Structural Formula Vector Image
Title: Imidacloprid
CAS Registry Number: 105827-78-9
CAS Name: 1-[(6-Chloro-3-pyridinyl)methyl]-4,5-dihydro-N-nitro-1H-imidazol-2-amine
Additional Names: 1-[(6-chloro-3-pyridinyl)methyl]-N-nitro-2-imidazolidinimine; 1-(6-chloro-3-pyridylmethyl)-N-nitroimidazolidin-2-ylideneamine; 1-(2-chloro-5-pyridylmethyl)-2-(nitroimino)imidazolidine
Manufacturers' Codes: BAY NTN 33893
Trademarks: Admire (Bayer CropSci.); Advantage (Bayer); Confidor (Bayer CropSci.); Gaucho (Gustafson); Marathon (Olympic); Merit (Bayer CropSci.); Premier (Bayer CropSci.); Provado (Bayer CropSci.); Trimax (Bayer CropSci.)
Molecular Formula: C9H10ClN5O2
Molecular Weight: 255.66
Percent Composition: C 42.28%, H 3.94%, Cl 13.87%, N 27.39%, O 12.52%
Literature References: Chloronicotinyl insecticide; targets the nicotinic acetylcholine receptor. Prepn: K. Shiokawa et al., EP 192060; eidem, US 4742060 (1986, 1988 both to Nihon Tokushu Noyaku Seizo KK). Properties and bioactivity: A. Elbert et al., Brighton Crop Prot. Conf. - Pests Dis. 1990, 21. Field trials: H. E. Schmeer et al., ibid. 29. LC-MS determn in fruits and vegetables: D. Zywitz et al., Deutsche Lebens.-Rundschau 99, 188 (2003). Review of mode of action and agricultural uses: W. Leicht, Pestic. Outlook 4, 17-21 (1993); of chemistry, toxicology, and veterinary use vs flea infestation: N. Mencke, P. Jeschke, Curr. Top. Med. Chem. 2, 701-715 (2002).
Properties: Crystals, mp 143.8°; second crystalline modification, mp 136.4°. Vapor pressure (20°): 2.0 ´ 10-9 mbar. Soly in water (20°): 0.51 g/l. Log P (octanol/water); 0.57. LD50 in rats (mg/kg): ~450 orally; >5000 dermally (Elbert).
Melting point: mp 143.8°; mp 136.4°
Log P: Log P (octanol/water); 0.57
Toxicity data: LD50 in rats (mg/kg): ~450 orally; >5000 dermally (Elbert)
Use: Insecticide.
Therap-Cat-Vet: Ectoparasiticide.

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