Structural Formula Vector Image
Title: Fenamidone
CAS Registry Number: 161326-34-7
CAS Name: (5S)-3,5-Dihydro-5-methyl-2-(methylthio)-5-phenyl-3-(phenylamino)-4H-imidazol-4-one
Additional Names: (S)-1-anilino-4-methyl-2-methylthio-4-phenylmidazolin-5-one
Manufacturers' Codes: RPA-407213
Trademarks: Reason (Bayer CropSci.)
Molecular Formula: C17H17N3OS
Molecular Weight: 311.40
Percent Composition: C 65.57%, H 5.50%, N 13.49%, O 5.14%, S 10.30%
Literature References: Systemic, broad spectrum fungicide; mitochondrial electron transport inhibitor. Prepn: G. Lacroix et al., EP 551048; eidem, US 6002016 (1993, 1999 both to Rhone-Poulenc). Physical and biological properties: R. T. Mercer et al., Brighton Crop Prot. Conf. - Pests Dis. 1998, 319. Greenhouse studies: M. P. Latrose et al., ibid. 863. Field trials: G. DeWever et al., Meded. Fac. Landbouwwet. Univ. Gent 65, 807 (2000).
Properties: White woolly powder, mp 137°. d 1.285. Soly in water (20°): 7.8 mg/l. Log P (octanol/water): 2.8 (20°). Vapor pressure (25°): 3.4 ´ 10-7 Pa. LD50 in male, female rats (mg/kg): >5000, 2028 orally; in rats (mg/kg): >2000 dermally. LC50 in bobwhite quail, mallard duck (mg/kg): >5200, >5200 dietary (Mercer).
Melting point: mp 137°
Log P: Log P (octanol/water): 2.8 (20°)
Density: d 1.285
Toxicity data: LD50 in male, female rats (mg/kg): >5000, 2028 orally; in rats (mg/kg): >2000 dermally; LC50 in bobwhite quail, mallard duck (mg/kg): >5200, >5200 dietary (Mercer)
Use: Fungicide.

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