PL2718294T3 - Redukcyjne aminowanie 6-keto morfinanów przez katalityczne przeniesienie wodoru - Google Patents
Redukcyjne aminowanie 6-keto morfinanów przez katalityczne przeniesienie wodoruInfo
- Publication number
- PL2718294T3 PL2718294T3 PL12727996T PL12727996T PL2718294T3 PL 2718294 T3 PL2718294 T3 PL 2718294T3 PL 12727996 T PL12727996 T PL 12727996T PL 12727996 T PL12727996 T PL 12727996T PL 2718294 T3 PL2718294 T3 PL 2718294T3
- Authority
- PL
- Poland
- Prior art keywords
- reductive amination
- hydrogen transfer
- catalytic hydrogen
- morphinans
- keto
- Prior art date
Links
- XUSCOHKHRDQKCI-ARFHVFGLSA-N (1S,9R,10R)-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6-trien-13-one Chemical class C1C(=O)CC[C@H]2[C@]3([H])NCC[C@@]21C1=CC=CC=C1C3 XUSCOHKHRDQKCI-ARFHVFGLSA-N 0.000 title 1
- 230000003197 catalytic effect Effects 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 title 1
- 239000001257 hydrogen Substances 0.000 title 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 title 1
- 238000006268 reductive amination reaction Methods 0.000 title 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:
- C07D489/02—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 oxygen atoms attached in positions 3 and 6, e.g. morphine, morphinone
- C07D489/04—Salts; Organic complexes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/22—Bridged ring systems
- C07D221/28—Morphinans
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/08—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (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)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Pain & Pain Management (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161494965P | 2011-06-09 | 2011-06-09 | |
| PCT/US2012/041458 WO2012170759A1 (en) | 2011-06-09 | 2012-06-08 | Reductive amination of 6-keto morphinans by catalytic hydrogen transfer |
| EP12727996.6A EP2718294B1 (en) | 2011-06-09 | 2012-06-08 | Reductive amination of 6-keto morphinans by catalytic hydrogen transfer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL2718294T3 true PL2718294T3 (pl) | 2019-04-30 |
Family
ID=46317526
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL12727996T PL2718294T3 (pl) | 2011-06-09 | 2012-06-08 | Redukcyjne aminowanie 6-keto morfinanów przez katalityczne przeniesienie wodoru |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US9296699B2 (pl) |
| EP (1) | EP2718294B1 (pl) |
| JP (1) | JP2014516085A (pl) |
| KR (1) | KR20140036215A (pl) |
| CN (1) | CN103717601A (pl) |
| AU (1) | AU2012267780B2 (pl) |
| BR (1) | BR112013031420A2 (pl) |
| ES (1) | ES2698408T3 (pl) |
| MX (1) | MX2013013634A (pl) |
| PL (1) | PL2718294T3 (pl) |
| RU (1) | RU2013157298A (pl) |
| WO (1) | WO2012170759A1 (pl) |
| ZA (1) | ZA201308473B (pl) |
Family Cites Families (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2578787A (en) | 1949-04-09 | 1951-12-18 | Rohm & Haas | Reduction of enamines |
| DE922827C (de) | 1951-02-08 | 1955-01-27 | Knoll Ag | Verfahren zur Herstellung von quartaeren Ammoniumsalzen, die 2 Tetrahydroisochinolinreste enthalten |
| US2772270A (en) | 1954-10-21 | 1956-11-27 | M J Lewenstein | 14-hydroxymorphinone and 8, 14-dihydroxydihydromorphinone |
| US3717643A (en) | 1967-05-04 | 1973-02-20 | Sterling Drug Inc | N-substituted-norapomorphines |
| US4089855A (en) | 1976-04-23 | 1978-05-16 | Cornell Research Foundation, Inc. | Process for the stereoselective reduction of 6- and 8-keto morphine and morphinan derivatives with formamidinesulfinic acid and compounds obtained thereby |
| EP0034480A3 (en) | 1980-02-14 | 1982-01-13 | Grigg, Ronald Ernest | Alkylation of amines |
| US4521601A (en) | 1981-05-20 | 1985-06-04 | The United States Of America As Represented By The Department Of Health & Human Services | Practical total synthesis unnatural enantiomers of opium-derived morphinans |
| US4795813A (en) | 1981-08-17 | 1989-01-03 | The Florida Board Of Regents On Behalf Of The Florida State University | Synthesis of derivatives of codeine and other 3-O-alkylmorphines |
| US4443605A (en) | 1982-07-30 | 1984-04-17 | Miles Laboratories, Inc. | 7β-Arylalkyl-6α, 7 α-oxymethylene-3-methoxy or 3-hydroxy-4, 5α-epoxy-17 methyl or 17-cycloalkyl-methyl morphinans |
| US4775759A (en) | 1984-11-27 | 1988-10-04 | The United States Of America As Represented By The Department Of Health And Human Services | Synthesis and utilization of 17-methyl and 17-cyclopropylmethyl-3,14-dihydroxy-4,5α-epoxy 6β-fluoromorphinans (foxy and cyclofoxy) as (18F)-labeled opioid ligands for position emission transaxial tomography (PETT) |
| US4673679A (en) | 1986-05-14 | 1987-06-16 | E. I. Du Pont De Nemours And Company | Use of prodrugs of 3-hydroxymorphinans to prevent bitter taste upon buccal, nasal or sublingual administration |
| US5668285A (en) | 1986-10-31 | 1997-09-16 | The United States Of America As Represented By The Department Of Health And Human Services | Total synthesis of northebaine, normophine, noroxymorphone enantiomers and derivatives via N-Nor intermediates |
| US4912114A (en) | 1988-03-18 | 1990-03-27 | Sandoz Ltd. | Morphinan derivatives |
| US4991391A (en) | 1989-01-27 | 1991-02-12 | Westinghouse Electric Corp. | System for cooling in a gas turbine |
| US5208338A (en) | 1991-06-14 | 1993-05-04 | The United States Of America As Represented By The Department Of Health & Human Services. | Radiolabeled N-substituted-6-iodo-3,14-dihydroxy-4,5α-epoxymorphinans |
| DE4132159A1 (de) | 1991-09-27 | 1993-04-01 | Boehringer Ingelheim Kg | 14-hydroxy-n-(2-methoxyethyl)-7,8-dihydromorphin und -norisomorphin, verfahren zu deren herstellung und deren verwendung als arzneimittel |
| NZ246687A (en) | 1992-01-23 | 1996-12-20 | Toray Industries | Morphinan derivative and pharmaceutical compositions thereof |
| ES2146654T3 (es) * | 1993-07-23 | 2000-08-16 | Toray Industries | Derivado de morfinano y uso medico. |
| NZ287243A (en) | 1994-05-31 | 1997-12-19 | Mallinckrodt Chemical Inc | Process for production of nalbuphine form alpha-noroxymorphol |
| CN1045442C (zh) | 1994-07-20 | 1999-10-06 | 中国科学院上海药物研究所 | 左、右旋氯斯库利啉及它的制备方法和用途 |
| WO1997020789A1 (en) | 1995-12-06 | 1997-06-12 | Japan Science And Technology Corporation | Process for preparating optically active compounds |
| DE19548399A1 (de) | 1995-12-22 | 1997-06-26 | Basf Ag | Rutheniumkomplexe mit einem chiralen, zweizähnigen Phosphinoxazolin-Liganden zur enantioselektiven Transferhydrierung von prochiralen Ketonen |
| GB9616253D0 (en) | 1996-08-01 | 1996-09-11 | Johnson Matthey Plc | Preparation of narcotic analgesics |
| PT102006B (pt) | 1997-05-19 | 2000-06-30 | Hovione Sociedade Quimica S A | Novo processo de preparacao de azitromicina |
| GB9821067D0 (en) | 1998-09-29 | 1998-11-18 | Zeneca Ltd | Transfer hydrogenation process |
| DE10138140A1 (de) | 2001-08-09 | 2003-02-20 | Degussa | Verfahren zur Herstellung von Aminen durch reduktive Aminierung von Carbonylverbindungen unter Transfer-Hydrierungsbedingungen |
| DE10161963A1 (de) | 2001-12-17 | 2003-07-03 | Johannes Schuetz | 6-Aminomorphinanderivate, Herstellungsverfahren dafür und deren Verwendung |
