ES2060545B1 - Un procedimiento para producir un derivado de benzo(b)tiofen-5-ilo opticamente activo. - Google Patents
Un procedimiento para producir un derivado de benzo(b)tiofen-5-ilo opticamente activo.Info
- Publication number
- ES2060545B1 ES2060545B1 ES09300733A ES9300733A ES2060545B1 ES 2060545 B1 ES2060545 B1 ES 2060545B1 ES 09300733 A ES09300733 A ES 09300733A ES 9300733 A ES9300733 A ES 9300733A ES 2060545 B1 ES2060545 B1 ES 2060545B1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- procedure
- tiofen
- ilo
- derivative
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 abstract 1
- -1 CARBOXYL Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical group [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical class [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- 230000001012 protector Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Neurosurgery (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Animal Behavior & Ethology (AREA)
- Psychiatry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hospice & Palliative Care (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Seasonings (AREA)
- Bakery Products And Manufacturing Methods Therefor (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
UN PROCEDIMIENTO PARA PRODUCIR UN DERIVADO DE BENZO [B]TIOFEN-5-ILO OPTICAMENTE ACTIVO. ESTA INVENCION SE REFIERE A UN PROCEDIMIENTO PARA PRODUCIR UN COMPUESTO REPRESENTADO POR LA FORMULA (6A) O (6B), DONDE R2 ES UN ATOMO DE HIDROGENO O UN GRUPO PROTECTOR DEL HIDROXILO Y R4 Y R5, QUE PUEDEN SER IGUALES O DIFERENTES, REPRESENTAN GRUPOS ALQUILO INFERIOR, UTILIZANDO UN COMPUESTO REPRESENTADO POR LA FORMULA (2A) O (2B) OBTENIDO POR CRISTALIZACION PREFERENCIAL, Y TAMBIEN A UN COMPUESTO REPRESENTADO POR LA SIGUIENTE FORMULA (7) QUE ES UN INTERMEDIARIO UTIL PARA PRODUCIR EL COMPUESTO DE FORMULA (6A) O (6B), DONDE R1 ES UN GRUPO REPRESENTADO POR LA FORMULA (8), DONDE R2 ES TAL COMO SE HA DEFINIDO ANTES, R3 REPRESENTA UN ATOMO DE HIDROGENO O UN GRUPO PROTECTOR DEL CARBOXILO REPRESENTADO POR LA FORMULA (9), O UN GRUPO REPRESENTADO POR LA FORMULA (10), DONDE R2 ES TAL COMO SE HA DEFINIDO ANTES.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11974092 | 1992-04-13 | ||
| JP5090934A JP2873898B2 (ja) | 1992-04-13 | 1993-03-25 | ベンゾ［ｂ］チオフェン−５−イル誘導体もしくはその光学活性体またはそれらの塩並びにそれらの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2060545A1 ES2060545A1 (es) | 1994-11-16 |
| ES2060545B1 true ES2060545B1 (es) | 1997-12-01 |
Family
ID=26432339
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES09300733A Expired - Fee Related ES2060545B1 (es) | 1992-04-13 | 1993-04-07 | Un procedimiento para producir un derivado de benzo(b)tiofen-5-ilo opticamente activo. |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US5380878A (es) |
| EP (1) | EP0565965B1 (es) |
| JP (1) | JP2873898B2 (es) |
| KR (1) | KR960005955B1 (es) |
| AT (1) | ATE145204T1 (es) |
| AU (1) | AU643634B1 (es) |
| BE (1) | BE1006403A3 (es) |
| CA (1) | CA2093048C (es) |
| CZ (2) | CZ290421B6 (es) |
| DE (1) | DE69305904T2 (es) |
| DK (1) | DK0565965T3 (es) |
| ES (1) | ES2060545B1 (es) |
| FR (1) | FR2689890B1 (es) |
| HU (1) | HU213631B (es) |
| IT (1) | IT1261440B (es) |
| NZ (1) | NZ247301A (es) |
| PL (1) | PL172191B1 (es) |
| RO (1) | RO115445B1 (es) |
| TW (1) | TW232690B (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5606076A (en) * | 1995-06-07 | 1997-02-25 | Eli Lilly And Company | Process for the synthesis of benzo[b]thiophenes |
| AU2576797A (en) * | 1996-04-22 | 1997-11-12 | Toyama Chemical Co. Ltd. | Patch containing 1,2-ethanediol derivatives or salts thereof |
| WO1998043967A1 (fr) * | 1997-03-31 | 1998-10-08 | Toyama Chemical Co., Ltd. | PROCEDE DE PRODUCTION DE DERIVES D'ACIDE 2-(BENZO[b]THIOPHEN-5-YL)-2-HYDROXYACETIQUE, DE LEURS COMPOSES OPTIQUEMENT ACTIFS OU DE SELS DES DEUX |
| KR100641352B1 (ko) * | 1999-06-11 | 2006-11-02 | 토야마 케미칼 컴퍼니 리미티드 | Ｎ-알콕시알킬-ｎ,ｎ-디알킬아민 유도체 또는 그 염, 및이를 함유하는 신경퇴행성질환 치료제 |
| KR100710564B1 (ko) * | 2003-07-30 | 2007-04-24 | 에스케이 주식회사 | 연속 모사 이동층 흡착분리공정을 이용한 광학활성티오펜계 화합물의 분리방법 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0029360A1 (en) * | 1979-11-15 | 1981-05-27 | Shell Internationale Researchmaatschappij B.V. | Pesticidal compounds, compositions containing them and methods of killing arthropods using them |
| EP0179383B1 (en) * | 1984-10-25 | 1991-05-29 | Hoechst-Roussel Pharmaceuticals Incorporated | 9-amino-1,2,3,4-tetrahydroacridin-1-ol and related compounds, a process for their preparation and their use as medicaments |
| DK167393B1 (da) * | 1985-12-30 | 1993-10-25 | Roussel Uclaf | 1-sulfonyl-2-oxo-pyrrolidinderivater, deres fremstilling og farmaceutiske praeparater med indhold deraf |
| IT1204494B (it) * | 1986-03-28 | 1989-03-01 | Roussel Maestretti Spa | Derivati della 1-stirene solfonil 2-osso 5-alcossi pirrolidina,loro procedimento di preparazione e loro applicazione come farmaci |
| US4791107A (en) * | 1986-07-16 | 1988-12-13 | Hoechst-Roussel Pharmaceuticals, Inc. | Memory enhancing and analgesic 1,2,3,3A,8,8A-hexahydro-3A,8 (and) 1,3A,8)-di(and tri)methylpyrrolo(2,3-B)indoles, compositions and use |
| JPH0813741B2 (ja) * | 1987-08-10 | 1996-02-14 | 協和醗酵工業株式会社 | 抗痴呆剤 |
| US4877790A (en) * | 1987-12-15 | 1989-10-31 | Kanebo Limited | Quinazoline derivative, processes for its production, and cerebral dysfunction remedying agent comprising it as active ingredient |
| US4859666A (en) * | 1988-07-06 | 1989-08-22 | Bristol-Myers Company | THAZ derivatives for enhancement of cerebral function |
| JPH085790B2 (ja) * | 1988-11-11 | 1996-01-24 | 杏林製薬株式会社 | 記憶障害改善薬 |
| NZ232493A (en) * | 1989-02-14 | 1992-06-25 | Toyama Chemical Co Ltd | Aryl- or heterocyclyl-substituted 1,2-ethanediol derivatives and pharmaceutical compositions |
| JP3044055B2 (ja) * | 1990-08-09 | 2000-05-22 | 富山化学工業株式会社 | １，２―エタンジオール誘導体およびその塩 |
-
1993
- 1993-03-25 JP JP5090934A patent/JP2873898B2/ja not_active Expired - Fee Related
- 1993-03-31 CA CA002093048A patent/CA2093048C/en not_active Expired - Fee Related
- 1993-03-31 NZ NZ24730193A patent/NZ247301A/en not_active IP Right Cessation
- 1993-04-01 EP EP93105441A patent/EP0565965B1/en not_active Expired - Lifetime
- 1993-04-01 AT AT93105441T patent/ATE145204T1/de not_active IP Right Cessation
- 1993-04-01 DK DK93105441.5T patent/DK0565965T3/da active
- 1993-04-01 DE DE69305904T patent/DE69305904T2/de not_active Expired - Fee Related
- 1993-04-02 AU AU35659/93A patent/AU643634B1/en not_active Ceased
- 1993-04-07 ES ES09300733A patent/ES2060545B1/es not_active Expired - Fee Related
- 1993-04-08 TW TW082102584A patent/TW232690B/zh active
- 1993-04-09 IT ITRM930232A patent/IT1261440B/it active IP Right Grant
- 1993-04-09 HU HU9301052A patent/HU213631B/hu not_active IP Right Cessation
- 1993-04-09 CZ CZ1993610A patent/CZ290421B6/cs not_active IP Right Cessation
- 1993-04-09 FR FR9304226A patent/FR2689890B1/fr not_active Expired - Lifetime
- 1993-04-12 RO RO93-00505A patent/RO115445B1/ro unknown
- 1993-04-13 BE BE9300363A patent/BE1006403A3/fr not_active IP Right Cessation
- 1993-04-13 KR KR1019930006106A patent/KR960005955B1/ko not_active IP Right Cessation
- 1993-04-13 PL PL93298494A patent/PL172191B1/pl not_active IP Right Cessation
-
1994
- 1994-03-29 US US08/217,960 patent/US5380878A/en not_active Expired - Lifetime
- 1994-08-09 CZ CZ19941925A patent/CZ290864B6/cs not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE69305904D1 (de) | 1996-12-19 |
| US5380878A (en) | 1995-01-10 |
| DE69305904T2 (de) | 1997-03-13 |
| KR930021632A (ko) | 1993-11-22 |
| KR960005955B1 (ko) | 1996-05-06 |
| FR2689890B1 (fr) | 1995-01-06 |
| DK0565965T3 (da) | 1997-04-21 |
| HUT64319A (en) | 1993-12-28 |
| ATE145204T1 (de) | 1996-11-15 |
| FR2689890A1 (fr) | 1993-10-15 |
| HU9301052D0 (en) | 1993-07-28 |
| EP0565965A3 (es) | 1994-03-02 |
| ITRM930232A0 (it) | 1993-04-09 |
| BE1006403A3 (fr) | 1994-08-16 |
| IT1261440B (it) | 1996-05-23 |
| JPH069615A (ja) | 1994-01-18 |
| JP2873898B2 (ja) | 1999-03-24 |
| CZ290421B6 (cs) | 2002-07-17 |
| AU643634B1 (en) | 1993-11-18 |
| CZ61093A3 (en) | 1993-12-15 |
| CA2093048A1 (en) | 1993-10-14 |
| RO115445B1 (ro) | 2000-02-28 |
| CA2093048C (en) | 1996-10-08 |
| EP0565965B1 (en) | 1996-11-13 |
| ITRM930232A1 (it) | 1994-10-09 |
| NZ247301A (en) | 1994-07-26 |
| HU213631B (en) | 1997-08-28 |
| CZ290864B6 (cs) | 2002-11-13 |
| EP0565965A2 (en) | 1993-10-20 |
| TW232690B (es) | 1994-10-21 |
| PL172191B1 (pl) | 1997-08-29 |
| ES2060545A1 (es) | 1994-11-16 |
| PL298494A1 (en) | 1993-12-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EC2A | Search report published |
Date of ref document: 19930407 Kind code of ref document: A1 Effective date: 19930407 |
|
| FD1A | Patent lapsed |
Effective date: 20070409 |