7067. Pefurazoate

Nomenclature

CAS number: 101903-30-4
2-[(2-Furanylmethyl)(1H-imidazol-1-ylcarbonyl)amino]butanoic acid 4-pentenyl ester; pent-4-enyl-N-furfuryl-N-imidazol-1-ylcarbonyl-dl-homoalaninate; UR-0003; UHF-8615; Healthied (Hokko).
C18H23N3O4; mol wt 345.39.
C 62.59%, H 6.71%, N 12.17%, O 18.53%.

Description and references

Ergosterol biosynthesis inhibitor which acts as a rice seed disinfectant. Prepn: Y. Hirota et al., JP 60260572; eidem, CA 1324608 (1985, 1993 both to Ube); and fungicidal activity: M. Takenaka et al., J. Pestic. Sci. 18, 15 (1993). Soil degradation and adsorption: idem et al., 16, 631 (1991). Metabolism in rice seedlings: S. Sakai et al., ibid. 18, 217 (1993). Review of properties and use as disinfectant: M. Takenaka, I. Yamane, Jpn. Pestic. Inf. 57, 33-36 (1990); T. Wada et al., J. Pestic. Sci. 24, 238-240 (1999).

Chemical structure

Properties

Pale brownish liquid, dec at 235°. nD24.4 1.5140. d420 1.152. Vapor pressure (23°): 6.48 × 10-4 Pa. Soly at 25° (g/l): water 0.443; n-Hexane 12.0; cyclohexane 36.9; DMSO >1000; ethanol >1000; acetone >1000; acetonitrile >1000; chloroform >1000; ethyl acetate >1000; toluene >1000. Log P (octanol/water): 3.00. LD50 in male, female rats, male, female mice (mg/kg): 981, 1051, 1299, 946 orally; in rats (mg/kg): >2000 dermally. LC50 in rats (mg/m3): >3450 by inhalation. LC50 (48 hr) in carp, rainbow trout, bluegill sunfish (ppm): 16.9, 4.0, 12.0 (Takenaka, 1990).

Use

Fungicide.