3109. Diethofencarb

Nomenclature

CAS number: 87130-20-9
(3,4-Diethoxyphenyl)carbamic acid 1-methylethyl ester; isopropyl 3,4-diethoxycarbanilate; isopropyl N-(3,4-diethoxyphenyl)carbamate; S-165; S-1605; S-32165; Powmil (Sumitomo).
C14H21NO4; mol wt 267.32.
C 62.90%, H 7.92%, N 5.24%, O 23.94%.

Description and references

Prepn: H. Noguchi et al., EP 78663; eidem, US 4608385 (1983, 1986 both to Sumitomo). In vitro and greenhouse antifungal activities: M. L. Gullino et al., Tagungsber. Akad. Landwirtschaftswiss. 253, 165 (1987); M. L. Gullino, A. Garibaldi, Meded. Fac. Landbouwwet. Rijksuniv. Gent 52, 895 (1987). Structure-activity study: J. Takahashi et al., J. Chromatogr. 436, 316 (1988). Mechanism of action study: M. Fujimura et al., ACS Symp. Ser. 421, 224-236 (1990). Metabolism in rats: K. Shiba et al., J. Pestic. Sci. 15, 395 (1990). Review: M. Fujimura et al., Jpn. Pestic. Inf. 57, 7-11 (1990).

Chemical structure

Properties

Crystalline solid, mp 101.3°. Vapor pressure at 20°: 6.3 × 10-5, at 25°: 1.1 × 10-4 mm Hg. Soluble in most organic solvents. Soly at 25 ±2° in water: 26.6 ±0.3 mg/l. LD50 in male and female rats (mg/kg): >5000, >5000 orally; >5000, >5000 dermally. LC50 (48 hrs) in carp: 13.5 mg/l; (3 hrs) in Daphnia pulex: >10 mg/l (Fujimura, review).

Use

Agricultural fungicide.