An internal standard for the quantification of cymoxanil
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Unlabeled Version(s)
24232Cymoxanil
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Cymoxanil-d3

Item No. 27840

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(E)-2-(3-ethylureido)-N-(methoxy-d3)-2-oxoacetimidoyl cyanide
CAS Number
2140803-92-3
Synonyms
  • 1-(2-Cyano-2-methoxy-d3-iminoacetyl)-3-ethylurea
Molecular Formula
C7H7D3N4O3
Formula Weight
201.2
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleMethanol: slightly soluble
SMILES
CCNC(NC(/C(C#N)=N/OC([2H])([2H])[2H])=O)=O
InChi Code
InChI=1S/C7H10N4O3/c1-3-9-7(13)10-6(12)5(4-8)11-14-2/h3H2,1-2H3,(H2,9,10,12,13)/b11-5+/i2D3
InChi Key
XERJKGMBORTKEO-SGEHABMCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $96

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    Product Description

    Cymoxanil-d3 is intended for use as an internal standard for the quantification of cymoxanil (Item No. 24232) by GC- or LC-MS. Cymoxanil is a cyanoacetamide fungicide.1,2 It inhibits the mycelial growth of 12 isolates of P. infestans with EC50 values of 0.27-0.57 μg/ml.3 Cymoxanil (5-100 mg/L) inhibits the growth of several strains of S. cerevisiae (IC50s = 8-25 mg/L) but not S. pombe, K. marxianus, P. anomala, or C. utilis.4 A spray application of cymoxanil (1 mg/ml) one day after inoculation of potato leaves with P. infestans and cucumber leaves with P. cubensis reduces blighted leaves by 79 and 60%, respectively.1 It is toxic to rats with an acute LD50 value of 3.8 mmol/kg.5 Formulations containing cymoxanil have been used to prevent fungal growth on crops and treat late potato blight in agriculture.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cohen, Y., and Grinberger, M. Control of metalaxyl-resistant causal agents of late blight in potato and tomato and downy mildew in cucumber by cymoxanil. Phytopathology 77(9), 1283-1288 (1987).

    2. Baude, F.J., and Cupery, W.E. 2-Alkoxyimino-N-carbamoyl-2-cyanoacetamide-containing fungicide compositions. (1975).

    3. Rekanović, E., Potočnik, I., Milijašević-Marčić, S., et al. Toxicity of metalaxyl, azoxystrobin, dimethomorph, cymoxanil, zoxamide and mancozeb to Phytophthora infestans isolates from Serbia. J. Environ. Sci. Health B 47(5), 403-409 (2012).

    4. Ribeiro, I.C., Veríssimo, I., Moniz, L., et al. Yeasts as a model for assessing the toxicity of the fungicides Penconazol, Cymoxanil and Dichlofluanid. Chemosphere 41(10), 1637-1642 (2000).

    5. Hamadache, M., Benkortbi, O., Hanini, S., et al. A quantitative structure activity relationship for acute oral toxicity of pesticides on rats: Validation, domain of application and prediction. J. Hazard. Mater. 303, 28-40 (2016).