113036-88-7

Basic information

• Product Name: N-[[4-[[[(4-chlorophenyl)-cyclopropyl-methylidene]amino]oxymethyl]phen yl]carbamoyl]-2,6-difluoro-benzamide
• 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]
• CAS NO: 113036-88-7
• Molecular Formula: C25H20ClF2N3O3
• Molecular Weight: 483.89
• Mol File: 113036-88-7.mol
• Article Data: 0

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.37 g/cm³
• Refractive Index: 1.625
• CAS DataBase Reference: N-[[4-[[[(4-chlorophenyl)-cyclopropyl-methylidene]amino]oxymethyl]phen yl]carbamoyl]-2,6-difluoro-benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[[4-[[[(4-chlorophenyl)-cyclopropyl-methylidene]amino]oxymethyl]phen yl]carbamoyl]-2,6-difluoro-benzamide(113036-88-7)
• EPA Substance Registry System: N-[[4-[[[(4-chlorophenyl)-cyclopropyl-methylidene]amino]oxymethyl]phen yl]carbamoyl]-2,6-difluoro-benzamide(113036-88-7)

Safety Data

• RIDADR: 3077
• WGK Germany: 3
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 113036-88-7(Hazardous Substances Data)

Usage

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.

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).

InChI:InChI=1/C25H20ClF2N3O3/c26-18-10-8-17(9-11-18)23(16-6-7-16)31-34-14-15-4-12-19(13-5-15)29-25(33)30-24(32)22-20(27)2-1-3-21(22)28/h1-5,8-13,16H,6-7,14H2,(H2,29,30,32,33)