Flucycloxuron

Title: Flucycloxuron
CAS Registry Number: 113036-88-7; 94050-52-9 (E-isomer); 94050-53-0 (Z-isomer)
CAS Name: N-[[[4-[[[[(4-Chlorophenyl)cyclopropylmethylene]amino]oxy]methyl]phenyl]amino]carbonyl]-2,6-difluorobenzamide
Additional Names: 1-[a-(4-chloro-a-cyclopropylbenzylideneaminooxy)-p-tolyl]-3-(2,6-difluorobenzoyl)urea
Manufacturers' Codes: DU-319722; PH-70-23; UBI-A1335
Trademarks: Andalin (Solvay Duphar)
Molecular Formula: C25H20ClF2N3O3
Molecular Weight: 483.89
Percent Composition: C 62.05%, H 4.17%, Cl 7.33%, F 7.85%, N 8.68%, O 9.92%
Literature References: Insect growth regulator which interferes with chitin biosynthesis. Prepn: M. S. Brouwer, A. C. Grosscurt, EP 117320; eidem, US 4550202 (1984, 1985 both to Duphar). Comprehensive description: P. Scheltes et al., Brighton Crop Prot. Conf. - Pests Dis. 1988, 559. Mechanism of action and insecticidal activity: A. C. Grosscurt et al., Pestic. Sci. 22, 51 (1988). Determn in fruit and soil samples: J. van Zijtveld et al., J. Chromatogr. 600, 211 (1992).
Properties: Odorless crystalline powder. Product consists of 50-80% E-isomer and 50-20% Z-isomer. Data given for ~70:30 E:Z mixture. mp 143.6°. vapor pressure (20°): <4.4 mPa. Soly (20°): water <1mg/l; xylene 0.2 g/l; cyclohexane 3.3 g/l; ethanol 3.9 g/l. LC50 (4 hr) in rats: 3.3 mg/l; LC50 (96 hr) in rainbow trout, bluegill sunfish: >100 mg/l; LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Scheltes).
Melting point: mp 143.6°
Toxicity data: LC50 (4 hr) in rats: 3.3 mg/l; LC50 (96 hr) in rainbow trout, bluegill sunfish: >100 mg/l; LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Scheltes)
Use: Insecticide.
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