ES2129395T3 - Sintesis total de enantiomeros de nortebaina, normorfina, noroximorfona y sus derivados a traves de productos intermedios n-nor. - Google Patents

Sintesis total de enantiomeros de nortebaina, normorfina, noroximorfona y sus derivados a traves de productos intermedios n-nor.

Info

Publication number
ES2129395T3
ES2129395T3 ES90917159T ES90917159T ES2129395T3 ES 2129395 T3 ES2129395 T3 ES 2129395T3 ES 90917159 T ES90917159 T ES 90917159T ES 90917159 T ES90917159 T ES 90917159T ES 2129395 T3 ES2129395 T3 ES 2129395T3
Authority
ES
Spain
Prior art keywords
derivatives
eter
nortebaine
noroxymorphone
normorphine
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.)
Expired - Lifetime
Application number
ES90917159T
Other languages
English (en)
Inventor
Kenner Cralle Rice
Amy Hauck Newman
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
United States Department of Commerce
US Department of Health and Human Services
Original Assignee
United States Department of Commerce
US Department of Health and Human Services
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by United States Department of Commerce, US Department of Health and Human Services filed Critical United States Department of Commerce
Application granted granted Critical
Publication of ES2129395T3 publication Critical patent/ES2129395T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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)

Abstract

SE PRODUCEN FAMILIAS DE AGOHISTAS-ANTAGONISTAS Y NARCOTICOS DE OPIO DESDE NORHIDROCODEINONA. EN UNA REALIZACION PREFERENTE, LA NORHIDROCODEINONA SE REFLUYE CON DIMETILCETAL SULFOSALICICLICO Y DERIVADOS DELTA-6-ENOL ETER Y DESPUES SE CONVIERTE ENTERAMENTE EN EL ETER MEDIANTE LA ADICION DE TETRAHIDROFURANO SECO SIMULTANEAMENTE CON LA EXTRACCION DEL ETER ASI PRODUCIDO. DESPUES SE SOMETE A REACCION EL ETER CON ACIDO METANOSULFONICO Y N-BROMOACETAMIDO PARA FORMAR LA SAL HIDROBROMIDA DEL DERIVADO 7-BROMODIMETILCETAL. PARA ESTE DERIVADO, SE PUEDEN DERIVAR UNA VARIEDAD DE PRODUCTOS, INCLUYENDO ADEMAS EL HUEVO INTERMEDIARIO 14 HIDROXINORCODENONA. ESTA INVENCION PERMITE LA DERIVACION UTILIZANDO UN MATERIAL DE COMIENZO, DISTINTO DE LOS MATERIALES DE COMIENZO DE PROCESOS ANTERIORES, Y SE PUEDE ENCONTRAR EN FORMA NATURAL (-) O SINTETICA (+). DE ESTA MANERA, EL METODO DE ESTA INVENCION PROPORCIONA LA UNICA RUTA CONOCIDA PARA LA SINTESIS DE FORMAS (+) DE VARIOS DERIVADOS E INTERMEDIARIOS, TALES COMO (+)-7-BROMO-DIMETILCETAL NORDIHIDROCODEINONA.
ES90917159T 1989-10-16 1990-10-16 Sintesis total de enantiomeros de nortebaina, normorfina, noroximorfona y sus derivados a traves de productos intermedios n-nor. Expired - Lifetime ES2129395T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US42190089A 1989-10-16 1989-10-16

Publications (1)

Publication Number Publication Date
ES2129395T3 true ES2129395T3 (es) 1999-06-16

Family

ID=23672545

Family Applications (1)

Application Number Title Priority Date Filing Date
ES90917159T Expired - Lifetime ES2129395T3 (es) 1989-10-16 1990-10-16 Sintesis total de enantiomeros de nortebaina, normorfina, noroximorfona y sus derivados a traves de productos intermedios n-nor.

Country Status (10)

Country Link
EP (1) EP0496830B1 (es)
JP (1) JP2694156B2 (es)
AT (1) ATE178329T1 (es)
AU (1) AU642447B2 (es)
CA (1) CA2067200C (es)
DE (1) DE69033035T2 (es)
DK (1) DK0496830T3 (es)
ES (1) ES2129395T3 (es)
GR (1) GR3030101T3 (es)
WO (1) WO1991005768A1 (es)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006084389A1 (de) * 2005-02-11 2006-08-17 Cilag Ltd. Verfahren zur reinigung von noroxymorphon-verbindungen
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 (en) * 2007-11-21 2009-05-28 Progenics Pharmaceuticals, Inc N-oxides of 4,5-epoxy-morphinanium analogs
AU2008338970B2 (en) * 2007-12-17 2013-08-22 SpecGx LLC Sinomenine derivatives and processes for their synthesis
AU2008338969B2 (en) * 2007-12-17 2013-08-01 SpecGx LLC Process and compounds for the production of (+) opiates
JO3209B1 (ar) * 2010-11-05 2018-03-08 H Lundbeck As طريقة لتصنيع نالتريكسون
RS55777B1 (sr) 2010-11-05 2017-07-31 H Lundbeck As Postupak za proizvodnju naltreksona
US8580963B2 (en) 2010-11-05 2013-11-12 H. Lundbeck A/S Method for the manufacturing of naltrexone
AU2012253188B2 (en) * 2011-05-06 2016-12-22 Brock University Process for the preparation of morphine analogs via metal catalyzed N-demethylation/functionalization and intramolecular group transfer
US20140155608A1 (en) 2012-05-03 2014-06-05 H. Lundbeck A/S Method for the manufacturing of naltrexone
ES2631197T3 (es) 2012-12-14 2017-08-29 Purdue Pharma Lp Análogos de piridonamorfinano y actividad biológica sobre los receptores opiodes
US9340542B2 (en) 2013-12-26 2016-05-17 Purdue Pharma L.P. Propellane-based compounds and the use thereof
WO2015192039A1 (en) * 2014-06-13 2015-12-17 Purdue Pharma L.P. Heterocyclic morphinan derivatives and use thereof
WO2022076470A1 (en) 2020-10-06 2022-04-14 Sorrento Therapeutics, Inc. Oral delayed burst formulation of low-dose naltrexone or naloxone used for|treating fibromyalgia and long covid
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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA913077A (en) * 1972-10-24 J. Pachter Irwin Process of preparing n-substituted 14-hydroxydihydronormorphines
BE638369A (es) * 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

Also Published As

Publication number Publication date
EP0496830A4 (en) 1992-09-30
EP0496830A1 (en) 1992-08-05
DE69033035T2 (de) 1999-08-05
EP0496830B1 (en) 1999-03-31
CA2067200A1 (en) 1991-04-17
CA2067200C (en) 1998-06-30
DK0496830T3 (da) 1999-10-11
AU642447B2 (en) 1993-10-21
JP2694156B2 (ja) 1997-12-24
WO1991005768A1 (en) 1991-05-02
DE69033035D1 (de) 1999-05-06
JPH04504861A (ja) 1992-08-27
ATE178329T1 (de) 1999-04-15
AU6742690A (en) 1991-05-16
GR3030101T3 (en) 1999-07-30

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