials 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- BDAGIHXWWSANSR-NJFSPNSNSA-N hydroxyformaldehyde Chemical compound O[14CH]=O BDAGIHXWWSANSR-NJFSPNSNSA-N 0.000 abstract 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 abstract 1
- 239000001095 magnesium carbonate Substances 0.000 abstract 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 abstract 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 abstract 1
- JVLBPIPGETUEET-GAAHOAFPSA-O methylnaltrexone Chemical compound C[N+]1([C@@H]2CC=3C4=C(C(=CC=3)O)O[C@@H]3[C@]4([C@@]2(O)CCC3=O)CC1)CC1CC1 JVLBPIPGETUEET-GAAHOAFPSA-O 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 229910000018 strontium carbonate Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/08—Bridged systems
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La invención se refiere a un novedoso proceso procedimiento de preparación de bromuro de N-metil-naltrexona, que comprende al menos los pasos que consisten en: (i) hacer reaccionar el metilsulfato de N-metil-naltrexona en solución acuosa con un agente alcalino elegido del grupo constituido por carbonato de sodio, carbonato de potasio, carbonato de calcio, carbonato de magnesio, carbonato de cesio, carbonato de estroncio y las mezclas de ellos, para un pH del medio de reacción acuoso comprendido entre 7 y 10, y después (ii) hacer reaccionar el producto así obtenido con el ácido bromhídrico que se añade, para un pH del medio de reacción acuoso comprendido entre 0,5 y 5 y obtener así el bromuro de N-metil-naltrexona.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0608286A FR2906252B1 (fr) | 2006-09-21 | 2006-09-21 | Procede de preparation d'halogenures de n-aklyl naltrexone |
| PCT/FR2007/001516 WO2008034973A1 (fr) | 2006-09-21 | 2007-09-19 | Procede de preparation d'halogenures de n-alkyl naltrexone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2009003084A true MX2009003084A (es) | 2009-04-02 |
Family
ID=38016779
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2009003084A MX2009003084A (es) | 2006-09-21 | 2007-09-19 | Procedimiento de preparacion de halogenuros de n-alquil-naltrexona. |
Country Status (35)
| Country | Link |
|---|---|
| US (2) | US7645880B2 (es) |
| EP (1) | EP2069362B1 (es) |
| JP (1) | JP5214615B2 (es) |
| KR (1) | KR101434693B1 (es) |
| CN (2) | CN101516892B (es) |
| AR (1) | AR062918A1 (es) |
| AU (1) | AU2007298855B2 (es) |
| BR (1) | BRPI0718440A2 (es) |
| CA (1) | CA2663509C (es) |
| CL (1) | CL2007002711A1 (es) |
| CO (1) | CO6170362A2 (es) |
| CR (1) | CR10660A (es) |
| DO (1) | DOP2011000307A (es) |
| EA (1) | EA015426B1 (es) |
| ES (1) | ES2531093T3 (es) |
| FR (1) | FR2906252B1 (es) |
| GT (1) | GT200900060A (es) |
| HN (1) | HN2009000503A (es) |
| IL (1) | IL197402A (es) |
| JO (1) | JO3023B1 (es) |
| MA (1) | MA30793B1 (es) |
| ME (1) | MEP10509A (es) |
| MX (1) | MX2009003084A (es) |
| MY (1) | MY148094A (es) |
| NI (1) | NI200900035A (es) |
| NO (1) | NO20091561L (es) |
| NZ (1) | NZ575417A (es) |
| PE (1) | PE20080867A1 (es) |
| SV (1) | SV2009003192A (es) |
| TN (1) | TN2009000080A1 (es) |
| TW (1) | TWI465451B (es) |
| UA (1) | UA96957C2 (es) |
| UY (1) | UY30599A1 (es) |
| WO (1) | WO2008034973A1 (es) |
| ZA (1) | ZA200901846B (es) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3263571B2 (en) | 2007-03-29 | 2023-08-23 | Progenics Pharmaceuticals, Inc. | Crystal form of (r)-n-methylnaltrexone bromide and uses thereof |
| WO2008138383A1 (de) * | 2007-05-16 | 2008-11-20 | Cilag Ag | Verfahren zur herstellung von n-methylnaltrexonbromid |
| US8383649B2 (en) * | 2007-07-11 | 2013-02-26 | Mallinckrodt Llc | Crystalline forms of naltrexone methobromide |
| EP2019105A1 (en) * | 2007-07-19 | 2009-01-28 | Siegfried Ltd. | Process for the preparation of quaternary n-alkyl morphine or morphinane alkaloid derivatives |
| NZ592006A (en) * | 2008-09-30 | 2013-03-28 | Mallinckrodt Llc | Processes for the alkylation of secondary amine groups of morphinan derivatives |
| EP2398806A1 (en) * | 2009-02-23 | 2011-12-28 | Mallinckrodt LLC | (+)-morphinanium n-oxides and processes for their production |
| US8946419B2 (en) | 2009-02-23 | 2015-02-03 | Mallinckrodt Llc | (+)-6-hydroxy-morphinan or (+)-6-amino-morphinan derivatives |
| JP2012518652A (ja) * | 2009-02-23 | 2012-08-16 | マリンクロッド インコーポレイテッド | （＋）−６−ヒドロキシ−モルフィナンまたは（＋）−６−アミノ−モルフィナン誘導体 |
| US8436174B2 (en) * | 2009-02-23 | 2013-05-07 | Mallinckrodt Llc | (+)-morphinanium quaternary salts and processes for their production |
| EP2421868A4 (en) | 2009-04-24 | 2012-08-01 | Univ Brock | PROCESS FOR THE PREPARATION OF MORPHINAN AND MORPHINONE COMPOUNDS |
| US8829020B2 (en) | 2009-07-16 | 2014-09-09 | Mallinckrodt Llc | Compounds and compositions for use in phototherapy and in treatment of ocular neovascular disease and cancers |
| CN101845047B (zh) * | 2009-12-31 | 2011-12-07 | 南京臣功制药有限公司 | 一种溴甲基纳曲酮的制备方法 |
| 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. |
| US8580963B2 (en) | 2010-11-05 | 2013-11-12 | H. Lundbeck A/S | Method for the manufacturing of naltrexone |
| WO2012138888A1 (en) | 2011-04-05 | 2012-10-11 | Alkermes, Inc. | Process for the synthesis of quaternary amine compounds |
| BR112014005421A2 (pt) | 2011-09-08 | 2017-04-04 | Mallinckrodt Llc | produção de alcaloides sem o isolamento de intermediários |
| CN103172640A (zh) * | 2011-12-22 | 2013-06-26 | 天津康鸿医药科技发展有限公司 | 一种(r)-n-溴甲基纳曲酮的制备方法以及纳曲酮衍生物 |
| WO2013164383A1 (en) | 2012-05-03 | 2013-11-07 | H. Lundbeck A/S | Method for the manufacturing of naltrexone |
| CN105985348B (zh) * | 2015-02-12 | 2019-02-01 | 正大天晴药业集团股份有限公司 | 一种溴甲基纳曲酮的制备方法 |
| CN106317064B (zh) * | 2015-06-30 | 2018-06-19 | 北大方正集团有限公司 | 溴甲纳曲酮的制备方法 |
| KR102201609B1 (ko) * | 2019-04-19 | 2021-01-12 | 연성정밀화학(주) | 날데메딘의 제조방법 |
| 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 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4176186A (en) * | 1978-07-28 | 1979-11-27 | Boehringer Ingelheim Gmbh | Quaternary derivatives of noroxymorphone which relieve intestinal immobility |
| MXPA05004759A (es) * | 2002-11-08 | 2005-08-02 | Mallinckrodt Inc | Proceso para la preparacion de sales alcaloides n-alquil morfinan cuaternarias. |
| AR057325A1 (es) * | 2005-05-25 | 2007-11-28 | Progenics Pharm Inc | Sintesis de (s)-n-metilnaltrexona, composiciones farmaceuticas y usos |
-
2006
- 2006-09-21 FR FR0608286A patent/FR2906252B1/fr not_active Expired - Fee Related
-
2007
- 2007-09-19 AU AU2007298855A patent/AU2007298855B2/en not_active Ceased
- 2007-09-19 ME MEP-105/09A patent/MEP10509A/xx unknown
- 2007-09-19 JP JP2009528751A patent/JP5214615B2/ja not_active Expired - Fee Related
- 2007-09-19 ES ES07848250T patent/ES2531093T3/es active Active
- 2007-09-19 KR KR1020097005731A patent/KR101434693B1/ko not_active Expired - Fee Related
- 2007-09-19 TW TW096134967A patent/TWI465451B/zh not_active IP Right Cessation
- 2007-09-19 CN CN2007800350747A patent/CN101516892B/zh not_active Expired - Fee Related
- 2007-09-19 CA CA2663509A patent/CA2663509C/fr not_active Expired - Fee Related
- 2007-09-19 UA UAA200903924A patent/UA96957C2/ru unknown
- 2007-09-19 ZA ZA200901846A patent/ZA200901846B/xx unknown
- 2007-09-19 NZ NZ575417A patent/NZ575417A/en not_active IP Right Cessation
- 2007-09-19 BR BRPI0718440-9A2A patent/BRPI0718440A2/pt not_active IP Right Cessation
- 2007-09-19 CN CN2011101080743A patent/CN102225939A/zh active Pending
- 2007-09-19 MY MYPI20091158A patent/MY148094A/en unknown
- 2007-09-19 EA EA200970307A patent/EA015426B1/ru not_active IP Right Cessation
- 2007-09-19 EP EP07848250.2A patent/EP2069362B1/fr active Active
- 2007-09-19 WO PCT/FR2007/001516 patent/WO2008034973A1/fr not_active Ceased
- 2007-09-19 MX MX2009003084A patent/MX2009003084A/es active IP Right Grant
- 2007-09-20 AR ARP070104157A patent/AR062918A1/es unknown
- 2007-09-20 UY UY30599A patent/UY30599A1/es not_active Application Discontinuation
- 2007-09-20 PE PE2007001269A patent/PE20080867A1/es not_active Application Discontinuation
- 2007-09-20 CL CL200702711A patent/CL2007002711A1/es unknown
- 2007-09-20 JO JOP/2007/0399A patent/JO3023B1/ar active
-
2008
- 2008-03-17 US US12/049,607 patent/US7645880B2/en not_active Expired - Fee Related
-
2009
- 2009-03-04 IL IL197402A patent/IL197402A/en not_active IP Right Cessation
- 2009-03-10 TN TN2009000080A patent/TN2009000080A1/fr unknown
- 2009-03-11 CR CR10660A patent/CR10660A/es unknown
- 2009-03-12 GT GT200900060A patent/GT200900060A/es unknown
- 2009-03-18 HN HN2009000503A patent/HN2009000503A/es unknown
- 2009-03-19 SV SV2009003192A patent/SV2009003192A/es active IP Right Grant
- 2009-03-19 NI NI200900035A patent/NI200900035A/es unknown
- 2009-03-19 CO CO09028774A patent/CO6170362A2/es active IP Right Grant
- 2009-04-16 MA MA31789A patent/MA30793B1/fr unknown
- 2009-04-20 NO NO20091561A patent/NO20091561L/no not_active Application Discontinuation
- 2009-11-25 US US12/625,649 patent/US8288547B2/en not_active Expired - Fee Related
-
2011
- 2011-10-07 DO DO2011000307A patent/DOP2011000307A/es unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |