ES460705A1 - 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 thereof

Info

Publication number
ES460705A1
ES460705A1 ES460705A ES460705A ES460705A1 ES 460705 A1 ES460705 A1 ES 460705A1 ES 460705 A ES460705 A ES 460705A ES 460705 A ES460705 A ES 460705A ES 460705 A1 ES460705 A1 ES 460705A1
Authority
ES
Spain
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
Application number
ES460705A
Other languages
Spanish (es)
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
Priority claimed from US05/771,283 external-priority patent/US4087539A/en
Application filed by Syntex USA LLC filed Critical Syntex USA LLC
Publication of ES460705A1 publication Critical patent/ES460705A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic 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
    • C07D487/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/02Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic 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
    • C07D207/30Heterocyclic 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
    • C07D207/34Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic 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
    • C07D333/26Heterocyclic 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
    • C07D333/38Carbon 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)
  • 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)

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.
ES460705A 1976-07-14 1977-07-13 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 Expired ES460705A1 (en)

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
ES460705A1 true ES460705A1 (en) 1979-10-01

Family

ID=27107392

Family Applications (2)

Application Number Title Priority Date Filing Date
ES460705A Expired ES460705A1 (en) 1976-07-14 1977-07-13 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
ES470213A Expired ES470213A1 (en) 1976-07-14 1978-05-24 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

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES470213A Expired ES470213A1 (en) 1976-07-14 1978-05-24 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)

* Cited by examiner, † Cited by third party
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
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
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
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

Also Published As

Publication number Publication date
NO772493L (en) 1978-01-17
CS208724B2 (en) 1981-09-15
MY8100371A (en) 1981-12-31
IL52492A (en) 1981-06-29
AR218631A1 (en) 1980-06-30
JPS539789A (en) 1978-01-28
SE7708142L (en) 1978-01-15
YU43157B (en) 1989-04-30
CH651045A5 (en) 1985-08-30
FI63407C (en) 1983-06-10
NL7707652A (en) 1978-01-17
DK152652C (en) 1988-09-12
YU43156B (en) 1989-04-30
GR61607B (en) 1978-12-02
GB1554076A (en) 1979-10-17
AU513385B2 (en) 1980-11-27
DE2731662A1 (en) 1978-01-19
IE45302B1 (en) 1982-07-28
DK307677A (en) 1978-01-15
HK17581A (en) 1981-05-08
SE434644B (en) 1984-08-06
NO147563B (en) 1983-01-24
AU2697677A (en) 1979-01-18
ES470213A1 (en) 1979-09-16
JPS6254110B2 (en) 1987-11-13
PL111408B1 (en) 1980-08-30
FR2361396B1 (en) 1981-11-27
PT66779B (en) 1978-12-18
DK152652B (en) 1988-04-05
IL52492A0 (en) 1977-10-31
IE45302L (en) 1978-01-14
NZ184611A (en) 1979-03-28
SU793400A3 (en) 1980-12-30
DE2731662C2 (en) 1989-11-09
YU47583A (en) 1984-06-30
FI772154A (en) 1978-01-15
FI63407B (en) 1983-02-28
CH644861A5 (en) 1984-08-31
SU664566A3 (en) 1979-05-25
PL199602A1 (en) 1979-01-29
PT66779A (en) 1977-08-01
CA1100140A (en) 1981-04-28
YU47683A (en) 1984-04-30
NO147563C (en) 1983-05-18
IT1117314B (en) 1986-02-17
FR2361396A1 (en) 1978-03-10

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Date Code Title Description
FD1A Patent lapsed

Effective date: 20001204