FI92198B - Förfarande för framställning av farmakologiskt värdefulla 2-(RS)-substituerade 2,3-dihydro-5-oxi-4,6,7-trimetylbensofuraner - Google Patents
Förfarande för framställning av farmakologiskt värdefulla 2-(RS)-substituerade 2,3-dihydro-5-oxi-4,6,7-trimetylbensofuraner Download PDFInfo
- Publication number
- FI92198B FI92198B FI903994A FI903994A FI92198B FI 92198 B FI92198 B FI 92198B FI 903994 A FI903994 A FI 903994A FI 903994 A FI903994 A FI 903994A FI 92198 B FI92198 B FI 92198B
- Authority
- FI
- Finland
- Prior art keywords
- dihydro
- preparation
- formula
- oxy
- trimethylbenzofurans
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/10—Expectorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/12—Mucolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D307/80—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Toxicology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Vascular Medicine (AREA)
- Biochemistry (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
- Saccharide Compounds (AREA)
- Fats And Perfumes (AREA)
Claims (2)
1. Förfarande för framställning av farmakologiskt värdefulia 2-(RS)-substituerade 2,3-dihydro-5-oxi-4,6,7-trimetyl- 5 bensofuraner med formeln ch3 RO _
10 JL (I) H3C ^ 0 ^CHjCH^ ch3 varvid i formeln R är 15 - väte eller en hemisuckinoylgrupp R-^ är en sulfhydrylgrupp eller acyltiogrupp, SCOR3, där R3 är lägre alkyl, särskilt metyl, kännetecknat därav, att ett derivat av 2-(RS)- 2,3-dihydro-5-hydroxi-4,6,7-trimetylbensofuranyl) ättiksyra 20 reduceras med nägot känt redudktionsmedel av en karboxyl-funktion, särskilt litium- och aluminiumhydrid, i en lös-ning med ett eterlösningsmedel, säsom tetrahydrofuran, den sä erhällna föreningen behandlas med trifenylfosfin, dialkylazodikarboxylat, och en lämplig tiosyra, R3COSH, i 25 lösning med ett inert lösningsmedel, säsom tetrahydrofuran, : och den sä erhällna föreningen eventuellt: - acyleras med ett aktiverat derivat av en lämplig karbo-xylsyra eller - hydrolyseras genom behandling av tioesterderivatet med en 30 vattenlösning av en lämplig svag bas, säsom utspädd ammo- niak, tili vilken satts ett organiskt lösningsmedel, säsom aceton, i en inert atmosfär. 1 Förfarande enligt patentkravet 1 för framställning av 5- 35 (2,3-dihydro-2-(R,S)-(2-acetyltioetyl)-4,6,7-trimetylbenso furanyl -monoester, kännetecknat därav, att lämpliga utgängsämnen används.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT2153289 | 1989-08-18 | ||
IT8921532A IT1231341B (it) | 1989-08-18 | 1989-08-18 | 2,3 diidro 5 ossi 4,6,7 trimetilbenzofurani 2 (rs) sostituiti, utili come farmaci antiossidanti con proprieta' mucoregolatrici e antiischemiche. |
Publications (3)
Publication Number | Publication Date |
---|---|
FI903994A0 FI903994A0 (sv) | 1990-08-13 |
FI92198B true FI92198B (sv) | 1994-06-30 |
FI92198C FI92198C (sv) | 1994-10-10 |
Family
ID=11183207
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI903994A FI92198C (sv) | 1989-08-18 | 1990-08-13 | Förfarande för framställning av farmakologiskt värdefulla 2-(RS)-substituerade 2,3-dihydro-5-oxi-4,6,7-trimetylbensofuraner |
Country Status (21)
Country | Link |
---|---|
US (1) | US5114966A (sv) |
EP (1) | EP0413668B1 (sv) |
JP (1) | JP2931056B2 (sv) |
KR (1) | KR0167553B1 (sv) |
CN (1) | CN1032135C (sv) |
AT (1) | ATE131164T1 (sv) |
AU (1) | AU634570B2 (sv) |
CA (1) | CA2023522A1 (sv) |
CS (1) | CS277503B6 (sv) |
DE (1) | DE69023980T2 (sv) |
DK (1) | DK0413668T3 (sv) |
ES (1) | ES2080821T3 (sv) |
FI (1) | FI92198C (sv) |
GR (1) | GR3019030T3 (sv) |
HU (1) | HU207059B (sv) |
IT (1) | IT1231341B (sv) |
NO (1) | NO175819C (sv) |
NZ (1) | NZ234934A (sv) |
PT (1) | PT95037B (sv) |
RU (1) | RU2068845C1 (sv) |
ZA (1) | ZA906266B (sv) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0550292A1 (en) * | 1992-01-02 | 1993-07-07 | Merrell Dow Pharmaceuticals Inc. | Tissue protective tocopherol analogs |
EP0560568A3 (en) * | 1992-03-13 | 1994-06-29 | Takeda Chemical Industries Ltd | Hydroquinone derivatives and intermediates for production thereof |
US5721233A (en) * | 1992-04-06 | 1998-02-24 | Merrell Pharmaceuticals Inc. | Derivatives of 2,3-dihydro benzofuranols |
DE69314022T2 (de) * | 1992-04-06 | 1998-02-12 | Merrell Pharma Inc | Derivate von 2,3-dihydro-2,2,4,6,7-pentaalkyl-5-benzofuranen |
US5510373A (en) * | 1992-04-06 | 1996-04-23 | Merrell Pharmaceuticals Inc. | Cardioprotective agents |
US5545660A (en) * | 1992-04-07 | 1996-08-13 | Merrell Pharmaceuticals Inc. | Hydrazide derivatives of 3,4-dihydro-2H-1-benzopyrans |
IT1256264B (it) * | 1992-12-31 | 1995-11-29 | Lifegroup Spa | N-acilderivati di idrossiammine dotati di attivita' scavenger ed utilizzabili nelle patologie acute e croniche correlate a fenomeni di perossidazione ed infiammazione |
WO1995029906A1 (fr) * | 1994-04-28 | 1995-11-09 | Meiji Milk Products Co., Ltd. | Derive de benzofurane et son utilisation |
FR2720395B1 (fr) * | 1994-05-31 | 1996-06-28 | Oreal | Nouveaux composés de la famille des benzohétérocycles. |
US6150402A (en) * | 1994-08-15 | 2000-11-21 | Loma Linda University Medical Center | Natriuretic compounds |
US5798356A (en) * | 1995-08-07 | 1998-08-25 | Alcon Laboratories, Inc. | Angiostatic compounds |
US6048891A (en) | 1998-12-17 | 2000-04-11 | Loma Linda University Medical Center | Use of γ-tocopherol and its oxidative metabolite LLU-α in the treatment of natriuretic disease |
US6653346B1 (en) | 2002-02-07 | 2003-11-25 | Galileo Pharmaceuticals, Inc. | Cytoprotective benzofuran derivatives |
US7078541B2 (en) * | 2002-02-07 | 2006-07-18 | Galileo Pharmaceuticals, Inc. | Benzofuran derivatives |
CN107056707B (zh) * | 2017-01-23 | 2019-08-23 | 温州医科大学 | 一种3,4,5-三甲氧基苯类化合物及其在制备抗氧化药物中的应用 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1281325C (en) * | 1984-06-20 | 1991-03-12 | Patrice C. Belanger | Benzofuran derivatives |
JPS6388173A (ja) * | 1986-09-30 | 1988-04-19 | Kuraray Co Ltd | 2,3−ジヒドロベンゾフラン誘導体 |
JP2855341B2 (ja) * | 1988-06-10 | 1999-02-10 | 武田薬品工業株式会社 | 新規2―置換クマラン誘導体 |
JP2855340B2 (ja) * | 1988-06-10 | 1999-02-10 | 武田薬品工業株式会社 | 2―置換クマラン誘導体 |
IT1229482B (it) * | 1988-08-01 | 1991-09-03 | Foscama Biomed Chim Farma | Acidi (rs) 2 (2,3 diidro 5 idrossi 4,6,7 trimetilbenzofuranil) acetico e 2 (2,3 diidro 5 acilossi 4,6,7 trimetilbenzofuranil) acetici e loro esteri, utili come farmaci mucoregolatori ed antiischemici. |
-
1989
- 1989-08-18 IT IT8921532A patent/IT1231341B/it active
-
1990
- 1990-08-06 US US07/562,731 patent/US5114966A/en not_active Expired - Lifetime
- 1990-08-08 ZA ZA906266A patent/ZA906266B/xx unknown
- 1990-08-13 FI FI903994A patent/FI92198C/sv not_active IP Right Cessation
- 1990-08-16 DK DK90830376.1T patent/DK0413668T3/da active
- 1990-08-16 EP EP90830376A patent/EP0413668B1/en not_active Expired - Lifetime
- 1990-08-16 ES ES90830376T patent/ES2080821T3/es not_active Expired - Lifetime
- 1990-08-16 AT AT90830376T patent/ATE131164T1/de not_active IP Right Cessation
- 1990-08-16 CS CS904023A patent/CS277503B6/cs unknown
- 1990-08-16 DE DE69023980T patent/DE69023980T2/de not_active Expired - Fee Related
- 1990-08-16 NZ NZ234934A patent/NZ234934A/en unknown
- 1990-08-17 CA CA002023522A patent/CA2023522A1/en not_active Abandoned
- 1990-08-17 PT PT95037A patent/PT95037B/pt not_active IP Right Cessation
- 1990-08-17 RU SU904830922A patent/RU2068845C1/ru active
- 1990-08-17 NO NO903640A patent/NO175819C/no unknown
- 1990-08-17 HU HU905062A patent/HU207059B/hu unknown
- 1990-08-17 JP JP2217977A patent/JP2931056B2/ja not_active Expired - Lifetime
- 1990-08-18 CN CN90107001A patent/CN1032135C/zh not_active Expired - Fee Related
- 1990-08-18 KR KR1019900012708A patent/KR0167553B1/ko not_active IP Right Cessation
- 1990-08-22 AU AU61280/90A patent/AU634570B2/en not_active Ceased
-
1996
- 1996-02-21 GR GR960400432T patent/GR3019030T3/el unknown
Also Published As
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG | Patent granted |
Owner name: BIOMEDICA FOSCAMA INDUSTRIA |
|
BB | Publication of examined application | ||
MM | Patent lapsed | ||
MM | Patent lapsed |
Owner name: BIOMEDICA FOSCAMA INDUSTRIA |