10247. Benthiavalicarb-isopropyl

Nomenclature

CAS number: 177406-68-7
N-[(1S)-1-[[[(1R)-1-(6-Fluoro-2-benzothiazolyl)ethyl]amino]carbonyl]-2-methylpropyl]carbamic acid 1-methylethyl ester; N1[(R)-1-(6-fluoro-2-benzothiazolyl)ethyl]-N2-isopropoxycarbonyl-l-valinamide; isopropyl [(S)-1-[(1R)-1-(6-fluorobenzothiazol-2-yl)-ethylcarbamoyl]-2-methylpropyl]carbamate; KIF-230.
C18H24FN3O3S; mol wt 381.46.
C 56.68%, H 6.34%, F 4.98%, N 11.02%, O 12.58%, S 8.41%.

Description and references

Amino acid amide carbamate fungicide active against oomycete pathogens. Prepn: M. Shibata et al., WO 96004252; eidem, US 5789428 (1996, 1998 both to Kumiai; Ihara). Comprehensive description: Y. Miyake et al., BCPC Int. Congr. - Crop Sci. Technol. 2003, 105. Field and greenhouse trials for control of downy mildew in grapevines: M. Reuveni, Eur. J. Plant Pathol. 109, 243 (2003) DOI; of late blight diseases: Y. Miyake et al., J. Pestic. Sci. 30, 390 (2005) DOI. HPLC determn in soils: H. Mizutani et al., ibid. 29, 87 (2004) DOI. Soil degradation: M. Ikeda et al., ibid. 30, 22 (2005) DOI.

Chemical structure

Properties

White, odorless powder, mp 169.2°. d 1.25. Log P (octanol/water): 2.52-2.59 (pH 5-9). Vapor pressure at 25°: <3.0 × 10-4 Pa. Soly in water at 20° (mg/l): 13.14, 10.96 (pH 5), 12.76 (pH 9). pH of 1% aq suspension (25°): 4.35. LD50 in mice, rats (mg/kg): >5000 orally; in rats (mg/kg): >2000 dermally; in bobwhite and mallard (mg/kg): >2000 orally. LC50 in rats (mg/kg): >4.6 by inhalation; LC50 in rainbow trout, bluegill, Daphnia (mg/l): >10 (Miyake, 2003).

Derivative

Mixture with folpet.

Nomenclature

CAS number: 579508-24-0
Vincare (Kumai Chemical).

Derivative

Mixture with mancozeb.

Nomenclature

CAS number: 192880-93-6
Valbon (Kumai Chemical).

Use

Agricultural fungicide.