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Chemical Compound Review

Guthion     9- (dimethoxyphosphinothioylsulfa nylmethyl)...

Synonyms: Azinphos, Gothnion, Carfene, Cotneon, Cotnion, ...
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Disease relevance of azinphos methyl


High impact information on azinphos methyl


Chemical compound and disease context of azinphos methyl


Biological context of azinphos methyl


Anatomical context of azinphos methyl

  • Among the insecticides tested, only azinphos and diazinon induced a dose-related inhibition of protein synthesis in HL-60 cells at 24 h, at 60 and 40 micrograms/ml medium, respectively [17].
  • Association of azinphos-methyl with rat erythrocytes and hemoglobin [18].
  • This investigation was undertaken to determine the radiomimetic effects in vitro of the insecticide guthion [azinophos-methyl; O, O-dimethyl S-(4-oxobenzotriazino-3-methyl) phosphorodithioate] on two human cell lines, diploid (WI-38) and heteroploid (HEp-2) [19].

Associations of azinphos methyl with other chemical compounds

  • Central mudminnows, Umbra limi, were exposed to the insecticides endrin, chlordane, diazinon and guthion at concentrations of 5.4 X 10(-12) M to 5.4 X 10(-9) M in the aquaria water [20].
  • Perfusion of mouse livers in situ with the phosphorodithioate pesticide azinphos-methyl (O,O-dimethyl S-[4-oxo-1,2,3-benzotriazin-3(4H)-ylmethyl] phosphorodithioate; Guthion) resulted in the appearance of the cholinesterase inhibitor azinphos-methyl oxon in effluent perfusate [2].
  • Cotton and synthetic knit glove fabrics in combination with an in vitro skin model were used to examine the capability of fabric to decrease the dermal absorption of the organophosphorus insecticides azinphos-methyl, paraoxon, and malathion [21].
  • Removal of azinphos methyl by alfalfa plants (Medicago sativa L.) in a soil-free system [22].
  • Marker enzyme assessment in the liver of cyprinus carpio (L.) exposed to 2,4-D and azinphosmethyl [16].

Gene context of azinphos methyl

  • Both serum cholinesterase and PON1 activities were measured spectrophotometrically from 18 male agricultural workers who were chronically exposed to azinphos methyl, chlorpyriphos, or malathion and other pesticides during cereal spraying, transportation, and storage [23].
  • Heptachlor (HC) and dichloro-diphenyl-trichloroethane (o-p' DDT) increased phosphatidyl-inositol, phosphatidylinositolphosphate, and phosphatidyl-inositolbiphosphate phosphorylation while azinphosmethyl (AM) increased phosphatidylinositolbiphosphate labeling [24].
  • The mean PCHE activity of workers in the Guthion treated plot was not different from that of workers in the control plot [25].
  • Of these, only nitrofen significantly increased the incidence of neoplasms of the exocrine pancreas of rats or mice (female Osborne-Mendel rats); azinphosmethyl was the only agent tested which significantly increased the incidence of islet-cell tumors of rats or mice (male Osborne-Mendel rats) [26].

Analytical, diagnostic and therapeutic context of azinphos methyl


  1. Characterization of varicella-zoster virus enhancement by the pesticide carbaryl. Abrahamsen, L.H., Jerkofsky, M. Appl. Environ. Microbiol. (1983) [Pubmed]
  2. Metabolic activation of the pesticide azinphos-methyl by perfused mouse livers. Sultatos, L.G., Minor, L.D. Toxicol. Appl. Pharmacol. (1987) [Pubmed]
  3. Comparative toxicity of azinphos-methyl to house mice, laboratory mice, deer mice, and gray-tailed voles. Meyers, S.M., Wolff, J.O. Arch. Environ. Contam. Toxicol. (1994) [Pubmed]
  4. Susceptibility of leafrollers (Lepidoptera: Tortricidae) from organic and conventional orchards to azinphosmethyl, spinosad, and Bacillus thuringiensis. Smirle, M.J., Lowery, D.T., Zurowski, C.L. J. Econ. Entomol. (2003) [Pubmed]
  5. Biologically based pesticide dose estimates for children in an agricultural community. Fenske, R.A., Kissel, J.C., Lu, C., Kalman, D.A., Simcox, N.J., Allen, E.H., Keifer, M.C. Environ. Health Perspect. (2000) [Pubmed]
  6. Fate and effects of azinphos-methyl in a flow through wetland in South Africa. Schulz, R., Hahn, C., Bennett, E.R., Dabrowski, J.M., Thiere, G., Peall, S.K. Environ. Sci. Technol. (2003) [Pubmed]
  7. Study of the behaviour of azinphos-methyl in a clay mineral by batch and column leaching. Farran, A., Chentouf, A. Journal of chromatography. A. (2000) [Pubmed]
  8. Genotoxicity assay of five pesticides and their mixtures in Saccharomyces cerevisiae D7. Bianchi, L., Zannoli, A., Pizzala, R., Stivala, L.A., Chiesara, E. Mutat. Res. (1994) [Pubmed]
  9. The effect of certain intrinsic and extrinsic variables on the acute toxicity of selected organophosphorus insecticides to the mummichog, Fundulus heteroclitus. Fulton, M.H., Scott, G.I. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. (1991) [Pubmed]
  10. Is attract-and-kill technology potent against insecticide-resistant Lepidoptera? Poullot, D., Beslay, D., Bouvier, J.C., Sauphanor, B. Pest Manag. Sci. (2001) [Pubmed]
  11. Use of residue profile analysis to identify modes of insecticide activity contributing to control of plum curculio in apples. Wise, J.C., Coombs, A.B., Vandervoort, L.C., Gut, L.J., Hoffmann, E.J., Whalon, M.E. J. Econ. Entomol. (2006) [Pubmed]
  12. Susceptibility of male oriental fruit moth (Lepidoptera: Tortricidae) populations from New Jersey apple orchards to azinphosmethyl. Usmani, K.A., Shearer, P.W. J. Econ. Entomol. (2001) [Pubmed]
  13. Impact of guthion on survival and growth of the frog Pseudacris regilla and the salamanders Ambystoma gracile and Ambystoma maculatum. Nebeker, A.V., Schuytema, G.S., Griffis, W.L., Cataldo, A. Arch. Environ. Contam. Toxicol. (1998) [Pubmed]
  14. Developmental toxicity of guthion in rats and mice. Short, R.D., Minor, J.L., Lee, C.C., Chernoff, N., Baron, R.L. Arch. Toxicol. (1980) [Pubmed]
  15. Subchronic inhalation toxicity of azinphos-methyl in rats. Kimmerle, G. Arch. Toxicol. (1976) [Pubmed]
  16. Marker enzyme assessment in the liver of cyprinus carpio (L.) exposed to 2,4-D and azinphosmethyl. Oruç, E.O., Uner, N. J. Biochem. Mol. Toxicol. (2002) [Pubmed]
  17. Mixtures of benomyl, pirimiphos-methyl, dimethoate, diazinon and azinphos-methyl affect protein synthesis in HL-60 cells differently. Marinovich, M., Guizzetti, M., Galli, C.L. Toxicology (1994) [Pubmed]
  18. Association of azinphos-methyl with rat erythrocytes and hemoglobin. Bailey, B.J., Jenkins, J.J. Arch. Toxicol. (2000) [Pubmed]
  19. Cytological effects of an organic phosphate pesticide on human cells in vitro. Alam, M.T., Kasatiya, S. Can. J. Genet. Cytol. (1976) [Pubmed]
  20. In vivo induction of sister-chromatid exchange in Umbra limi by the insecticides endrin, chlordane, diazinon and guthion. Vigfusson, N.V., Vyse, E.R., Pernsteiner, C.A., Dawson, R.J. Mutat. Res. (1983) [Pubmed]
  21. Evaluation of knit glove fabrics as barriers to dermal absorption of organophosphorus insecticides using an in vitro test system. Keeble, V.B., Correll, L., Ehrich, M. Toxicology (1993) [Pubmed]
  22. Removal of azinphos methyl by alfalfa plants (Medicago sativa L.) in a soil-free system. Flocco, C.G., Carranza, M.P., Carvajal, L.G., Loewy, R.M., Pechén de D'Angelo, A.M., Giulietti, A.M. Sci. Total Environ. (2004) [Pubmed]
  23. Paraoxonase and acetylcholinesterase activities in humans exposed to organophosphorous compounds. Akgür, S.A., Oztürk, P., Sözmen, E.Y., Delen, Y., Tanyalçin, T., Ege, B. J. Toxicol. Environ. Health Part A (1999) [Pubmed]
  24. Organophosphorous and organochlorine pesticides affect human placental phosphoinositides metabolism and PI-4 kinase activity. Souza, M.S., Magnarelli de Potas, G., Pechén de D'Angelo, A.M. J. Biochem. Mol. Toxicol. (2004) [Pubmed]
  25. A controlled field trial of physiological responses to organophosphate residues in farm workers. Richards, D.M., Kraus, J.F., Kurtz, P., Borhani, N.O., Mull, R., Winterlin, W., Kilgore, W.W. Journal of environmental pathology and toxicology. (1978) [Pubmed]
  26. Pancreatic carcinogenesis and naturally occurring pancreatic neoplasms of rats and mice in the NCI carcinogenesis testing program. Milman, H.A., Ward, J.M., Chu, K.C. Journal of environmental pathology and toxicology. (1978) [Pubmed]
  27. Acetylcholinesterase mutation in an insecticide-resistant population of the codling moth Cydia pomonella (L.). Cassanelli, S., Reyes, M., Rault, M., Carlo Manicardi, G., Sauphanor, B. Insect Biochem. Mol. Biol. (2006) [Pubmed]
  28. Development of monoclonal ELISAs for azinphos-methyl. 1. Hapten synthesis and antibody production. Mercader, J.V., Montoya, A. J. Agric. Food Chem. (1999) [Pubmed]
  29. Comparison of high-performance liquid chromatography and anticholinesterase assay for measuring azinphos-methyl metabolism in vitro. Lin, S.N., Caprioli, R.M., Murphy, S.D. J. Agric. Food Chem. (1983) [Pubmed]
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