238410-11-2

Enoxastrobin is a fungicide.

ChEBI: An enoate ester that is the methyl ester of (2E)-2-{2-[({(E)-[(3E)-4-(4-chlorophenyl)but-3-en-2-ylidene]amino}oxy)methyl]phenyl}-3-methoxyprop-2-enoic acid. A fungicide used for control of leaf blotch, lea rust and powdery mildew on wheat and other fungal diseases on cucumbers, tomatoes and grapes.

Enoxastrobin was manufactured through a sequence typical of beta methoxyacrylate chemistry. Production generally began with construction of the substituted aromatic ether fragment, followed by preparation of the methoxyacrylate side chain via esterification of a cyanohydrin derived intermediate. These two components were then coupled under controlled, anhydrous conditions, often using activated carbonate or halide intermediates, to form the characteristic strobilurin ester linkage. Purification relied on solvent washing and crystallisation to obtain technical grade enoxastrobin suitable for formulation.

Quinone Outside Inhibitor (QoI). Respiratory electron transport inhibitor. Acts by inhibiting cytochrome pathway (Complex III) between cytochrome b and cytochrome c1, at the ubiquinol oxidising site.

Fungicide