Description
Fenfuram is a systemic fungicide normally used as a seed treatment although it is now considered to be obsolete. It is moderately soluble in water and is also soluble in a range of organic solvents. Under certain conditions it may persist in soil systems. Little data is available on the toxicity of fenfuram to biodiversity but it is known to be moderately toxic to fish. Fenfuram has a low oral toxicity to humans but very little information is available regarding any potential chronic effects.
Chemical Properties
Methylfurfurylamide is a milky white solid with 98% active ingredient content, melting point 109~110°C. It is a colorless crystalline solid. Pure product is colorless crystalline solid, vapor pressure 0.020mPa ( 20 ℃), Henry constant 4.02 × 10 Pa -m2'/mol. solubility in water 0.1g/L (2o ℃). Solubility in organic solvents(g/L,20℃):Acetone 300,Cyclohexanone 340,Methanol 145,Xylene 20.Stable to heat and light,Stable in neutral medium,but easy to decompose in strong acid and strong base.
Uses
Fenfuram is a chemical compound from the group of amides and furans (furancarboxylic acid amides ). Fenfuram was discovered by Shell as a fungicide and 1974 brought by Keno Gard (later Aventis ) on the market. It belongs to the succinate dehydrogenase inhibitors.
Definition
ChEBI: An anilide having 2-methyl-2-furoyl as the N-acyl group. A seed-treatment fungicide used to control bunts and smuts in cereals.
Production Methods
Fenfuram is commercially produced through the synthesis of an anilide compound featuring a 2-methyl-2-furoyl N-acyl group. The production process involves acylation of aniline derivatives with 2-methyl-2-furoyl chloride under controlled conditions, typically in the presence of a base such as pyridine or triethylamine and an organic solvent like dichloromethane.
Mechanism of action
Inhibits mitochondrial function. Succinate DeHydrogenase Inhibitor.
