GB1554076A - 5-(2-furoyl)-5-(2-thenoyl)-5-(3-furoyl)-and 5-(3-thenoyl)-1,2-dihydro-3h-pyrrolo(1,2-a)pyrrole-1-carboxylic acid derivatives and process for the production thereof - Google Patents
5-(2-furoyl)-5-(2-thenoyl)-5-(3-furoyl)-and 5-(3-thenoyl)-1,2-dihydro-3h-pyrrolo(1,2-a)pyrrole-1-carboxylic acid derivatives and process for the production thereofInfo
- Publication number
- GB1554076A GB1554076A GB28923/77A GB2892377A GB1554076A GB 1554076 A GB1554076 A GB 1554076A GB 28923/77 A GB28923/77 A GB 28923/77A GB 2892377 A GB2892377 A GB 2892377A GB 1554076 A GB1554076 A GB 1554076A
- Authority
- GB
- United Kingdom
- Prior art keywords
- thenoyl
- furoyl
- carboxylic acid
- pyrrolo
- pyrrole
- 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
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Urology & Nephrology (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Carboxylic acid esters of the formula <IMAGE> are prepared by condensation of a compound of the formula <IMAGE> with an amide of the formula <IMAGE> In the formulae, X represents oxygen or sulphur, R represents hydrogen or C1-C4-alkyl, R<1> represents hydrogen, methyl, chlorine or bromine and R<2> represents C1-C4-alkyl. Hydrolysis of the carboxylic acid esters results in the corresponding carboxylic acids and their salts. The compounds are novel and exhibit an anti inflammatory, analgesic and antipyretic action. They are suitable in particular for treating inflammations, pain and febrile conditions.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70485776A | 1976-07-14 | 1976-07-14 | |
| US05/771,283 US4087539A (en) | 1976-07-14 | 1977-02-23 | 5-(2-Furoyl)-, 5-(2-thenoyl)-, 5-(3-furoyl)- and 5-(3-thenoyl)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid derivatives and process for the production thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1554076A true GB1554076A (en) | 1979-10-17 |
Family
ID=27107392
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB28923/77A Expired GB1554076A (en) | 1976-07-14 | 1977-07-11 | 5-(2-furoyl)-5-(2-thenoyl)-5-(3-furoyl)-and 5-(3-thenoyl)-1,2-dihydro-3h-pyrrolo(1,2-a)pyrrole-1-carboxylic acid derivatives and process for the production thereof |
Country Status (26)
| Country | Link |
|---|---|
| JP (1) | JPS539789A (en) |
| AR (1) | AR218631A1 (en) |
| AU (1) | AU513385B2 (en) |
| CA (1) | CA1100140A (en) |
| CH (2) | CH644861A5 (en) |
| CS (1) | CS208724B2 (en) |
| DE (1) | DE2731662A1 (en) |
| DK (1) | DK152652C (en) |
| ES (2) | ES460705A1 (en) |
| FI (1) | FI63407C (en) |
| FR (1) | FR2361396A1 (en) |
| GB (1) | GB1554076A (en) |
| GR (1) | GR61607B (en) |
| HK (1) | HK17581A (en) |
| IE (1) | IE45302B1 (en) |
| IL (1) | IL52492A (en) |
| IT (1) | IT1117314B (en) |
| MY (1) | MY8100371A (en) |
| NL (1) | NL7707652A (en) |
| NO (1) | NO147563C (en) |
| NZ (1) | NZ184611A (en) |
| PL (1) | PL111408B1 (en) |
| PT (1) | PT66779B (en) |
| SE (1) | SE434644B (en) |
| SU (2) | SU664566A3 (en) |
| YU (2) | YU43157B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4097579A (en) * | 1977-03-31 | 1978-06-27 | Syntex (U.S.A.) Inc. | 5-(2-Pyrroyl)-1,2-dihydro-3H-pyrrolo 1,2-a!pyrrole-1-carboxylic acid derivatives and process for the production thereof |
