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Chemical Compound Review

Papthion     ethyl2- dimethoxyphosphinothioylsulfan yl-2...

Synonyms: Cidemul, Fenthoate, Phendal, Tsidial, Cidial, ...
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Disease relevance of l-Papthion


High impact information on l-Papthion

  • Cidial was administered at three different dose levels (53.5, 106.9, and 171 mg/kg) to pregnant mice on day 16 of gestation [1].
  • Malathion and phenthoate carboxylesterase activities were investigated in pulmonary alveolar macrophages (PAM) in Sprague-Dawley rats [2].
  • Malathion and phenthoate carboxylesterase activities in pulmonary alveolar macrophages as indicators of lung injury [2].
  • Exposure to these OPs caused a dose-dependent effect on cell viability, and significantly reduced the mean fission rate at a concentration of 1/10(5) v/v. After exposure of resting cysts to 1/10(5) v/v or 1/10(6) v/v concentrations of basudin or cidial, the number of excysted cells was significantly lower than that of the controls [5].
  • It is likely that GR acted on the specific structure of malathion and phenthoate, the S=P-S bond, and the blanch structure bonding with the sulfur atom [6].

Biological context of l-Papthion

  • On return to phenthoate-free fresh water, the decline in enzyme activity and rise in ACh concentration was found to persist for up to 20 days following exposure [7].
  • Phenthoate degradation was attributed to the action of extracellular heat-labile soil enzymes which converted to its carbon ester hydrolysis product, phenthoate acid [8].
  • Phenthoate acid was extensively degraded to 14CO2 by soil organisms under aerobic conditions, but due to unfavorable factors, degraded only by slow first-order kinetics under anaerobic conditions and at the 100 ppm fortification level under aerobic conditions [8].

Associations of l-Papthion with other chemical compounds


Gene context of l-Papthion

  • Carbaryl in combination with phenthoate exerted synergism on the AChE system during their interaction [10].
  • Among 1233A and its synthetic analogs, trans-3-hydroxymethyl-4-[2-(7-methoxycarbonyl-1-naphthyl)ethyl]-2-oxe tanone (23) showed the highest HMG-CoA synthase inhibitory activity in vitro [11].
  • Rats receiving 2.5 to 10 mg/kg phenthoate for 13 weeks showed varying decreases in weights of liver, heart, spleen, brain, testes and adrenals [12].

Analytical, diagnostic and therapeutic context of l-Papthion


  1. Mutagenicity of cidial (phenthoate). I: Effect on maternal and fetal somatic cells. El Nahas, S.M., Samad, M.F., de Hondt, H.A. Environ. Mol. Mutagen. (1997) [Pubmed]
  2. Malathion and phenthoate carboxylesterase activities in pulmonary alveolar macrophages as indicators of lung injury. Imamura, T., Schiller, N.L., Fukuto, T.R. Toxicol. Appl. Pharmacol. (1983) [Pubmed]
  3. Combined action of carbaryl and phenthoate on a freshwater fish (Channa punctatus bloch). Rao, K.R., Rao, K.S., Sahib, I.K., Rao, K.V. Ecotoxicol. Environ. Saf. (1985) [Pubmed]
  4. Rapid report acetamiprid resistance and cross-resistance in the diamondback moth, Plutella xylostella. Ninsin, K.D. Pest Manag. Sci. (2004) [Pubmed]
  5. Effects of organophosphate compounds on a soil protist, Colpoda inflata (Ciliophora, Colpodidae). Trielli, F., Chessa, M.G., Amaroli, A., Ognibene, M., Delmonte Corrado, M.U. Chemosphere (2006) [Pubmed]
  6. Degradation of malathion and phenthoate by glutathione reductase in wheat germ. Yoshii, K., Tsumura, Y., Ishimitsu, S., Tonogai, Y., Nakamuro, K. J. Agric. Food Chem. (2000) [Pubmed]
  7. Phenthoate-induced changes in the profiles of acetylcholinesterase and acetylcholine in the brain of Anabas testudineus (Bloch): acute and delayed effect. Jash, N.B., Bhattacharya, S. Toxicol. Lett. (1983) [Pubmed]
  8. Degradation of O, O-dimethyl S-[alpha-(carboethoxy)-benzyl] phosphorodithioate (phenthoate) in soil. Iwata, Y., Ittig, M., Gunther, F.A. Arch. Environ. Contam. Toxicol. (1977) [Pubmed]
  9. Alteration of O,O-dimethyl S-[alpha-(carboethoxy)benzyl] phosphorodithioate (phenthoate) in citrus, water, and upon exposure to air and sunlight. Takade, D.Y., Seo, M.S., Kao, T.S., Fukuto, T.R. Arch. Environ. Contam. Toxicol. (1976) [Pubmed]
  10. Combined action of carbaryl and phenthoate on the sensitivity of the acetylcholinesterase system of the fish, Channa punctatus (Bloch). Rao, K.R., Rao, K.V. Ecotoxicol. Environ. Saf. (1989) [Pubmed]
  11. Synthesis and biological activity of new 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase inhibitors: 2-oxetanones with a side chain mimicking the folded structure of 1233A. Hashizume, H., Ito, H., Yamada, K., Nagashima, H., Kanao, M., Tomoda, H., Sunazuka, T., Kumagai, H., Omura, S. Chem. Pharm. Bull. (1994) [Pubmed]
  12. Phenthoate toxicity: cumulative effects in rats. Gupta, P.K. Toxicol. Lett. (1984) [Pubmed]
  13. Fast and precise determination of phenthoate and its enantiomeric ratio in soil by the matrix solid-phase dispersion method and liquid chromatography. Li, Z.Y., Zhang, Z.C., Zhou, Q.L., Gao, R.Y., Wang, Q.S. Journal of chromatography. A. (2002) [Pubmed]
  14. Phenthoate metabolites in human poisoning. Kawabata, S., Hayasaka, M., Hayashi, H., Sakata, M., Hatakeyama, Y., Ogura, N. J. Toxicol. Clin. Toxicol. (1994) [Pubmed]
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