Summary
While the optical isomers of EPN were equally toxic to mice, (+)-EPN was 2.9 fold and 4.0 fold more toxic to houseflies and rice stem borer larvae, respectively, than the (−)-isomer. In addition, (−)-EPN produced paralysis of the legs in hens about 10 to 14 days after dosing, whereas (+)-EPN caused no paralytic effects. Thus, (+)-EPN appears to be a more appropriate insecticide than the racemic compound, since it combines high toxicity to insects and no delayed neurotoxicity in hens.
Similar content being viewed by others
References
DURHAM, W.F., T.B.GAINES, AND W.J.H AYES JR.: AMA Arch. Ind. Health13, 326 (1956).
ETO, M.: Organophosphorus Pesticides, Organic and Biological Chemistry, Cleveland, Ohio CRC Press, 1974.
FRAWLEY, J.P.: Pesticide Induced Delayed Neurotoxicity, Proceedings of a Conference Ed. by R.L.BARON, p234–252, U.S.Environmental Protection Agency, 1976.
GAINES, T.B.: Toxicol. Appl. Pharmacol.14, 515 (1969).
JOHNSON, M.K.: Crit. Rev. Toxicol.3, 289 (1975).
KADOTA, T., Y. OKUNO AND J. MIYAMOTO: Botyu-Kagaku,40, 49 (1975).
MARSLAND, T.A., P. GLEES, AND L.B.ERIKSON: J. Neuropath. Exp. Neurol.13, 587 (1954).
OHKAWA, H., N. MIKAMI, K. KASAMATSU, AND J.MIYAMOTO: Agr. Biol. Chem.40, 1857 (1976a).
OHKAWA, H., N. MIKAMI, AND J.MIYAMOTO: Agr. Biol. Chem. in press (1976)b.
SWANK, R.L., AND H.A. DAVENPORT: Stain Technol.10, 87 (1935).
WITTER, R.F., AND T.B. GAINES: Biochem. Pharmacol.12, 1377 (1963).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Ohkawa, H., Mikami, N., Okuno, Y. et al. Stereospecificity in toxicity of the optical isomers of EPN. Bull. Environ. Contam. Toxicol. 18, 534–540 (1977). https://doi.org/10.1007/BF01683998
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF01683998