The Synthesis of New Antimalarial Drugs

Abstract

The purpose of the work was to prepare compounds belonging to four chemical classes for evaluation as antimalarial drugs. 34 compounds were previously submitted for appropriate pharmacological evaluation. Of these, 16 were target compounds and 18 were intermediates. Alpha-(Di-n-butylaminomethyl)-2-phenyl-3',4',6,8-tetrachloro-1,2,3,4-tetrahydro-4-quinolinemethanol and its N-acetyl and N-ethyl derivatives were prepared to test the hypothesis that reduction of the pyridine ring in WR 30090 would eliminate an undesirable phototoxic side-effect. Phototoxicity and antimalarial activity were decreased in a equivalent fashion. Fluorenemethanols having aminoalcohol sidechains at the 1- and 4-position, and related compounds having 9-hydroxy or 9-keto groups were prepared. None had antimalarial activity. However, when chlorine atoms were introduced at the 2,7-positions high activity resulted and was not affected by the state of oxidation at the 9-position.

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Document Details

Document Type
Technical Report
Publication Date
Nov 01, 1972
Accession Number
AD0752624

Entities

People

  • Edward R. Atkinson
  • Felix E. Granchelli

Organizations

  • Arthur D. Little

Tags

DTIC Thesaurus Topics

  • Alkanes
  • Chemical Synthesis
  • Chemistry
  • Hydrogen
  • Organic Chemistry
  • Sodium Compounds

Fields of Study

  • Medicine

Readers

  • Organic Chemistry
  • Parasitology and Pharmacology of Malaria.