Description
Acetoprole in an obsolete acaricide and insecticide which is not generally approved for use in the developed world. There is very little published data relating to its human health, environmental or ecotoxicological impact.
Uses
Acetoprole is used in insecticidal and acaricidal composotions.
Definition
ChEBI: Acetoprole is a phenylpyrazole insecticide that is 3-acetyl-1H-pyralole which is substituted at positions 1, 4, and 5 by 2,6-dichloro-4-(trifluoromethyl)phenyl, methylsulfinyl, and amino groups, respectively. A GABA-gated chloride channel antagonist, it was formerly used as an insecticide and acaricide for the control of sucking and chewing insect pests. It has a role as an acaricide, a nematicide and a GABA-gated chloride channel antagonist. It is a phenylpyrazole insecticide, a sulfoxide, a primary amino compound, a dichlorobenzene, a member of (trifluoromethyl)benzenes and an aromatic ketone.
Production Methods
The commercial production of acetoprole involves constructing a phenylpyrazole scaffold, beginning with the synthesis of a 2,6 dichloro 4 (trifluoromethyl)phenyl precursor, which is then coupled to a pyrazole ring. The pyrazole is functionalised with a methylsulfinyl group at the 4 position and an amino substituent at the 5 position, followed by introduction of an acetyl group at the 3 position to yield the final insecticidal compound. The process requires controlled halogenation, condensation, sulfoxidation, and acylation steps, after which the product is purified (typically by crystallization or chromatography) and formulated for agricultural use
Mechanism of action
GABA-gated chloride channel antagonist
Pesticide Type
Acaricide; Nematicide; Insecticide
