methamidophos

Synonyms: "methamidophos", "metamidophos", "Tamaron", "Pillaron", "Hamidop", "Patrole", "Filitox", "Amidor", "Tamanox", "Sniper", "Ortho Monitor", "O,S-Dimethyl phosphoramidothioate", "Metamidofos estrella", "phosphoramidothioic acid, O,S-dimethyl ester".

Source: Methamidophos is an organophosphate insecticide.

Identifiers:

IUPAC Name: [amino(methylsulfanyl)phosphoryl]oxymethane
CAS Number: 10265-92-6
PubChem ID: 4096
InChiKey: NNKVPIKMPCQWCG-UHFFFAOYSA-N
Canonical SMILES: COP(=O)(N)SC

Structural Properties:

Molecular Formula: C₂H₈NO₂PS
Molecular Weight: 141.125

Pharmacophore Features:

Number of bond donors: 1
Number of bond acceptors: 4
Number of atoms different from hydrogen: 7

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Burruel VR, Raabe OG, Overstreet JW, Wilson BW, Wiley LM. 2000. Paternal effects from methamidophos administration in mice. Toxicol Appl Pharmacol 165(2):148-157. DOI: 10.1006/taap.2000.8933. URL: https://www.sciencedirect.com/science/article/pii/ S0041008X00989336.
Ibhazehiebo K, Iyawe VI, Koibuchi N. 2013. Effect of methamidophos on cerebellar neuronal cells. Niger J Physiol Sci 28(2):115-120. URL: https://www.ajol.info/index.php/njps/article/view/105214Lima CS, Dutra-Tavares AC, Nunes F, Nunes-Freitas AL, Ribeiro-Carvalho A, Filgueiras CC, Manhaes AC, Meyer A, Abreu-Villaca Y. 2013. Methamidophos exposure during the early postnatal period of mice: immediate and late-emergent effects on the cholinergic and serotonergic systems and behavior. Toxicol Sci 134(1):125-139. DOI: 10.1093/toxsci/kft095. URL: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3840737/.
Lima CS, Nunes-Freitas AL, Ribeiro-Carvalho A, Filgueiras CC, Manhaes AC, Meyer A, Abreu-Villaca Y. 2011. Exposure to methamidophos at adulthood adversely affects serotonergic biomarkers in the mouse brain. Neurotoxicology 32(6):718-724. DOI: 10.1016/j.neuro.2011.08.002. URL: https://www.sciencedirect.com/science/article/pii/S0161813X11001318.
Maia LO, Junior WD, Carvalho LS, Jesus LR, Paiva GD, Araujo P, Costa MF, Andersen ML, Tufik S, Mazaro-Costa R. 2011. Association of methamidophos and sleep loss on reproductive toxicity of male mice. Environ Toxicol Pharmacol 32(2):155-161. DOI: 10.1016/j.etap.2011.04.007. URL: https://www.sciencedirect.com/science/article/pii/S1382668911000706?via%3Dihub.
Satar D, Satar S, Mete UO, Suchard JR, Topal M, Karakoc E, Kaya M. 2008. Ultrastructural changes in rat thyroid tissue after acute organophosphate poisoning and effects of antidotal therapy with atropine and pralidoxime: A single-blind, ex vivo study. Curr Ther Res Clin Exp 69(4):334-342. DOI: 10.1016/j.curtheres.2008.07.001. URL: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3969907/ Satar S, Satar D, Kirim S, Leventerler H. 2005. Effects of acute organophosphate poisoning on thyroid hormones in rats. Am J Ther 12(3):238-242. DOI: 01.mjt.0000128337.00810.ac. URL: https://journals.lww.com/americantherapeutics/Abstract/2005/05000/ Effects_of_Acute_Organophosphate_Poisoning_on.8.aspx.
Satar S, Satar D, Kirim S, Leventerler H. 2005. Effects of acute organophosphate poisoning on thyroid hormones in rats. Am J Ther 12(3):238-242. DOI: 01.mjt.0000128337.00810.ac. URL: https://journals.lww.com/americantherapeutics/Abstract/2005/05000/ Effects_of_Acute_Organophosphate_Poisoning_on.8.aspx.