An organophosphate pesticide
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Labeled Version(s)
39563Coumaphos-d10
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Coumaphos

Item No. 24230

Technical Information
Formal Name
O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl), phosphorothioic acid, O,O-diethyl ester
CAS Number
56-72-4
Synonyms
  • NSC 8944
Molecular Formula
C14H16ClO5PS
Formula Weight
Purity
≥98%
A solid
DMSO: Slightly solubleMethanol: Slightly soluble
SMILES
O=C1C(Cl)=C(C)C2=CC=C(OP(OCC)(OCC)=S)C=C2O1
InChi Code
InChI=1S/C14H16ClO5PS/c1-4-17-21(22,18-5-2)20-10-6-7-11-9(3)13(15)14(16)19-12(11)8-10/h6-8H,4-5H2,1-3H3
InChi Key
BXNANOICGRISHX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Coumaphos is an organophosphate pesticide.1 It is converted into the corresponding oxon metabolite in vivo, similar to other organophosphate pesticides, that inhibits acetylcholinesterase (AChE). It is active against adult, but not arrested stage, O. ostertagi helminths.2 Coumaphos is toxic to A. stephensi and A. aegypti mosquitoes when applied topically, with median lethal doses of 0.002 and 0.012 µg per female mosquito, respectively, but not when used as a contact insecticide.3 It is lethal to rats (LD50s = 41 and 16 mg/kg for male and female rats, respectively).4 Formulations containing coumaphos have been used to control pests in livestock.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Guo, J.-X., Wu, J.J.-Q., Wight, J.B., et alMechanistic insight into acetylcholinesterase inhibition and acute toxicity of organophosphorus compounds: A molecular modeling study. Chem. Res. Toxicol. 19(2), 209-216 (2006).

    2. Prichard, R.K. Anthelmintics and control. Vet. Parasitol. 27(1-2), 97-109 (1988).

    3. Hadaway, A.B., and Barlow, F. The toxicity of some organophosphorus compounds to adult Anopheles stephensi. Bull. World Health Organ. 28(1), 55-61 (1963).

    4. Gaines, T.B. Acute toxicity of pesticides. Toxicol. Appl. Pharmacol. 14(3), 515-534 (1969).