FR2085649A1 - 2-aza-6-(5-tetrazolyl) diphenylamines - with antiinflammatory analgesic and anti-oedema activity - Google Patents
2-aza-6-(5-tetrazolyl) diphenylamines - with antiinflammatory analgesic and anti-oedema activityInfo
- Publication number
- FR2085649A1 FR2085649A1 FR7015212A FR7015212A FR2085649A1 FR 2085649 A1 FR2085649 A1 FR 2085649A1 FR 7015212 A FR7015212 A FR 7015212A FR 7015212 A FR7015212 A FR 7015212A FR 2085649 A1 FR2085649 A1 FR 2085649A1
- Authority
- FR
- France
- Prior art keywords
- activity
- diphenylamines
- aza
- tetrazolyl
- oedema
- 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
- 230000003501 anti-edematous effect Effects 0.000 title abstract 3
- 230000000694 effects Effects 0.000 title abstract 3
- 230000000202 analgesic effect Effects 0.000 title abstract 2
- 230000003110 anti-inflammatory effect Effects 0.000 title abstract 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 title 1
- 241000699670 Mus sp. Species 0.000 abstract 2
- SXZFBJOURDKQMY-UHFFFAOYSA-N 2-anilinopyridine-3-carbonitrile Chemical class N#CC1=CC=CN=C1NC1=CC=CC=C1 SXZFBJOURDKQMY-UHFFFAOYSA-N 0.000 abstract 1
- JZFPYUNJRRFVQU-UHFFFAOYSA-N Niflumic acid Chemical compound OC(=O)C1=CC=CN=C1NC1=CC=CC(C(F)(F)F)=C1 JZFPYUNJRRFVQU-UHFFFAOYSA-N 0.000 abstract 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 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
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 1
- 230000001760 anti-analgesic effect Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- JUINSXZKUKVTMD-UHFFFAOYSA-N hydrogen azide Chemical compound N=[N+]=[N-] JUINSXZKUKVTMD-UHFFFAOYSA-N 0.000 abstract 1
- 231100001231 less toxic Toxicity 0.000 abstract 1
- 229960000916 niflumic acid Drugs 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000004953 trihalomethyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Cpds of formula : and their salts with acids and bases (where R1,R2,R3,R4 and R5 = H, halogen, NO2, NH2, trihalomethyl, alkyl, alkoxy). They have anti-inflammatory, analgesic and anti-oedema activity and are used at up to 200 mg four times daily in clinical practice. The oral LD50 in mice is 53000 mg/kg. The analgesic activity is equivalent to that of Di-Antaloic. The anti-oedema activity in mice is less than that of niflumic acid but it is much less toxic. Prepd. by treatment of 2-anilino-3-cyanopyridines with hydrazoic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7015212A FR2085649A1 (en) | 1970-04-18 | 1970-04-18 | 2-aza-6-(5-tetrazolyl) diphenylamines - with antiinflammatory analgesic and anti-oedema activity |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7015212A FR2085649A1 (en) | 1970-04-18 | 1970-04-18 | 2-aza-6-(5-tetrazolyl) diphenylamines - with antiinflammatory analgesic and anti-oedema activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2085649A1 true FR2085649A1 (en) | 1971-12-31 |
| FR2085649B1 FR2085649B1 (en) | 1976-12-10 |
Family
ID=9054627
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7015212A Granted FR2085649A1 (en) | 1970-04-18 | 1970-04-18 | 2-aza-6-(5-tetrazolyl) diphenylamines - with antiinflammatory analgesic and anti-oedema activity |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2085649A1 (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1584838A (en) * | 1968-09-26 | 1970-01-02 | ||
| NL6910522A (en) * | 1968-07-10 | 1970-01-13 |
-
1970
- 1970-04-18 FR FR7015212A patent/FR2085649A1/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6910522A (en) * | 1968-07-10 | 1970-01-13 | ||
| FR1584838A (en) * | 1968-09-26 | 1970-01-02 |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2085649B1 (en) | 1976-12-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AR | Application made for restoration | ||
| JD | Different final judgements | ||
| TP | Transmission of property | ||
| ST | Notification of lapse |