chlorpyrifos oxon

Synonyms: "o,o-diethyl o-3,5,6-trichloro-2-pyridyl phosphat", "diethyl 3,5,6-trichloro-2-pyridyl phosphate", "dursbanoxon", "fospirate-ethyl", "dursban oxygen analog", "chloropyrifos oxygen analog"

Source: chlorpyrifos oxon is a metabolite of chlorpyrifos.

Identifiers:

IUPAC Name: diethyl (3,5,6-trichloropyridin-2-yl) phosphate
CAS Number: 5598-15-2
PubChem ID: 21804
InChiKey: OTMOUPHCTWPNSL-UHFFFAOYSA-N
Canonical SMILES: CCOP(=O)(OCC)OC1=NC(=C(C=C1Cl)Cl)Cl

Structural Properties:

Molecular Formula: C9H11Cl3NO4P
Molecular Weight: 334.521

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 2
Number of atoms different from hydrogen: 18

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Evidence Supporting This Chemical as an Endocrine Disruptor
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Quistad GB, Nomura DK, Sparks SE, Segall Y, Casida JE. 2002. Cannabinoid CB1 receptor as a target for chlorpyrifos oxon and other organophosphorus pesticides. Toxicol Lett 135(1-2):89-93, DOI: 10.1016/S0378-4274(02)00251-5.

Schuh RA, Lein PJ, Beckles RA, Jett DA. 2002. Noncholinesterase mechanisms of chlorpyrifos neurotoxicity: altered phosphorylation of Ca2+/cAMP response element binding protein in cultured neurons. Toxicol Appl Pharmacol 182(2):176-185.

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