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GB1554075A - 1,2-dihydro-3h-pyrrolo-(1,2-a)-pyrrole-1-carboxylic acid derivatives and process for the production thereof - Google Patents

1,2-dihydro-3h-pyrrolo-(1,2-a)-pyrrole-1-carboxylic acid derivatives and process for the production thereof

Info

Publication number
GB1554075A
GB1554075A GB28919/77A GB2891977A GB1554075A GB 1554075 A GB1554075 A GB 1554075A GB 28919/77 A GB28919/77 A GB 28919/77A GB 2891977 A GB2891977 A GB 2891977A GB 1554075 A GB1554075 A GB 1554075A
Authority
GB
United Kingdom
Prior art keywords
pyrrolo
pyrrole
dihydro
carboxylic acid
alkyl
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
Application number
GB28919/77A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Syntex USA LLC
Original Assignee
Syntex USA LLC
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=27107410&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=GB1554075(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from US05/771,286 external-priority patent/US4089969A/en
Application filed by Syntex USA LLC filed Critical Syntex USA LLC
Publication of GB1554075A publication Critical patent/GB1554075A/en
Expired legal-status Critical Current

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

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pain & Pain Management (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Rheumatology (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.
GB28919/77A 1976-07-14 1977-07-11 1,2-dihydro-3h-pyrrolo-(1,2-a)-pyrrole-1-carboxylic acid derivatives and process for the production thereof Expired GB1554075A (en)

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 (1)

Publication Number Publication Date
GB1554075A true GB1554075A (en) 1979-10-17

Family

ID=27107410

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28919/77A Expired GB1554075A (en) 1976-07-14 1977-07-11 1,2-dihydro-3h-pyrrolo-(1,2-a)-pyrrole-1-carboxylic acid derivatives and process for the production thereof

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)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116829141A (en) * 2020-12-16 2023-09-29 新前沿实验室有限责任公司 Dicarboxylic acid esters used to induce analgesia

Families Citing this family (14)

* Cited by examiner, † Cited by third party
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.
DK0612521T3 (en) * 1991-11-11 2000-01-17 Hisamitsu Pharmaceutical Co Keterola cold hot cover
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

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116829141A (en) * 2020-12-16 2023-09-29 新前沿实验室有限责任公司 Dicarboxylic acid esters used to induce analgesia

Also Published As

Publication number Publication date
ES460706A1 (en) 1978-12-01
CH646972A5 (en) 1984-12-28
CH641458A5 (en) 1984-02-29
FI63406B (en) 1983-02-28
NL186318B (en) 1990-06-01
PT66780A (en) 1977-08-01
CA1102809A (en) 1981-06-09
CS204954B2 (en) 1981-04-30
YU40816B (en) 1986-06-30
IL58779A0 (en) 1980-02-29
FI63406C (en) 1983-06-10
NL930021I1 (en) 1993-05-03
NO147564B (en) 1983-01-24
NL930021I2 (en) 1997-03-03
NO772494L (en) 1978-01-17
IE45253L (en) 1978-01-14
CH646973A5 (en) 1984-12-28
IT1117313B (en) 1986-02-17
HU174224B (en) 1979-11-28
PT66780B (en) 1978-12-18
PL124444B1 (en) 1983-01-31
GR61111B (en) 1978-09-12
NZ184610A (en) 1979-03-28
PL124445B1 (en) 1983-01-31
IE45253B1 (en) 1982-07-14
AU513384B2 (en) 1980-11-27
FR2358406A1 (en) 1978-02-10
DE2731678C2 (en) 1989-06-08
NL186318C (en) 1990-11-01
MX163202B (en) 1992-02-20
IL52493A0 (en) 1977-10-31
YU172177A (en) 1983-09-30
SU695558A3 (en) 1979-10-30
PL109390B1 (en) 1980-05-31
DK151886C (en) 1988-06-06
IL52493A (en) 1982-02-28
NO147564C (en) 1983-05-18
PL199603A1 (en) 1978-04-24
HK15981A (en) 1981-05-01
AU2697577A (en) 1979-01-18
AR224997A1 (en) 1982-02-15
DK307577A (en) 1978-01-15
FR2375234B1 (en) 1980-11-07
FI772153A7 (en) 1978-01-15
FR2375234A1 (en) 1978-07-21
DE2760330C2 (en) 1989-06-15
NL7707651A (en) 1978-01-17
MY8100357A (en) 1981-12-31
JPS539788A (en) 1978-01-28
DK151886B (en) 1988-01-11
JPS6254109B2 (en) 1987-11-13
SE434643B (en) 1984-08-06
SE7708141L (en) 1978-01-15
DE2731678A1 (en) 1978-03-16
FR2358406B1 (en) 1981-04-17
ES470214A1 (en) 1979-09-16
PL124711B1 (en) 1983-02-28

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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)
CTFF Supplementary protection certificate filed

Free format text: SPC/GB93/023, 930402

CTFG Supplementary protection certificate granted

Free format text: SPC/GB93/023, 931119, EXPIRES:20020710

PE20 Patent expired after termination of 20 years

Effective date: 19970710

CTFE Supplementary protection certificate entered into force

Free format text: SPC/GB93/023, 970711, EXPIRES:20020710

SPCE Supplementary protection certificate expired

Free format text: SPC/GB93/023, 20020710