An internal standard for the quantification of methiocarb
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Unlabeled Version(s)
25627Methiocarb
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Methiocarb-d3

Item No. 27776

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,5-dimethyl-4-(methylthio)phenyl (methyl-d3)carbamate
CAS Number
1581694-94-1
Synonyms
  • Mercaptodimethur-d3
  • 4-Methylthio-3,5-dimethylphenyl methylcarbamate-d3
Molecular Formula
C11H12D3NO2S
Formula Weight
228.3
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 10 mg/ml
SMILES
O=C(NC([2H])([2H])[2H])OC1=CC(C)=C(SC)C(C)=C1
InChi Code
InChI=1S/C11H15NO2S/c1-7-5-9(14-11(13)12-3)6-8(2)10(7)15-4/h5-6H,1-4H3,(H,12,13)/i3D3
InChi Key
YFBPRJGDJKVWAH-HPRDVNIFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Methiocarb-d3 is intended for use as an internal standard for the quantification of methiocarb (Item No. 25627) by GC- or LC-MS. Methiocarb is a carbamate pesticide.1 It inhibits the activity of acetylcholinesterase (AChE) from methiocarb-resistant and -sensitive western flower thrips (F. occidentalis; IC50s = 0.43 and 2.1 µM, respectively) and is toxic to the same strains (LC50s = 31.1 and 3.26 ppm for the resistant- and sensitive strains, respectively). Methiocarb is also toxic to the land snail (M. obstructa; LD50 = 27.4 μg/animal) and induces 94% mortality in citrus mites (A. pelekassi) when used at a concentration of 0.5 ppm.2,3 It is an estrogen receptor α (ERα) and ERβ agonist (EC20s = 19.87 and 20.24 μM, respectively) and androgen receptor antagonist (IC50 = 13.89 μM) in cell-based reporter assays.4 It is toxic to juvenile rainbow trout and guppies with LC50 values of 0.795 and 1.482 mg/L, respectively, at 48 hours of exposure.5 Formulations containing methiocarb have been used in the control of mollusks, mites, and insects in residential and commercial settings.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jensen, S.E. Acetylcholinesterase activity associated with methiocarb resistance in a strain of western flower thrips, Frankliniella occidentalis (Pergande). Pesicide Biochem. Physiol. 61(3), 191-200 (1998).

    2. Hussein, H.I., Al-Rajhy, D., El-Shahawi, F.I., et al. Molluscicidal activity of Pergularia tomentosa (L.), methomyl and methiocarb, against land snails. Int. J. Pest Mgt. 45(3), 211-213 (2010).

    3. Reed, D.K., Crittenden, C.R., and Lyon, D.J. Acaricides screened against two rust mites of citrus. J. Econ. Entomol. 60(3), 668-671 (1967).

    4. Tange, S., Fujimoto, N., Uramaru, N., et al. In vitro metabolism of methiocarb and carbaryl in rats, and its effect on their estrogenic and antiandrogenic activities. Environ. Toxicol. Pharmacol. 41, 289-297 (2016).

    5. Boran, M., Altinok, I., and Capkin, E. Acute toxicity of carbaryl, methiocarb, and carbosulfan to the rainbow trout (Oncorhynchus mykiss) and guppy (Poecilia reticulata). Turk. J. Vet. Animal Sci. 31(1), 39-45 (2007).