Title: Nitenpyram
CAS Registry Number: 150824-47-8
CAS Name: (1
E)-
N-[(6-Chloro-3-pyridinyl)methyl]-
N-ethyl-
N¢-methyl-2-nitro-1,1-ethenediamine
Synonyms: 1-[
N-(6-chloro-3-pyridylmethyl)-
N-ethyl]amino-1-methylamino-2-nitroethylene
Manufacturers' Codes: TI-304
Trademarks: Bestguard (Takeda); Capstar (Novartis)
Molecular Formula: C11H15ClN4O2
Molecular Weight: 270.72
Percent Composition: C 48.80%, H 5.58%, Cl 13.10%, N 20.70%, O 11.82%
Literature References: Chloronicotinyl insecticide; orally administered flea adulticide. Prepn: I. Minamida
et al., EP 302389;
eidem, US 5849768 (1989, 1998 both to Takeda); and insecticidal activity:
eidem, J. Pestic. Sci. 18, 41 (1993). Physical and biological properties: Y. Kashiwada,
Agrochem. Jpn. 68, 18 (1996). Effects on neuronal nicotinic acetylcholine receptor channel in rat cells: K. Nagata
et al., J. Pestic. Sci. 24, 143 (1999). Efficacy study in flea infested dogs: M.-C. Cadiergues
et al., Am. J. Vet. Res. 60, 1122 (1999). LC-MS determn in fruits and vegetables: D. Zywitz
et al., Deutsche Lebens.-Rundschau 99, 188 (2003).
Properties: White crystals, mp 83-84°; also reported as pale yellow solid. Vapor pressure: 8.3 ′ 10-12 mmHg. Soly at 25° (g/l): water 840; chloroform 700; acetone 290; methanol 670; ethanol 89. Log P (octanol/water): -0.64. LD50 in male, female rats, male, female mice (mg/kg): 1680, 1575, 867, 1281 orally; in male, female rats (mg/kg): >2000, >2000 dermally. LC50 (48 hr) in carp, water fleas (ppm): >1000, >10000 (Kashiwada).
Melting point: mp 83-84°
Log P: Log P (octanol/water): -0.64
Toxicity data: LD50 in male, female rats, male, female mice (mg/kg): 1680, 1575, 867, 1281 orally; in male, female rats (mg/kg): >2000, >2000 dermally; LC50 (48 hr) in carp, water fleas (ppm): >1000, >10000 (Kashiwada)
Therap-Cat-Vet: Ectoparasiticide.