MX2010000073A - Metodos para n-desmetilacion de la morfina y tropano alcaloides. - Google Patents
Metodos para n-desmetilacion de la morfina y tropano alcaloides.Info
- Publication number
- MX2010000073A MX2010000073A MX2010000073A MX2010000073A MX2010000073A MX 2010000073 A MX2010000073 A MX 2010000073A MX 2010000073 A MX2010000073 A MX 2010000073A MX 2010000073 A MX2010000073 A MX 2010000073A MX 2010000073 A MX2010000073 A MX 2010000073A
- Authority
- MX
- Mexico
- Prior art keywords
- demethylation
- morphine
- methods
- tropane alkaloids
- oac
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 238000010520 demethylation reaction Methods 0.000 title abstract 2
- 229930013053 morphinan alkaloid Natural products 0.000 title abstract 2
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound 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 abstract 2
- 229960005181 morphine Drugs 0.000 title abstract 2
- 229930004668 tropane alkaloid Natural products 0.000 title abstract 2
- 150000003813 tropane derivatives Chemical class 0.000 title abstract 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 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
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
- C07D451/06—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
La presente invenci?n se refiere a un m?todo para la N-desmetilaci?n de un heterociclo N-metilado terciario, particularmente un morfina o tropano alcaloide o derivados de los mismos. El m?todo se compone de la reacci?n de dicho heterociclo N-metilado terciario con un catalizador met?lico, por ejemplo Pd(OAc)2 ? Cu(OAc)2 en presencia de un agente de oxidaci?n como el oxigeno o persulfato de amonio.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/771,227 US7935820B2 (en) | 2007-06-29 | 2007-06-29 | Methods for N-demethylation of morphine and tropane alkaloids |
| PCT/CA2008/001179 WO2009003272A1 (en) | 2007-06-29 | 2008-06-30 | Methods for n-demethylation of morphine and tropane alkaloids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2010000073A true MX2010000073A (es) | 2010-04-21 |
Family
ID=40161387
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2010000073A MX2010000073A (es) | 2007-06-29 | 2008-06-30 | Metodos para n-desmetilacion de la morfina y tropano alcaloides. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7935820B2 (es) |
| EP (1) | EP2170898B1 (es) |
| JP (1) | JP5370865B2 (es) |
| KR (1) | KR20100052464A (es) |
| CN (1) | CN101801977B (es) |
| AU (1) | AU2008271864B2 (es) |
| CA (1) | CA2692433C (es) |
| ES (1) | ES2584028T3 (es) |
| IL (1) | IL202995A (es) |
| MX (1) | MX2010000073A (es) |
| NZ (1) | NZ582676A (es) |
| WO (1) | WO2009003272A1 (es) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8962841B2 (en) | 2007-06-29 | 2015-02-24 | Brock University | Methods for one-pot N-demethylation/N-functionalization of morphine and tropane alkaloids |
| US8691989B2 (en) * | 2008-06-20 | 2014-04-08 | Phoenix Pharmalabs, Inc. | Methods of synthesis of morphinans |
| EP2477984B1 (en) * | 2009-09-16 | 2016-08-03 | Monash University | A method for the n-demethylation of n-methyl heterocycles |
| JP2013529595A (ja) | 2010-06-11 | 2013-07-22 | ローズ テクノロジーズ | 第3級アミンのn−脱アルキル化方法 |
| WO2011154827A2 (en) | 2010-06-11 | 2011-12-15 | Rhodes Technologies | Transition metal-catalyzed processes for the preparation of n-allyl compounds and use thereof |
| JP6121988B2 (ja) | 2011-05-06 | 2017-04-26 | ブロック ユニバーシティ | 金属触媒n−脱メチル化/官能基化および分子内基移動によるモルヒネ類似体の調製のための方法 |
| US20160065552A1 (en) * | 2014-08-28 | 2016-03-03 | Drfirst.Com, Inc. | Method and system for interoperable identity and interoperable credentials |
| WO2017179976A1 (en) * | 2016-04-14 | 2017-10-19 | Rijksuniversiteit Groningen | Means and methods for the n-dealkylation of amines |
| WO2017184979A1 (en) * | 2016-04-22 | 2017-10-26 | Noramco, Inc. | N-demethylation of morphinan alkaloids |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AUPQ968300A0 (en) * | 2000-08-25 | 2000-09-21 | Glaxo Wellcome Australia Ltd | Chemical methods |
-
2007
- 2007-06-29 US US11/771,227 patent/US7935820B2/en not_active Expired - Fee Related
-
2008
- 2008-06-30 MX MX2010000073A patent/MX2010000073A/es active IP Right Grant
- 2008-06-30 CN CN200880022634.XA patent/CN101801977B/zh not_active Expired - Fee Related
- 2008-06-30 CA CA2692433A patent/CA2692433C/en not_active Expired - Fee Related
- 2008-06-30 KR KR1020107002071A patent/KR20100052464A/ko not_active Ceased
- 2008-06-30 AU AU2008271864A patent/AU2008271864B2/en not_active Ceased
- 2008-06-30 ES ES08772839.0T patent/ES2584028T3/es active Active
- 2008-06-30 NZ NZ582676A patent/NZ582676A/en not_active IP Right Cessation
- 2008-06-30 JP JP2010513590A patent/JP5370865B2/ja not_active Expired - Fee Related
- 2008-06-30 EP EP08772839.0A patent/EP2170898B1/en not_active Not-in-force
- 2008-06-30 WO PCT/CA2008/001179 patent/WO2009003272A1/en not_active Ceased
-
2009
- 2009-12-27 IL IL202995A patent/IL202995A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CN101801977A (zh) | 2010-08-11 |
| AU2008271864B2 (en) | 2013-02-28 |
| CA2692433C (en) | 2015-02-24 |
| WO2009003272A1 (en) | 2009-01-08 |
| JP2010531814A (ja) | 2010-09-30 |
| ES2584028T3 (es) | 2016-09-23 |
| KR20100052464A (ko) | 2010-05-19 |
| JP5370865B2 (ja) | 2013-12-18 |
| AU2008271864A1 (en) | 2009-01-08 |
| US7935820B2 (en) | 2011-05-03 |
| CN101801977B (zh) | 2014-12-17 |
| EP2170898B1 (en) | 2016-05-04 |
| IL202995A (en) | 2015-06-30 |
| EP2170898A4 (en) | 2011-08-31 |
| CA2692433A1 (en) | 2009-01-08 |
| US20090005564A1 (en) | 2009-01-01 |
| NZ582676A (en) | 2012-04-27 |
| EP2170898A1 (en) | 2010-04-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| MX2010000073A (es) | Metodos para n-desmetilacion de la morfina y tropano alcaloides. | |
| MX2010000072A (es) | Metodos para una res n-desmetilacion/n-acilacion de morfina y tropano alcaloides. | |
| NZ602862A (en) | Process for preparing oxycodone hydrochloride having less than 25 ppm 14-hydroxycodeinone | |
| MY151441A (en) | Method for producing high-purity prasugrel or an acid addition salt thereof | |
| WO2009077154A8 (en) | Hydroxyalkyl starch derivatives and process for their preparation | |
| MX345217B (es) | Proceso para la elaboracion de 1,1,1,4,4,4-hexafluoro-2-buteno. | |
| WO2007103105A3 (en) | Processes for preparing morphinan-6-one products with low levels of alpha, beta-unsaturated ketone compounds | |
| WO2008014497A3 (en) | Aldh-2 inhibitors in the treatment of addiction | |
| MY174977A (en) | Method for the production of hydrogen from ammonia borane | |
| MX2007001035A (es) | Metodo para producir una composicion, la composicion y su uso. | |
| UA89390C2 (ru) | Способ получения аннелированных производных пиперазин-2-она та соответствующие промежуточные продукты | |
| WO2008136394A1 (ja) | ラクタム化合物の製造方法及びその製造中間体 | |
| PT2079706E (pt) | Método para preparar medetomidina e seus sais | |
| DE602005012634D1 (en) | Arylsulfonylnaphthalinderivate als 5ht2a-antagonisten | |
| SI1746101T1 (sl) | Postopek za pripravo 3-okso-pregn-4-en-21,17-karbolaktonov z oksidacijo 17-(3-hidroksipropil)-3,17-dihidroksiandrostanov brez uporabe kovine | |
| WO2010046070A8 (de) | Solubilisierungsmittel für metallionen | |
| MY157193A (en) | Process for production of olefin | |
| MX2010000162A (es) | Conversion de tebaina a la morfina derivados. | |
| WO2008107109A8 (en) | Process for the preparation of hydroxytyrosol | |
| TW200704642A (en) | Process for making silylisocyanurate | |
| SG150500A1 (en) | Methods for making 3-o-protected morphinones and 3-o-protected morphinone dienol carboxylates | |
| NZ589867A (en) | Process for the synthesis of n-demethylated morphinane compounds | |
| IL193276A0 (en) | Process for preparing 1-halo-2,7-naphthyridinyl derivatives | |
| WO2008068619A3 (en) | Improved method for synthesizing lamotrigine | |
| IL188917A0 (en) | 2-hydroxy-propionic acid derivatives and 3-hydroxy-benzofuran-2-one derivatives with affinity for the gaba-b-receptor |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |