ES2620660T3 - Método para la fabricación de naltrexona - Google Patents
Método para la fabricación de naltrexona Download PDFInfo
- Publication number
- ES2620660T3 ES2620660T3 ES11785301.0T ES11785301T ES2620660T3 ES 2620660 T3 ES2620660 T3 ES 2620660T3 ES 11785301 T ES11785301 T ES 11785301T ES 2620660 T3 ES2620660 T3 ES 2620660T3
- Authority
- ES
- Spain
- Prior art keywords
- naltrexone
- mixture
- noroxymorphone
- pyrrolidone
- ethyl
- 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
- 229960003086 naltrexone Drugs 0.000 title abstract description 12
- 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 title abstract description 8
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- HLMSIZPQBSYUNL-IPOQPSJVSA-N Noroxymorphone Chemical compound O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(O)C2=C5[C@@]13CCN4 HLMSIZPQBSYUNL-IPOQPSJVSA-N 0.000 abstract description 9
- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 abstract description 8
- -1 cyclopropylmethyl halide Chemical class 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 239000000203 mixture Substances 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- AEILLAXRDHDKDY-UHFFFAOYSA-N bromomethylcyclopropane Chemical compound BrCC1CC1 AEILLAXRDHDKDY-UHFFFAOYSA-N 0.000 description 6
- 238000004128 high performance liquid chromatography Methods 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 5
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 3
- 235000015497 potassium bicarbonate Nutrition 0.000 description 3
- 239000011736 potassium bicarbonate Substances 0.000 description 3
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 239000000908 ammonium hydroxide Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 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
- 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
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical 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)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41040510P | 2010-11-05 | 2010-11-05 | |
| DKPA201001007 | 2010-11-05 | ||
| US410405P | 2010-11-05 | ||
| DK201001007 | 2010-11-05 | ||
| US201161489701P | 2011-05-25 | 2011-05-25 | |
| US201161489701P | 2011-05-25 | ||
| DK201100396 | 2011-05-25 | ||
| DKPA201100396 | 2011-05-25 | ||
| PCT/DK2011/000128 WO2012059103A1 (en) | 2010-11-05 | 2011-11-04 | Method for the manufacturing of naltrexone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2620660T3 true ES2620660T3 (es) | 2017-06-29 |
Family
ID=45001588
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES11785301.0T Active ES2620660T3 (es) | 2010-11-05 | 2011-11-04 | Método para la fabricación de naltrexona |
Country Status (20)
| Country | Link |
|---|---|
| EP (1) | EP2635586B1 (https=) |
| JP (2) | JP6246589B2 (https=) |
| AP (1) | AP3415A (https=) |
| AU (1) | AU2011325563B2 (https=) |
| CA (1) | CA2815093C (https=) |
| CY (1) | CY1118742T1 (https=) |
| DK (1) | DK2635586T3 (https=) |
| EA (1) | EA022266B1 (https=) |
| ES (1) | ES2620660T3 (https=) |
| HR (1) | HRP20170379T1 (https=) |
| HU (1) | HUE033596T2 (https=) |
| LT (1) | LT2635586T (https=) |
| ME (1) | ME02621B (https=) |
| MX (1) | MX2013005009A (https=) |
| PL (1) | PL2635586T3 (https=) |
| PT (1) | PT2635586T (https=) |
| RS (1) | RS55777B1 (https=) |
| SI (1) | SI2635586T1 (https=) |
| SM (1) | SMT201700177T1 (https=) |
| WO (1) | WO2012059103A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20140005217A1 (en) | 2012-06-27 | 2014-01-02 | H. Lundbeck A/S | Nalmefene for reduction of alcohol consumption in specific target populations |
| AR096851A1 (es) | 2013-07-11 | 2016-02-03 | H Lundbeck As | Sales que no forman hidratos ni solvatos de nalmefeno |
| ES2694352T3 (es) | 2013-12-20 | 2018-12-20 | H. Lundbeck A/S | Uso de un antagonista del receptor opioide con actividad kappa, y vortioxetina para el tratamiento del trastorno depresivo con características melancólicas |
| MX2016013889A (es) | 2014-04-22 | 2017-03-09 | Otsuka Pharma Co Ltd | Medicamento. |
| US9701687B2 (en) * | 2014-05-05 | 2017-07-11 | Noramco, Inc. | Process for the preparation of opioid compounds |
| US9701688B2 (en) * | 2014-05-05 | 2017-07-11 | Noramco, Inc. | Process for the preparation of opioid compounds |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| ATE178329T1 (de) * | 1989-10-16 | 1999-04-15 | Us Health | Totale synthese von northebain-, normorphin-, noroxymorphon-enantiomeren und -derivaten via n- nor-zwischenverbindungen |
| FR2906252B1 (fr) | 2006-09-21 | 2008-11-28 | Sanofi Aventis Sa | Procede de preparation d'halogenures de n-aklyl naltrexone |
| WO2008138383A1 (de) | 2007-05-16 | 2008-11-20 | Cilag Ag | Verfahren zur herstellung von n-methylnaltrexonbromid |
| WO2010039209A2 (en) * | 2008-09-30 | 2010-04-08 | Mallinckrodt Inc. | Processes for the synthesis of tertiary amines |
| UA106752C2 (uk) | 2009-05-25 | 2014-10-10 | Х. Луннбек А/С | Одержання налмефену гідрохлориду з налтрексону |
-
2011
- 2011-11-04 RS RS20170244A patent/RS55777B1/sr unknown
- 2011-11-04 DK DK11785301.0T patent/DK2635586T3/en active
- 2011-11-04 SM SM20170177T patent/SMT201700177T1/it unknown
- 2011-11-04 WO PCT/DK2011/000128 patent/WO2012059103A1/en not_active Ceased
- 2011-11-04 CA CA2815093A patent/CA2815093C/en active Active
- 2011-11-04 MX MX2013005009A patent/MX2013005009A/es active IP Right Grant
- 2011-11-04 JP JP2013537002A patent/JP6246589B2/ja active Active
- 2011-11-04 AU AU2011325563A patent/AU2011325563B2/en not_active Ceased
- 2011-11-04 EP EP11785301.0A patent/EP2635586B1/en active Active
- 2011-11-04 PL PL11785301T patent/PL2635586T3/pl unknown
- 2011-11-04 HU HUE11785301A patent/HUE033596T2/hu unknown
- 2011-11-04 HR HRP20170379TT patent/HRP20170379T1/hr unknown
- 2011-11-04 LT LTEP11785301.0T patent/LT2635586T/lt unknown
- 2011-11-04 PT PT117853010T patent/PT2635586T/pt unknown
- 2011-11-04 SI SI201131131A patent/SI2635586T1/sl unknown
- 2011-11-04 AP AP2013006897A patent/AP3415A/xx active
- 2011-11-04 ME MEP-2017-57A patent/ME02621B/me unknown
- 2011-11-04 EA EA201390658A patent/EA022266B1/ru not_active IP Right Cessation
- 2011-11-04 ES ES11785301.0T patent/ES2620660T3/es active Active
-
2016
- 2016-06-24 JP JP2016125389A patent/JP6215399B2/ja active Active
-
2017
- 2017-03-17 CY CY20171100341T patent/CY1118742T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ME02621B (me) | 2017-06-20 |
| JP2016199566A (ja) | 2016-12-01 |
| AU2011325563A1 (en) | 2013-05-02 |
| DK2635586T3 (en) | 2017-03-27 |
| WO2012059103A1 (en) | 2012-05-10 |
| EP2635586A1 (en) | 2013-09-11 |
| AU2011325563B2 (en) | 2015-08-20 |
| CA2815093C (en) | 2019-08-06 |
| JP2013541564A (ja) | 2013-11-14 |
| PL2635586T3 (pl) | 2017-06-30 |
| JP6215399B2 (ja) | 2017-10-18 |
| PT2635586T (pt) | 2017-03-30 |
| HRP20170379T1 (hr) | 2017-05-05 |
| HUE033596T2 (hu) | 2017-12-28 |
| AP3415A (en) | 2015-09-30 |
| EP2635586B1 (en) | 2017-02-08 |
| CY1118742T1 (el) | 2017-07-12 |
| MX2013005009A (es) | 2013-08-01 |
| AP2013006897A0 (en) | 2013-05-31 |
| SMT201700177T1 (it) | 2017-05-08 |
| JP6246589B2 (ja) | 2017-12-13 |
| LT2635586T (lt) | 2017-04-10 |
| EA022266B1 (ru) | 2015-11-30 |
| CA2815093A1 (en) | 2012-05-10 |
| RS55777B1 (sr) | 2017-07-31 |
| EA201390658A1 (ru) | 2013-11-29 |
| SI2635586T1 (sl) | 2017-07-31 |
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