GB1427945A - Aminopyrrole derivatives - Google Patents
Aminopyrrole derivativesInfo
- Publication number
- GB1427945A GB1427945A GB3979073A GB3979073A GB1427945A GB 1427945 A GB1427945 A GB 1427945A GB 3979073 A GB3979073 A GB 3979073A GB 3979073 A GB3979073 A GB 3979073A GB 1427945 A GB1427945 A GB 1427945A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkoxy
- alkyl
- hydrogen
- carbo
- carbamyl
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
-
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/40—Nitrogen atoms, not forming part of a nitro radical, e.g. isatin semicarbazone
Abstract
1427945 Derivatives of 3-aminopyrrole GRUPPO LEPETIT SpA 25 July 1974 [22 Aug 1973] 39790/73 Heading C2C The invention comprises compounds of formula and their salts with pharmaceutically acceptable acids, wherein R is hydrogen, (C 1-4 )alkyl, benzyl or halo-substituted benzyl; R 1 is hydrogen, (C 1-4 )alkyl, phenyl or phenyl carrying one to three substituents chosen from (C 1-4 )alkyl, (C 1-4 )alkoxy, benzyloxy, fluoro, chloro, bromo, hydroxy and nitro; R 2 is hydrogen, (C 1-4 )alkyl, formyl, (C 2-4 )aliphatic acyl, benzoyl, carbo- (C 1-4 )alkoxy -(C 2-4 )aliphatic acyl, carbamyl, phenylcarbamyl, thiocarbamyl, phenylthiocarbamyl, benzoylthiocarbamyl, carboxyphenyl, benzenesulphonyl, (C 1-4 )alkylsulphonyl, toluenesulphonyl or phenacylsulphonyl; R 3 is hydrogen or (C 1-4 )alkyl or R 2 and R 3 together are (C 2-4 )alkylidene, benzylidene or halo-substituted benzylidene; R 4 is (C 2-4 )- aliphatic acyl, benzoyl, benzoyl carrying one to three substituents chosen from fluoro, chloro, bromo and (C 1-4 )alkoxy, carbo(C 1-4 )alkoxy, carboxy, carbamyl, methylcarbamyl or phenylcarbamyl and R 5 is hydrogen, (C 1-4 )alkyl, carbo(C 1-4 )alkoxy, carbo (C 1-4 )alkoxy-methyl, trifluoromethyl, carboxy, carbamyl or carbazoyl or R 4 and R 5 together are -CO-(CH 2 ) n -, wherein the carbonyl group is connected to the carbon atom of the pyrrole ring which bears the substituent R 4 and n is 2, 3 or 4, provided that when R 1 =R 5 =Me and R=H, then one of R 2 , R 3 #H and R 4 #CO 2 Et. These compounds are prepared (when R=R 2 =R 3 =H) by reacting RNH-CHR 1 -CN with either R 2 COCH 2 R 4 or R 5 C # CR 4 and cyclizing the thus formed inter-- mediate of formula the products may then be reacted further if desired to convert the 3-NH 2 groups or other functional groups present to different substituent groups and/or replace the 1-H atom by R(#H). Therapeutic compositions having anti-inflammatory antipyretic and analgesic activity, C.N.S. depressant activity, and in some cases sedative and myorelaxing activity, comprise compounds of the above formula, and may be administered orally, parenterally or rectally.
Priority Applications (43)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3979073A GB1427945A (en) | 1973-08-22 | 1973-08-22 | Aminopyrrole derivatives |
ZA00744754A ZA744754B (en) | 1973-08-22 | 1974-07-27 | New aminopyrrole derivator |
IL45368A IL45368A (en) | 1973-08-22 | 1974-07-29 | Aminopyrrole derivatives |
YU2141/74A YU36926B (en) | 1973-08-22 | 1974-08-01 | Process for obtaining new aminopyrrol derivatives |
IE1672/74A IE40290B1 (en) | 1973-08-22 | 1974-08-08 | Wew aminopyrrole derivatives |
NO742862A NO143845C (en) | 1973-08-22 | 1974-08-08 | ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVITIES 3-AMINO-PYRROLLER DERIVATIVES |
AU72210/74A AU481957B2 (en) | 1973-08-22 | 1974-08-12 | New aminopyrrole derivatives |
DD180545A DD113756A5 (en) | 1973-08-22 | 1974-08-16 | |
DE2462967A DE2462967C2 (en) | 1973-08-22 | 1974-08-16 | Derivatives of 3-amino-5-methyl-2-phenyl-pyrrole, their salts and pharmaceutical preparations containing them |
DE2462966A DE2462966C2 (en) | 1973-08-22 | 1974-08-16 | Derivatives of 3-amino-4-acetyl-5-methylpyrrole and pharmaceutical preparations containing them |
DE2439284A DE2439284C2 (en) | 1973-08-22 | 1974-08-16 | 2-Phenyl-3-amino-4-acetyl-5-methylpyrrole, its salts and pharmaceutical preparation containing these compounds |
DE2462963A DE2462963C2 (en) | 1973-08-22 | 1974-08-16 | Derivatives of 2-phenyl-3-aminopyrrole, their salts and pharmaceutical preparation containing them |
RO7491734A RO70534A (en) | 1973-08-22 | 1974-08-19 | PROCESS FOR THE PREPARATION OF 3-AMINOPYRROLE DERIVATIVES |
RO7491735A RO70535A (en) | 1973-08-22 | 1974-08-19 | PROCESS FOR THE PREPARATION OF 3-AMINOPYPROLE DERIVATIVES |
RO79830A RO72882B (en) | 1973-08-22 | 1974-08-19 | Process for preparing substituted pyrrole |
LU70764A LU70764A1 (en) | 1973-08-22 | 1974-08-20 | |
IN1864/CAL/1974A IN140329B (en) | 1973-08-22 | 1974-08-20 | |
NL7411092A NL7411092A (en) | 1973-08-22 | 1974-08-20 | PROCESS FOR THE PREPARATION OF AMINOPYRROOL DERIVATIVES. |
JP9600974A JPS5328914B2 (en) | 1973-08-22 | 1974-08-21 | |
CA207,472A CA1050556A (en) | 1973-08-22 | 1974-08-21 | Aminopyrrole derivatives |
CH1142674A CH605741A5 (en) | 1973-08-22 | 1974-08-21 | |
SU742055571A SU843738A3 (en) | 1973-08-22 | 1974-08-21 | Method of preparing derivatives of aminopyrrole or its salts |
SE7410636A SE394429B (en) | 1973-08-22 | 1974-08-21 | PROCEDURE FOR THE PREPARATION OF AMINOPYR ROLE DERIVATIVES WITH THERAPEUTIC EFFECT |
FI2462/74A FI61879C (en) | 1973-08-22 | 1974-08-21 | ANALOGIFICATE FARMS FOR FRAMSTAELLNING AV NYA THERAPEUTIC EFFECTIVE AMINOPYRROLDERIVAT |
DK445974A DK156391C (en) | 1973-08-22 | 1974-08-21 | ANALOGY PROCEDURE FOR PREPARING 3-AMINOPYR ROLLER DERIVATIVES |
HULE754A HU169728B (en) | 1973-08-22 | 1974-08-21 | |
PL1974173617A PL95235B1 (en) | 1973-08-22 | 1974-08-22 | |
FR7428894A FR2241308B1 (en) | 1973-08-22 | 1974-08-22 | |
CS745833A CS188201B2 (en) | 1973-08-22 | 1974-08-22 | Method of producing novel derivatives of amino pyrrole |
