GB1307284A - 2-substituted phenyl propionic acids - Google Patents
2-substituted phenyl propionic acidsInfo
- Publication number
- GB1307284A GB1307284A GB1257070A GB1307284DA GB1307284A GB 1307284 A GB1307284 A GB 1307284A GB 1257070 A GB1257070 A GB 1257070A GB 1307284D A GB1307284D A GB 1307284DA GB 1307284 A GB1307284 A GB 1307284A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- fluorophenoxy
- phenyl
- compounds
- acetophenone
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
1307284 2 - Phenylpropionic acid derivatives BOOTS CO Ltd 19 April 1971 [16 March 1970] 12570/70 Heading C2C The invention comprises novel 2-phenylpropionic acids of the formula wherein X is O or NH; R 1 is halogen; R 2 and R 3 are H or halogen, at least one of them being H; Y is COOH, CONH 2 or CH 2 OH; together with pharmaceutically acceptable esters, and salts with inorganic and organic bases of those compounds in which Y is COOH, and their preparation. The free acids of the above formula are prepared by the decarboxylation of the corresponding 2 - [3 - R3 - 4 - (4 - R 1 - 2 - R 2 - phenoxy)phenyl] - 2 - methyl - malonic acids or 2 - [3 - R 3 - 4 - (4 - R 1 - 2 - R 2 - anilino)phenyl]- 2-methylmalonic acids. Acids in which X is O may also be obtained by the Ullmann reaction between either 4 - R 1 - 2 - R2 - phenols and 2- (3 - R 3 - 4 - halophenyl) - propionic acids or 4 - R 1 - 2 - R 2 - halobenzenes and 2 - (3 - R 1 - 4- hydroxyphenyl)propionic acids. Acids in which X is NH may be made by hydrolysing compounds of the formula wherein R 5 is an acyl group. The acids thus obtained may be reduced to the corresponding compounds in which Y is CH 2 OH or converted to esters, amides or salts. Other methods of preparation are described in general terms. The following intermediates and starting materials are also prepared: diethyl 2-[4-(4- fluorophenoxy)phenyl]- 2 - methyl - malonate, 4<SP>1 </SP>- (4 - fluorophenoxy)acetophenone, 4 - (4- fluorophenoxy)phenylacetic acid and its ethyl ester, 2 - [4 - (4 - fluorophenoxy)phenyl]- 2- methylmalonic acid, diethyl 2 - [4 - (4 - chlorophenoxy)phenyl] - 2 - methylmalonate, ethyl 4 - (4 - chlorophenoxy)phenylacetate, 41 - (4 fluorophenoxy) - 3<SP>1</SP>- nitroacetophenone, 31- amino - 4<SP>1</SP> - (4 - fluorophenoxy)acetophenone, 3<SP>1</SP> - chloro - 4<SP>1</SP> - (4 - fluorophenoxy)acetophenone, ethyl 3 - chloro - 4 - (4 - fluorophenoxy)phenylacetate, diethyl 3 - chloro - 4 - (4 - fluorophenoxyl)phenyl - 2 - methylmalonate, 4<SP>1</SP>- bromo - 31 - nitroacetophenone, and 2 - [4- (2,4 - difluorophenoxy)- phenyl]propionyl chloride. Pharmaceutical compositions suitable for oral, topical, parenteral and rectal administration, contain the above novel compounds in association with pharmaceutical excipients. The compounds possess anti-inflammatory, analgesic and antipyretic properties.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1257070 | 1970-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1307284A true GB1307284A (en) | 1973-02-14 |
Family
ID=10007088
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1257070A Expired GB1307284A (en) | 1970-03-16 | 1970-03-16 | 2-substituted phenyl propionic acids |
Country Status (18)
| Country | Link |
|---|---|
| AT (4) | AT318574B (en) |
| BE (2) | BE764257A (en) |
| CA (2) | CA925520A (en) |
