HRP20170497T1 - Postupak dobivanja nalmefen hidroklorida - Google Patents
Postupak dobivanja nalmefen hidroklorida Download PDFInfo
- Publication number
- HRP20170497T1 HRP20170497T1 HRP20170497TT HRP20170497T HRP20170497T1 HR P20170497 T1 HRP20170497 T1 HR P20170497T1 HR P20170497T T HRP20170497T T HR P20170497TT HR P20170497 T HRP20170497 T HR P20170497T HR P20170497 T1 HRP20170497 T1 HR P20170497T1
- Authority
- HR
- Croatia
- Prior art keywords
- nalmefene hydrochloride
- steps
- aqueous
- aqueous mixture
- carried out
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 17
- GYWMRGWFQPSQLK-OPHZJPRHSA-N (4r,4as,7as,12bs)-3-(cyclopropylmethyl)-7-methylidene-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol;hydron;chloride Chemical compound Cl.N1([C@@H]2CC3=CC=C(C=4O[C@@H]5[C@](C3=4)([C@]2(CCC5=C)O)CC1)O)CC1CC1 GYWMRGWFQPSQLK-OPHZJPRHSA-N 0.000 title claims 11
- 229960000677 nalmefene hydrochloride Drugs 0.000 title claims 11
- 238000011084 recovery Methods 0.000 title 1
- 239000000203 mixture Substances 0.000 claims 10
- 229960003086 naltrexone Drugs 0.000 claims 4
- DQCKKXVULJGBQN-XFWGSAIBSA-N naltrexone Chemical compound N1([C@@H]2CC3=CC=C(C=4O[C@@H]5[C@](C3=4)([C@]2(CCC5=O)O)CC1)O)CC1CC1 DQCKKXVULJGBQN-XFWGSAIBSA-N 0.000 claims 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- 239000003960 organic solvent Substances 0.000 claims 3
- 239000007787 solid Substances 0.000 claims 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical class OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 229950010675 nalmefene hydrochloride dihydrate Drugs 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims 1
- 239000012736 aqueous medium Substances 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000007900 aqueous suspension Substances 0.000 claims 1
- -1 bisulfite anion Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000002156 mixing Methods 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims 1
- 238000005292 vacuum distillation Methods 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
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
- 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
- A61K31/47—Quinolines; Isoquinolines
- A61K31/485—Morphinan derivatives, e.g. morphine, codeine
-
- 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
-
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Psychiatry (AREA)
- Addiction (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (15)
1. Postupak dobivanja nalmefen hidroklorida iz vodene smjese koja sadrži nalmefen hidroklorid i naltrekson, taj postupak obuhvaća korak izoliranja nalmefen hidroklorida iz vodene suspenzije koja sadrži naltrekson bisulfit adukt i kruti nalmefen hidroklorid.
2. Postupak prema zahtjevu 1, gdje je ta vodena smjesa vodena otopina.
3. Postupak prema bilo kojem od zahtjeva 1-2 koji obuhvaća sljedeće korake;
(b) koncentriranje vodene smjese;
(c) miješanje vodene smjese s bisulfitnom soli ili prikladnom soli koja daje bisulfitni anion u vodenom mediju,
gdje se koraci (b) i (c) mogu provesti istodobno i/ili uzastopno bilo kojim redom,
(d) hlađenje smjese dobivene iz koraka (b) i (c),
(e) izoliranje krutine iz smjese dobivene u koraku (d),
radi dobivanja nalmefen hidroklorida.
4. Postupak prema zahtjevu 3, gdje se koraci (b) i (c) provode istodobno.
5. Postupak prema zahtjevu 3, gdje se koraci (b) i (c) provode uzastopno tako da se počne s korakom (c) te slijedi korak (b).
6. Postupak prema zahtjevu 3, gdje se koraci (b) i (c) provode uzastopno tako da se počne s korakom (b) te slijedi korak (c).
7. Postupak prema bilo kojem od zahtjeva 3-6, koji obuhvaća početni korak (a) koji se provodi prije koraka (b) i (c);
(a) ekstrahiranje vodene smjese organskim otapalom nakon čega slijedi izoliranje vodenog sloja, gdje vodena smjesa iz koraka (b) ili (c) sadrži vodeni sloj izoliran iz koraka (a).
8. Postupak prema zahtjevu 7, gdje je organsko otapalo u koraku (a) diklorometan.
9. Postupak prema bilo kojem od zahtjeva 3-8, gdje se koncentriranje u koraku (b) provodi vakuumskom destilacijom.
10. Postupak prema bilo kojem od zahtjeva 3-9, gdje je bisulfitna sol u koraku (c) natrijev bisulfit.
11. Postupak prema bilo kojem od zahtjeva 3-10 za kojim slijedi korak;
(f) ispiranje krutine dobivene u koraku (e) s jednim ili više prikladnih organskih otapala.
12. Postupak prema bilo kojem od zahtjeva 1-11, gdje ta vodena smjesa koja sadrži nalmefen hidroklorid i naltrekson, sadrži ishodišnu tekućinu dobivenu iz postupka pripreme nalmefen hidroklorid dihidrata.
13. Postupak prema bilo kojem od zahtjeva 1-11, gdje ta vodena smjesa koja sadrži nalmefen hidroklorid i naltrekson, sadrži ishodišnu tekućinu dobivenu iz postupka pripreme nalmefen hidroklorid monohidrata.
14. Postupak pripreme nalmefen hidroklorid dihidrata ili nalmefen hidroklorid monohidrata, gdje taj postupak obuhvaća dobivanje nalmefen hidroklorida postupkom prema bilo kojem od zahtjeva 1-13.
15. Spoj predstavljen formulom
[image]
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161567148P | 2011-12-06 | 2011-12-06 | |
| DKPA201100948 | 2011-12-06 | ||
| PCT/EP2012/074623 WO2013083685A1 (en) | 2011-12-06 | 2012-12-06 | Process for recovery of nalmefene hydrochloride |
| EP12797909.4A EP2788357B1 (en) | 2011-12-06 | 2012-12-06 | Process for recovery of nalmefene hydrochloride |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20170497T1 true HRP20170497T1 (hr) | 2017-06-02 |
Family
ID=48573602
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20170497TT HRP20170497T1 (hr) | 2011-12-06 | 2017-03-27 | Postupak dobivanja nalmefen hidroklorida |
Country Status (32)
| Country | Link |
|---|---|
| US (1) | US8841452B1 (hr) |
| EP (1) | EP2788357B1 (hr) |
| JP (1) | JP6086925B2 (hr) |
| KR (1) | KR20140103288A (hr) |
| CN (1) | CN104093721B (hr) |
| AR (1) | AR089080A1 (hr) |
| AU (1) | AU2012347261B2 (hr) |
| BR (1) | BR112014013541B1 (hr) |
| CA (1) | CA2857096C (hr) |
| CL (1) | CL2014001454A1 (hr) |
| CO (1) | CO6970605A2 (hr) |
| CY (1) | CY1118785T1 (hr) |
| DK (1) | DK2788357T3 (hr) |
| ES (1) | ES2622156T3 (hr) |
| HK (1) | HK1202874A1 (hr) |
| HR (1) | HRP20170497T1 (hr) |
| HU (1) | HUE033717T2 (hr) |
| IL (1) | IL232826A (hr) |
| IN (1) | IN2014KN01211A (hr) |
| JO (1) | JO3251B1 (hr) |
| LT (1) | LT2788357T (hr) |
| ME (1) | ME02668B (hr) |
| MX (1) | MX354331B (hr) |
| PL (1) | PL2788357T3 (hr) |
| PT (1) | PT2788357T (hr) |
| RS (1) | RS55817B1 (hr) |
| RU (1) | RU2631652C2 (hr) |
| SG (1) | SG11201402956UA (hr) |
| SI (1) | SI2788357T1 (hr) |
| TW (1) | TWI560170B (hr) |
| WO (1) | WO2013083685A1 (hr) |
| ZA (1) | ZA201404100B (hr) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105646508B (zh) * | 2016-02-17 | 2018-02-27 | 南京卓康医药科技有限公司 | 一种盐酸纳美芬一水合物的制备方法 |
| US10927121B1 (en) | 2019-12-20 | 2021-02-23 | Southwest Research Institute | Technologies for removing residual solvent from nalmefene hydrochloride and producing crystalline nalmefene hydrochloride monohydrate, monosolvate, or crystalline nalmefene hydrochloride dihydrate |
| US20240109907A1 (en) | 2021-01-28 | 2024-04-04 | Rhodes Technologies | Process for crystallizing nalmefene hydrochloride |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2577947A (en) * | 1951-12-11 | Manufacture of dihydrocodeinone | ||
| US3896226A (en) * | 1971-11-26 | 1975-07-22 | Lewinstein Evalina | 6-methylene-6-desoxy dihydro morphine and codeine derivatives and pharmaceutically acceptable salts thereof, and use of the same as a narcotic antagonist |
| US3814768A (en) * | 1971-11-26 | 1974-06-04 | Lewenstein E | 6-methylene-6-desoxy dihydro morphine and codeine derivatives and pharmaceutically acceptable salts |
| US4535157A (en) | 1983-11-01 | 1985-08-13 | Key Pharmaceuticals, Inc. | Process for making 6-desoxy-6-methylenenaloxone and 6-desoxy-6-methylenenaltrexone |
