GB1341401A - Methylenedioxy quinazoline derivatives - Google Patents

Methylenedioxy quinazoline derivatives

Info

Publication number
GB1341401A
GB1341401A GB5637070A GB5637070A GB1341401A GB 1341401 A GB1341401 A GB 1341401A GB 5637070 A GB5637070 A GB 5637070A GB 5637070 A GB5637070 A GB 5637070A GB 1341401 A GB1341401 A GB 1341401A
Authority
GB
United Kingdom
Prior art keywords
group
methylenedioxy
general formula
chr
formula
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
GB5637070A
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.)
Sandoz AG
Original Assignee
Sandoz AG
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 Sandoz AG filed Critical Sandoz AG
Publication of GB1341401A publication Critical patent/GB1341401A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic 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
    • C07D317/46—Heterocyclic 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
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/62—Methylenedioxybenzenes 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
    • C07D317/66—Nitrogen atoms not forming part of a nitro radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1341401 6,7-Methylenedioxy-2(IH)-quinazolinones SANDOZ Ltd 27 Nov 1970 [1 Dec 1969 5 May 1970] 56370/70 Heading C2C 6,7-Methylenedioxy-2(IH)-quinazolinones of the general formula wherein R is a C 1-5 alkyl group and #xy is a -C(R 1 )=N- or -CHR 1 -NH- group in which either R 1 is a radical of formula in which each of Y and Y 1 is a hydrogen, fluorine or chlorine atom or a C 1-3 alkyl, C 1-3 alkoxy, nitro or trifluoromethyl group, provided that no more than one of Y and Y 1 is a trifluoromethyl or nitro group, or Y and Y 1 are on adjacent carbon atoms and together form a methylenedioxy group, or R 1 is a radical of formula in which Y 2 is a hydrogen, fluorine or chlorine atom or a C 1-3 alkyl group, are prepared (a) when #xy is a -C(R 1 ) = N- group, by oxidation of the corresponding compound in which #xy is a -CHR 1 -NH- group in an inert organic solvent, and (b) when #xy is a -CHR 1 -NH- group, by reaction of a 3,4-methylenedioxyphenylurea of the general formula with an aldehyde of the general formula R 1 CHO at an elevated temperature, under substantially anhydrous conditions and in the presence of an acid. The products are novel, but 1-isopropyl-4- (p-fluorophenyl)-6,7-methylenedioxy-2(IH)-quinazolinone forms the subject of Specification 1,341,402. Pharmaceutical compositions having anti-inflammatory activity comprise, as active ingredient, a 6,7-methylenedioxy-2(IH)-quinazolinone of the first general formula above other than that in which R is an isopropyl group, #xy is a -C(R 1 )=N- group and R 1 is a p-fluorophenyl group, in association with a pharmaceutically acceptable carrier, and may be administered orally or parenterally.
GB5637070A 1969-12-01 1970-11-27 Methylenedioxy quinazoline derivatives Expired GB1341401A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US88132569A 1969-12-01 1969-12-01
US3490270A 1970-05-05 1970-05-05

Publications (1)

Publication Number Publication Date
GB1341401A true GB1341401A (en) 1973-12-19

Family

ID=26711546

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5637070A Expired GB1341401A (en) 1969-12-01 1970-11-27 Methylenedioxy quinazoline derivatives

Country Status (8)

Country Link
JP (2) JPS4946320B1 (en)
BE (1) BE759671A (en)
CA (1) CA962679A (en)
CH (1) CH539072A (en)
ES (1) ES386022A1 (en)
FR (1) FR2081322B1 (en)
GB (1) GB1341401A (en)
SE (1) SE364276B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0488144A1 (en) * 1990-11-26 1992-06-03 Tsumura & Co. Benzodioxole derivatives and hepatopathy improvers comprising the same
US6465472B1 (en) 1998-03-02 2002-10-15 Euro-Celtique S.A. Substituted quinazolines and analogs and use thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS543264U (en) * 1977-06-07 1979-01-10

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH515911A (en) * 1968-07-01 1971-11-30 Sandoz Ag Process for the preparation of 3,4-dihydro-4-phenyl-2 (1H) -quinazolinones
FR2012061A1 (en) * 1969-06-30 1970-03-13 Sandoz Sa Quinazolinone derivs - with antiphlogistic props

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0488144A1 (en) * 1990-11-26 1992-06-03 Tsumura & Co. Benzodioxole derivatives and hepatopathy improvers comprising the same
US5227398A (en) * 1990-11-26 1993-07-13 Tsumura & Co. Benzodioxole derivatives and hepatopathy improvers comprising the same
US6465472B1 (en) 1998-03-02 2002-10-15 Euro-Celtique S.A. Substituted quinazolines and analogs and use thereof
US6765006B2 (en) 1998-03-02 2004-07-20 Euro-Celtique S.A. Substituted quinazolines and analogs and the use thereof
US7652006B2 (en) 1998-03-02 2010-01-26 Euro-Celtique S.A. Substituted 1(2H)-phthalazinones and pharmaceutical compositions thereof

Also Published As

Publication number Publication date
ES386022A1 (en) 1973-12-16
CA962679A (en) 1975-02-11
BE759671A (en) 1971-06-01
CH539072A (en) 1973-07-15
JPS4946320B1 (en) 1974-12-09
JPS4947759B1 (en) 1974-12-17
FR2081322A1 (en) 1971-12-03
FR2081322B1 (en) 1974-10-11
SE364276B (en) 1974-02-18

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee