GB1012624A - Alloxazines and the 5-n-oxides thereof - Google Patents

Alloxazines and the 5-n-oxides thereof

Info

Publication number
GB1012624A
GB1012624A GB1195463A GB1195463A GB1012624A GB 1012624 A GB1012624 A GB 1012624A GB 1195463 A GB1195463 A GB 1195463A GB 1195463 A GB1195463 A GB 1195463A GB 1012624 A GB1012624 A GB 1012624A
Authority
GB
United Kingdom
Prior art keywords
formula
compounds
give
nitrous acid
alloxazine
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
GB1195463A
Inventor
Herbert Goldner
Gunther Dietz
Ernst Carstens
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.)
AWD Pharma GmbH and Co KG
Original Assignee
Arzneimittelwerk Dresden GmbH
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 Arzneimittelwerk Dresden GmbH filed Critical Arzneimittelwerk Dresden GmbH
Priority to GB1195463A priority Critical patent/GB1012624A/en
Publication of GB1012624A publication Critical patent/GB1012624A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D475/00—Heterocyclic compounds containing pteridine ring systems
    • C07D475/12—Heterocyclic compounds containing pteridine ring systems containing pteridine ring systems condensed with carbocyclic rings or ring systems
    • C07D475/14—Benz [g] pteridines, e.g. riboflavin

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises alloxazine - 5 - N-oxides of the formula <FORM:1012624/C2/1> where R1 and R2, the same or different, represent hydrogen atoms or straight or branched chain-alkyl groups and R3 represents a hydrogen atom or an alkyl or alkoxy group, and the preparation thereof and of alloxazines of the formula <FORM:1012624/C2/2> by reacting a 4-anilinouracil of the formula <FORM:1012624/C2/3> with nitrous acid or an ester thereof to give the corresponding 5-nitroso compound, which undergoes a cyclization reaction to give an alloxazine of the Formula (I), which reacts with excess nitrous acid or nitrous acid ester to give the compounds of the Formula (II). The mixture of compounds of the Formulae (I) and (II) may be reduced with hydrogen to give compounds of the Formula (I). In a modification of the process the 4-anilino-5-nitroso-uracil is isolated and cyclized to give compounds of the Formula (I) by heating. Compounds of the Formula (III) may be prepared by reaction of the appropriate 4-chlorouracil with an amine of the formula <FORM:1012624/C2/4> or by transamination of the appropriate 4-amino-uracil with compounds of the formula <FORM:1012624/C2/5>
GB1195463A 1963-03-26 1963-03-26 Alloxazines and the 5-n-oxides thereof Expired GB1012624A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1195463A GB1012624A (en) 1963-03-26 1963-03-26 Alloxazines and the 5-n-oxides thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1195463A GB1012624A (en) 1963-03-26 1963-03-26 Alloxazines and the 5-n-oxides thereof

Publications (1)

Publication Number Publication Date
GB1012624A true GB1012624A (en) 1965-12-08

Family

ID=9995687

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1195463A Expired GB1012624A (en) 1963-03-26 1963-03-26 Alloxazines and the 5-n-oxides thereof

Country Status (1)

Country Link
GB (1) GB1012624A (en)

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