3289. Dinotefuran

Nomenclature

CAS number: 165252-70-0
N-Methyl-N′-nitro-N″-[(tetrahydro-3-furanyl)methyl]guanidine; 1-methyl-2-nitro-3-[(3-tetrahydrofuryl)methyl]guanidine; MTI-446; Starkle (Mitsui).
C7H14N4O3; mol wt 202.21.
C 41.58%, H 6.98%, N 27.71%, O 23.74%.

Description and references

Neonicotinoid insecticide. Prepn: K. Kodaka et al., EP 649845; eidem, US 5434181 (both 1995 to Mitsui Toatsu); T. Wakita et al., Pest Manage. Sci. 59, 1016 (2003). Comprehensive description: eidem, Brighton Crop Prot. Conf. - Pests Dis. 1998, 21-26. Efficacy vs mosquitoes: V. Corbel et al., J. Med. Entomol. 41, 712 (2004).

Chemical structure

Properties

White solid from isopropyl ether, mp 94.5-101.5°. Relative density 1.33. Soly in purified water (20°): 54.3 ± 1.3 g/l. Log P (octanol/water): -0.664 (pH 7). LD50 in male, female mice, male, female rats (mg/kg): 2450, 2275, 2804, 2000 orally; in rats (mg/kg): >2000 dermally. LC50 in carp, rainbow trout, crayfish, daphnia (ppm): >1000 (96 hr), >40 (48 hr), 5-10 (48 hr), 1000 (48 hr) (Kodaka).

Use

Insecticide.