IE33762L - Adamantylcarboxamidophenylacetic acid derivatives - Google Patents
Adamantylcarboxamidophenylacetic acid derivativesInfo
- Publication number
- IE33762L IE33762L IE700375A IE37570A IE33762L IE 33762 L IE33762 L IE 33762L IE 700375 A IE700375 A IE 700375A IE 37570 A IE37570 A IE 37570A IE 33762 L IE33762 L IE 33762L
- Authority
- IE
- Ireland
- Prior art keywords
- nitro
- prepared
- acid
- hydrogen atom
- methyl
- Prior art date
Links
Classifications
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Rheumatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pain & Pain Management (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Manufacture And Refinement Of Metals (AREA)
Abstract
1310606 2 - (1 - Adamantylcarboxamido)- phenylacetic acids CIBA-GEIGY AG 25 March 1970 [26 March 1969] 14461/70 Heading C2C Novel 2 - (1 - adamantylcarboxamido)- phenylacetic acids of the general formula wherein one of R 1 and R 2 is a hydrogen, fluorine, chlorine or bromine atom or a C 1-4 alkyl, C 1-4 alkoxy or trifluoromethyl group and the other is a hydrogen atom, or both R 1 and R 2 are C 1-4 alkoxy groups, and R 3 and R 4 are each a hydrogen atom or a C 1-4 alkyl group, and, when R 4 is a hydrogen atom in said formula, pharmaceutically acceptable salts thereof with bases are prepared by reaction of a 2-amino-phenylacetic acid of the general formula with an acylating agent containing a 1-adamantyl-carbonyl group and, when in the product R 4 is a hydrogen atom, optional esterification or salification of the product, or, when in the product R 4 is a C 1-4 alkyl group, optional hydrolysis of the product to give the corresponding free acid or a salt thereof, the latter optionally being converted to the free acid. 2 - Amino - phenylacetic acid esters of the second general formula above wherein R 4 is a C 1-4 alkyl group are prepared by esterification of the corresponding 2-nitro-phenylacetic acid and reduction of the resulting 2-nitro-phenylacetic acid ester. Methyl 2-(2-nitro-4-trifluoromethylphenyl)propionate is prepared by reaction of methyl 2-nitro-4-trifluoromethylphenylacetate with methyl iodide in the presence of sodium hydride. Methyl 2-(2-nitro-4-trifluoromethylphenyl)-hexanoate is prepared analogously from 1 - bromo - n - butane. 4 - Methyl - 2 - nitrophenylacetic acid is prepared by reaction of 3- nitro-4-chlorotoluene with diethyl malonate in the presence of sodium, followed by ethanolic potassium hydroxide solution. 5 - Fluoro - 2- nitrophenylacetic acid is prepared by acid hydrolysis of 5-fluoro-2-nitrophenylacetonitrile. Pharmaceutical compositions having antiinflammatory activity comprise, as active ingredient, a 2 - (1 - adamantylcarboxamido)- phenylacetic acid of the first general formula above or, when R 4 is a hydrogen atom in said formula, a pharmaceutically acceptable salt thereof with a base, together with a pharmaceutically acceptable diluent or carrier therefor, and may be administered orally.
[GB1310606A]
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US81082869A | 1969-03-26 | 1969-03-26 |
Publications (2)
Publication Number | Publication Date |
---|---|
IE33762L true IE33762L (en) | 1970-09-26 |
IE33762B1 IE33762B1 (en) | 1974-10-16 |
Family
ID=25204813
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IE375/70A IE33762B1 (en) | 1969-03-26 | 1970-03-25 | New adamantylcarboxamidophenylacetic acid derivatives,their preparation and compositions containing them |
Country Status (17)
Country | Link |
---|---|
JP (1) | JPS4826004B1 (en) |
AT (1) | AT293369B (en) |
BE (1) | BE747948A (en) |
BG (1) | BG17524A3 (en) |
BR (1) | BR7017762D0 (en) |
CH (1) | CH529107A (en) |
DE (1) | DE2014506A1 (en) |
DK (1) | DK124024B (en) |
ES (1) | ES377921A1 (en) |
FR (1) | FR2035904B1 (en) |
GB (1) | GB1310606A (en) |
IE (1) | IE33762B1 (en) |
IL (1) | IL34158A (en) |
NL (1) | NL7003946A (en) |
NO (1) | NO129346B (en) |
PL (1) | PL87285B1 (en) |
SE (1) | SE365507B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60152331U (en) * | 1984-03-14 | 1985-10-09 | レンゴ−株式会社 | desk |
JPS6131224U (en) * | 1984-07-31 | 1986-02-25 | 株式会社 ムラタインテリアデザイン | table |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1113227A (en) * | 1965-06-24 | 1968-05-08 | Searle & Co | Adamantanecarboxylic acid derivatives |
-
1970
- 1970-03-19 DK DK137870AA patent/DK124024B/en unknown
- 1970-03-19 NL NL7003946A patent/NL7003946A/xx unknown
- 1970-03-19 NO NO01028/70A patent/NO129346B/no unknown
- 1970-03-19 SE SE03719/70A patent/SE365507B/xx unknown
- 1970-03-20 DE DE19702014506 patent/DE2014506A1/de active Pending
- 1970-03-25 FR FR7010714A patent/FR2035904B1/fr not_active Expired
- 1970-03-25 AT AT277570A patent/AT293369B/en not_active IP Right Cessation
- 1970-03-25 ES ES377921A patent/ES377921A1/en not_active Expired
- 1970-03-25 IE IE375/70A patent/IE33762B1/en unknown
- 1970-03-25 PL PL1970139589A patent/PL87285B1/pl unknown
- 1970-03-25 BR BR217762/70A patent/BR7017762D0/en unknown
- 1970-03-25 JP JP45024535A patent/JPS4826004B1/ja active Pending
- 1970-03-25 IL IL34158A patent/IL34158A/en unknown
- 1970-03-25 BG BG014274A patent/BG17524A3/en unknown
- 1970-03-25 GB GB1446170A patent/GB1310606A/en not_active Expired
- 1970-03-25 BE BE747948D patent/BE747948A/en unknown
- 1970-03-25 CH CH449770A patent/CH529107A/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
BR7017762D0 (en) | 1973-02-13 |
FR2035904A1 (en) | 1970-12-24 |
FR2035904B1 (en) | 1974-01-11 |
BG17524A3 (en) | 1973-11-10 |
JPS4826004B1 (en) | 1973-08-03 |
GB1310606A (en) | 1973-03-21 |
ES377921A1 (en) | 1972-10-16 |
SE365507B (en) | 1974-03-25 |
IE33762B1 (en) | 1974-10-16 |
PL87285B1 (en) | 1976-06-30 |
NO129346B (en) | 1974-04-01 |
DE2014506A1 (en) | 1970-10-01 |
IL34158A (en) | 1974-01-14 |
IL34158A0 (en) | 1970-05-21 |
CH529107A (en) | 1972-10-15 |
AT293369B (en) | 1971-10-11 |
DK124024B (en) | 1972-09-04 |
BE747948A (en) | 1970-09-25 |
NL7003946A (en) | 1970-09-29 |
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