ECSP044984A - Oxidación del c-14 de derivados de la morfina - Google Patents
Oxidación del c-14 de derivados de la morfinaInfo
- Publication number
- ECSP044984A ECSP044984A EC2004004984A ECSP044984A ECSP044984A EC SP044984 A ECSP044984 A EC SP044984A EC 2004004984 A EC2004004984 A EC 2004004984A EC SP044984 A ECSP044984 A EC SP044984A EC SP044984 A ECSP044984 A EC SP044984A
- Authority
- EC
- Ecuador
- Prior art keywords
- benzyl
- morphine
- oxidation
- derivatives
- oxidant
- Prior art date
Links
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical class O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 title 1
- 230000003647 oxidation Effects 0.000 title 1
- 238000007254 oxidation reaction Methods 0.000 title 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 4
- 238000000034 method Methods 0.000 abstract 2
- 239000007800 oxidant agent Substances 0.000 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 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 abstract 1
- 235000017168 chlorine Nutrition 0.000 abstract 1
- 125000001309 chloro group Chemical class Cl* 0.000 abstract 1
- XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 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
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
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)
- Pain & Pain Management (AREA)
- Pharmacology & Pharmacy (AREA)
- Rheumatology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
Abstract
La presente invención se refiere a un proceso para la preparación de un derivado de 14 hidroxinormorfinona de la fórmula IV, que comprende la reacción del compuesto de la fórmula III con un oxidante de cobalto (II) en presencia de una base suave y aire u oxígenocomo co-oxidante; en donde R1 es (1C-7C)alquilo, sustituido opcionalmente por una o más clorinas, por butenilo, vinilo, bencilo, fenilo o naftilo; y R2 es bencilo o bencilo sustituido por uno o más sustituyentes del grupo (1C-6C)alcoxi o bencilo sustituido por uno o más halógenos. El proceso es muy adecuado para la producción de noroximorfona.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01203187 | 2001-08-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ECSP044984A true ECSP044984A (es) | 2004-04-28 |
Family
ID=8180821
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EC2004004984A ECSP044984A (es) | 2001-08-23 | 2004-02-19 | Oxidación del c-14 de derivados de la morfina |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US7435817B2 (es) |
| EP (1) | EP1421085B1 (es) |
| JP (1) | JP4559730B2 (es) |
| KR (1) | KR100901402B1 (es) |
| CN (1) | CN1271072C (es) |
| AR (1) | AR035289A1 (es) |
| AT (1) | ATE466016T1 (es) |
| AU (1) | AU2002331163B2 (es) |
| BR (1) | BRPI0211899B8 (es) |
| CA (1) | CA2457671C (es) |
| DE (1) | DE60236171D1 (es) |
| EC (1) | ECSP044984A (es) |
| ES (1) | ES2345327T3 (es) |
| HR (1) | HRP20040161A2 (es) |
| HU (1) | HUP0401600A3 (es) |
| IL (1) | IL160193A0 (es) |
| IS (1) | IS7153A (es) |
| MX (1) | MXPA04001647A (es) |
| NO (1) | NO328655B1 (es) |
| NZ (1) | NZ531152A (es) |
| PE (1) | PE20030460A1 (es) |
| PL (1) | PL368732A1 (es) |
| RU (1) | RU2297419C2 (es) |
| WO (1) | WO2003018588A2 (es) |
| ZA (1) | ZA200401016B (es) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006126529A1 (ja) * | 2005-05-25 | 2006-11-30 | Shionogi & Co., Ltd. | 6,7-不飽和-7-カルバモイル置換モルヒナン誘導体 |
| EP1893616B1 (en) | 2005-06-16 | 2010-12-29 | Mallinckrodt, Inc. | A synthetic route to 14-hydroxyl opiates through 1-halo-thebaine or analogs |
| US8217175B2 (en) * | 2007-03-23 | 2012-07-10 | Mallinckrodt Llc | Preparation of oxymorphone from oripavine |
| CN101033228B (zh) * | 2007-04-04 | 2010-05-19 | 复旦大学 | 14-羟基-7,8-二氢降吗啡酮的制备方法 |
| ES2423180T3 (es) | 2007-04-16 | 2013-09-18 | Mallinckrodt Llc | Nueva reducción de opiáceos mediante reacción de transferencia de hidrógeno catalítica |
| AU2008338970B2 (en) * | 2007-12-17 | 2013-08-22 | SpecGx LLC | Sinomenine derivatives and processes for their synthesis |
| JP5688974B2 (ja) * | 2007-12-17 | 2015-03-25 | マリンクロッド エルエルシー | (+)−オピエートの生成のためのプロセスおよび化合物 |
