chlorpyrifos

Synonyms: "chlorpyriphos", "dursban", "trichlorpyrphos", "lorsban", "coroban", "pyrinex", "brodan"

Source: chlorpyrifos is a broad-spectrum organophosphate insecticide.

Identifiers:

IUPAC Name: diethoxy-sulfanylidene-(3,5,6-trichloropyridin-2-yl)oxy-?⁵-phosphane
CAS Number: 2921-88-2
PubChem ID: 2730
InChiKey: SBPBAQFWLVIOKP-UHFFFAOYSA-N
Canonical SMILES: CCOP(=S)(OCC)OC1=NC(=C(C=C1Cl)Cl)Cl

Structural Properties:

Molecular Formula: C₉H₁₁Cl₃NO₃PS
Molecular Weight: 350.586

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 1
Number of atoms different from hydrogen: 18

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

Kojima H, Katsura E, Takeuchi S, Niiyama K, Kobayashi K. 2004. Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells. Environ Health Perspect 112(5):524-531.

Qiao D, Seidler FJ, Abreu-Villaca Y, Tate CA, Cousins MM, Slotkin TA. 2004. Chlorpyrifos exposure during neurulation: cholinergic synaptic dysfunction and cellular alterations in brain regions at adolescence and adulthood. Developmental Brain Research 148(1):43-52.

Slotkin TA, Brown KK, Seidler FJ. 2005. Developmental exposure of rats to chlorpyrifos elicits sex-selective hyperlipidemia and hyperinsulinemia in adulthood. Environ Health Perspect 113(10):1291-1294.

Slotkin TA, Tate CA, Cousins MM, Seidler FJ. 2005. Imbalances emerge in cardiac autonomic cell signaling after neonatal exposure to terbutaline or chlorpyrifos, alone or in combination. Developmental Brain Research 160(2):219-230.

Venerosi A, Cutuli D, Colonnello V, Cardona D, Ricceri L, Calamandrei G. 2008. Neonatal exposure to chlorpyrifos affects maternal responses and maternal aggression of female mice in adulthood. Neurotoxicol Teratol 30(6):468-474.