IE33762B1 - New adamantylcarboxamidophenylacetic acid derivatives,their preparation and compositions containing them - Google Patents
New adamantylcarboxamidophenylacetic acid derivatives,their preparation and compositions containing themInfo
- Publication number
- IE33762B1 IE33762B1 IE375/70A IE37570A IE33762B1 IE 33762 B1 IE33762 B1 IE 33762B1 IE 375/70 A IE375/70 A IE 375/70A IE 37570 A IE37570 A IE 37570A IE 33762 B1 IE33762 B1 IE 33762B1
- Authority
- IE
- Ireland
- Prior art keywords
- nitro
- prepared
- acid
- hydrogen atom
- methyl
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 3
- 239000000203 mixture Substances 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- -1 1-adamantyl-carbonyl group Chemical group 0.000 abstract 2
- KHMNCHDUSFCTGK-UHFFFAOYSA-N 2-aminophenylacetic acid Chemical compound NC1=CC=CC=C1CC(O)=O KHMNCHDUSFCTGK-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 230000032050 esterification Effects 0.000 abstract 2
- 238000005886 esterification reaction Methods 0.000 abstract 2
- WMUZDBZPDLHUMW-UHFFFAOYSA-N (2-nitrophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC=C1[N+]([O-])=O WMUZDBZPDLHUMW-UHFFFAOYSA-N 0.000 abstract 1
- MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 abstract 1
- NWESJZZPAJGHRZ-UHFFFAOYSA-N 1-chloro-4-methyl-2-nitrobenzene Chemical compound CC1=CC=C(Cl)C([N+]([O-])=O)=C1 NWESJZZPAJGHRZ-UHFFFAOYSA-N 0.000 abstract 1
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 abstract 1
- DXXWGXHJDCZCSN-UHFFFAOYSA-N 2-(4-methyl-2-nitrophenyl)acetic acid Chemical compound CC1=CC=C(CC(O)=O)C([N+]([O-])=O)=C1 DXXWGXHJDCZCSN-UHFFFAOYSA-N 0.000 abstract 1
- YETOJTGGLXHUCS-UHFFFAOYSA-N 2-(5-fluoro-2-nitrophenyl)acetonitrile Chemical compound [O-][N+](=O)C1=CC=C(F)C=C1CC#N YETOJTGGLXHUCS-UHFFFAOYSA-N 0.000 abstract 1
- HOWBVGXZCYNPOU-UHFFFAOYSA-N 29640-98-0 Chemical compound OC(=O)CC1=CC(F)=CC=C1[N+]([O-])=O HOWBVGXZCYNPOU-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N benzyl-alpha-carboxylic acid Natural products OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- WFQOIJIXNFOYCM-UHFFFAOYSA-N methyl 2-[2-nitro-4-(trifluoromethyl)phenyl]acetate Chemical compound COC(=O)CC1=CC=C(C(F)(F)F)C=C1[N+]([O-])=O WFQOIJIXNFOYCM-UHFFFAOYSA-N 0.000 abstract 1
- QFRKBSWZBHKADY-UHFFFAOYSA-N methyl 2-[2-nitro-4-(trifluoromethyl)phenyl]hexanoate Chemical compound [N+](=O)([O-])C1=C(C=CC(=C1)C(F)(F)F)C(C(=O)OC)CCCC QFRKBSWZBHKADY-UHFFFAOYSA-N 0.000 abstract 1
- HJIWZFAZVDZZNB-UHFFFAOYSA-N methyl 2-[2-nitro-4-(trifluoromethyl)phenyl]propanoate Chemical compound [N+](=O)([O-])C1=C(C=CC(=C1)C(F)(F)F)C(C(=O)OC)C HJIWZFAZVDZZNB-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 229960003424 phenylacetic acid Drugs 0.000 abstract 1
- 239000003279 phenylacetic acid Substances 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000012312 sodium hydride Substances 0.000 abstract 1
- 229910000104 sodium hydride Inorganic materials 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
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)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Manufacture And Refinement Of Metals (AREA)
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 IE33762L (en) | 1970-09-26 |
| IE33762B1 true 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)
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60152331U (ja) * | 1984-03-14 | 1985-10-09 | レンゴ−株式会社 | 机 |
| JPS6131224U (ja) * | 1984-07-31 | 1986-02-25 | 株式会社 ムラタインテリアデザイン | テ−ブル |
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 SE SE03719/70A patent/SE365507B/xx unknown
- 1970-03-19 DK DK137870AA patent/DK124024B/da unknown