| CH (2) | CH532010A (en) |
| CS (4) | CS170543B2 (en) |
| DE (2) | DE2112323A1 (en) |
| DK (1) | DK139673B (en) |
| ES (4) | ES389253A1 (en) |
| FR (2) | FR2085713B1 (en) |
| GB (1) | GB1307284A (en) |
| IE (2) | IE35109B1 (en) |
| IL (2) | IL36395A (en) |
| NL (2) | NL7103404A (en) |
| NO (2) | NO132989C (en) |
| PL (4) | PL70292B1 (en) |
| RO (4) | RO62254A (en) |
| SE (2) | SE366732B (en) |
| ZA (2) | ZA711644B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2163986A1 (en) * | 1999-07-13 | 2002-02-01 | Menarini Lab | Set of inflammation and pain inhibitors for e.g. cyclooxygenase activity inhibitors comprises alpha aryl propionic acids and aryl acetic acids |
| WO2005051888A2 (en) * | 2003-11-27 | 2005-06-09 | Merk Patent Gmbh | Diphenylamine derivatives |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2837525A1 (en) * | 1978-08-28 | 1980-03-20 | Bayer Ag | PROCESS FOR THE PRODUCTION OF 4-FLUORO-3-PHENOXY-TOLUENE |
| SE8400239D0 (en) * | 1984-01-19 | 1984-01-19 | Pharmacia Ab | NEW ARYLETIC ACID DERIVATIVES |
| HUT55742A (en) * | 1987-12-28 | 1991-06-28 | Dowelanco | Process for producing (phenoxy-phenoxy)-propionate derivatives and theyr new intermediates |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE363818B (en) * | 1968-08-15 | 1974-02-04 | Lilly Co Eli |
-
1970
- 1970-03-16 GB GB1257070A patent/GB1307284A/en not_active Expired
-
1971
- 1971-03-04 CA CA106861A patent/CA925520A/en not_active Expired
- 1971-03-04 CA CA106862A patent/CA925878A/en not_active Expired
- 1971-03-05 NL NL7103404A patent/NL7103404A/xx not_active Application Discontinuation
- 1971-03-10 IE IE301/71A patent/IE35109B1/en unknown
- 1971-03-10 IE IE302/71A patent/IE35234B1/en unknown
- 1971-03-11 IL IL36395A patent/IL36395A/en unknown
- 1971-03-11 IL IL36394A patent/IL36394A/en unknown
- 1971-03-12 ZA ZA711644A patent/ZA711644B/en unknown
- 1971-03-12 ZA ZA711643A patent/ZA711643B/en unknown
- 1971-03-15 CS CS3910*A patent/CS170543B2/cs unknown
- 1971-03-15 CS CS1864A patent/CS169813B2/cs unknown
- 1971-03-15 PL PL1971146901A patent/PL70292B1/pl unknown
- 1971-03-15 FR FR7108943A patent/FR2085713B1/fr not_active Expired
- 1971-03-15 PL PL1971146906A patent/PL72430B1/pl unknown
- 1971-03-15 PL PL1971182996A patent/PL94403B1/en unknown
- 1971-03-15 PL PL1971182995A patent/PL94402B1/en unknown
- 1971-03-15 SE SE03327/71A patent/SE366732B/xx unknown
- 1971-03-15 NL NL7103403A patent/NL7103403A/xx unknown
- 1971-03-15 CS CS6523*A patent/CS169814B2/cs unknown
- 1971-03-15 ES ES389253A patent/ES389253A1/en not_active Expired
- 1971-03-15 NO NO71980A patent/NO132989C/no unknown
- 1971-03-15 SE SE03328/71A patent/SE366733B/xx unknown
- 1971-03-15 DE DE19712112323 patent/DE2112323A1/en active Pending
- 1971-03-15 ES ES389252A patent/ES389252A1/en not_active Expired
- 1971-03-15 CS CS1863A patent/CS170542B2/cs unknown
- 1971-03-15 DE DE19712112322 patent/DE2112322A1/en active Pending
- 1971-03-15 BE BE764257A patent/BE764257A/en unknown
- 1971-03-15 BE BE764258A patent/BE764258A/en unknown
- 1971-03-15 NO NO71981A patent/NO131507C/no unknown
- 1971-03-15 DK DK120971AA patent/DK139673B/en unknown
- 1971-03-15 FR FR7108942A patent/FR2085712B1/fr not_active Expired
- 1971-03-16 CH CH378771A patent/CH532010A/en not_active IP Right Cessation
- 1971-03-16 RO RO68712A patent/RO62254A/ro unknown
- 1971-03-16 AT AT226971A patent/AT318574B/en active
- 1971-03-16 AT AT227071A patent/AT318575B/en active
- 1971-03-16 RO RO66285A patent/RO61058A/ro unknown
- 1971-03-16 RO RO66280A patent/RO61093A/ro unknown
- 1971-03-16 CH CH378871A patent/CH530363A/en not_active IP Right Cessation
- 1971-03-16 AT AT1065472A patent/AT318577B/en not_active IP Right Cessation
- 1971-03-16 RO RO68711A patent/RO61065A/ro unknown
- 1971-03-16 AT AT1065372A patent/AT318576B/en not_active IP Right Cessation
-
1972
- 1972-01-12 ES ES398803A patent/ES398803A1/en not_active Expired
- 1972-01-12 ES ES398802A patent/ES398802A1/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2163986A1 (en) * | 1999-07-13 | 2002-02-01 | Menarini Lab | Set of inflammation and pain inhibitors for e.g. cyclooxygenase activity inhibitors comprises alpha aryl propionic acids and aryl acetic acids |
| WO2005051888A2 (en) * | 2003-11-27 | 2005-06-09 | Merk Patent Gmbh | Diphenylamine derivatives |
| WO2005051888A3 (en) * | 2003-11-27 | 2005-08-11 | Merck Patent Gmbh | Diphenylamine derivatives |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1446141A (en) | Cinnamamides and hydrocinnamides and processes for their preparation | |
| GB1369542A (en) | Substituted indenylalkanoic acids | |
| GB1467110A (en) | 4-phenyl-5-oxo-heptenoic acids | |
| US3707549A (en) | Alpha-substituted hydrocinnamic acids and derivatives thereof | |
| GB1307284A (en) | 2-substituted phenyl propionic acids | |
| GB1291386A (en) | Improvements in or relating to 2-(6'-substituted-2'-naphthyl) propionic acid derivatives and salts thereof | |
| GB1430693A (en) | Preparation of phenyl propionic acid derivatives | |
| US3981905A (en) | 2-(Substituted phenyl) propionic acids | |
| ES8608473A1 (en) | Process for the preparation of (d) 2-(d-methoxy-2-naphthyl) propionic acid and pharmaceutically acceptable salts thereof and new intermediates therefor. | |
| ES8105254A1 (en) | Alkanoic acid derivatives | |
| IE32439B1 (en) | Substituted phenylacetic acids and process of preparation thereof | |
| JPS5538359A (en) | Preparation of 2-(3-benzoylphenyl)-propionic acid | |
| IE33116B1 (en) | Process for the production of new substituted phenylalkanoic acids | |
| US3947582A (en) | Phenylacetic acid compounds in treating abnormal platelet aggregation | |
| GB1382996A (en) | Substituted biphenyls | |
| GB1488707A (en) | 5-(2-hydroxy-propoxy)-4-oxo-8-propyl-4h-1-benzopyran-2-carboxylic acid and derivatives thereof | |
| GB1377316A (en) | Dialkylaminoalkyl esters of arylaliphatic acids and acid addition salts thereof | |
| US3240802A (en) | Phenylalkyl-aminooxy carboxylic acids | |
| GB1309221A (en) | 2-substituted phenyl propionic acids | |
| US4128573A (en) | 2-(Substituted phenyl)propionic acids | |
| IE35745B1 (en) | Dibenzocycloheptene derivatives | |
| GB1502662A (en) | Pharmaceutically useful indanylpropionic acid derivatives | |
| GB1175212A (en) | Halo-Substituted 5-Phenylbenzoic Acids and their Derivatives | |
| GB1465219A (en) | Process for the preparation of a phenyl alkonoic acid and its salts | |
| GB1263768A (en) | New substituted aryloxy- and arylthioacetic acids, esters and salts thereof, process for their production and compositions containing same |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |