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GB1139164A - New heterocyclic acetic acid compounds and methods for their production - Google Patents

New heterocyclic acetic acid compounds and methods for their production

Info

Publication number
GB1139164A
GB1139164A GB5252967A GB5252967A GB1139164A GB 1139164 A GB1139164 A GB 1139164A GB 5252967 A GB5252967 A GB 5252967A GB 5252967 A GB5252967 A GB 5252967A GB 1139164 A GB1139164 A GB 1139164A
Authority
GB
United Kingdom
Prior art keywords
prepared
reacting
furan
thiophene
aryl
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
GB5252967A
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.)
Parke Davis and Co LLC
Original Assignee
Parke Davis and Co 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
Application filed by Parke Davis and Co LLC filed Critical Parke Davis and Co LLC
Publication of GB1139164A publication Critical patent/GB1139164A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/42—Singly bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic 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
    • C07D333/06—Heterocyclic 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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon 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)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1,139,164. Heterocyclic acetic acids. PARKE, DAVIS & CO. 17 Nov., 1967 [5 Dec., 1966, 13 Oct., 1967], No. 52529/67. Heading C2C. Novel compounds of the general Formula I where R is hydrogen, a pharmaceuticallyacceptable cation, a lower alkyl radical, or a lower dialkylaminoalkyl radical, R 1 is phenyl, m- or p-halophenyl, m- or p-tolyl, m- or panisyl and Z is oxygen or sulphur, are prepared by hydrolysing a compound containing a group hydrolysable to a carboxyl group or by reacting the hydrazone of a heterocyclic glyoxylic acid with a base, and, if desired, esterifying the resulting acid formed. The 5-aryl-2-furan (or thiophene) acetonitrile is prepared by reacting sodium cyanide with the corresponding bromide which is derived from the corresponding aldehyde via the corresponding alcohol by methods known per se. The 5-aryl-2-furan (or thiophene) aldehyde is prepared by reacting furaldehyde (or thiophenealdehyde) with the corresponding diazotized aniline. The 5-aryl-2-furan (or thiophene) glyoxylic acid is prepared by reacting 2-arylfuran (or 2-arylthiophene) with ethyl oxalyl chloride. Pharmaceutical compositions containing as active ingredients compounds of Formula I together with a suitable carrier are administered orally or parenterally and have anti-inflammatory activity.
GB5252967A 1966-12-05 1967-11-17 New heterocyclic acetic acid compounds and methods for their production Expired GB1139164A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US59891266A 1966-12-05 1966-12-05
US67503667A 1967-10-13 1967-10-13

Publications (1)

Publication Number Publication Date
GB1139164A true GB1139164A (en) 1969-01-08

Family

ID=27083186

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5252967A Expired GB1139164A (en) 1966-12-05 1967-11-17 New heterocyclic acetic acid compounds and methods for their production

Country Status (1)

Country Link
GB (1) GB1139164A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2007466A1 (en) * 1968-04-16 1970-01-09 Ici Ltd Heterocyclic cpds prepn
FR2068425A1 (en) * 1969-11-12 1971-08-27 Roussel Uclaf
FR2128205A1 (en) * 1971-03-11 1972-10-20 Roussel Uclaf
EP0021645A1 (en) * 1979-06-19 1981-01-07 Beecham Group Plc Process for the preparation of 3-thienylmalonic acid
EP0021644A1 (en) * 1979-06-19 1981-01-07 Beecham Group Plc A salt of 3-thienylmalonic acid and a process for the preparation of 3-thienylmalonic acid

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2007466A1 (en) * 1968-04-16 1970-01-09 Ici Ltd Heterocyclic cpds prepn
FR2068425A1 (en) * 1969-11-12 1971-08-27 Roussel Uclaf
FR2128205A1 (en) * 1971-03-11 1972-10-20 Roussel Uclaf
EP0021645A1 (en) * 1979-06-19 1981-01-07 Beecham Group Plc Process for the preparation of 3-thienylmalonic acid
EP0021644A1 (en) * 1979-06-19 1981-01-07 Beecham Group Plc A salt of 3-thienylmalonic acid and a process for the preparation of 3-thienylmalonic acid
US4691029A (en) * 1979-06-19 1987-09-01 Beecham Group P.L.C. Process for producing 3-thienylmalonic acid

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