- 1970-03-19 NO NO01028/70A patent/NO129346B/no unknown
- 1970-03-19 NL NL7003946A patent/NL7003946A/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 BR BR217762/70A patent/BR7017762D0/pt unknown
- 1970-03-25 AT AT277570A patent/AT293369B/de not_active IP Right Cessation
- 1970-03-25 BE BE747948D patent/BE747948A/xx unknown
- 1970-03-25 BG BG014274A patent/BG17524A3/xx unknown
- 1970-03-25 IL IL34158A patent/IL34158A/xx unknown
- 1970-03-25 PL PL1970139589A patent/PL87285B1/pl unknown
- 1970-03-25 CH CH449770A patent/CH529107A/de not_active IP Right Cessation
- 1970-03-25 ES ES377921A patent/ES377921A1/es not_active Expired
- 1970-03-25 GB GB1446170A patent/GB1310606A/en not_active Expired
- 1970-03-25 IE IE375/70A patent/IE33762B1/xx unknown
- 1970-03-25 JP JP45024535A patent/JPS4826004B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BR7017762D0 (pt) | 1973-02-13 |
| SE365507B (enrdf_load_stackoverflow) | 1974-03-25 |
| FR2035904B1 (enrdf_load_stackoverflow) | 1974-01-11 |
| NL7003946A (enrdf_load_stackoverflow) | 1970-09-29 |
| BG17524A3 (bg) | 1973-11-10 |
| IL34158A0 (en) | 1970-05-21 |
| DK124024B (da) | 1972-09-04 |
| GB1310606A (en) | 1973-03-21 |
| JPS4826004B1 (enrdf_load_stackoverflow) | 1973-08-03 |
| FR2035904A1 (enrdf_load_stackoverflow) | 1970-12-24 |
| IL34158A (en) | 1974-01-14 |
| IE33762L (en) | 1970-09-26 |
| PL87285B1 (enrdf_load_stackoverflow) | 1976-06-30 |
| CH529107A (de) | 1972-10-15 |
| NO129346B (enrdf_load_stackoverflow) | 1974-04-01 |
| BE747948A (fr) | 1970-09-25 |
| DE2014506A1 (enrdf_load_stackoverflow) | 1970-10-01 |
| ES377921A1 (es) | 1972-10-16 |
| AT293369B (de) | 1971-10-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1269551A (en) | New tricyclic derivatives and process for their manufacture | |
| GB1355681A (en) | Phenylacetic acid derivatives | |
| IE45624L (en) | (pyrazol-1-yl)-phenylacetic acids. | |
| IE35424L (en) | Cyclopropyl-p-tolyl-acetic acid derivatives. | |
| GB1467110A (en) | 4-phenyl-5-oxo-heptenoic acids | |
| IE34314B1 (en) | Dibenzodioxocine derivatives | |
| IE33762B1 (en) | New adamantylcarboxamidophenylacetic acid derivatives,their preparation and compositions containing them | |
| GB1252329A (enrdf_load_stackoverflow) | ||
| GB1334693A (en) | Acenaphthene derivatives | |
| IE39419L (en) | Bis-(benzyl) acetic acid derivatives. | |
| GB1515060A (en) | 3-hydroxymethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid esters | |
| ES382023A1 (es) | Procedimiento para preparar compuestos de alfa - carboxia- rilmetil penicilinas. | |
| GB1174880A (en) | Derivatives of alpha-Piperazinophenylacetonitrile and process for manufacture of same | |
| GB1478374A (en) | Piperidyl-methylenedioxybenzene derivatives | |
| GB1186938A (en) | Tertiary 1,3-Aminoalcohols | |
| GB1382267A (en) | Phenylalkanoic acid derivatives | |
| GB1414886A (en) | 2,10-dichloro-12-methyl-12h-dibenzo-d,g 1,3 dioxocine derivatives and a process for the preparation of same | |
| GB1195491A (en) | 4-Substituted 7- and 8-Chloroquinolines, the Preparation thereof, and Compositions Containing the same | |
| GB1426200A (en) | Nahpthyridine derivatives | |
| IE34139L (en) | 4-phenyl-butyric acid derivatives | |
| GB1504683A (en) | Pharmaceutical compositions containing substituted pyrimido-quinoline derivatives | |
| GB1200981A (en) | Novel bis-p-chlorophenoxy-acetic acid esters, the preparation thereof and compositions containing the same | |
| GB1166758A (en) | Phenoxyacetic Acids | |
| GB1461789A (en) | 3-substituted propanoic acid derivatives | |
| GB1223945A (en) | Alkyl esters of 1-(disubstituted phenyl or benzyl)-1h-indazol-3-yloxy-acetic acids |