5598-15-2
5598-15-2
Chemical Structure
Chlorpyrifos-oxon
- CAS No.: 5598-15-2
- Formula:C9H11Cl3NO4P
- Molecular Weight:334.52
IUPAC Name: diethyl (3,5,6-trichloropyridin-2-yl) phosphate
InChIKey: OTMOUPHCTWPNSL-UHFFFAOYSA-N
SMILES: O=P(OCC)(OC1=NC(Cl)=C(Cl)C=C1Cl)OCC
Biological Activity: Chlorpyrifos-oxon, an active metabolite of Chlorpyrifos, is a potent phosphorylating agent that potently inhibits AChE. Chlorpyrifos-oxon can induce cross-linking between subunits of tubulin and disrupt microtubule function[1][2][3][4].
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Chlorpyrifos-oxon | 99.39% | Chlorpyrifos-oxon, an active metabolite of Chlorpyrifos, is a potent phosphorylating agent that potently inhibits AChE. Chlorpyrifos-oxon can induce cross-linking between subunits of tubulin and disrupt microtubule function. | ||||||||||||||||||||
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Chlorpyrifos-oxon (Standard) | ≥98% | Chlorpyrifos-oxon (Standard) is the analytical standard of Chlorpyrifos-oxon. This product is intended for research and analytical applications. Chlorpyrifos-oxon, an active metabolite of Chlorpyrifos, is a potent phosphorylating agent that potently inhibits AChE. Chlorpyrifos-oxon can induce cross-linking between subunits of tubulin and disrupt microtubule function. | ||||||||||||||||||||
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Chlorpyrifos-oxon-d10 | Chlorpyrifos-oxon-d10 is the deuterium labeled Chlorpyrifos-oxon. Chlorpyrifos-oxon, an active metabolite of Chlorpyrifos, is a potent phosphorylating agent that potently inhibits AChE. Chlorpyrifos-oxon can induce cross-linking between subunits of tubulin and disrupt microtubule function. | |||||||||||||||||||||
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References
- [1]. Florian Eyer, et al. Extreme variability in the formation of chlorpyrifos oxon (CPO) in patients poisoned by chlorpyrifos (CPF). Biochem Pharmacol. 2009 Sep 1;78(5):531-7. [Content Brief]
- [2]. Lawrence M Schopfer, et al. Chlorpyrifos oxon promotes tubulin aggregation via isopeptide cross-linking between diethoxyphospho-Lys and Glu or Asp: Implications for neurotoxicity. J Biol Chem. 2018 Aug 31;293(35):13566-13577. [Content Brief]
- [3]. Jie Gao, et al. Chlorpyrifos and chlorpyrifos oxon impair the transport of membrane bound organelles in rat cortical axons. Neurotoxicology. 2017 Sep;62:111-123. [Content Brief]
- [4]. Wei Jiang, et al. Mice treated with chlorpyrifos or chlorpyrifos oxon have organophosphorylated tubulin in the brain and disrupted microtubule structures, suggesting a role for tubulin in neurotoxicity associated with exposure to organophosphorus agents. [Content Brief]
