FR2196154A2 - N-(amidino alkyl)-n-acyl-amines - as analgesics and antiinflammatory agents - Google Patents
N-(amidino alkyl)-n-acyl-amines - as analgesics and antiinflammatory agentsInfo
- Publication number
- FR2196154A2 FR2196154A2 FR7229836A FR7229836A FR2196154A2 FR 2196154 A2 FR2196154 A2 FR 2196154A2 FR 7229836 A FR7229836 A FR 7229836A FR 7229836 A FR7229836 A FR 7229836A FR 2196154 A2 FR2196154 A2 FR 2196154A2
- Authority
- FR
- France
- Prior art keywords
- alkyl
- amidino
- analgesics
- acyl
- amines
- 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
- 229940035676 analgesics Drugs 0.000 title 1
- 239000000730 antalgic agent Substances 0.000 title 1
- 239000002260 anti-inflammatory agent Substances 0.000 title 1
- 229940121363 anti-inflammatory agent Drugs 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- -1 1,4,5,6-tetrahydropyrimidyl Chemical group 0.000 abstract 1
- FENJKTQEFUPECW-UHFFFAOYSA-N 3-anilinopropanenitrile Chemical compound N#CCCNC1=CC=CC=C1 FENJKTQEFUPECW-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- 229910017912 NH2OH Inorganic materials 0.000 abstract 1
- 125000005263 alkylenediamine group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C257/00—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines
- C07C257/10—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines
- C07C257/14—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines having carbon atoms of amidino groups bound to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/12—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. N-hydroxyamidines
- C07C259/14—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. N-hydroxyamidines having carbon atoms of hydroxamidine groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/20—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D233/24—Radicals substituted by nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Cpds. (I) and their salts. A-N(COR)-(CH2)n-B (I) (where A is Ph or cyclohexyl, R is 1-5C alkyl, phenyl or benzyl opt. halosubstd. n is 1,2 or 3, B is COORo or Ro is H, alkyl, ammonium or M1/x ; M is a metal of valency x, R3 is H, OH, 1-3C alkyl; R2 is H, OH, or 1-3C alkyl; R1 is H, R1 and R2 together with the two amidino-N atoms, is 2-DELTA2-imidazolinyl or 2 (1,4,5,6-tetrahydropyrimidyl), R3 in this case being H) are prepd. from the A-NH(CH2)nCN by acyln., then formation of the iminoether, followed by treatment with R2R3N and finally optionally treatment with NH2OH or an alkylene diamine. Thus (I,A = Ph, R= Et, n = Z and B is amidino) is prepd. by acylating beta-anilino propionitrile with (PrO)2O then reaction with EtOH, and NH3.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE789305D BE789305A (en) | 1971-09-28 | NEW ANTALGIC COMPOUNDS | |
FR7229836A FR2196154A2 (en) | 1972-08-21 | 1972-08-21 | N-(amidino alkyl)-n-acyl-amines - as analgesics and antiinflammatory agents |
GB4471472A GB1403201A (en) | 1971-09-28 | 1972-09-27 | N,n-disubstituted amides their preparation and pharmaceutical compositions containing them |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7229836A FR2196154A2 (en) | 1972-08-21 | 1972-08-21 | N-(amidino alkyl)-n-acyl-amines - as analgesics and antiinflammatory agents |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2196154A2 true FR2196154A2 (en) | 1974-03-15 |
FR2196154B2 FR2196154B2 (en) | 1975-10-17 |
Family
ID=9103403
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7229836A Granted FR2196154A2 (en) | 1971-09-28 | 1972-08-21 | N-(amidino alkyl)-n-acyl-amines - as analgesics and antiinflammatory agents |
Country Status (1)
Country | Link |
---|---|
FR (1) | FR2196154A2 (en) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2116588A1 (en) * | 1969-09-24 | 1972-07-13 | Malesci Sas |
-
1972
- 1972-08-21 FR FR7229836A patent/FR2196154A2/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2116588A1 (en) * | 1969-09-24 | 1972-07-13 | Malesci Sas |
Also Published As
Publication number | Publication date |
---|---|
FR2196154B2 (en) | 1975-10-17 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
TP | Transmission of property |