9291. Thiacloprid

Nomenclature

CAS number: 111988-49-9
[3-[(6-Chloro-3-pyridinyl)methyl]-2-thiazolidinylidene]cyanamide; 1-(2-chloro-5-pyridylmethyl)-2-cyanoiminothiazolidine; Calypso (Bayer CropSci.).
C10H9ClN4S; mol wt 252.72.
C 47.53%, H 3.59%, Cl 14.03%, N 22.17%, S 12.69%.

Description and references

Chloronicotinyl insecticide for use in fruits and vegetables. Prepn: K. Shiokawa et al., EP 235725; eidem, US 4849432 (1987, 1989 both to Nihon Tokushu Noyaku Seizo KK). LC-MS determn in fruits and vegetables: D. Zywitz et al., Dtsch. Lebensm. Rundsch. 99, 188 (2003). Review of properties and bioactivity: A. Elbert et al., Brighton Crop Prot. Conf. - Pests Dis. 2000, 21-26.

Chemical structure

Properties

Crystals from ether, mp 128-129°. Remaining data is for Z-form: yellowish powder. Vapor pressure (20°): 3 × 10-10 Pa. Soly in water (20°): 185 mg/l. Log P (octanol/water): 1.26. LD50 in male, female rats (mg/kg): 836, 444 orally; >2000, >2000 dermally. LC50 (4 hr) in male, female rats (mg/m3): >2535, 1223. LC50 (96 hr) in rainbow trout (mg/l): 30.5 (Elbert).

Use

Insecticide.