| EP2222677A1 (en) | 2007-12-17 | 2010-09-01 | Mallinckrodt Inc. | N-demethylation of n-methyl morphinans |
| AU2011252039B2 (en) | 2010-05-10 | 2014-06-12 | Euro-Celtique S.A. | Pharmaceutical compositions comprising hydromorphone and naloxone |
| EP2568965A1 (en) | 2010-05-10 | 2013-03-20 | Euro-Celtique S.A. | Combination of active loaded granules with additional actives |
| BR112012028788A2 (pt) | 2010-05-10 | 2016-07-19 | Euro Celtique Sa | fabricação de grânulos sem ativos |
| TWI471289B (zh) | 2010-06-11 | 2015-02-01 | Rhodes Technologies | 使三級胺進行n-脫烷反應之方法 |
| JP5736040B2 (ja) | 2010-06-11 | 2015-06-17 | ローズ テクノロジーズ | N−アリル化合物の調製のための遷移金属触媒プロセスおよびその使用 |
| RU2014112493A (ru) | 2011-09-08 | 2015-10-20 | МАЛЛИНКРОДТ Эл-Эл-Си | Получения алкалоидов без выделения промежуточных продуктов |
| BR112016002079A2 (pt) * | 2013-08-02 | 2017-09-05 | Johnson Matthey Plc | Processo para preparação de um aditivo ácido de oximorfona, solução aquosa de aditivo ácido de oximorfona, aditivo ácido de oximorfona sólido, e, alcaloide de oximorfona sólido |
| KR20160060768A (ko) | 2013-11-13 | 2016-05-30 | 유로-셀티큐 에스.에이. | 통증 및 오피오이드 장 기능장애 증후군의 치료를 위한 히드로모르폰 및 날록손 |
| CN114621238B (zh) * | 2020-12-10 | 2026-02-03 | 鲁南制药集团股份有限公司 | 一种制备纳呋拉啡的方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5112975A (en) * | 1984-03-27 | 1992-05-12 | Mallinckrodt Specialty Chemicals Company | Preparation of noroxymorphone from morphine |
| EP0158476B1 (en) | 1984-03-27 | 1991-01-23 | Mallinckrodt, Inc. (a Delaware corporation) | Preparation of noroxymorphone from morphine |
| US4668685A (en) * | 1984-07-05 | 1987-05-26 | E.I. Du Pont De Nemours And Company | Substituted benzoate ester prodrug derivatives of 3-hydroxymorphinans, which are analgesics or narcotic antagonists |
| US5869669A (en) * | 1996-07-26 | 1999-02-09 | Penick Corporation | Preparation of 14-hydroxynormorphinones from normorphinone dienol acylates |
| AU4823900A (en) * | 1999-05-05 | 2000-11-17 | Government Of The United States Of America, As Represented By The Secretary Of The Department Of Health And Human Services, The | Direct c-14 oxidation of opioids |
-
2002
- 2002-08-15 MX MXPA04001647A patent/MXPA04001647A/es active IP Right Grant
- 2002-08-15 ES ES02767405T patent/ES2345327T3/es not_active Expired - Lifetime
- 2002-08-15 CN CNB028163524A patent/CN1271072C/zh not_active Expired - Lifetime
- 2002-08-15 BR BRPI0211899A patent/BRPI0211899B8/pt not_active IP Right Cessation
- 2002-08-15 JP JP2003523248A patent/JP4559730B2/ja not_active Expired - Lifetime
- 2002-08-15 EP EP02767405A patent/EP1421085B1/en not_active Expired - Lifetime
- 2002-08-15 RU RU2004108210/04A patent/RU2297419C2/ru active
- 2002-08-15 DE DE60236171T patent/DE60236171D1/de not_active Expired - Lifetime
- 2002-08-15 WO PCT/EP2002/009280 patent/WO2003018588A2/en not_active Ceased
- 2002-08-15 CA CA2457671A patent/CA2457671C/en not_active Expired - Lifetime
- 2002-08-15 HR HR20040161A patent/HRP20040161A2/xx not_active Application Discontinuation
- 2002-08-15 IL IL16019302A patent/IL160193A0/xx unknown
- 2002-08-15 PL PL02368732A patent/PL368732A1/xx not_active Application Discontinuation
- 2002-08-15 US US10/487,884 patent/US7435817B2/en not_active Expired - Lifetime
- 2002-08-15 NZ NZ531152A patent/NZ531152A/en not_active IP Right Cessation
- 2002-08-15 KR KR1020047002513A patent/KR100901402B1/ko not_active Expired - Fee Related
- 2002-08-15 AU AU2002331163A patent/AU2002331163B2/en not_active Expired
- 2002-08-15 HU HU0401600A patent/HUP0401600A3/hu unknown
- 2002-08-15 AT AT02767405T patent/ATE466016T1/de active
- 2002-08-21 PE PE2002000800A patent/PE20030460A1/es not_active Application Discontinuation
- 2002-08-21 AR ARP020103130A patent/AR035289A1/es active IP Right Grant
-
2004
- 2004-02-06 ZA ZA200401016A patent/ZA200401016B/en unknown
- 2004-02-13 IS IS7153A patent/IS7153A/is unknown
- 2004-02-19 NO NO20040724A patent/NO328655B1/no not_active IP Right Cessation
- 2004-02-19 EC EC2004004984A patent/ECSP044984A/es unknown
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