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HomeProduct name listFENPICLONIL

FENPICLONIL

FENPICLONIL Structural

What is FENPICLONIL?

Description

Fenpiclonil is the first phenylpyrrole fungicide developed by Ciba Geigy (now belonging to the portfolio of Syngenta Crop Protection AG) for seed treatment. Different formulation types have been used for its commercialization either in solo (trade name “Beret”) or in mixture with other fungicides, as for instance, imazalil (“Beret Special”) or carboxin + imazalil (“Beret Universal”).

The Uses of FENPICLONIL

Fenpiclonil is a systemic and contact fungicide that provides protective control of seed-borne pathogens of cereals such as snow mould and bunt caused by Fusarium spp., Tilletia caries, Septoria nodorum, etc. It also controls leaf spot, brown foot rot and ear blight in non-cereal crops.

The Uses of FENPICLONIL

Agricultural fungicide.

Definition

ChEBI: A member of the class of pyrroles carrying cyano and 2,3-dichlorophenyl substituents at positions 3 and 4 respectively. A fungicide used mainly to control seed-borne pathogens in cereal crops.

General Description

Fenpiclonil is a phenylpyrrole fungicide and a structural analogue of the antibiotic pyrrolnitrin found to be toxic to representatives of Ascomycetes, Basidiomycetes, and Deuteromycetes.

Metabolic pathway

Limited data are available in the open literature. Information presented in this summary was abstracted from the data evaluation published by the Pesticide Safety Directorate (PSD, 1993). Fenpiclonil is stable to hydrolytic and soil degradation. Photolytic degradation is rapid. Hydroxylation and oxidation of the pyrrole ring are the primary metabolic reactions in plants and animals (Scheme 1).

Degradation

Fenpiclonil (1) is stable to hydrolytic degradation (up to 70 °C) over the pH range 5-9.
Fenpiclonil degraded rapidly in water (pH 7) when samples were irradiated under a mercury arc lamp (>290 nm) with an estimated DT50 values of <1 hour. At least eight unidentified degradation products were observed

Properties of FENPICLONIL

Melting point: 152.9℃
Boiling point: 378.43°C (rough estimate)
Density  1.4052 (rough estimate)
vapor pressure  1.1 x 10-7 Pa (25 °C)
refractive index  1.6400 (estimate)
pka 13.63±0.50(Predicted)
form  neat
Water Solubility  4.8 mg l-1 in water at 25 °C
Merck  13,4016
BRN  5433281
EPA Substance Registry System 1H-Pyrrole-3-carbonitrile, 4-(2,3-dichlorophenyl)- (74738-17-3)

Safety information for FENPICLONIL

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H332:Acute toxicity,inhalation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P271:Use only outdoors or in a well-ventilated area.

Computed Descriptors for FENPICLONIL

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