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Dimethomorph

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CAS:110488-70-5
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Related articles

Dimethomorph Basic information
Description References
Product Name:Dimethomorph
Synonyms:Dimethomorph W.P.(50%);Festival C;Dimethomorph 100mg [110488-70-5];Dimethomorph 0;(e,z)-4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]morpholine;(e,z)-4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)acryloyl]morpholine;4-(3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)-morpholin;AcrobatWP
CAS:110488-70-5
MF:C21H22ClNO4
MW:387.86
EINECS:404-200-2
Product Categories:Alpha sort;D;DAlphabetic;DID - DINPesticides;Fungicides;Morpholines;Pesticides&Metabolites;Agro-Products;Aromatics;Heterocycles;INSECTICIDE
Mol File:110488-70-5.mol
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Dimethomorph Chemical Properties
Melting point 125-149°C
Boiling point 584.9±50.0 °C(Predicted)
density 1.231±0.06 g/cm3(Predicted)
vapor pressure 1 x 10-6 Pa (25 °C)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform: Soluble,Methanol: Soluble
pka-1.19±0.20(Predicted)
Water Solubility 50 mg l-1 (20-23 °C)
Merck 13,3248
BRN 8794474
LogP2.680
EPA Substance Registry System
Safety Information
Hazard Codes N
Risk Statements 51/53
Safety Statements 61
RIDADR UN3077 9/PG 3
WGK Germany 2
RTECS QE0478300
Hazardous Substances Data
ToxicityLD50 in rats (mg/kg): 321 i.p.; 3900 orally; >5000 dermally; LC50 (4-hr inhalation): >4.2 mg/ml (Veenstra, Owen)
MSDS Information
ProviderLanguage
Dimethomorph English
Dimethomorph Usage And Synthesis
DescriptionDimethomorph is a cinnamic acid derivative and a member of the morpholine chemical family. Dimethomorph is a mixture of E- and Z-isomers in the ratio of about 1:1 and only the Z-isomer has the fungicidal activity. It fungicidal activity works by the inhibition of sterol (ergosterol) synthesis.
Dimethomorph is a systemic fungicide to protect against various fungal pathogens in vines and other crops. Dimethomorph is used to against downy mildews, late blights, anthracnose, septoria leaf spot, crown rot, and root rot for curbubits, grapevines, head lettuce, onions, potatoes, tomatoes, and fruit including blackberries, raspberries, strawberries.
References[1] //www.fao.org
[2] //pmep.cce.cornell.edu
[3] //sitem.herts.ac.uk/aeru/ppdb/en/Reports/245.htm
DescriptionDimethomorph is a morpholine fungicide that inhibits fungal cell wall formation. 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). 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). It is not toxic to rats (LD50 = 3,900 mg/kg) or goldfish (C. auratus; LC50 = >32 μg/ml).
Chemical PropertiesOff-White Solid
UsesAgricultural fungicide.
UsesDimethomorph is a systemic fungicide which exhibits protectant, curative and antisporulant activities. It is active against fungal diseases such as leaf blight, downy mildew, damping off and foot-rot caused by Phytophthora spp. in/on grapes, potatoes and tomatoes.
DefinitionChEBI: A mixture of (E)- and (Z)-dimethomorph in an unspecified ratio. It is used as a systemic fungicide used on vines, potatoes, and greenhouse crops; only the Z isomer has fungicidal activity.
Agricultural UsesFungicide: A systemic fungicide that protects crops from mold. It also kills mold and prevents their spread; controls late blight on tomatoes; and is used as a wood preservative to control downey mildew.
Trade nameACROBAT® WP; FORUM DC®, [manco- zeb + dimethomorph]; CME 151®; STATURE®
Metabolic pathwayLimited data are available in the open literature. Information presented in this summary is abstracted from the data evaluation published by the Pesticide Safety Directorate (PSD, 1994). Dimethomorph is a (1:l) mixture of the E- and Z-isomers. The Z-isomer has been shown to have all the intrinsic biological activities. The isomerisation of the E- and Z-isomers was observed when resolved isomers were exposed to UV light. Dimethomorph undergoes extensive degradation and metabolism in soil, plants and animals. The major metabolic pathway is the O-demethylation of one of the phenolic methoxy moieties to the corresponding phenols and conjugates. Other metabolic reactions include the oxidation of one of the CH2 moieties of the morpholine ring and the cleavage/opening of the morpholine ring (Scheme 1).
DegradationDimethomorph (1) is hydrolytically stable with no observable degradation in pH 4-9 buffered solutions at 70-90 °C for up to 10 weeks.
Degradation occurred when dimethomorph in pH 5 buffer solution was irradiated under Hanau Suntest apparatus (<290 nm) at 25 °C. The calculated aqueous photolytic degradation half-life (DT50) was ca. 25-28 days of continuous irradiation, No sigruficant degradation product (>7% of the applied radioactivity) was identified.
Dimethomorph Preparation Products And Raw materials
Preparation ProductsMancozeb+Dimethomorph,W.P.
Tag:Dimethomorph(110488-70-5) Related Product Information
Diphenyldimethoxysilane 1-Phenyl-2-nitropropene 4-Methylmorpholine 4-Acryloylmorpholine Morpholine 1,1-Dimethoxyethane DIPHENYLCYCLOPROPENONE 4-Methoxyphenylacetone Moroxydine N-Formylmorpholine Dimethyldimethoxysilane morpholine 4-Cyclododecyl-2,6-dimethylmorpholine acetate 1-(1-(4-CHLOROPHENYL)VINYL)BENZENE Dimethomorph Dimethomorph,water-dispersion granule Z-DIMETHOMORPH SOLUTION 100UG/ML IN METHANOL 1ML 4-(3,3-Diphenylallyl)morpholine hydrochloride

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