A series of p,p'-disubstituted a-trichloromethylbenzylanilines which closely resemble DDT-type compounds in structure have been synthesized and evaluated for insecticidal activity. These compounds affect insects in a manner indistinguishable from DDT, and the most effective compounds such as a-trichloromethyl-p-ethoxybenzyl-p-methylaniline were of comparable toxicity with DDT to flies and mosquito larvae. The metabolism of W-a-trichloromethyl-p-ethoxybenzyl-p-ethoxyaniline was studied in the housefly, salt-marsh caterpillar, mouse, and in a model ecosystem where the compound was substantially biodegradable. A comparable series of a-trichloromethyl benzyl phenyl ethers was also shown to have DDT-like action.
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