UY24858A1 - Método para la preparación de (1s, 4r)-1-azabiciclo (2.2.1) heptano -3-ona y (1r, 4s), 1-azabiciclo (2.2.1) heptano-3- ona - Google Patents
Método para la preparación de (1s, 4r)-1-azabiciclo (2.2.1) heptano -3-ona y (1r, 4s), 1-azabiciclo (2.2.1) heptano-3- onaInfo
- Publication number
- UY24858A1 UY24858A1 UY24858A UY24858A UY24858A1 UY 24858 A1 UY24858 A1 UY 24858A1 UY 24858 A UY24858 A UY 24858A UY 24858 A UY24858 A UY 24858A UY 24858 A1 UY24858 A1 UY 24858A1
- Authority
- UY
- Uruguay
- Prior art keywords
- toluoyl
- heptane
- azabicycle
- ona
- azabicyclo
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title abstract 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 title 2
- VZPRMKOCTSUHCR-UHFFFAOYSA-N 1-azabicyclo[2.2.1]heptan-3-one Chemical compound C1CC2C(=O)CN1C2 VZPRMKOCTSUHCR-UHFFFAOYSA-N 0.000 abstract 2
- CMIBUZBMZCBCAT-HZPDHXFCSA-N (2r,3r)-2,3-bis[(4-methylbenzoyl)oxy]butanedioic acid Chemical compound C1=CC(C)=CC=C1C(=O)O[C@@H](C(O)=O)[C@H](C(O)=O)OC(=O)C1=CC=C(C)C=C1 CMIBUZBMZCBCAT-HZPDHXFCSA-N 0.000 abstract 1
- CMIBUZBMZCBCAT-HOTGVXAUSA-N (2s,3s)-2,3-bis[(4-methylbenzoyl)oxy]butanedioic acid Chemical compound C1=CC(C)=CC=C1C(=O)O[C@H](C(O)=O)[C@@H](C(O)=O)OC(=O)C1=CC=C(C)C=C1 CMIBUZBMZCBCAT-HOTGVXAUSA-N 0.000 abstract 1
- NTOIKDYVJIWVSU-UHFFFAOYSA-N 2,3-dihydroxy-2,3-bis(4-methylbenzoyl)butanedioic acid Chemical class C1=CC(C)=CC=C1C(=O)C(O)(C(O)=O)C(O)(C(O)=O)C(=O)C1=CC=C(C)C=C1 NTOIKDYVJIWVSU-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- NGAZZOYFWWSOGK-UHFFFAOYSA-N heptan-3-one Chemical compound CCCCC(=O)CC NGAZZOYFWWSOGK-UHFFFAOYSA-N 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 229940127557 pharmaceutical product Drugs 0.000 abstract 1
- 238000004321 preservation Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000010956 selective crystallization Methods 0.000 abstract 1
- 239000011877 solvent mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Es posible resolver en forma eficiente (+-) -1- azabiciclo [2.2.1] heptano-3-ona, en sus isómeros (1S, 4R)- y (1R, 4S)-1-azabiciclo [2,2,1]heptano-3-ona, mediante la formación de sales hemitartrato di-p-toluoil por combinación con di-p-toluoil-L-ácido tartárico y di-p-toluoil-D-ácido tartárico, respectivamente. La cristalización selectiva que emplea una cantidad menor que la estequiométrica de uno de los ácidos tartáricos di-p-toluoil en una mezcla solvente adecuada permite aislar el isómero deseado en forma de su hemitartrato di-p-toluoil correspondiente en alta pureza isómero. Los hemitartratos aislados poseen una conservación estable y pueden ser utilizados como tales en la preparación de productos farmacéuticos y otros compuestos biológicamente activos, o pueden ser usados para proporcionar la base libre del respectivo isómero 1-azabiciclo[2.2.1]heptano-3-ona.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3628597P | 1997-01-27 | 1997-01-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UY24858A1 true UY24858A1 (es) | 1998-06-25 |
Family
ID=21887726
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UY24858A UY24858A1 (es) | 1997-01-27 | 1998-01-26 | Método para la preparación de (1s, 4r)-1-azabiciclo (2.2.1) heptano -3-ona y (1r, 4s), 1-azabiciclo (2.2.1) heptano-3- ona |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US6121306A (es) |
| EP (1) | EP0968212B1 (es) |
| JP (1) | JP2001511133A (es) |
| KR (1) | KR20000070367A (es) |
| AR (1) | AR011574A1 (es) |
| AT (1) | ATE216391T1 (es) |
| AU (1) | AU728324B2 (es) |
| BR (1) | BR9807519A (es) |
| CA (1) | CA2269683A1 (es) |
| CO (1) | CO5031243A1 (es) |
| DE (1) | DE69804951T2 (es) |
| DK (1) | DK0968212T3 (es) |
| ES (1) | ES2176958T3 (es) |
| GT (1) | GT199800020A (es) |
| HN (1) | HN1998000013A (es) |
| HR (1) | HRP980037B1 (es) |
| IL (1) | IL129511A (es) |
| MX (1) | MXPA99003600A (es) |
| NZ (1) | NZ335782A (es) |
| PA (1) | PA8445501A1 (es) |
| PE (1) | PE57299A1 (es) |
| PT (1) | PT968212E (es) |
| SV (1) | SV1998000012A (es) |
| TW (1) | TW409126B (es) |
| UY (1) | UY24858A1 (es) |
| WO (1) | WO1998032759A1 (es) |
| ZA (1) | ZA98616B (es) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20070092994A (ko) * | 2003-06-18 | 2007-09-14 | 테바 파마슈티컬 인더스트리즈 리미티드 | 플루바스타틴 나트륨 결정형 ｘｉｖ, ｌｘｘｉｉｉ,ｌｘｘｉｘ, ｌｘｘｘ 및 ｌｘｘｘｖｉｉ, 이의 제조 방법,이를 포함하는 조성물 및 이를 사용하는 방법 |
| US20050192298A1 (en) * | 2004-02-27 | 2005-09-01 | Pfizer Inc | Crystal forms of E-2-Methoxy-N-(3-{4-[3-methyl-4-(6-methyl-pyridin-3-yloxy)-phenylamino]-quinazolin-6-yl}-allyl)-acetamide |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5346911A (en) * | 1990-03-06 | 1994-09-13 | Warner-Lambert Company | Azabicyclo and azacyclo oxime and amine cholinergic agents and methods of treatment |
-
1998
- 1998-01-12 HR HR980037A patent/HRP980037B1/xx not_active IP Right Cessation
- 1998-01-15 HN HN1998000013A patent/HN1998000013A/es unknown
- 1998-01-22 TW TW087100852A patent/TW409126B/zh not_active IP Right Cessation
- 1998-01-26 SV SV1998000012A patent/SV1998000012A/es not_active Application Discontinuation
- 1998-01-26 GT GT199800020A patent/GT199800020A/es unknown
- 1998-01-26 AR ARP980100341A patent/AR011574A1/es not_active Application Discontinuation
- 1998-01-26 CO CO98003335A patent/CO5031243A1/es unknown
- 1998-01-26 ZA ZA98616A patent/ZA98616B/xx unknown
- 1998-01-26 PE PE1998000053A patent/PE57299A1/es not_active Application Discontinuation
- 1998-01-26 PA PA19988445501A patent/PA8445501A1/es unknown
- 1998-01-26 UY UY24858A patent/UY24858A1/es not_active IP Right Cessation
- 1998-01-27 DE DE69804951T patent/DE69804951T2/de not_active Expired - Fee Related
- 1998-01-27 EP EP98903712A patent/EP0968212B1/en not_active Expired - Lifetime
- 1998-01-27 MX MXPA99003600A patent/MXPA99003600A/es not_active Application Discontinuation
- 1998-01-27 ES ES98903712T patent/ES2176958T3/es not_active Expired - Lifetime
- 1998-01-27 US US09/355,225 patent/US6121306A/en not_active Expired - Fee Related
- 1998-01-27 AU AU60410/98A patent/AU728324B2/en not_active Ceased
- 1998-01-27 BR BR9807519A patent/BR9807519A/pt not_active IP Right Cessation
- 1998-01-27 NZ NZ335782A patent/NZ335782A/xx unknown
- 1998-01-27 DK DK98903712T patent/DK0968212T3/da active
- 1998-01-27 CA CA002269683A patent/CA2269683A1/en not_active Abandoned
- 1998-01-27 PT PT98903712T patent/PT968212E/pt unknown
- 1998-01-27 WO PCT/US1998/001413 patent/WO1998032759A1/en not_active Ceased
- 1998-01-27 IL IL12951198A patent/IL129511A/xx not_active IP Right Cessation
- 1998-01-27 KR KR1019997006600A patent/KR20000070367A/ko not_active Ceased
- 1998-01-27 JP JP53218398A patent/JP2001511133A/ja active Pending
- 1998-01-27 AT AT98903712T patent/ATE216391T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AU6041098A (en) | 1998-08-18 |
| PA8445501A1 (es) | 2000-05-24 |
| ES2176958T3 (es) | 2002-12-01 |
| TW409126B (en) | 2000-10-21 |
| KR20000070367A (ko) | 2000-11-25 |
| ATE216391T1 (de) | 2002-05-15 |
| DE69804951T2 (de) | 2003-04-24 |
| AU728324B2 (en) | 2001-01-04 |
| WO1998032759A1 (en) | 1998-07-30 |
| IL129511A (en) | 2003-03-12 |
| ZA98616B (en) | 1998-10-23 |
| JP2001511133A (ja) | 2001-08-07 |
| GT199800020A (es) | 1999-07-20 |
| EP0968212A1 (en) | 2000-01-05 |
| DE69804951D1 (de) | 2002-05-23 |
| CO5031243A1 (es) | 2001-04-27 |
| PE57299A1 (es) | 1999-06-14 |
| DK0968212T3 (da) | 2002-07-22 |
| US6121306A (en) | 2000-09-19 |
| HRP980037A2 (en) | 1998-10-31 |
| HN1998000013A (es) | 1999-12-01 |
| EP0968212B1 (en) | 2002-04-17 |
| HRP980037B1 (en) | 2002-04-30 |
| BR9807519A (pt) | 2000-03-21 |
| SV1998000012A (es) | 1998-08-13 |
| IL129511A0 (en) | 2000-02-29 |
| PT968212E (pt) | 2002-09-30 |
| CA2269683A1 (en) | 1998-07-30 |
| MXPA99003600A (es) | 2003-08-20 |
| AR011574A1 (es) | 2000-08-30 |
| NZ335782A (en) | 2000-01-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| VENC | Patent expired |
Effective date: 20180126 |