| CA2520030A1 (en) | 2003-03-26 | 2004-10-07 | Pharmacia & Upjohn Company Llc | Process to produce enantiomerically enriched alcohols and amines |
| US20060182692A1 (en) | 2003-12-16 | 2006-08-17 | Fishburn C S | Chemically modified small molecules |
| SK286047B6 (sk) | 2004-04-13 | 2008-01-07 | Zentiva, A. S. | Spôsob prípravy derivátov 4,5alfa-epoxy-6-oxomorfínanu |
| US6887999B1 (en) | 2004-05-21 | 2005-05-03 | Acura Pharmaceuticals, Inc. | Preparation of dihydrocodeine from codeine |
| CA2574362A1 (en) | 2004-07-23 | 2006-01-26 | Pliva-Istrazivanje I Razvoj D.O.O. | Process |
| GB0421687D0 (en) | 2004-09-30 | 2004-11-03 | Johnson Matthey Plc | Preparation of opiate analgesics |
| CA2587074C (en) | 2004-11-05 | 2012-09-04 | Rensselaer Polytechnic Institute | 4-hydroxybenzomorphans |
| EP1762569A1 (en) | 2005-09-12 | 2007-03-14 | Alcasynn Pharmaceuticals Gmbh | Novel 6-amino-morphinan derivatives, method of manufacturing them and their application as analgesics |
| US20100022774A1 (en) | 2006-05-25 | 2010-01-28 | Ole Heine Kvernenes | Process useful in the preparation of morphinan antagonists |
| WO2008137672A1 (en) | 2007-05-04 | 2008-11-13 | Mallinckrodt Inc. | Improved process for the preparation of 6-alpha-hydroxy-n-alkylated opiates |
| WO2009012005A1 (en) | 2007-07-17 | 2009-01-22 | Mallinckrodt Inc. | Preparation of n-alkylated opiates by reductive amination |
| CN101265266B (zh) * | 2008-04-23 | 2011-12-14 | 南京大学 | 青藤碱衍生物及其制备方法和应用 |
| AU2009300392B2 (en) | 2008-09-30 | 2014-10-23 | SpecGx LLC | Processes for the selective amination of ketomorphinans |
| US8563724B2 (en) | 2009-02-23 | 2013-10-22 | Mallinckrodt Llc | (+)-6-hydroxy-morphinan or (+)-6-amino-morphinan derivatives |
| US8471023B2 (en) | 2009-06-11 | 2013-06-25 | Mallinckrodt Llc | Reductive amination of 6-keto normorphinans by catalytic hydrogen transfer |
| CN102803267A (zh) * | 2009-06-11 | 2012-11-28 | 马林克罗特有限公司 | 通过催化氢转移的6-α-氨基N-取代的吗啡喃的制备 |
-
2012
- 2012-06-08 PL PL12727996T patent/PL2718294T3/pl unknown
- 2012-06-08 US US13/491,676 patent/US9296699B2/en active Active
- 2012-06-08 ES ES12727996T patent/ES2698408T3/es active Active
- 2012-06-08 KR KR1020137032225A patent/KR20140036215A/ko not_active Withdrawn
- 2012-06-08 RU RU2013157298/04A patent/RU2013157298A/ru not_active Application Discontinuation
- 2012-06-08 EP EP12727996.6A patent/EP2718294B1/en active Active
- 2012-06-08 CN CN201280038994.5A patent/CN103717601A/zh active Pending
- 2012-06-08 BR BR112013031420A patent/BR112013031420A2/pt not_active IP Right Cessation
- 2012-06-08 JP JP2014514864A patent/JP2014516085A/ja not_active Withdrawn
- 2012-06-08 AU AU2012267780A patent/AU2012267780B2/en active Active
- 2012-06-08 MX MX2013013634A patent/MX2013013634A/es unknown
- 2012-06-08 WO PCT/US2012/041458 patent/WO2012170759A1/en not_active Ceased
-
2013
- 2013-11-11 ZA ZA2013/08473A patent/ZA201308473B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RU2013157298A (ru) | 2015-07-20 |
| EP2718294B1 (en) | 2018-09-05 |
| AU2012267780A1 (en) | 2014-01-09 |
| US20120316343A1 (en) | 2012-12-13 |
| EP2718294A1 (en) | 2014-04-16 |
| JP2014516085A (ja) | 2014-07-07 |
| ES2698408T3 (es) | 2019-02-04 |
| WO2012170759A1 (en) | 2012-12-13 |
| CN103717601A (zh) | 2014-04-09 |
| BR112013031420A2 (pt) | 2016-08-16 |
| AU2012267780B2 (en) | 2016-09-08 |
| ZA201308473B (en) | 2014-08-27 |
| KR20140036215A (ko) | 2014-03-25 |
| MX2013013634A (es) | 2013-12-12 |
| US9296699B2 (en) | 2016-03-29 |
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