FI87207B - Foerfarande foer framstaellning av nya, terapeutiskt anvaendbara 4-acetyl-3-hydroxifenoxi-(laegre alkyl)-3,4 -dihydro-2h-1-bensopyranderivat. - Google Patents
Foerfarande foer framstaellning av nya, terapeutiskt anvaendbara 4-acetyl-3-hydroxifenoxi-(laegre alkyl)-3,4 -dihydro-2h-1-bensopyranderivat. Download PDFInfo
- Publication number
- FI87207B FI87207B FI842497A FI842497A FI87207B FI 87207 B FI87207 B FI 87207B FI 842497 A FI842497 A FI 842497A FI 842497 A FI842497 A FI 842497A FI 87207 B FI87207 B FI 87207B
- Authority
- FI
- Finland
- Prior art keywords
- acetyl
- dihydro
- benzopyran
- hydroxy
- racemic
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/66—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pulmonology (AREA)
- Public Health (AREA)
- Immunology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrane Compounds (AREA)
- Feeding And Controlling Fuel (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Discharging, Photosensitive Material Shape In Electrophotography (AREA)
- Transformer Cooling (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Hydrogenated Pyridines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Steroid Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Claims (7)
1. Förfarande för framställning av nya, terapeu-tiskt användbara 4-acetyl-3-hydroxifenoxi-(lägre alkyl)-5 3,4-dihydro-2H-l-bensopyranderivat med den allmänna for-meln l i° 'w y rT fYY (i) ho^Y^·0-*-0 Y K1 *4 15 väri R1 är väte eller lägre alkyl, R3, R4 och R5 betecknar äberoende av varandra väte, acyl eller lägre alkyl, med villkor att endast en av grupperna R3, R4 och R5 kan vara 20 acyl, och antingen R6 och R7 är vardera väte och R8 är gruppen -COOR9, eller R6 är väte eller lägre alkyl, R7 är gruppen -(CH2)n-COOR9 och R8 är väte, R9 är väte eller lägre alkyl, X är (C3.7)-alkylen och n är ett hei tai noll tili fyra, 25 och dä R9 är väte, salter därav med farmaceutiskt godtag-bara baser, kännetecknat därav, att man a) omsätter en förening med den allmänna formeln II O 30 H0 oh R1 (II) 35 9i 87207 väri R1 betecknar samma som ovan, med en förening med den allmänna formeln IV •f V R61 10 väri antingen R61 och R71 är vardera väte och R81 är grup-pen -COOR91, eller R61 är väte eller lägre alkyl, R71 är gruppen -(CH2 )n-COOR91 och R81 är väte, R91 är lägre alkyl, X är (C3_7)-alkylen, Z är en halogenatom och R3, R4, R5 och n betecknar samma som ovan, 15 b) omsätter en förening med den allmänna formeln III W R81 f(III) 20 “1θΛοϊ*71 R4 R5 R81 väri R61, R71, R81, R3, R4 och R5 betecknar samma som ovan, 25 med en förening med den allmänna formeln V 0 -Vr*
30 HO^V^O-X-Z R1 väri X, Z och R1 betecknar samma som ovan, eller c) hydrolyserar estergruppen i en förening med den 35 allmänna formeln Ie 92 8 7 2 0 7 = 3vclfe:;:‘ ™ R1 R4 R5 R 1 väri R1, R3, R4, R5, R61, R71 och R81 betecknar samma som 10 ovan, och Ifall önskvärt, upplöser ett erhället racemat 1 de optlskt aktlva Isomererna och/eller omvandlar en erhällen förenlng med formeln I, väri R9 är väte, med en bas tili ett farmaceutiskt godtagbart sait. 15 2. Förfarande enligt patentkravet 1, känne- t e c k n a t därav, att man framställer (rac)-6-acetyl- 7-t5-(4-acetyl-3-hydroxi-2-propylfenoxi)pentyloxi]-3,4-d ihydro-2H-1-bensopyran-2-karboxy1syra.
3. Förfarande enligt patentkravet 1, känne- 20 tecknat därav, att man framställer (rac)-7-[3-(4- acetyl-3-hydroxi-2-propylfenoxi)propoxi]-3,4-dihydro-2H- 1-bensopropan-2-karboxy1syra.
4. Förfarande enligt patentkravet 1, känne-tecknat därav, att man framställer (rac)-6-acetyl- 25 -7-[3-(4-acetyl-3-hydroxi-2-propylfenoxi)propoxi]-2-mety1-8-propyl-2H-1-bensopyran-2-propansyra.
5. Förfarande enligt patentkravet 1, känne-tecknat därav, att man framställer (rac)-6-[3-(4-acetyl-3-hydroxi-2-propylfenoxi)propoxi]-3,4-dihydro-2- 30 metyl-2H-l-bensonpyran-2-karboxylsyra.
6. Förfarande enligt patentkravet 1, känne-tecknat därav, att man framställer (rac)-7-[3-(4-acetyl-3-hydroxi-2-propylfenoxi)propoxi]-3,4-dihydro-8-propyl-2H-l-bensonpyran-2-karboxylsyra. 35 93 87207
7. Förfarande enligt patentkravet 1, k ä n n e -t e c k n a t därav, att man framställer (rac)-6-acetyl- 7-[3-(4-acetyl-3-hydroxi-2-propylfenoxi)propoxi]-3,4-dihydro-2H-bensopyran-2-karboxylsyra. 5
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50738383A | 1983-06-24 | 1983-06-24 | |
| US50738383 | 1983-06-24 | ||
| US67419385A | 1985-01-18 | 1985-01-18 | |
| US67419385 | 1985-01-18 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| FI842497A0 FI842497A0 (fi) | 1984-06-20 |
| FI842497A FI842497A (fi) | 1984-12-25 |
| FI87207B true FI87207B (fi) | 1992-08-31 |
| FI87207C FI87207C (sv) | 1992-12-10 |
Family
ID=37102508
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI842497A FI87207C (sv) | 1983-06-24 | 1984-06-20 | Förfarande för framställning av nya, terapeutiskt användbara 4-acetyl- 3-hydroxifenoxi-(lägre alkyl)-3,4-dihydro-2H-1-bensopyranderivat |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4650812A (sv) |
| EP (2) | EP0129906B1 (sv) |
| JP (2) | JPS6019782A (sv) |
| KR (1) | KR920001776B1 (sv) |
| AT (1) | ATE34981T1 (sv) |
| AU (2) | AU565490B2 (sv) |
| BR (1) | BR8403068A (sv) |
| CS (1) | CS246085B2 (sv) |
| DE (1) | DE3471933D1 (sv) |
| DK (1) | DK304784A (sv) |
| ES (2) | ES533678A0 (sv) |
| FI (1) | FI87207C (sv) |
| GR (1) | GR82135B (sv) |
| HU (1) | HU202512B (sv) |
| IL (1) | IL72187A (sv) |
| MC (1) | MC1596A1 (sv) |
| NO (1) | NO168643C (sv) |
| NZ (1) | NZ208610A (sv) |
| PH (1) | PH20806A (sv) |
| PT (1) | PT78779A (sv) |
| ZA (1) | ZA844519B (sv) |
| ZW (1) | ZW9884A1 (sv) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU548450B2 (en) * | 1983-08-08 | 1985-12-12 | G.D. Searle & Co. | Substituted dihydrobenzopyrans |
| US4565882A (en) * | 1984-01-06 | 1986-01-21 | G. D. Searle & Co. | Substituted dihydrobenzopyran-2-carboxylates |
| US4885309A (en) * | 1986-08-01 | 1989-12-05 | Hoffmann-La Roche Inc. | Therapeutic treatment of leukotriene-mediated dermal inflammation by topical administration of 3,4-dihydro-2H-1-benzopyran derivatives |
| ZA875319B (en) * | 1986-08-15 | 1988-02-15 | F. Hoffmann-La Roche & Co. Aktiengesellschaft | Use of dihydro benzopyran derivatives |
| US4874777A (en) * | 1987-04-10 | 1989-10-17 | Eli Lilly And Company | Leukotriene antagonists |
| US4853398A (en) * | 1987-04-13 | 1989-08-01 | Eli Lilly And Company | Leukotriene antagonists and use thereas |
| US4889871A (en) * | 1987-05-29 | 1989-12-26 | G. D. Searle & Co. | Alkoxy-substituted dihydrobenzopyran-2-carboxylate derivatives |
| AT392902B (de) * | 1987-10-08 | 1991-07-10 | Hoffmann La Roche | Pharmazeutische verwendung von phenoxypentyloxy-3,4-dihydro-2h-1-benzopyran- derivaten |
| US5037747A (en) * | 1988-01-26 | 1991-08-06 | Hoffmann-La Roche Inc. | Production of benzopyran-2-carboxylic acids and esters by enzymatic hydrolysis |
| EP0336068A1 (en) * | 1988-02-11 | 1989-10-11 | F. Hoffmann-La Roche Ag | Phenoxyalkoxy-3,4-dihydro-2H-1-benzopyran derivatives |
| US5219883A (en) * | 1988-05-20 | 1993-06-15 | G. D. Searle & Co. | 2,2-di-substituted benzopyran leukotriene-D4 antagonists |
| US4950684A (en) * | 1988-05-20 | 1990-08-21 | G. D. Searle & Co. | 2,2-di-substituted benzopyran leukotriene-D4 antagonists |
| US5093353A (en) * | 1988-05-20 | 1992-03-03 | G. D. Searle & Co. | 2,2-di-substituted benzopyran leukotriene-D4 antagonists |
| US4931574A (en) * | 1988-08-23 | 1990-06-05 | Hoffmann-La Roche Inc. | Process for the preparation of benzopyrans |
| JPH0366669A (ja) * | 1989-08-03 | 1991-03-22 | Shionogi & Co Ltd | 複素環式化合物 |
| US5192782A (en) * | 1990-05-10 | 1993-03-09 | G. D. Searle & Co. | Alkoxy-substituted dihydrobenzopyran-2-carboxylic acids and derivatives thereof |
| US5073562A (en) * | 1990-05-10 | 1991-12-17 | G. D. Searle & Co. | Alkoxy-substituted dihydrobenzopyran-2-carboxylic acids and derivatives thereof |
| US5212198A (en) * | 1990-05-10 | 1993-05-18 | G. D. Searle & Co. | Alkoxy-substituted dihydrobenzopyran-2-carboxylic acids and derivatives thereof |
| US5124350A (en) * | 1990-06-28 | 1992-06-23 | G. D. Searle & Co. | Leukotriene b4 antagonists |
| US5273999A (en) * | 1991-09-10 | 1993-12-28 | Hoffmann-La Roche Inc. | Carboxylic acid leukotriene B4 antagonists |
| PH30449A (en) * | 1991-11-25 | 1997-05-28 | Lilly Co Eli | Substituted phenyl phenol leukotriene antagonists |
| US5380740A (en) * | 1993-04-28 | 1995-01-10 | G. D. Searle & Co. | Anti-inflammatory compounds, compositions and method of use thereof |
| US5527827A (en) * | 1994-10-27 | 1996-06-18 | Merck Frosst Canada, Inc. | Bisarylcarbinol cinnamic acids as inhibitors of leukotriene biosynthesis |
| US6051586A (en) * | 1997-12-19 | 2000-04-18 | Bayer Corporation | Sulfonamide substituted chroman derivatives useful as beta 3 adrenoreceptor agonists |
| US6469031B1 (en) | 1998-12-18 | 2002-10-22 | Bayer Corporation | Carboxyl substituted chroman derivatives useful as beta 3 adrenoreceptor agonists |
| AU9287401A (en) | 2000-09-27 | 2002-04-08 | Merck & Co Inc | Benzopyrancarboxylic acid derivatives for the treatment of diabetes and lipid disorders |
| CA2427610A1 (en) | 2000-10-31 | 2002-08-08 | Merck & Co., Inc. | Benzopyrancarboxylic acid derivatives for the treatment of diabetes and lipid disorders |
| AR035605A1 (es) | 2000-12-11 | 2004-06-16 | Bayer Corp | Derivados de aminometil cromano di-sustituidos, un metodo para su preparacion, composiciones farmaceuticas y el uso de dichos derivados para la manufactura de medicamentos utiles como agonistas beta-3-adreno-receptores |
| AR035858A1 (es) | 2001-04-23 | 2004-07-21 | Bayer Corp | Derivados de cromano 2,6-sustituidos,composiciones farmaceuticas,uso de dichos derivados para la manufactura de medicamentos utiles como agonistas adrenorreceptores beta-3 |
| MXPA04001785A (es) | 2001-09-14 | 2004-07-08 | Bayer Ag | Benzofurano y derivados de dihidrobenzofurano utiles como agonistas de beta-3 adrenoreceptores. |
| KR101233223B1 (ko) * | 2004-12-21 | 2013-02-14 | 제이엔씨 석유 화학 주식회사 | 크로만환을 가지는 액정 화합물, 액정 조성물 및 이 액정조성물을 함유하는 액정 표시소자 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4133889A (en) * | 1971-07-29 | 1979-01-09 | Fisons, Ltd. | 2(5-Tetrazolyl)chromones |
| GB1384530A (en) * | 1971-07-29 | 1975-02-19 | Fisons Ltd | Chromone derivatives |
| SU469247A3 (ru) * | 1972-01-14 | 1975-04-30 | Майлз Лабораториз Инк (Фирма) | Способ получени производных хромона |
| ZA739471B (en) * | 1972-12-22 | 1974-08-28 | Hoffmann La Roche | Chromane derivatives |
| US4150050A (en) * | 1978-01-30 | 1979-04-17 | Hoffmann-La Roche Inc. | 3,6-Dioxo-1,4-cyclohexadien-1-yl-butandate esters |
| EP0061800B1 (en) * | 1981-03-24 | 1985-08-28 | FISONS plc | Anti srs-a carboxylic acid derivatives, processes for their production and pharmaceutical formulations containing them |
| ATE25251T1 (de) * | 1981-11-12 | 1987-02-15 | Fisons Plc | Anti srs-a carbonsaeure-derivate, verfahren zu deren herstellung und diese enthaltende pharmazeutische formulierungen. |
| AU548450B2 (en) * | 1983-08-08 | 1985-12-12 | G.D. Searle & Co. | Substituted dihydrobenzopyrans |
| US4546194A (en) * | 1984-05-29 | 1985-10-08 | G. D. Searle & Co. | Substituted chromanon-2-yl alkanols and derivatives thereof |
-
1984
- 1984-06-14 ZA ZA844519A patent/ZA844519B/xx unknown
- 1984-06-20 FI FI842497A patent/FI87207C/sv not_active IP Right Cessation
- 1984-06-20 PT PT78779A patent/PT78779A/pt not_active IP Right Cessation
- 1984-06-21 DK DK304784A patent/DK304784A/da not_active Application Discontinuation
- 1984-06-21 NZ NZ208610A patent/NZ208610A/en unknown
- 1984-06-21 IL IL72187A patent/IL72187A/xx unknown
- 1984-06-22 NO NO84842549A patent/NO168643C/no unknown
- 1984-06-22 BR BR8403068A patent/BR8403068A/pt unknown
- 1984-06-22 HU HU842427A patent/HU202512B/hu not_active IP Right Cessation
- 1984-06-22 ZW ZW98/84A patent/ZW9884A1/xx unknown
- 1984-06-22 PH PH30874A patent/PH20806A/en unknown
- 1984-06-22 AU AU29785/84A patent/AU565490B2/en not_active Ceased
- 1984-06-22 MC MC841711A patent/MC1596A1/xx unknown
- 1984-06-22 GR GR75089A patent/GR82135B/el unknown
- 1984-06-22 CS CS844772A patent/CS246085B2/cs unknown
- 1984-06-23 ES ES533678A patent/ES533678A0/es active Granted
- 1984-06-23 JP JP59128475A patent/JPS6019782A/ja active Granted
- 1984-06-23 KR KR1019840003570A patent/KR920001776B1/ko not_active IP Right Cessation
- 1984-06-25 DE DE8484107289T patent/DE3471933D1/de not_active Expired
- 1984-06-25 AT AT84107289T patent/ATE34981T1/de active
- 1984-06-25 EP EP84107289A patent/EP0129906B1/de not_active Expired
-
1985
- 1985-01-18 US US06/692,479 patent/US4650812A/en not_active Expired - Fee Related
- 1985-03-29 ES ES541709A patent/ES541709A0/es active Granted
-
1986
- 1986-09-19 EP EP86112944A patent/EP0261254B1/en not_active Expired - Lifetime
- 1986-09-22 AU AU63013/86A patent/AU590798B2/en not_active Ceased
- 1986-10-01 JP JP61231356A patent/JPS6391381A/ja active Pending
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed | ||
| MM | Patent lapsed |
Owner name: F. HOFFMANN-LA ROCHE AG |