An organophosphate insecticide
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Methidathion

Item No. 24144

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
S-[(5-methoxy-2-oxo-1,3,4-thiadiazol-3(2H)-yl)methyl]phosphorodithioic acid, O,O-dimethyl ester
CAS Number
950-37-8
Molecular Formula
C6H11N2O4PS3
Formula Weight
302.3
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile:Water (1:1): Slightly soluble: 0.1-1 mg/mlChloroform: SolubleChloroform: Soluble: ≥ 10 mg/mlMethanol: SolubleMethanol: Soluble: ≥ 10 mg/ml
SMILES
COC(S1)=NN(CSP(OC)(OC)=S)C1=O
InChi Code
InChI=1S/C6H11N2O4PS3/c1-10-5-7-8(6(9)16-5)4-15-13(14,11-2)12-3/h4H2,1-3H3
InChi Key
MEBQXILRKZHVCX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $32

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    250 mg

    $60

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    500 mg

    $104

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    Cayman Chemical
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    Product Description

    Methidathion is an organophosphate insecticide that inhibits insect cholinesterase.1 It reduces cattle lice (L. vituli, D. bovis, and H. eurysternus) infestation by 99.1% when administered topically at a dose of 3.5 mg/kg.2 Methidathion is selectively toxic to lice over cattle, only inhibiting cattle plasma acetylcholinesterase activity by 20% with no effect on survival when administered topically at a dose of 24 mg/kg. It increases sister chromatid exchange (SCE) in a concentration-dependent manner and induces cell cycle arrest at the M1 phase in V79 cells when used at a concentration of 40 μg/ml.3 Dietary administration of methidathion (1.4-4.7 mg/kg) increases alanine aminotransferase, aspartate aminotransferase, sorbitol dehydrogenase, and alkaline phosphatase activity, inhibits cholinesterase, and induces chronic liver inflammation in male beagle dogs.4 It also induces loss of striation and myocytolysis of cardiomyocytes and reduces serum cholinesterase activity in rats when administered orally at a dose of 5 mg/kg.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sánchez-Bayo, F. Insecticides mode of action in relation to their toxicity to non-target organisms. J. Environ. Anal. Toxicol. S4:002, (2012).

    2. Hart, R.J., Cavey, W.A., Moore, B., et al. Efficiency and safety of methidathion applied as a pour-on systemic insecticide for control of cattle lice. Aust. Vet. J. 55(12), 575-579 (1979).

    3. Chen, H.H., Hsueh, J.L., Sirianni, S.R., et al. Induction of sister-chromatid exchanges and cell cycle delay in cultured mammalian cells treated with eight organophosphorus pesticides. Mutat. Res. 88(3), 307-316 (1981).

    4. Chang, J.C., Walberg, J.A., and Campbell, W.R. One-year dietary toxicity study with methidathion in beagle dogs. Fundam. Appl. Toxicol. 19(2), 307-314 (1992).

    5. Yavuz, T., Altuntas, I., Delibas, N., et al. Cardiotoxicity in rats induced by methidathion and ameliorating effect of vitamins E and C. Hum. Exp. Toxicol. 23(7), 323-329 (2004).