Cymoxanil-d3 (Synonyms: 1-(2-Cyano-2-methoxy-d3-iminoacetyl)-3-ethylurea)

Cymoxanil-d₃ is intended for use as an internal standard for the quantification of cymoxanil 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.

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 cymoxanilPhytopathology77(9)1283-1288(1987) 2.Baude, F.J., and Cupery, W.E.2-Alkoxyimino-N-carbamoyl-2-cyanoacetamide-containing fungicide compositions(1975) 3.Rekanovi?, E., Poto?nik, I., Milijaševi?-Mar?i?, S., et al.Toxicity of metalaxyl, azoxystrobin, dimethomorph, cymoxanil, zoxamide and mancozeb to Phytophthora infestans isolates from SerbiaJ. 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 DichlofluanidChemosphere41(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 predictionJ. Hazard. Mater.30328-40(2016)