Synthesis of New Antimalerial Drugs (9-Anthracenemethanols).

Abstract

The syntheses of three O-(2-di-n-alkylamino-1-hydroxyethyl)-10- haloanthracene hydrochlorides are described. Unsuccessful attempts were made to prepare the corresponding 3,6-dibromo-10-chloro-, 3,6-dibromo-, 3-trifluoromethyl-10-chloro-, 3,10-ditrifluoromethyl, and 3,10-dichloro- analogs. It was expected that all the substituted 9-anthraldehydes would react with dimethyl sulfonium methylide to form the desired substituted 9-anthrylethylene oxide intermediates. Unfortunately this reaction was only successful where the 9-anthraldehyde contained a 10 H, Br, or Cl. Data on the 10-chloro-dibutylamine derivative show this compound to be more active than either the corresponding unsubstituted compound or the halogenated 1- or 4-phenanthrene aminoalcohols synthesized previously. (Author)

Document Details

Document Type
Technical Report
Publication Date
Jul 01, 1971
Accession Number
AD0730795

Entities

People

  • Clarence W. Huffman
  • E. Patrick Lira
  • James T. Traxler

Tags

DTIC Thesaurus Topics

  • Aromatic Compounds
  • Aromatic Hydrocarbons
  • Aromatic Polycyclic Hydrocarbons
  • Chemical Compounds
  • Cyclic Compounds
  • Hydrocarbons
  • Organic Compounds
  • Phenanthrenes

Fields of Study

  • Chemistry

Readers

  • Military Logistics and Supply Chain Management
  • Organic Chemistry
  • Parasitology and Pharmacology of Malaria.