JP2011500777A - O−デスメチルベンラファキシンの製造方法 - Google Patents
O−デスメチルベンラファキシンの製造方法 Download PDFInfo
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- JP2011500777A JP2011500777A JP2010530560A JP2010530560A JP2011500777A JP 2011500777 A JP2011500777 A JP 2011500777A JP 2010530560 A JP2010530560 A JP 2010530560A JP 2010530560 A JP2010530560 A JP 2010530560A JP 2011500777 A JP2011500777 A JP 2011500777A
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- thiol
- thiol reagent
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 206010025482 malaise Diseases 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 208000030194 mouth disease Diseases 0.000 description 1
- VIJMMQUAJQEELS-UHFFFAOYSA-N n,n-bis(ethenyl)ethenamine Chemical compound C=CN(C=C)C=C VIJMMQUAJQEELS-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 230000008693 nausea Effects 0.000 description 1
- 229960002748 norepinephrine Drugs 0.000 description 1
- SFLSHLFXELFNJZ-UHFFFAOYSA-N norepinephrine Natural products NCC(O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-UHFFFAOYSA-N 0.000 description 1
- 208000022821 personality disease Diseases 0.000 description 1
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000013341 scale-up Methods 0.000 description 1
- 229940076279 serotonin Drugs 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- QZQIWEZRSIPYCU-UHFFFAOYSA-N trithiole Chemical compound S1SC=CS1 QZQIWEZRSIPYCU-UHFFFAOYSA-N 0.000 description 1
- 231100000925 very toxic Toxicity 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000008673 vomiting Effects 0.000 description 1
- 238000005550 wet granulation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- 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
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
- A61P25/22—Anxiolytics
-
- 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
- A61P25/24—Antidepressants
-
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
-
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/32—Alcohol-abuse
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Psychiatry (AREA)
- Addiction (AREA)
- Reproductive Health (AREA)
- Endocrinology (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Pain & Pain Management (AREA)
- Psychology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Gynecology & Obstetrics (AREA)
- Hematology (AREA)
- Child & Adolescent Psychology (AREA)
- Urology & Nephrology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN2122MU2007 | 2007-10-26 | ||
| PCT/GB2008/050962 WO2009053731A1 (en) | 2007-10-26 | 2008-10-18 | Process for preparing o-desmethylvenlafaxine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011500777A true JP2011500777A (ja) | 2011-01-06 |
| JP2011500777A5 JP2011500777A5 (enExample) | 2011-12-08 |
Family
ID=40139287
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010530560A Pending JP2011500777A (ja) | 2007-10-26 | 2008-10-18 | O−デスメチルベンラファキシンの製造方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20110118357A1 (enExample) |
| EP (1) | EP2200968A1 (enExample) |
| JP (1) | JP2011500777A (enExample) |
| CN (1) | CN101952240A (enExample) |
| AU (1) | AU2008315740A1 (enExample) |
| CA (1) | CA2703647A1 (enExample) |
| NZ (1) | NZ585368A (enExample) |
| WO (1) | WO2009053731A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2019524863A (ja) * | 2017-02-09 | 2019-09-05 | アール エル ファインケム プライベート リミテッド | 1−[2−(ジメチルアミノ)−1−(4−ヒドロキシフェニル)エチル]−シクロヘキサノール及びその塩の製造方法 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CZ303249B6 (cs) | 2010-04-06 | 2012-06-20 | Zentiva, K.S. | Zpusob výroby 4-(2-(substituovaných)-1-(1-hydroxycyklohexyl)ethyl)fenolu O-demethylací jejich methyletheru pomocí nepáchnoucích aromatických thiolu |
| EP2394976A1 (en) | 2010-06-11 | 2011-12-14 | LEK Pharmaceuticals d.d. | Process for demethylating aromatic methyl ethers using 3-mercaptopropionic acid |
| CN106928073A (zh) * | 2017-03-27 | 2017-07-07 | 石家庄度恩医药科技有限公司 | 一种去甲文拉法辛的制备方法 |
| CN106995376A (zh) * | 2017-04-21 | 2017-08-01 | 上海华源医药科技发展有限公司 | 一种去甲文拉法辛的工业化生产工艺 |
| CN109665966A (zh) * | 2018-11-01 | 2019-04-23 | 山东蒲济医药科技有限公司 | 一种琥珀酸去甲文拉法辛化合物的制备方法 |
| CN114478271B (zh) * | 2021-12-13 | 2024-05-31 | 植恩生物技术股份有限公司 | 琥珀酸去甲文拉法辛制备方法 |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003521470A (ja) * | 1999-04-06 | 2003-07-15 | セプラコア インコーポレーテッド | ベンラファキシンの誘導体とその調製および使用方法 |
| JP2004529877A (ja) * | 2001-02-12 | 2004-09-30 | ワイス | O−デスメチル−ベンラファキシンの新規コハク酸塩 |
| JP2005511681A (ja) * | 2001-12-04 | 2005-04-28 | ワイス | O−デスメチルベンラファキシンの製造方法 |
| JP2005533772A (ja) * | 2002-06-10 | 2005-11-10 | ワイス | 新規o−デスメチルベンラファクシンギ酸塩 |
| WO2007120925A2 (en) * | 2006-04-17 | 2007-10-25 | Teva Pharmeceutical Industries Ltd. | Crystal forms of o-desmethylvenlafaxine |
| WO2007120923A1 (en) * | 2006-04-17 | 2007-10-25 | Teva Pharmaceutical Industries Ltd. | Substantially pure o-desmethylvenlafaxine and processes for preparing it |
| US20070299283A1 (en) * | 2005-12-20 | 2007-12-27 | Karel Pospisilik | Process for making desvenlafaxine |
| WO2008090465A2 (en) * | 2007-01-22 | 2008-07-31 | Medichem, S.A. | Process for synthesizing desvenlafaxine free base and salts or salvates thereof |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4535186A (en) * | 1983-04-19 | 1985-08-13 | American Home Products Corporation | 2-Phenyl-2-(1-hydroxycycloalkyl or 1-hydroxycycloalk-2-enyl)ethylamine derivatives |
| US4761501A (en) * | 1983-10-26 | 1988-08-02 | American Home Products Corporation | Substituted phenylacetamides |
| US6342533B1 (en) | 1998-12-01 | 2002-01-29 | Sepracor, Inc. | Derivatives of (−)-venlafaxine and methods of preparing and using the same |
| US6197828B1 (en) | 1998-12-01 | 2001-03-06 | Sepracor, Inc. | Derivatives of (+)-venlafaxine and methods of preparing and using the same |
| WO2000076955A1 (en) | 1999-06-15 | 2000-12-21 | American Home Products Corporation | Enantiomers of o-desmethyl venlafaxine |
-
2008
- 2008-10-18 CA CA2703647A patent/CA2703647A1/en not_active Abandoned
- 2008-10-18 US US12/739,431 patent/US20110118357A1/en not_active Abandoned
- 2008-10-18 EP EP08806776A patent/EP2200968A1/en not_active Withdrawn
- 2008-10-18 NZ NZ585368A patent/NZ585368A/en not_active IP Right Cessation
- 2008-10-18 JP JP2010530560A patent/JP2011500777A/ja active Pending
- 2008-10-18 WO PCT/GB2008/050962 patent/WO2009053731A1/en not_active Ceased
- 2008-10-18 CN CN2008801227443A patent/CN101952240A/zh active Pending
- 2008-10-18 AU AU2008315740A patent/AU2008315740A1/en not_active Abandoned
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003521470A (ja) * | 1999-04-06 | 2003-07-15 | セプラコア インコーポレーテッド | ベンラファキシンの誘導体とその調製および使用方法 |
| JP2004529877A (ja) * | 2001-02-12 | 2004-09-30 | ワイス | O−デスメチル−ベンラファキシンの新規コハク酸塩 |
| JP2005511681A (ja) * | 2001-12-04 | 2005-04-28 | ワイス | O−デスメチルベンラファキシンの製造方法 |
| JP2005533772A (ja) * | 2002-06-10 | 2005-11-10 | ワイス | 新規o−デスメチルベンラファクシンギ酸塩 |
| US20070299283A1 (en) * | 2005-12-20 | 2007-12-27 | Karel Pospisilik | Process for making desvenlafaxine |
| WO2007120925A2 (en) * | 2006-04-17 | 2007-10-25 | Teva Pharmeceutical Industries Ltd. | Crystal forms of o-desmethylvenlafaxine |
| WO2007120923A1 (en) * | 2006-04-17 | 2007-10-25 | Teva Pharmaceutical Industries Ltd. | Substantially pure o-desmethylvenlafaxine and processes for preparing it |
| WO2008090465A2 (en) * | 2007-01-22 | 2008-07-31 | Medichem, S.A. | Process for synthesizing desvenlafaxine free base and salts or salvates thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2019524863A (ja) * | 2017-02-09 | 2019-09-05 | アール エル ファインケム プライベート リミテッド | 1−[2−(ジメチルアミノ)−1−(4−ヒドロキシフェニル)エチル]−シクロヘキサノール及びその塩の製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| NZ585368A (en) | 2012-07-27 |
| AU2008315740A1 (en) | 2009-04-30 |
| US20110118357A1 (en) | 2011-05-19 |
| CN101952240A (zh) | 2011-01-19 |
| EP2200968A1 (en) | 2010-06-30 |
| CA2703647A1 (en) | 2009-04-30 |
| WO2009053731A1 (en) | 2009-04-30 |
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