4007. Fentrazamide

Nomenclature

CAS number: 158237-07-1
4-(2-Chlorophenyl)-N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazole-1-carboxamide; 1-(2-chlorophenyl)-4-(N-cyclohexyl-N-ethylcarbamoyl)-5(4H)-tetrazolinone; BAY-YRC-2388; NBA-061; YRC-2388; Lecs (Bayer CropSci.).
C16H20ClN5O2; mol wt 349.82.
C 54.93%, H 5.76%, Cl 10.13%, N 20.02%, O 9.15%.

Description and references

Tetrazolinone herbicide for use in rice. Prepn: T. Goto et al., EP 612735; eidem, US 5362704 (both 1994 to Nihon Bayer). Mode of action study: C. Fedtke et al., Pestic. Sci. 55, 566 (1999). Field trial in combination with propanil on seeded rice: H. Fürsch, Brighton Crop Prot. Conf. - Weeds 1999, 99. Comprehensive review: Y. Yasui et al., ibid. 1997, 67-72. Series of articles on properties, metabolism, and field trials: Pflanzenschutz-Nachr. Bayer (Engl. Ed.) 54, 5-142 (2001).

Chemical structure

Properties

Colorless crystals, mp 79°. d20 1.30. Soly at 20° (g/l): pure water 0.0025; tap water (pH 4, 7, 9) 0.0023; n-heptane 20; 2-propanol 32; acetone >250; xylene >250. Vapor pressure at 20° (hPa): 5 × 1010; at 25°: 1 × 109. Log P (octanol/water): 3.60 at 20°. LD50 in rats (mg/kg): >5000 orally, >5000 dermally. LC50 in rats (mg/m3): >5000 by inhalation. LC50 (48 hr) in carp, rainbow trout (mg/l): 3.2, 3.4 (Yasui).

Use

Herbicide.