GB1425429A - Benzoxazolinone derivatives - Google Patents

Benzoxazolinone derivatives

Info

Publication number
GB1425429A
GB1425429A GB2795274A GB2795274A GB1425429A GB 1425429 A GB1425429 A GB 1425429A GB 2795274 A GB2795274 A GB 2795274A GB 2795274 A GB2795274 A GB 2795274A GB 1425429 A GB1425429 A GB 1425429A
Authority
GB
United Kingdom
Prior art keywords
formula
hydrogen atom
group
compounds
compound
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
GB2795274A
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.)
Institut National de la Sante et de la Recherche Medicale INSERM
Original Assignee
Institut National de la Sante et de la Recherche Medicale INSERM
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 Institut National de la Sante et de la Recherche Medicale INSERM filed Critical Institut National de la Sante et de la Recherche Medicale INSERM
Publication of GB1425429A publication Critical patent/GB1425429A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles 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 in position 2
    • 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

Abstract

1425429 Benzoxazolinone derivatives INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE 24 June 1974 [26 June 1973] 27952/74 Heading C2C Novel compounds have the Formula I: m which R 1 represents a hydrogen atom, an unsubstituted or substituted alkyl group containing 1 to 6 carbon atoms, an unsubstituted or substituted phenyl or benzyl group or a thienyl group, R 2 represents a hydrogen atom or an alkyl group containing 1 to 6 carbon atoms, and X represents a hydrogen atom and Y represents a hydroxy group or X and Y together represent an oxo group. The compounds of Formula I in which R 1 is other than a hydrogen atom are obtained by reacting in the presence of polyphosphoric acid a compound of Formula II: with an acid of formula R 1 COOH or a functional derivative thereof (e.g. anhydride or chloride) to form a compound of Formula I wherein X and Y together represent an oxo-group, the corresponding alcohol of Formula I being obtained therefrom by reduction (e.g. NaBH 4 ). The compounds of Formula I wherein R 1 represents a hydrogen atom are prepared by reacting in the presence of polyphosphoric acid a compound of Formula II with hexamethylenetetramine to form the 6-formyl benzoxazolinone derivative of Formula I, the corresponding hydroxymethyl derivative being again obtained by reduction. The examples prepare compounds of Formula I in which R 1 is -CH 3 , -C 2 H 5 , -CH 2 Cl, -C 6 H 5 , -CH 2 C 6 H 5 , thienyl and hydrogen and R 2 is hydrogen or -CH 3 .
GB2795274A 1973-06-26 1974-06-24 Benzoxazolinone derivatives Expired GB1425429A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7323280A FR2244506B1 (en) 1973-06-26 1973-06-26

Publications (1)

Publication Number Publication Date
GB1425429A true GB1425429A (en) 1976-02-18

Family

ID=9121568

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2795274A Expired GB1425429A (en) 1973-06-26 1974-06-24 Benzoxazolinone derivatives

Country Status (13)

Country Link
JP (1) JPS5922711B2 (en)
BE (1) BE816820A (en)
CA (1) CA1019749A (en)
CH (2) CH592642A5 (en)
DE (1) DE2429562A1 (en)
DK (1) DK341274A (en)
FR (1) FR2244506B1 (en)
GB (1) GB1425429A (en)
IL (1) IL45113A (en)
LU (1) LU70403A1 (en)
NL (1) NL179135C (en)
NO (1) NO143531C (en)
SE (1) SE424865B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU631743B2 (en) * 1990-06-22 1992-12-03 Adir Et Compagnie New chalcones, process for preparing these and pharmaceutical compositions containing them
US6410578B1 (en) 1998-06-18 2002-06-25 Novartis Animal Health Us, Inc. Benzazole compounds and their use

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3039929A1 (en) * 1980-10-23 1982-06-03 Bayer Ag, 5090 Leverkusen ISOCYANATO-OXAZOLINONE, A METHOD FOR THE PRODUCTION OF PLASTIC PRECOWERS HAVING OXAZOLIN-2-ONE RINGS AND THE USE THEREOF FOR THE PRODUCTION OF HIGH-MOLECULAR PLASTICS
DE3042481A1 (en) * 1980-11-11 1982-06-16 A. Nattermann & Cie GmbH, 5000 Köln (OMEGA) - (2-OXO-BENZAZOLINYL) -ALKANIC ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND PHARMACEUTICAL PREPARATIONS CONTAINING THEM
GB8325370D0 (en) * 1983-09-22 1983-10-26 Fujisawa Pharmaceutical Co Benzoxazoline and benzothiazoline derivatives
FR2645149A1 (en) * 1989-03-30 1990-10-05 Adir
FR2646350B1 (en) * 1989-04-28 1991-06-28 Adir NOVEL BENZOTHIAZOLINON DERIVATIVES, THEIR PREPARATION PROCESS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME
US5166353A (en) * 1989-04-28 1992-11-24 Adir Et Compagnie Benzothiazolinone compounds
FR2663634B1 (en) * 1990-06-22 1992-09-04 Adir NOVEL ACYL BENZOXAZOLINONES, PROCESS FOR THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM.
FR2756825B1 (en) * 1996-12-10 1999-01-08 Adir NOVEL [3H] -BENZOXAZOLE-2-THIONES AND [3H] - BENZOTHIAZOLE-2-THIONES DERIVATIVES, THEIR PREPARATION METHOD AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
US9540322B2 (en) 2008-08-18 2017-01-10 Yale University MIF modulators
KR20110042374A (en) * 2008-08-18 2011-04-26 예일 유니버시티 Mif modulators
US9643922B2 (en) 2008-08-18 2017-05-09 Yale University MIF modulators

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3050526A (en) * 1960-08-08 1962-08-21 Rohm & Haas 3-thiocyanomethyl-2-benzothiazolinones and benzoxazolinones

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU631743B2 (en) * 1990-06-22 1992-12-03 Adir Et Compagnie New chalcones, process for preparing these and pharmaceutical compositions containing them
US6410578B1 (en) 1998-06-18 2002-06-25 Novartis Animal Health Us, Inc. Benzazole compounds and their use

Also Published As

Publication number Publication date
NL179135B (en) 1986-02-17
BE816820A (en) 1974-12-27
DE2429562A1 (en) 1975-01-16
CA1019749A (en) 1977-10-25
NO143531C (en) 1981-03-11
JPS5922711B2 (en) 1984-05-28
JPS5069073A (en) 1975-06-09
DK341274A (en) 1975-02-24
NL179135C (en) 1986-07-16
LU70403A1 (en) 1975-03-27
CH592642A5 (en) 1977-10-31
SE424865B (en) 1982-08-16
NO143531B (en) 1980-11-24
IL45113A0 (en) 1974-09-10
NL7408489A (en) 1974-12-30
NO742310L (en) 1975-01-20
SE7408255L (en) 1974-12-27
FR2244506A1 (en) 1975-04-18
FR2244506B1 (en) 1977-02-25
CH602679A5 (en) 1978-07-31
IL45113A (en) 1977-06-30

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee