FR2133503A1 - 2-(1-phenylpyrazol-4-yl)propionic acids - with antiinflammatory analgesic and antirheumatic activity - Google Patents
2-(1-phenylpyrazol-4-yl)propionic acids - with antiinflammatory analgesic and antirheumatic activityInfo
- Publication number
- FR2133503A1 FR2133503A1 FR7113296A FR7113296A FR2133503A1 FR 2133503 A1 FR2133503 A1 FR 2133503A1 FR 7113296 A FR7113296 A FR 7113296A FR 7113296 A FR7113296 A FR 7113296A FR 2133503 A1 FR2133503 A1 FR 2133503A1
- Authority
- FR
- France
- Prior art keywords
- phenylpyrazol
- propionic acids
- antiinflammatory
- cpds
- antiinflammatory analgesic
- 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.)
- Granted
Links
- 230000000202 analgesic effect Effects 0.000 title abstract 2
- 230000003110 anti-inflammatory effect Effects 0.000 title abstract 2
- YFURHEQBISNUQG-UHFFFAOYSA-N 2-(1-phenylpyrazol-4-yl)propanoic acid Chemical class C1=C(C(C(O)=O)C)C=NN1C1=CC=CC=C1 YFURHEQBISNUQG-UHFFFAOYSA-N 0.000 title 1
- 230000003356 anti-rheumatic effect Effects 0.000 title 1
- 208000025747 Rheumatic disease Diseases 0.000 abstract 1
- 235000011054 acetic acid Nutrition 0.000 abstract 1
- 150000001243 acetic acids Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- 238000007069 methylation reaction Methods 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003151 propanoic acid esters Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Cpds. are of formula (I): (where X is H, halogen, alkyl, OH, alkoxy; R is H or phenyl opt. substd. by X), and salts of (I), with organic and inorganic bases. The cpds. have antiinflammatory and analgesic activity and may be used for treatment of rheumatic diseases at 100-1000 mg/day in man. They are prepd. by alpha-methylation of esters of the corresp. acetic acids using methyl iodide in presence of sodamide and hydrolysing the resulting propionic acid ester.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7113296A FR2133503A1 (en) | 1971-04-15 | 1971-04-15 | 2-(1-phenylpyrazol-4-yl)propionic acids - with antiinflammatory analgesic and antirheumatic activity |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7113296A FR2133503A1 (en) | 1971-04-15 | 1971-04-15 | 2-(1-phenylpyrazol-4-yl)propionic acids - with antiinflammatory analgesic and antirheumatic activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2133503A1 true FR2133503A1 (en) | 1972-12-01 |
| FR2133503B1 FR2133503B1 (en) | 1974-08-30 |
Family
ID=9075312
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7113296A Granted FR2133503A1 (en) | 1971-04-15 | 1971-04-15 | 2-(1-phenylpyrazol-4-yl)propionic acids - with antiinflammatory analgesic and antirheumatic activity |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2133503A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4325962A (en) * | 1969-09-12 | 1982-04-20 | Byk-Gulden Lomberg Chemische Fabrik Gmbh | Pharmaceutical compositions comprising a pyrazole derivative and method of use |
| EP0299504A1 (en) * | 1987-07-17 | 1989-01-18 | SPOFA Spojené Podniky Pro Zdravotnickou Vyrobu | A process for the preparation of 1-phenyl-3-(4-chlorophenyl)-pyrazol-4-ylacetic acid and its calcium salt |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2536003C2 (en) | 1975-08-08 | 1985-11-14 | Schering AG, 1000 Berlin und 4709 Bergkamen | Pyrazole derivatives, their preparation and pharmaceutical derivatives containing them |
-
1971
- 1971-04-15 FR FR7113296A patent/FR2133503A1/en active Granted
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4325962A (en) * | 1969-09-12 | 1982-04-20 | Byk-Gulden Lomberg Chemische Fabrik Gmbh | Pharmaceutical compositions comprising a pyrazole derivative and method of use |
| EP0299504A1 (en) * | 1987-07-17 | 1989-01-18 | SPOFA Spojené Podniky Pro Zdravotnickou Vyrobu | A process for the preparation of 1-phenyl-3-(4-chlorophenyl)-pyrazol-4-ylacetic acid and its calcium salt |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2133503B1 (en) | 1974-08-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |