Flucycloxuron

Description

Flucycloxuron is a chitin synthesis inhibitor and a mite growth regulator, active against pest egg and larval stages, on a variety of crops.Trade names include Andalin.

Chemical Properties

Flucycloxuron is a benzoylurea acaricide and an insect growth regulator. It exists as off-white to yellow crystals, insoluble in water, sparingly soluble in cyclohexane，xylene，ethanol and soluble in N-methylpyrrolidone.

Uses

Flucycloxuron is benzoylurea based insecticide that is a chitin synthesis inhibitor.

Definition

ChEBI: Flucycloxuron is a benzoylurea insecticide, a member of monochlorobenzenes, a member of phenylureas, a difluorobenzene and a member of cyclopropanes. It has a role as a mite growth regulator.

Preparation

Flucycloxuron is produced by the reaction of 4-chlorocyclopropylphenone with hydroxylamine to yield the corresponding oxime, which is treated with 4-nitrobenzylbromide,followed by reduction to give the corresponding amine that is fur-ther treated with 2,6-difluorobenzoylisocyanate.

Toxicology

The WHO classifies flucycloxuron as a Class U toxin(unlikely to be hazardous). It is non-irritating to skin but mildly irritating to eyes. It is non-mutagenic, non-teratogenic and non-carcinogenic. The acute oral LD50, in rats is >5000 mg/kg.The acute dermal LD50 in rats is >2000 mg/kg.The NOEL inrats (2 year feed) is about 6 mg/kg/day.

Mode of action

Incorporation of N-acetylglucosamine into chitin was equally inhibited by flucycloxuron and diflubenzuron. Flucycloxuron has ovo-Iarvicidal activity (Grosscurt et al. 1988). Ir is non-systemic and has no activity on adults (Tomlin 1995).

Raw materials

Preparation Products