FR2356420A2 - N-(substd. phenyl) 3-amino 3H-isobenzofuanones - used as analgesics and antiinflammatories, prepd. from 2-formyl benzoic acid and substd. aniline - Google Patents

N-(substd. phenyl) 3-amino 3H-isobenzofuanones - used as analgesics and antiinflammatories, prepd. from 2-formyl benzoic acid and substd. aniline

Info

Publication number
FR2356420A2
FR2356420A2 FR7620048A FR7620048A FR2356420A2 FR 2356420 A2 FR2356420 A2 FR 2356420A2 FR 7620048 A FR7620048 A FR 7620048A FR 7620048 A FR7620048 A FR 7620048A FR 2356420 A2 FR2356420 A2 FR 2356420A2
Authority
FR
France
Prior art keywords
substd
cr1r2
alkyl
isobenzofuanones
antiinflammatories
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.)
Granted
Application number
FR7620048A
Other languages
French (fr)
Other versions
FR2356420B2 (en
Inventor
Fauran
Feniou
Prat
Thibault
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.)
Cortial SA
Original Assignee
Cortial SA
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
Application filed by Cortial SA filed Critical Cortial SA
Priority to FR7620048A priority Critical patent/FR2356420A2/en
Priority to US05/703,602 priority patent/US4122202A/en
Priority to PT65342A priority patent/PT65342B/en
Priority to DE2630764A priority patent/DE2630764C2/en
Priority to NL7607623A priority patent/NL7607623A/en
Priority to ZA770198A priority patent/ZA77198B/en
Publication of FR2356420A2 publication Critical patent/FR2356420A2/en
Application granted granted Critical
Publication of FR2356420B2 publication Critical patent/FR2356420B2/fr
Granted legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/72Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/365Lactones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/87Benzo [c] furans; Hydrogenated benzo [c] furans
    • C07D307/88Benzo [c] furans; Hydrogenated benzo [c] furans with one oxygen atom directly attached in position 1 or 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/62Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 atoms of the carbocyclic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/62Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 atoms of the carbocyclic ring
    • C07D317/64Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D319/00Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/101,4-Dioxanes; Hydrogenated 1,4-dioxanes
    • C07D319/141,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
    • C07D319/161,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D319/18Ethylenedioxybenzenes, not substituted on the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D407/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Isobenzofuranones of formula (I) are new (where E1 is H or one or more substituents, pref. OH, OMe, OCOMe or -OCH2O-or -OCH2CH2O- an adjacent ring atoms; E2 is H or one or more substituents, pref. 1-4C alkyl, CO2Me or CO2H or its salts with pharmacologically acceptable bases; E3 is H, 1-4C alkyl or benzyl; A is CR1R2, -CH2R2, -CH2CH2 - or -CH(CH2X) CH2-; R1 and R2 are same or different H, 1-4C alkyl, aralkyl or cycloalkyl, or CR1R2 is a is not >7C alicyclic ring; X is halogen, OH, OCOMe, CH2CH2N , NH2, NHCONH2 or -N ; -N is a cyclic or acyclic sec. or tert.amine gp; B is a direct bond, or if E2 is H or 1-4C alkyl and A is CR1R2 then B may also be CR1R2). (I) have analgesic and antiinflammatory (esp. antioedema) activity, with low toxicity and good gastric tolerance (i.e. low ulcerogenic activity). They may be used in human or veterinary medicine, orally, rectally or percutaneously.
FR7620048A 1975-07-09 1976-07-01 N-(substd. phenyl) 3-amino 3H-isobenzofuanones - used as analgesics and antiinflammatories, prepd. from 2-formyl benzoic acid and substd. aniline Granted FR2356420A2 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
FR7620048A FR2356420A2 (en) 1976-07-01 1976-07-01 N-(substd. phenyl) 3-amino 3H-isobenzofuanones - used as analgesics and antiinflammatories, prepd. from 2-formyl benzoic acid and substd. aniline
US05/703,602 US4122202A (en) 1975-07-09 1976-07-08 Amino-3H-isobenzofuranones N-substitutes and their therapeutic application
PT65342A PT65342B (en) 1975-07-09 1976-07-08 PROCESSES FOR THE PREPARATION OF NEW N-SUBSTITUTED AMINO-3H-ISOBENZO-FURANONES
DE2630764A DE2630764C2 (en) 1975-07-09 1976-07-08 N-substituted 3-amino-3H-isobenzofuranones and pharmaceuticals containing these compounds
NL7607623A NL7607623A (en) 1975-07-09 1976-07-09 PROCEDURE FOR THE PREPARATION OF COMPOUNDS AND PREPARATIONS WITH PAIN-RELIEVING AND ANTI-EDEMA ACTION.
ZA770198A ZA77198B (en) 1976-07-01 1976-08-13 New n-substituted 3-amino 3h-1-isobenzofuranones and their use as medicines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7620048A FR2356420A2 (en) 1976-07-01 1976-07-01 N-(substd. phenyl) 3-amino 3H-isobenzofuanones - used as analgesics and antiinflammatories, prepd. from 2-formyl benzoic acid and substd. aniline

Publications (2)

Publication Number Publication Date
FR2356420A2 true FR2356420A2 (en) 1978-01-27
FR2356420B2 FR2356420B2 (en) 1982-06-04

Family

ID=9175098

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7620048A Granted FR2356420A2 (en) 1975-07-09 1976-07-01 N-(substd. phenyl) 3-amino 3H-isobenzofuanones - used as analgesics and antiinflammatories, prepd. from 2-formyl benzoic acid and substd. aniline

Country Status (2)

Country Link
FR (1) FR2356420A2 (en)
ZA (1) ZA77198B (en)

Also Published As

Publication number Publication date
FR2356420B2 (en) 1982-06-04
ZA77198B (en) 1977-11-30

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