SE7708141L - 5-AROYL-1,2-DIHYDRO-3H-PYRROLO (1,2-A) PYRROL-1-CARBONIC ACID DERIVATIVES AND METHODS OF PREPARING THE SAME - Google Patents
5-AROYL-1,2-DIHYDRO-3H-PYRROLO (1,2-A) PYRROL-1-CARBONIC ACID DERIVATIVES AND METHODS OF PREPARING THE SAMEInfo
- Publication number
- SE7708141L SE7708141L SE7708141A SE7708141A SE7708141L SE 7708141 L SE7708141 L SE 7708141L SE 7708141 A SE7708141 A SE 7708141A SE 7708141 A SE7708141 A SE 7708141A SE 7708141 L SE7708141 L SE 7708141L
- Authority
- SE
- Sweden
- Prior art keywords
- pyrrolo
- dihydro
- alkyl
- aroyl
- pyrrol
- Prior art date
Links
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 239000000730 antalgic agent Substances 0.000 abstract 1
- 229940121363 anti-inflammatory agent Drugs 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003527 fibrinolytic agent Substances 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 229940035363 muscle relaxants Drugs 0.000 abstract 1
- 239000003158 myorelaxant agent Substances 0.000 abstract 1
- FDDQRDMHICUGQC-UHFFFAOYSA-M pyrrole-1-carboxylate Chemical compound [O-]C(=O)N1C=CC=C1 FDDQRDMHICUGQC-UHFFFAOYSA-M 0.000 abstract 1
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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material 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)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
Abstract
Novel carboxylic acid esters of the formula: <IMAGE> in which R denotes hydrogen or C1-C4-alkyl, R<1> denotes hydrogen, C1-C4-alkyl, C1-C4-alkoxy, fluorine, chlorine or bromine, and R<2> denotes C1-C4-alkyl, are prepared by condensing an amide R<1>C6H4CON(CH3) 2 with a corresponding alkyl 1,2-dihydro-3H-pyrrolo[1,2a]pyrrole-1-carboxylate. The compounds may be used therapeutically as antiinflammatory agents, analgesic agents, fibrinolytic agents and muscle relaxants.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70490976A | 1976-07-14 | 1976-07-14 | |
| US05/771,286 US4089969A (en) | 1976-07-14 | 1977-02-23 | 5-Aroyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid derivatives and process for the production thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE7708141L true SE7708141L (en) | 1978-01-15 |
| SE434643B SE434643B (en) | 1984-08-06 |
Family
ID=27107410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7708141A SE434643B (en) | 1976-07-14 | 1977-07-13 | ANALOGY PROCEDURE FOR PREPARING 5-AROYL-1,2-DIHYDRO-3H-PYRROLO (1,2-A) -PYRROL-1-CARBONIC ACID DERIVATIVES |
Country Status (27)
| Country | Link |
|---|---|
| JP (1) | JPS539788A (en) |
| AR (1) | AR224997A1 (en) |
| CA (1) | CA1102809A (en) |
| CH (3) | CH641458A5 (en) |
| CS (1) | CS204954B2 (en) |
| DE (2) | DE2731678A1 (en) |
| DK (1) | DK151886C (en) |
| ES (2) | ES460706A1 (en) |
| FI (1) | FI63406C (en) |
| FR (2) | FR2358406A1 (en) |
| GB (1) | GB1554075A (en) |
| GR (1) | GR61111B (en) |
| HK (1) | HK15981A (en) |
| HU (1) | HU174224B (en) |
| IE (1) | IE45253B1 (en) |
| IL (2) | IL52493A (en) |
| IT (1) | IT1117313B (en) |
| MX (1) | MX163202B (en) |
| MY (1) | MY8100357A (en) |
| NL (2) | NL186318C (en) |
| NO (1) | NO147564C (en) |
| NZ (1) | NZ184610A (en) |
| PL (4) | PL124444B1 (en) |
| PT (1) | PT66780B (en) |
| SE (1) | SE434643B (en) |
| SU (1) | SU695558A3 (en) |
| YU (1) | YU40816B (en) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4140698A (en) * | 1977-07-25 | 1979-02-20 | Syntex (Usa) Inc. | 1,2-Dihydro-3H-pyrrolo[1,2-a]pyrrole-1-nitriles |
| JPS55124633A (en) * | 1979-03-19 | 1980-09-25 | Sohachi Takeuchi | Manufacturing method of tubular vessel |
| US4344943A (en) * | 1980-06-09 | 1982-08-17 | Syntex (U.S.A.) Inc. | 6-Chloro- or 6-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]-pyrrole-1-carboxylic acids and derivatives thereof |
| 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 |
| 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 |
| JPH0739418B2 (en) * | 1987-09-10 | 1995-05-01 | 久光製薬株式会社 | Novel 3-aroyl-6,7-dihydro-5H-pyrrolo [1,2-c] imidazole-7-carboxylic acid derivative |
| JP2649168B2 (en) * | 1988-02-25 | 1997-09-03 | 久光製薬株式会社 | Novel 5,6-diphenyl-1,2-dihydro-3H-pyrrolo [1,2-a] pyrrole-1-carboxylic acid derivatives |
| IT1250691B (en) * | 1991-07-22 | 1995-04-21 | Giancarlo Santus | THERAPEUTIC COMPOSITIONS FOR INTRANASAL ADMINISTRATION INCLUDING KETOROLAC. |
| US5519046A (en) * | 1991-11-11 | 1996-05-21 | Hisamitsu Pharmaceutical Co., Inc. | Ketorolac-containing fomentation |
| DE4300697C1 (en) * | 1993-01-13 | 1994-05-19 | Roemmers Sa | New 2-pyrrolidino-ethyl ester of ketorolac - useful as analgesic, antiinflammatory and antipyretic agent with low ulcerogenicity |
| US5622948A (en) * | 1994-12-01 | 1997-04-22 | Syntex (U.S.A.) Inc. | Pyrrole pyridazine and pyridazinone anti-inflammatory agents |
| JP2008210666A (en) * | 2007-02-27 | 2008-09-11 | Okamura Corp | Lighting system in merchandise display shelf |
| AU2021400215A1 (en) * | 2020-12-16 | 2023-07-06 | New Frontier Labs, Llc | Dicarboxylic acid esters for inducing an analgesic effect |
-
1977
- 1977-05-17 JP JP5697777A patent/JPS539788A/en active Granted
- 1977-07-07 DK DK307577A patent/DK151886C/en active
- 1977-07-07 GR GR53907A patent/GR61111B/en unknown
- 1977-07-07 AR AR268356A patent/AR224997A1/en active
- 1977-07-08 PT PT66780A patent/PT66780B/en unknown
- 1977-07-08 IL IL52493A patent/IL52493A/en unknown
- 1977-07-08 CH CH850077A patent/CH641458A5/en not_active IP Right Cessation
- 1977-07-08 NL NLAANVRAGE7707651,A patent/NL186318C/en not_active IP Right Cessation
- 1977-07-08 IE IE1423/77A patent/IE45253B1/en not_active IP Right Cessation
- 1977-07-11 NZ NZ184610A patent/NZ184610A/en unknown
- 1977-07-11 FR FR7721356A patent/FR2358406A1/en active Granted
- 1977-07-11 YU YU1721/77A patent/YU40816B/en unknown
- 1977-07-11 FI FI772153A patent/FI63406C/en not_active IP Right Cessation
- 1977-07-11 GB GB28919/77A patent/GB1554075A/en not_active Expired
- 1977-07-12 CA CA282,599A patent/CA1102809A/en not_active Expired
- 1977-07-12 CS CS774646A patent/CS204954B2/en unknown
- 1977-07-13 IT IT68630/77A patent/IT1117313B/en active Protection Beyond IP Right Term
- 1977-07-13 DE DE19772731678 patent/DE2731678A1/en active Granted
- 1977-07-13 PL PL1977227290A patent/PL124444B1/en unknown
- 1977-07-13 ES ES460706A patent/ES460706A1/en not_active Expired
- 1977-07-13 SE SE7708141A patent/SE434643B/en not_active IP Right Cessation
- 1977-07-13 PL PL1977227289A patent/PL124711B1/en unknown
- 1977-07-13 PL PL1977227291A patent/PL124445B1/en unknown
- 1977-07-13 NO NO772494A patent/NO147564C/en unknown
- 1977-07-13 DE DE2760330A patent/DE2760330C2/de not_active Expired
- 1977-07-13 PL PL1977199603A patent/PL109390B1/en unknown
- 1977-07-13 SU SU772501050A patent/SU695558A3/en active
- 1977-07-14 HU HU77SI1582A patent/HU174224B/en unknown
- 1977-12-20 FR FR7738508A patent/FR2375234A1/en active Granted
-
1978
- 1978-05-24 ES ES470214A patent/ES470214A1/en not_active Expired
-
1979
- 1979-11-22 IL IL58779A patent/IL58779A0/en unknown
-
1981
- 1981-04-23 HK HK159/81A patent/HK15981A/en unknown
- 1981-12-30 MY MY357/81A patent/MY8100357A/en unknown
-
1984
- 1984-02-22 CH CH86584A patent/CH646972A5/en not_active IP Right Cessation
- 1984-02-22 CH CH86684A patent/CH646973A5/en not_active IP Right Cessation
-
1991
- 1991-07-05 MX MX9100104A patent/MX163202B/en unknown
-
1993
- 1993-03-23 NL NL930021C patent/NL930021I2/en unknown
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