| US4140698A (en) * | 1977-07-25 | 1979-02-20 | Syntex (Usa) Inc. | 1,2-Dihydro-3H-pyrrolo[1,2-a]pyrrole-1-nitriles |
| US4353829A (en) * | 1980-11-21 | 1982-10-12 | Syntex (U.S.A.) Inc. | Process for 5-aroylation of 1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic esters |
| US4511724A (en) * | 1982-06-10 | 1985-04-16 | Merck & Co., Inc. | 5-(Pyrrol-2-oyl)-1,2-dihydro-3H-pyrrolo [1,2-a]pyrrole derivatives as anti-inflammatory and analgesic agents |
| JPS5910589A (en) * | 1982-06-10 | 1984-01-20 | メルク エンド カムパニー インコーポレーテツド | Antiinflammatory and analgesic novel 5-(pyrrol-2-oyl)-1,2-dihydro-3h-pyrrolo(1,2-a) pyrrole derivative |
| HU198927B (en) * | 1987-01-14 | 1989-12-28 | Richter Gedeon Vegyeszet | Process for producing 1-/substituted aminomethyl/-octa-hydroindolo-(2,3-a)quinolizine derivatives, pharmaceutically applicable acid addition salts thereof, as well as pharmaceutical compositions comprising same |
| US4874871A (en) * | 1987-03-25 | 1989-10-17 | Syntex (U.S.A.) Inc. | Process for preparing (+)-2,3-Dihydro-1H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid and related compounds |
-
1977
- 1977-05-17 JP JP5697877A patent/JPS539789A/en active Granted
- 1977-07-07 GR GR53906A patent/GR61607B/en unknown
- 1977-07-07 DK DK307677A patent/DK152652C/en not_active IP Right Cessation
- 1977-07-07 AR AR268357A patent/AR218631A1/en active
- 1977-07-08 CH CH848877A patent/CH644861A5/en not_active IP Right Cessation
- 1977-07-08 NL NL7707652A patent/NL7707652A/en not_active Application Discontinuation
- 1977-07-08 CH CH4005/84A patent/CH651045A5/en not_active IP Right Cessation
- 1977-07-08 IE IE1422/77A patent/IE45302B1/en unknown
- 1977-07-08 IL IL52492A patent/IL52492A/en unknown
- 1977-07-08 PT PT66779A patent/PT66779B/en unknown
- 1977-07-11 NZ NZ184611A patent/NZ184611A/en unknown
- 1977-07-11 GB GB28923/77A patent/GB1554076A/en not_active Expired
- 1977-07-11 FI FI772154A patent/FI63407C/en not_active IP Right Cessation
- 1977-07-12 CS CS774647A patent/CS208724B2/en unknown
- 1977-07-12 FR FR7721559A patent/FR2361396A1/en active Granted
- 1977-07-12 CA CA282,600A patent/CA1100140A/en not_active Expired
- 1977-07-13 ES ES460705A patent/ES460705A1/en not_active Expired
- 1977-07-13 PL PL1977199602A patent/PL111408B1/en unknown
- 1977-07-13 IT IT68631/77A patent/IT1117314B/en active
- 1977-07-13 NO NO772493A patent/NO147563C/en unknown
- 1977-07-13 SU SU772504151A patent/SU664566A3/en active
- 1977-07-13 AU AU26976/77A patent/AU513385B2/en not_active Expired
- 1977-07-13 DE DE19772731662 patent/DE2731662A1/en active Granted
- 1977-07-13 SE SE7708142A patent/SE434644B/en not_active IP Right Cessation
- 1977-12-29 SU SU772558960A patent/SU793400A3/en active
-
1978
- 1978-05-24 ES ES470213A patent/ES470213A1/en not_active Expired
-
1981
- 1981-04-30 HK HK175/81A patent/HK17581A/en unknown
- 1981-12-30 MY MY371/81A patent/MY8100371A/en unknown
-
1983
- 1983-02-28 YU YU476/83A patent/YU43157B/en unknown
- 1983-02-28 YU YU475/83A patent/YU43156B/en unknown
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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 |