Abstract
We have previously shown that intraperitoneal injection of aqueous suspensions of the almost water-insoluble oxolinic (l-ethyl-4-oxo-6,7-methylenedioxy-l,4-dihydroquinoline-3-carbonic) acid (I) produces pronounced radioprotective effects in small laboratory animals [i] We have prepared a series of esters and amides of I in order to study the effects of modifying the carboxyl group on its radioprotective properties; these modifications can alter:the hydrophobicity of the molecule. The reactions between oxolinic acid chloranhydride and the appropriate 2-dialkylaminoethanols and 2-dialkylaminoethylamines were used to synthesize the 2-dimethylaminoethyl (II), 2-morpholinoethyl (lit), and 2-piperidinoethyl (IV) esters of i, along with oxolinic acid 2-diethylaminoethylamide (V) and oxolinic acid 2-piperidinoethylamide (VI). These compounds were extracted in the form of water-soluble chlorhydrates.
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