Synthesis of heterocyclic bases of possible antimalarial activity

Abstract

I. A survey of the literature dealing with anti - malarial compounds is given, with special reference to the relationship between activity and chemical constitution. • II. Various unsuccessful attempts to synthesise derivatives of 2:3- pyrido -4 hydroxy quinoline are described, and the constitution of the compound obtained from 2- chloro- pyri dine and anthranilic acid discussed. • III. 2- Hydroxy- 4methyl -5:6- pyrido quinoline and 2 -' methy1-4hydroxy -5:6- pyrido quinoline have been synthesised. The hydroxyl groups in these compounds have been replaced by piperidino, diethylaminoethylamino and diethylaminopropylamino side chains. • IV. The nitration of 2- methyl -4 hydroxy quinoline and of 2:3- dimethyl -4 hydroxy quinoline has been accomplished and the constitutions of the resulting compounds have been established by synthesis as 6- nitro-2- methyl -4 hydroxy quinoline and 6- nitro -2:3- dimethyl-4- hydroxy quinoline. • V. Various derivatives of 2-methyl-6-nitro quinoline having a basic side chain in position 4 and of 4methy1 -6 -nitro quinoline having a basic side chain in position 2 have been prepared. The hydroxyl group in 2- methy1- 4- hydroxy- 6- acetylamino quinoline has also been replaced by piperidino and diethylaminoethylamino side chains

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