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The Synthesis Of Some Potential Antimalarials : The 3-(4- Choloropheny1) -5, 7- Dichloronaphthylaminoalcohols, Dwight Allen Shamblee

Master's Theses

A new scheme is presented for the preparation of 3~(4-chlorophenyl)-5,7-dichloro-l-methylnaphthalene, from which, four derivatives, 3~(4-chlorophenyl)-~-di(n-butyl)aminomethyl~5,7-dichloro-l-naphthalene-methanol hydrochloride, 3-(4-chlorophenyl)-5,7-dichloro-~-(2-piperidyl)-1-naphthalenemethanol acetate, l-[3-(4-chlorophenyl)-5,77dichloro-lnaphthyl]-3-di(n-butyl)aminopropanol hydrochloride, and 1-[3-(4-chlorophenyl)-5, 7-dichloro-l-naph,thyl]-2-(2-piperidyl) ethanol hydrochloride, were prepared. These four derivatives were submitted to Walter Reed Army Institute of Research for. the determination of their potential as antimalarial agents.

Substituted ℓ-Dialkylaminomethyl-3-Phenyl-1-Naphthalenemethanols, Richard Elroy Davis

Master's Theses

Malaria is still a world health problem. Established antimalarial drugs have become ineffective in many areas because of the emergence of resistant strains of malaria. New efforts have been initiated to study variations of new untried compounds and earlier structures shown to have activity. The 4-quinolinemethanols fall into the latter class. The great activity of the 4-quinolinemethanols is offset by their phytotoxic activity.

The possibility that substituted o(-dialkylaminomethyl-3-phenyl-1- naphthalenemethanols, as analogs of the 4-quinolinemethanols, would be effective antimalarials, yet not have the phototoxic side effect, is discussed in this paper. Synthetic pathways to the naphthalenemhethanols are discussed. Experimental procedures are …