| US4751307A (en) | 1985-01-17 | 1988-06-14 | Mallinckrodt, Inc. | Wittig-reaction processes |
| US5869669A (en) * | 1996-07-26 | 1999-02-09 | Penick Corporation | Preparation of 14-hydroxynormorphinones from normorphinone dienol acylates |
| ATE402937T1 (de) * | 1999-11-09 | 2008-08-15 | Abbott Lab | Hydromorphinone and hydrocodeinone compositions and methods for their synthesis |
| CA2478558C (en) * | 2002-03-14 | 2012-09-11 | Euro-Celtique, S.A. | Naltrexone hydrochloride compositions |
| DE602007003197D1 (de) * | 2006-03-02 | 2009-12-24 | Mallinckrodt Inc | Verfahren zur herstellung von morphinan-6-on-produkten mit geringen konzentrationen von alpha-, beta-ungesättigten ketonverbindungen |
| CN101652370A (zh) * | 2006-12-04 | 2010-02-17 | 诺拉姆科有限公司 | 制备14-羟基可待因酮水平减少的羟考酮的方法 |
| EP2121669A2 (en) | 2007-01-30 | 2009-11-25 | Biogen Idec MA, Inc. | Furanone compounds and methods of making and using the same |
| UA102128C2 (en) * | 2008-12-05 | 2013-06-10 | Х. Луннбек А/С | Nalmefene hydrochloride dihydrate |
| SI2435439T1 (sl) | 2009-05-25 | 2016-06-30 | H. Lundbeck A/S | Priprava nalmefen hidroklorida iz naltreksona |
| CN101768164B (zh) * | 2010-01-25 | 2011-09-14 | 海南数尔药物研究有限公司 | 一种高纯度的盐酸纳洛酮化合物 |
-
2012
- 2012-11-22 TW TW101143647A patent/TWI560170B/zh not_active IP Right Cessation
- 2012-12-04 AR ARP120104552A patent/AR089080A1/es unknown
- 2012-12-04 JO JOP/2012/0364A patent/JO3251B1/ar active
- 2012-12-06 KR KR1020147016975A patent/KR20140103288A/ko not_active Application Discontinuation
- 2012-12-06 ES ES12797909.4T patent/ES2622156T3/es active Active
- 2012-12-06 EP EP12797909.4A patent/EP2788357B1/en active Active
- 2012-12-06 SI SI201230923A patent/SI2788357T1/sl unknown
- 2012-12-06 CN CN201280067483.6A patent/CN104093721B/zh active Active
- 2012-12-06 LT LTEP12797909.4T patent/LT2788357T/lt unknown
- 2012-12-06 RS RS20170349A patent/RS55817B1/sr unknown
- 2012-12-06 PL PL12797909T patent/PL2788357T3/pl unknown
- 2012-12-06 MX MX2014006705A patent/MX354331B/es active IP Right Grant
- 2012-12-06 IN IN1211KON2014 patent/IN2014KN01211A/en unknown
- 2012-12-06 DK DK12797909.4T patent/DK2788357T3/en active
- 2012-12-06 WO PCT/EP2012/074623 patent/WO2013083685A1/en active Application Filing
- 2012-12-06 CA CA2857096A patent/CA2857096C/en active Active
- 2012-12-06 US US14/294,707 patent/US8841452B1/en active Active
- 2012-12-06 BR BR112014013541-0A patent/BR112014013541B1/pt not_active IP Right Cessation
- 2012-12-06 RU RU2014126489A patent/RU2631652C2/ru active
- 2012-12-06 JP JP2014545252A patent/JP6086925B2/ja active Active
- 2012-12-06 AU AU2012347261A patent/AU2012347261B2/en active Active
- 2012-12-06 SG SG11201402956UA patent/SG11201402956UA/en unknown
- 2012-12-06 HU HUE12797909A patent/HUE033717T2/en unknown
- 2012-12-06 ME MEP-2017-75A patent/ME02668B/me unknown
- 2012-12-06 PT PT127979094T patent/PT2788357T/pt unknown
-
2014
- 2014-05-27 IL IL232826A patent/IL232826A/en active IP Right Grant
- 2014-06-03 CL CL2014001454A patent/CL2014001454A1/es unknown
- 2014-06-05 ZA ZA2014/04100A patent/ZA201404100B/en unknown
- 2014-06-06 CO CO14122226A patent/CO6970605A2/es active IP Right Grant
-
2015
- 2015-04-09 HK HK15103498.4A patent/HK1202874A1/xx unknown
-
2017
- 2017-03-27 HR HRP20170497TT patent/HRP20170497T1/hr unknown
- 2017-03-31 CY CY20171100389T patent/CY1118785T1/el unknown
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