GB952591A - Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same - Google Patents
Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the sameInfo
- Publication number
- GB952591A GB952591A GB1753159A GB1753159A GB952591A GB 952591 A GB952591 A GB 952591A GB 1753159 A GB1753159 A GB 1753159A GB 1753159 A GB1753159 A GB 1753159A GB 952591 A GB952591 A GB 952591A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxyphenyl
- bis
- alkyl
- pentanoic acid
- hydrogen
- 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
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of the formula: <FORM:0952591/C2/1> (wherein R is hydrogen or a lower alkyl group and, when R is hydrogen, A is -COOR1 or -CONR2R3, R1 being an alkyl group of 3 to 8 carbon atoms and R2 and R3 together with the nitrogen atom forming a 5- or 6-membered saturated heterocyclic ring optionally containing a further hetero atom, or, when R is lower alkyl, A is -COOH, -COOR4 or -COO(CH2)nNR2R3, R4 being an alkyl group of 1 to 8 carbon atoms and n being 2, 3 or 4, the word "lower" referring to groups containing at most 4 carbon atoms) and acid-addition and quaternary ammonium salts of the amines; their preparation (1) when R is hydrogen and A is -COOR1, by esterifying 4, 4-bis(41-hydroxyphenyl)-pentanoic acid with the alcohol R1OH in presence of an esterification catalyst; or (2) when R is hydrogen and A is -CONR2R3, by reacting an alkyl ester of 4, 4-bis (41-hydroxyphenyl)-pentanoic acid with the amine NHR2R3; or (3) when R is alkyl and A is -COOH, by etherifying 4, 4-bis (41-hydroxyphenyl)-pentanoic acid with a dialkyl sulphate and separating the desired product from the reaction mixture by alkaline extraction; or (4) when R is alkyl and A is -COOR4, R and R4 being the same, by the method of (3), the required ether-esters being separated from the main product i.e. ether-acids, by alkaline extraction of the latter; or (5) when R is alkyl and A is -COOR4, R and R4 being different, by direct esterification of the products of (3) with an excess of the alcohol R4OH in presence of an acid catalyst; or (6) when R is alkyl and A is -COO (CH2)nNR2R3, by reacting an alkali metal salt of the products of (3) with the appropriate alkylamino halide. The invention also comprises the preparation of 4, 4-bis (41-hydroxyphenyl)-pentamide by reacting a corresponding alkyl ester with aqueous ammonia at room temperature. Detailed examples are provided. The above derivatives of 4, 4-bis (41-hydroxyphenyl)-pentanoic acid, which are stated to be of value as therapeutics, may be made up into pharmaceutical compositions with suitable carriers. Specifications 828,703 and 952,592 are referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1753159A GB952591A (en) | 1959-05-22 | 1959-05-22 | Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1753159A GB952591A (en) | 1959-05-22 | 1959-05-22 | Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB952591A true GB952591A (en) | 1964-03-18 |
Family
ID=10096801
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1753159A Expired GB952591A (en) | 1959-05-22 | 1959-05-22 | Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB952591A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2228448A1 (en) * | 1972-06-10 | 1973-12-13 | Hoechst Ag | METABOLIZING DERIVATIVES OF BIS (4-HYDROXY-PHENYL) -ALKANIC ACIDS AND THE METHOD FOR THEIR PRODUCTION |
| WO1981003021A1 (en) * | 1980-04-21 | 1981-10-29 | Akzo Nv | Bis-hydroxybenzyl derivatives,processes for their preparation and pharmaceutical composition containing same |
-
1959
- 1959-05-22 GB GB1753159A patent/GB952591A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2228448A1 (en) * | 1972-06-10 | 1973-12-13 | Hoechst Ag | METABOLIZING DERIVATIVES OF BIS (4-HYDROXY-PHENYL) -ALKANIC ACIDS AND THE METHOD FOR THEIR PRODUCTION |
| FR2187355A1 (en) * | 1972-06-10 | 1974-01-18 | Hoechst Ag | |
| WO1981003021A1 (en) * | 1980-04-21 | 1981-10-29 | Akzo Nv | Bis-hydroxybenzyl derivatives,processes for their preparation and pharmaceutical composition containing same |
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