FI66828C - Saett att oeka andelen av en saodan enatiomer vilken har en hog biologisk aktivitet - Google Patents
Saett att oeka andelen av en saodan enatiomer vilken har en hog biologisk aktivitet Download PDFInfo
- Publication number
- FI66828C FI66828C FI780738A FI780738A FI66828C FI 66828 C FI66828 C FI 66828C FI 780738 A FI780738 A FI 780738A FI 780738 A FI780738 A FI 780738A FI 66828 C FI66828 C FI 66828C
- Authority
- FI
- Finland
- Prior art keywords
- acid
- salt
- propionic acid
- diluent
- biphenylyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
- C07C59/56—Unsaturated compounds containing hydroxy or O-metal groups containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
- C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
- C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (11)
1. Sätt att öka andelen av en sadan önskad anantiomer av 2-arylpropionsyra, väri arylgruppen utgörs av 6-metoxi-2-naftyl eller en grupp med formeIn R3—<0)ra ~ R. RC 4 5 väri m är O eller 1 och R^, R^ och R^, vilka kan vara lika eller olika, betecknar väte, klor, fluor, hydroxi eller metoxi, k ä n -netecknat därav, att man bildar en blandning av ett sait av 2-arylpropionsyra och en enantiomer av en chiral organisk bas innehällande kväve i ett inert kolväteutspädningsmedel, väri en del av saltet är olösligt, varvid den chirala organiska basen innehällande kväve utgörs av fl(.-cyklohexylamin eller en ^(.-fenyl-etylamin i vilken fenylringen kan vara substituerad med C^_^-alkyl, C^_^-alkoxi eller halogen, och utspädningsmedlet används i ett förhällande mellan 1:1 och 1:100 vikt/vol., basen och utspädnings-medlet väljs sälunda, att saltet av den rasemiska 2-arylpropion-syran har en löslighet av 0,1-10% (vikt/vol.) i utspädningsmedlet, blandningen upphettas vid en temperatur av 90-150°C, varvid en del av den sura komponentens ena optiska isomer omvandlas till sin enantiomer och efter det att upphettning slutförts separeras det erhällna fasta saltet frän vätskefasen och surgörs för att erhälla 2-arylpropionsyra innehällande en ökad andel av den önskade enan-tiomeren.
2. Sätt enligt patentkravet 1, kännetecknat därav, att 2-arylpropionsyran utgörs av 2-(2 — fluor-4-bifenyly1)propionsyra, 2-(21-fluor-4-bifenylyl)propionsyra, 2—(2,2',4'-trifluor-4-bifeny-lyl)propionsyra, 2-/4-(2 — fluorfenoxi)fenyl/propionsyra eller 2—(6 — metoxi-2-naftyl)propionsyra.
3. Sätt enligt patentkravet 2, kännetecknat därav, att 2-arylpropionsyran utgörs av 2-(2-fluor-4-bifenylyl)propionsyra.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9697/77A GB1596032A (en) | 1977-03-08 | 1977-03-08 | Resolution of optically active 2-arylpropionic acids |
GB969777 | 1977-03-08 | ||
GB194678 | 1978-01-18 | ||
GB194678 | 1978-01-18 |
Publications (3)
Publication Number | Publication Date |
---|---|
FI780738A FI780738A (fi) | 1978-09-09 |
FI66828B FI66828B (fi) | 1984-08-31 |
FI66828C true FI66828C (fi) | 1984-12-10 |
Family
ID=26237091
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI780738A FI66828C (fi) | 1977-03-08 | 1978-03-07 | Saett att oeka andelen av en saodan enatiomer vilken har en hog biologisk aktivitet |
Country Status (29)
Country | Link |
---|---|
JP (1) | JPS53112841A (sv) |
AT (1) | AT360508B (sv) |
AU (1) | AU521708B2 (sv) |
BG (1) | BG28567A3 (sv) |
CA (1) | CA1105942A (sv) |
CH (1) | CH638482A5 (sv) |
CS (1) | CS222255B2 (sv) |
DD (1) | DD136261A5 (sv) |
DE (1) | DE2809794A1 (sv) |
DK (1) | DK154418C (sv) |
EG (1) | EG13345A (sv) |
ES (1) | ES467606A1 (sv) |
FI (1) | FI66828C (sv) |
FR (1) | FR2383155A1 (sv) |
GR (1) | GR64816B (sv) |
HU (1) | HU178810B (sv) |
IE (1) | IE46476B1 (sv) |
IN (1) | IN147834B (sv) |
IT (1) | IT1202818B (sv) |
LU (1) | LU79186A1 (sv) |
NL (1) | NL189126C (sv) |
NO (1) | NO146197C (sv) |
NZ (1) | NZ186644A (sv) |
PH (1) | PH13333A (sv) |
PL (1) | PL110888B1 (sv) |
PT (1) | PT67743A (sv) |
SE (1) | SE436422B (sv) |
SU (1) | SU784759A3 (sv) |
YU (1) | YU41472B (sv) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2826952A1 (de) * | 1978-06-20 | 1980-01-10 | Bayer Ag | Enantiomerentrennung von chiralen carbonsaeuren |
PH15674A (en) * | 1979-07-06 | 1983-03-11 | Syntex Corp | Process for the resolution of d,1 2-(6-methoxy-2-naphthyl)propionic acid |
JPS57145830A (en) * | 1981-03-06 | 1982-09-09 | Hiroyuki Nohira | Optical resolution of 2-(4-chlorophenyl)-3-methylbutanoic acid |
JPH01126425U (sv) * | 1988-02-23 | 1989-08-29 | ||
DE3824353A1 (de) * | 1988-07-19 | 1990-01-25 | Paz Arzneimittelentwicklung | Verfahren zur trennung von gemischen enantiomerer arylpropionsaeuren |
DE4028906A1 (de) * | 1990-09-12 | 1992-03-19 | Paz Arzneimittelentwicklung | Arzneimittel sowie deren herstellung und deren verwendung bei der bekaempfung von schmerzen und/oder entzuendungen und/oder fieber an tieren und menschen |
DE4319438C1 (de) * | 1993-06-11 | 1994-06-01 | Gerd Dr Dr Geislinger | Arzneimittel auf der Grundlage von Ketoprofen zur Bekämpfung von Schmerzen und/oder Entzündungen und/oder Fieber an Menschen und Tieren |
JP3782834B2 (ja) | 1994-10-26 | 2006-06-07 | 株式会社トクホン | 鎮痛抗炎症貼付剤 |
DE19717429A1 (de) * | 1997-04-25 | 1998-12-24 | Bayer Ag | Herstellung enantiomerenreiner Biarylketocarbonsäuren |
WO2010089343A1 (en) | 2009-02-06 | 2010-08-12 | Dsm Ip Assets B.V. | Method for the synthesis of chiral alpha-aryl propionic acid derivatives |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL23268A (en) * | 1964-05-07 | 1969-02-27 | Merck & Co Inc | Anti-inflammatory preparations containing the 4-phenyl-alpha-methyl acid acetic phenyl acid |
FR2015728A1 (en) * | 1968-04-18 | 1970-04-30 | Lilly Co Eli | Anti-inflammatory substd-phenylalkanoic acids and - derivs |
US3686183A (en) * | 1969-03-24 | 1972-08-22 | Syntex Corp | Preparation of optical isomers of arylalkylacetic acids |
-
1978
- 1978-03-06 CS CS781413A patent/CS222255B2/cs unknown
- 1978-03-06 PT PT67743A patent/PT67743A/pt unknown
- 1978-03-06 GR GR55617A patent/GR64816B/el unknown
- 1978-03-07 FI FI780738A patent/FI66828C/fi not_active IP Right Cessation
- 1978-03-07 AT AT163478A patent/AT360508B/de not_active IP Right Cessation
- 1978-03-07 IT IT48320/78A patent/IT1202818B/it active
- 1978-03-07 BG BG038943A patent/BG28567A3/xx unknown
- 1978-03-07 DE DE19782809794 patent/DE2809794A1/de active Granted
- 1978-03-07 ES ES467606A patent/ES467606A1/es not_active Expired
- 1978-03-07 HU HU78BO1703A patent/HU178810B/hu unknown
- 1978-03-07 IN IN241/CAL/78A patent/IN147834B/en unknown
- 1978-03-07 CA CA298,426A patent/CA1105942A/en not_active Expired
- 1978-03-07 SU SU782588501A patent/SU784759A3/ru active
- 1978-03-07 DK DK100878A patent/DK154418C/da not_active IP Right Cessation
- 1978-03-07 CH CH249378A patent/CH638482A5/de not_active IP Right Cessation
- 1978-03-07 SE SE7802603A patent/SE436422B/sv not_active IP Right Cessation
- 1978-03-07 YU YU540/78A patent/YU41472B/xx unknown
- 1978-03-07 NO NO780785A patent/NO146197C/no unknown
- 1978-03-07 IE IE467/81A patent/IE46476B1/en not_active IP Right Cessation
- 1978-03-08 JP JP2644878A patent/JPS53112841A/ja active Granted
- 1978-03-08 DD DD78204036A patent/DD136261A5/xx unknown
- 1978-03-08 NZ NZ186644A patent/NZ186644A/xx unknown
- 1978-03-08 PL PL1978205161A patent/PL110888B1/pl unknown
- 1978-03-08 NL NLAANVRAGE7802520,A patent/NL189126C/xx not_active IP Right Cessation
- 1978-03-08 AU AU33977/78A patent/AU521708B2/en not_active Expired
- 1978-03-08 FR FR7806692A patent/FR2383155A1/fr active Granted
- 1978-03-08 LU LU79186A patent/LU79186A1/xx unknown
- 1978-03-11 EG EG161/78A patent/EG13345A/xx active
- 1978-03-13 PH PH20873A patent/PH13333A/en unknown
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
MA | Patent expired | ||
MA | Patent expired |
Owner name: THE BOOTS COMPANY PLC |