BE147818A BE819088A (en) | 1973-08-22 | 1974-08-22 | NEW AMINOPYRROLE DERIVATIVES AND THEIR PREPARATION |
ES429446A ES429446A1 (en) | 1973-08-22 | 1974-08-22 | Aminopyrrole derivatives |
AT684774A AT336600B (en) | 1973-08-22 | 1974-08-22 | Process for the preparation of new aminopyrrole derivatives and their salts |
PL1974189700A PL96806B1 (en) | 1973-08-22 | 1974-08-22 | METHOD OF MAKING NEW DERIVATIVES OF AMINOPIROL |
AR255253A AR210246A1 (en) | 1973-08-22 | 1974-08-27 | PROCEDURE TO PREPARE NEW 2-, 4-AND5-SUBSTITUTED DERIVATIVES OF 3-AMINOPYRROL |
AR263503A AR210133A1 (en) | 1973-08-22 | 1976-06-03 | PROCEDURE FOR PREPARING NEW DERIVATIVES OF 3-AMINO-5-METHYL-PIRROL |
AR263502A AR210132A1 (en) | 1973-08-22 | 1976-06-03 | PROCEDURE FOR PREPARING NEW 3-AMINO-4-ACETYL-5-METHYL-PIRROL DERIVATIVES |
ES449425A ES449425A1 (en) | 1973-08-22 | 1976-07-01 | Aminopyrrole derivatives |
ES449426A ES449426A1 (en) | 1973-08-22 | 1976-07-01 | Aminopyrrole derivatives |
US05/750,759 US4140696A (en) | 1973-08-22 | 1976-12-15 | Aminopyrrole derivatives |
US05/960,386 US4211709A (en) | 1973-08-22 | 1978-11-13 | Aminopyrrole derivatives |
US05/960,384 US4198502A (en) | 1973-08-22 | 1978-11-13 | Aminopyrrole derivatives |
US05/960,387 US4212806A (en) | 1973-08-22 | 1978-11-13 | Aminopyrrole derivatives |
US05/960,385 US4211708A (en) | 1973-08-22 | 1978-11-13 | Aminopyrrole derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3979073A GB1427945A (en) | 1973-08-22 | 1973-08-22 | Aminopyrrole derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1427945A true GB1427945A (en) | 1976-03-10 |
Family
ID=10411528
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3979073A Expired GB1427945A (en) | 1973-08-22 | 1973-08-22 | Aminopyrrole derivatives |
Country Status (27)
Country | Link |
---|---|
JP (1) | JPS5328914B2 (en) |
AR (3) | AR210246A1 (en) |
AT (1) | AT336600B (en) |
BE (1) | BE819088A (en) |
CA (1) | CA1050556A (en) |
CH (1) | CH605741A5 (en) |
CS (1) | CS188201B2 (en) |
DD (1) | DD113756A5 (en) |
DE (4) | DE2439284C2 (en) |
DK (1) | DK156391C (en) |
ES (3) | ES429446A1 (en) |
FI (1) | FI61879C (en) |
FR (1) | FR2241308B1 (en) |
GB (1) | GB1427945A (en) |
HU (1) | HU169728B (en) |
IE (1) | IE40290B1 (en) |
IL (1) | IL45368A (en) |
IN (1) | IN140329B (en) |
LU (1) | LU70764A1 (en) |
NL (1) | NL7411092A (en) |
NO (1) | NO143845C (en) |
PL (2) | PL96806B1 (en) |
RO (3) | RO70534A (en) |
SE (1) | SE394429B (en) |
SU (1) | SU843738A3 (en) |
YU (1) | YU36926B (en) |
ZA (1) | ZA744754B (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1492663A (en) * | 1975-02-20 | 1977-11-23 | Lepetit Spa | 4-amino-3-pyrrole carboxamides |
GB1548398A (en) * | 1975-06-05 | 1979-07-11 | Lilly Industries Ltd | Acylamino pyrroles furans and thiophenes |
DE3212591A1 (en) * | 1982-04-03 | 1983-10-13 | Gödecke AG, 1000 Berlin | 2-PYRROLIN-3-CARBONITRIL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THE SAME |
JPH0216740U (en) * | 1988-07-21 | 1990-02-02 | ||
EP0390739B1 (en) * | 1989-03-28 | 1995-08-09 | Ciba-Geigy Ag | Substituted aminopyrroles as stabilisers in chlorinated polymers |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1148908A (en) * | 1965-04-19 | 1969-04-16 | Sumitomo Chemical Co | Indole derivatives and processes for making them |
GB1187903A (en) * | 1967-09-29 | 1970-04-15 | Sumitomo Chemical Co | Glucuronides of 3-Indolylaliphatic Acid Derivatives and Processes for Producing them |
-
1973
- 1973-08-22 GB GB3979073A patent/GB1427945A/en not_active Expired
-
1974
- 1974-07-27 ZA ZA00744754A patent/ZA744754B/en unknown
- 1974-07-29 IL IL45368A patent/IL45368A/en unknown
- 1974-08-01 YU YU2141/74A patent/YU36926B/en unknown
- 1974-08-08 NO NO742862A patent/NO143845C/en unknown
- 1974-08-08 IE IE1672/74A patent/IE40290B1/en unknown
- 1974-08-16 DE DE2439284A patent/DE2439284C2/en not_active Expired
- 1974-08-16 DE DE2462963A patent/DE2462963C2/en not_active Expired
- 1974-08-16 DE DE2462966A patent/DE2462966C2/en not_active Expired
- 1974-08-16 DE DE2462967A patent/DE2462967C2/en not_active Expired
- 1974-08-16 DD DD180545A patent/DD113756A5/xx unknown
- 1974-08-19 RO RO7491734A patent/RO70534A/en unknown
- 1974-08-19 RO RO7491735A patent/RO70535A/en unknown
- 1974-08-19 RO RO79830A patent/RO72882B/en unknown
- 1974-08-20 LU LU70764A patent/LU70764A1/xx unknown
- 1974-08-20 NL NL7411092A patent/NL7411092A/en unknown
- 1974-08-20 IN IN1864/CAL/1974A patent/IN140329B/en unknown
- 1974-08-21 DK DK445974A patent/DK156391C/en active
- 1974-08-21 JP JP9600974A patent/JPS5328914B2/ja not_active Expired
- 1974-08-21 SU SU742055571A patent/SU843738A3/en active
- 1974-08-21 CH CH1142674A patent/CH605741A5/xx not_active IP Right Cessation
- 1974-08-21 HU HULE754A patent/HU169728B/hu not_active IP Right Cessation
- 1974-08-21 FI FI2462/74A patent/FI61879C/en active
- 1974-08-21 CA CA207,472A patent/CA1050556A/en not_active Expired
- 1974-08-21 SE SE7410636A patent/SE394429B/en not_active IP Right Cessation
- 1974-08-22 AT AT684774A patent/AT336600B/en not_active IP Right Cessation
- 1974-08-22 BE BE147818A patent/BE819088A/en not_active IP Right Cessation
- 1974-08-22 ES ES429446A patent/ES429446A1/en not_active Expired
- 1974-08-22 PL PL1974189700A patent/PL96806B1/en unknown
- 1974-08-22 CS CS745833A patent/CS188201B2/en unknown
- 1974-08-22 PL PL1974173617A patent/PL95235B1/pl unknown
- 1974-08-22 FR FR7428894A patent/FR2241308B1/fr not_active Expired
- 1974-08-27 AR AR255253A patent/AR210246A1/en active
-
1976
- 1976-06-03 AR AR263502A patent/AR210132A1/en active
- 1976-06-03 AR AR263503A patent/AR210133A1/en active
- 1976-07-01 ES ES449425A patent/ES449425A1/en not_active Expired
- 1976-07-01 ES ES449426A patent/ES449426A1/en not_active Expired
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
704A | Declaration that licence is not available as of right for an excepted use (par. 4a/1977) | ||
PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19920725 |