Flucycloxuron
Flucycloxuron Basic information
- Product Name:
- Flucycloxuron
- Synonyms:
-
- N-[[4-[[[(4-chlorophenyl)-cyclopropyl-methylidene]amino]oxymethyl]phen yl]carbamoyl]-2,6-difluoro-benzamide
- benzamide, n-(((4-(((((4-chlorophenyl)cyclopropylmethylene)amino)oxy)methyl)phe
- 1-[α-(4-chloro-α-cyclopropylbenzylideneaminooxy)-p-tolyl]-3-(2,6-difluorobenzoyl)urea
- Flucycloxuron
- A 1335
- Benzamide, N-(((4-(((((4-chlorophenyl)cyclopropylmethylene)amino)oxy)methyl)phenyl)amino)carbonyl)-2,6-difluoro-
- Flucycloxuron [iso]
- FlucycloxuronSolution,100mg/L,5x1ml
- CAS:
- 113036-88-7
- MF:
- C25H20ClF2N3O3
- MW:
- 483.89
- Mol File:
- 113036-88-7.mol
Flucycloxuron Chemical Properties
- EPA Substance Registry System
- Flucycloxuron (113036-88-7)
Flucycloxuron Usage And Synthesis
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).
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