2218. Chromafenozide

Nomenclature

CAS number: 143807-66-3
3,4-Dihydro-5-methyl-2H-1-benzopyran-6-carboxylic acid 2-(3,5-dimethylbenzoyl)-2-(1,1-dimethylethyl)hydrazide; 2′-tert-butyl-5-methyl-2′-(3,5-xyloyl)chromane-6-carbohydrazide; ANS-118; Matric (Sankyou Agro).
C24H30N2O3; mol wt 394.51.
C 73.07%, H 7.66%, N 7.10%, O 12.17%.

Description and references

Diacylhydrazine ecdysone mimetic for use in food crops. Prepn: M. Yanagi et al., EP 496342; eidem, US 5378726 (1992, 1995 both to Nippon Kayaku; Sankyo). Properties and biological activity: M. Yanagi et al., BCPC Conf. - Pests Dis. 2000, 27. Field trial against apple tortix: R. Ichinose et al., Annu. Rep. Sankyo Res. Lab. 52, 59 (2000). Mode of action: T. Toya et al., Biochem. Biophys. Res. Commun. 292, 1087 (2002). Series of articles on design, synthesis, and activity: Y. Sawada et al., Pest Manage. Sci. 59, 25-57 (2003). Review of development, environmental chemistry, safety, and toxicity: K. Tanaka et al., Annu. Rep. Sankyo Res. Lab. 53, 1-49 (2001).

Chemical structure

Properties

White crystalline powder, mp 186.4°. Log P (octanol/water): 2.7 (22°). Vapor pressure at 25°: ≤4 × 10-9 Pa. Soly in water at 20°: 1.12 mg/l. Moderately sol in polar organic solvents. LD50 (mg/kg) orally in rats, mice: >5000; dermally in rabbits: >2000; LC50 (mg/l) in rats: >4.68 by inhalation; in carp, rainbow trout (96 hr): >47.25, >18.9 (Yanagi).

Use

Insecticide.