DK0496830T3 - Total syntese af northebain, normorphin, noroxymorphonenantiomerer og derivater via N-nor-mellemprodukter - Google Patents
Total syntese af northebain, normorphin, noroxymorphonenantiomerer og derivater via N-nor-mellemprodukterInfo
- Publication number
- DK0496830T3 DK0496830T3 DK90917159T DK90917159T DK0496830T3 DK 0496830 T3 DK0496830 T3 DK 0496830T3 DK 90917159 T DK90917159 T DK 90917159T DK 90917159 T DK90917159 T DK 90917159T DK 0496830 T3 DK0496830 T3 DK 0496830T3
- Authority
- DK
- Denmark
- Prior art keywords
- ether
- intermediates
- northebain
- noroxymorphone
- normorphine
- Prior art date
Links
- 239000000543 intermediate Substances 0.000 title abstract 3
- ONBWJWYUHXVEJS-ZTYRTETDSA-N Normorphine Chemical compound C([C@@H](NCC1)[C@@H]2C=C[C@@H]3O)C4=CC=C(O)C5=C4[C@@]21[C@H]3O5 ONBWJWYUHXVEJS-ZTYRTETDSA-N 0.000 title 1
- HLMSIZPQBSYUNL-IPOQPSJVSA-N Noroxymorphone Chemical class O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(O)C2=C5[C@@]13CCN4 HLMSIZPQBSYUNL-IPOQPSJVSA-N 0.000 title 1
- 229950006134 normorphine Drugs 0.000 title 1
- QKQQEIVDLRUZRP-UHFFFAOYSA-N northebaine Natural products COC1=CC=C2C(NCC3)CC4=CC=C(OC)C5=C4C23C1O5 QKQQEIVDLRUZRP-UHFFFAOYSA-N 0.000 title 1
- 238000006257 total synthesis reaction Methods 0.000 title 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 6
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 1
- 239000000556 agonist Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000009795 derivation Methods 0.000 abstract 1
- 229940098779 methanesulfonic acid Drugs 0.000 abstract 1
- VBTQNRFWXBXZQR-UHFFFAOYSA-N n-bromoacetamide Chemical compound CC(=O)NBr VBTQNRFWXBXZQR-UHFFFAOYSA-N 0.000 abstract 1
- 239000004081 narcotic agent Substances 0.000 abstract 1
- 229940127240 opiate Drugs 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 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:
- C07D489/02—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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42190089A | 1989-10-16 | 1989-10-16 | |
| PCT/US1990/005911 WO1991005768A1 (fr) | 1989-10-16 | 1990-10-16 | Synthese totale d'enantiomeres et de derives de northebaine, normorphine, neuroxymorphone par des intermediaires n-nor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK0496830T3 true DK0496830T3 (da) | 1999-10-11 |
Family
ID=23672545
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK90917159T DK0496830T3 (da) | 1989-10-16 | 1990-10-16 | Total syntese af northebain, normorphin, noroxymorphonenantiomerer og derivater via N-nor-mellemprodukter |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0496830B1 (fr) |
| JP (1) | JP2694156B2 (fr) |
| AT (1) | ATE178329T1 (fr) |
| AU (1) | AU642447B2 (fr) |
| CA (1) | CA2067200C (fr) |
| DE (1) | DE69033035T2 (fr) |
| DK (1) | DK0496830T3 (fr) |
| ES (1) | ES2129395T3 (fr) |
| GR (1) | GR3030101T3 (fr) |
| WO (1) | WO1991005768A1 (fr) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006084389A1 (fr) * | 2005-02-11 | 2006-08-17 | Cilag Ltd. | Procede pour epurer des composes de noroxymorphone |
| ES2357216T3 (es) * | 2005-06-16 | 2011-04-20 | Mallinckrodt, Inc. | Una ruta de síntesis de 14-hidroxil-opiáceos a través de 1-halo-tebaína o análogos. |
| US20100210675A1 (en) * | 2007-04-27 | 2010-08-19 | Cilag Ag | Solvent-free crystalline form of naltrexone |
| WO2009067275A1 (fr) * | 2007-11-21 | 2009-05-28 | Progenics Pharmaceuticals, Inc | N-oxydes d'analogues 4,5-époxy-morphinanium |
| NZ586187A (en) * | 2007-12-17 | 2013-07-26 | Mallinckrodt Llc | Processes for the synthesis of sinomenine derivatives and their intermediate |
| NZ586203A (en) * | 2007-12-17 | 2012-10-26 | Mallinckrodt Llc | Process and compounds for the production of (+) opiates |
| DK2635586T3 (en) * | 2010-11-05 | 2017-03-27 | H Lundbeck As | PROCEDURE FOR THE PREPARATION OF NALTREXON |
| US8580963B2 (en) | 2010-11-05 | 2013-11-12 | H. Lundbeck A/S | Method for the manufacturing of naltrexone |
| JO3209B1 (ar) * | 2010-11-05 | 2018-03-08 | H Lundbeck As | طريقة لتصنيع نالتريكسون |
| KR20140047609A (ko) | 2011-05-06 | 2014-04-22 | 브럭 유니버시티 | 금속 촉매된 n-탈메틸화/기능화 및 분자내 기 전이를 통한 모르핀 아날로그의 제조 방법 |
| WO2013164383A1 (fr) | 2012-05-03 | 2013-11-07 | H. Lundbeck A/S | Procédé de préparation de naltrexone |
| TWI513697B (zh) * | 2012-12-14 | 2015-12-21 | Purdue Pharma Lp | 吡啶酮並嗎啡喃類似物及其對類鴉片受體之生物活性 |
| WO2015097546A1 (fr) | 2013-12-26 | 2015-07-02 | Purdue Pharma L.P. | Composés à base de propellane et utilisation de ces derniers en qualité de modulateurs de récepteurs d'opioïdes |
| MA40170A (fr) * | 2014-06-13 | 2017-04-19 | Purdue Pharma Lp | Dérivés hétérocycliques de morphinan et leur utilisation |
| EP4225312A1 (fr) | 2020-10-06 | 2023-08-16 | Scilex Holding Company | Formulation orale à libération rapide retardée de naltrexone ou de naloxone à faible dose utilisée pour traiter la fibromyalgie et le covid long |
| CN120703275B (zh) * | 2025-08-27 | 2025-11-25 | 上海万巷制药有限公司 | 一种罂粟油中可待因、吗啡、罂粟碱、那可丁和蒂巴因含量的测定方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA913077A (en) * | 1972-10-24 | J. Pachter Irwin | Process of preparing n-substituted 14-hydroxydihydronormorphines | |
| BE638369A (fr) * | 1962-10-10 | |||
| FR2208902A1 (en) * | 1972-06-15 | 1974-06-28 | Merck & Co Inc | 14-Hydroxy dihydronormorphinone prepn. - from 1-halo-nor codeinone, by oxidn., catalytic redn. and hydrolysis |
| US4141897A (en) * | 1976-12-20 | 1979-02-27 | Research Corporation | N-dealkylation of N-alkyl-14-hydroxymorphinans and derivatives thereof |
| NO793297L (no) * | 1978-10-19 | 1980-04-22 | Mallinckrodt Inc | Fremgangsmaate til fremstilling av oksymorfon |
| NO802139L (no) * | 1979-08-09 | 1981-02-10 | Mallinckrodt Inc | Utgangsforbindelser for fremstilling av morfinderivater, samt fremgangsmaate til fremstilling av utgangsforbindelsene |
| US4368326A (en) * | 1980-07-03 | 1983-01-11 | Rice Kenner C | Short total synthesis of dihydrothebainone, dihydrocodeinone, and nordihydroccodeinone |
| 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 |
| US4472253A (en) | 1981-08-17 | 1984-09-18 | The Florida Board Of Regents On Behalf Of The Florida State University | Process for the preparation of an N-substituted 3-O-alkyl-14-hydroxynormorphinone derivative |
| US4613668A (en) * | 1983-12-22 | 1986-09-23 | The United States Of America As Represented By The Department Of Health And Human Services | Short total synthesis or morphinan compounds which uses cyclization of a cycloalkylcarbonyl compound selected from cyclopropylcarbonyl and cyclobutylcarbonyl |
| US4639520A (en) * | 1984-03-27 | 1987-01-27 | Mallinckrodt, Inc. | Preparation of 14-hydroxy-N-ethoxy-carbonyl-norcodeinone |
| JPS62123444A (ja) * | 1985-08-07 | 1987-06-04 | Japan Synthetic Rubber Co Ltd | ポジ型感放射線性樹脂組成物 |
| JPH0721626B2 (ja) * | 1985-08-10 | 1995-03-08 | 日本合成ゴム株式会社 | 半導体微細加工用レジスト組成物 |
-
1990
- 1990-10-16 AU AU67426/90A patent/AU642447B2/en not_active Ceased
- 1990-10-16 ES ES90917159T patent/ES2129395T3/es not_active Expired - Lifetime
- 1990-10-16 DK DK90917159T patent/DK0496830T3/da active
- 1990-10-16 AT AT90917159T patent/ATE178329T1/de not_active IP Right Cessation
- 1990-10-16 EP EP90917159A patent/EP0496830B1/fr not_active Expired - Lifetime
- 1990-10-16 CA CA002067200A patent/CA2067200C/fr not_active Expired - Lifetime
- 1990-10-16 DE DE69033035T patent/DE69033035T2/de not_active Expired - Fee Related
- 1990-10-16 JP JP3500396A patent/JP2694156B2/ja not_active Expired - Fee Related
- 1990-10-16 WO PCT/US1990/005911 patent/WO1991005768A1/fr not_active Ceased
-
1999
- 1999-04-30 GR GR990401183T patent/GR3030101T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE69033035T2 (de) | 1999-08-05 |
| CA2067200C (fr) | 1998-06-30 |
| EP0496830A4 (en) | 1992-09-30 |
| EP0496830B1 (fr) | 1999-03-31 |
| DE69033035D1 (de) | 1999-05-06 |
| AU642447B2 (en) | 1993-10-21 |
| JPH04504861A (ja) | 1992-08-27 |
| ATE178329T1 (de) | 1999-04-15 |
| GR3030101T3 (en) | 1999-07-30 |
| AU6742690A (en) | 1991-05-16 |
| CA2067200A1 (fr) | 1991-04-17 |
| JP2694156B2 (ja) | 1997-12-24 |
| EP0496830A1 (fr) | 1992-08-05 |
| WO1991005768A1 (fr) | 1991-05-02 |
| ES2129395T3 (es) | 1999-06-16 |
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