FR2015728A1 - Anti-inflammatory substd-phenylalkanoic acids and - derivs - Google Patents

Anti-inflammatory substd-phenylalkanoic acids and - derivs

Info

Publication number
FR2015728A1
FR2015728A1 FR6928042A FR6928042A FR2015728A1 FR 2015728 A1 FR2015728 A1 FR 2015728A1 FR 6928042 A FR6928042 A FR 6928042A FR 6928042 A FR6928042 A FR 6928042A FR 2015728 A1 FR2015728 A1 FR 2015728A1
Authority
FR
France
Prior art keywords
alkyl
substd
alkoxy
halogen
cpds
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
FR6928042A
Other languages
French (fr)
Other versions
FR2015728B1 (en
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.)
Eli Lilly and Co
Original Assignee
Eli Lilly and Co
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 US752800A external-priority patent/US3649679A/en
Priority claimed from US828756A external-priority patent/US3600437A/en
Application filed by Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of FR2015728A1 publication Critical patent/FR2015728A1/en
Application granted granted Critical
Publication of FR2015728B1 publication Critical patent/FR2015728B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/257—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings
    • C07C43/295—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
    • C07C275/20—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
    • C07C275/24—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings

Abstract

Anti-inflammatory substd-phenylakanoic acids and derivs. M3A. Arne new cpds. of formula (I): (where X = O or S; Y1 = H, OH, amino, NO2, halogen, Me, Et, 1-3C alkoxy, MeSO2, MeSO2NH, CF3, AcNH, MeS or PhO; R1 = H, 1-5C alkyl, 2-5C alkenyl or alkynyl or 3-6C cycloalkyl; and when PhX is para, n=0; Y2 = H, OH, halogen, 1-5C alkyl, 1-3C alkoxy (neither Y1 or Y2 is H when R1 is H or Me); Z = (a) COOR2 where R2 = H, 1-5C alkyl, di(1-3 C alkyl) amino-(1-4C) alkyl or an alkali or alk. earth metal, NH4 or substd. NH4; (b) CONR3R3 where R3 = same or diff. H, OH, 1-5C alkyl, cyclopropylmethyl or CH2COOR2; (c) CH2OR4 where R4 = H, 1-5C alkyl, Ac, EtCO, NH2CO2, NHMeCO2, Me2NCO2 or 3-6C alkoxy-alkyl; (d) tetrazol-2-y1; and when PhX is meta, n = 0-3; Y2 beta H, OH, halogen, Me or Et (but n = H when Y1 = OH or 1-3C alkoxy); R2 = 2-(3-phenoxyphenyl)propyl as well as above; Z = (e) when n = 1-3, NR5R5 where R5 = (1) H, 1-5C alkyl, cyclopropyl or cyclopropyl-methyl, or (2) Ac, EtCO, NHMeCO2 or NMe2CO2). (I) also have mild analgesic and antipyretic props. similar to aspirin; and some cpds. potentiate alpha-d-propoxyphene morphine and codeine. Pref. cpds. include 2-(opt. substd.-3 and 4-phenoxyphenyl)-acetic and propionic acids and propylamines and prepn. is by known methods.
FR6928042A 1968-04-18 1969-08-14 Anti-inflammatory substd-phenylalkanoic acids and - derivs Granted FR2015728A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US75380168A 1968-04-18 1968-04-18
US752800A US3649679A (en) 1968-08-15 1968-08-15 Substituted phenylalkanoic acid derivatives ii
US828756A US3600437A (en) 1969-05-28 1969-05-28 Substituted phenylalkanoic acids and derivatives thereof

Publications (2)

Publication Number Publication Date
FR2015728A1 true FR2015728A1 (en) 1970-04-30
FR2015728B1 FR2015728B1 (en) 1973-07-13

Family

ID=27419435

Family Applications (1)

Application Number Title Priority Date Filing Date
FR6928042A Granted FR2015728A1 (en) 1968-04-18 1969-08-14 Anti-inflammatory substd-phenylalkanoic acids and - derivs

Country Status (1)

Country Link
FR (1) FR2015728A1 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2070095A1 (en) * 1969-09-29 1971-09-10 Merck & Co Inc
FR2216999A1 (en) * 1972-10-10 1974-09-06 Serdex
FR2383155A1 (en) * 1977-03-08 1978-10-06 Boots Co Ltd PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE 2-ARYLPROPIONIC ACIDS
EP0683235A1 (en) * 1990-09-20 1995-11-22 E.I. Du Pont De Nemours And Company A process for the preparation of enantiomeric 2-alkanoic acids

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2070095A1 (en) * 1969-09-29 1971-09-10 Merck & Co Inc
FR2216999A1 (en) * 1972-10-10 1974-09-06 Serdex
FR2383155A1 (en) * 1977-03-08 1978-10-06 Boots Co Ltd PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE 2-ARYLPROPIONIC ACIDS
EP0683235A1 (en) * 1990-09-20 1995-11-22 E.I. Du Pont De Nemours And Company A process for the preparation of enantiomeric 2-alkanoic acids

Also Published As

Publication number Publication date
FR2015728B1 (en) 1973-07-13

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