A morpholine fungicide
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Dimethomorph

Item No. 24247

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-(4-morpholinyl)-2-propen-1-one
CAS Number
110488-70-5
Molecular Formula
C21H22ClNO4
Formula Weight
387.9
Purity
≥95% (mixture of cis and trans isomers)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleMethanol: Soluble
λmax
244 nm
SMILES
COC1=CC=C(/C(C2=CC=C(Cl)C=C2)=C/C(N3CCOCC3)=O)C=C1OC
InChi Code
InChI=1S/C21H22ClNO4/c1-25-19-8-5-16(13-20(19)26-2)18(15-3-6-17(22)7-4-15)14-21(24)23-9-11-27-12-10-23/h3-8,13-14H,9-12H2,1-2H3/b18-14+
InChi Key
QNBTYORWCCMPQP-NBVRZTHBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Dimethomorph is a morpholine fungicide that inhibits fungal cell wall formation.1 It inhibits mycelial growth of the oomycete fungi P. citrophthora, P. parasitica, P. capsici, and P. infestans (EC50s = 0.14, 0.38, <0.1, and 0.16-0.3 µg/ml, respectively) but is less active against the green algae species C. vulgaris or S. obliquus in vitro (EC50s = 47.46 and 44.87 µg/ml, respectively).2,3,4 It inhibits androgen receptor (AR) activity in a reporter assay in MDA-kb2 human breast cancer cells but not in a yeast antiandrogen screen (IC20s = 0.263 and 38.5 µM, respectively).5 It is not toxic to rats (LD50 = 3,900 mg/kg) or goldfish (C. auratus; LC50 = >32 µg/ml).4,1 Formulations containing dimethomorph have been used in the control of fungi in agriculture.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Authority, E.F.S. Conclusion regarding the peer review of the pesticide risk assessment of the active substance dimethoate. EFSA J. 4(7), (2006).

    2. Matheron, M.E., and Porchas, M. Impact of azoxystrobin, dimethomorph, fluazinam, fosetyl-al, and metalaxyl on growth, sporulation, and zoospore cyst germination of Three phytophthora spp. Plant Dis. 84(4), 454-458 (2000).

    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. Yu, X.-B., Hao, K., Ling, F., et al. Aquatic environmental safety assessment and inhibition mechanism of chemicals for targeting Microcystis aeruginosa. Ecotoxicology 23(9), 1638-1647 (2014).

    5. Orton, F., Rosivatz, E., Scholze, M., et al. Widely used pesticides with previously unknown endocrine activity revealed as in vitro antiandrogens. Environ. Health Perspect. 119(6), 794-800 (2011).