Fenazaquin

Title: Fenazaquin
CAS Registry Number: 120928-09-8
CAS Name: 4-[2-[4-(1,1-Dimethylethyl)phenyl]ethoxy]quinazoline
Additional Names: 4-[2-[4-(tert-butyl)phenyl]ethoxy]quinazoline; 4-tert-butylphenethyl quinazolin-4-yl ether
Manufacturers' Codes: DE-436; EL-436
Trademarks: Magister (Margarita)
Molecular Formula: C20H22N2O
Molecular Weight: 306.40
Percent Composition: C 78.40%, H 7.24%, N 9.14%, O 5.22%
Literature References: Acaricidal quinazoline; inhibits Complex I of the mitochondrial electron transport chain. Prepn: B. A. Dreikorn et al., EP 326329 (1989 to Lilly); idem et al., US 5411963 (1995 to DowElanco). Mechanism of action study: E. Wood et al., Pestic. Biochem. Physiol. 54, 135 (1996). Photodecomposition study: J. Bhattacharyya et al., J. Agric. Food Chem. 51, 4013 (2003). GC determn in environmental and crop samples: A. R. Gambie, J. M. Perkins, Brighton Crop Prot. Conf. - Pests Dis. 1992, 895. Field trials vs spider mites on ornamentals: R. T. Pollak et al., ibid. 1181. Comprehensive description: C. Longhurst et al., ibid. 51-58.
Properties: White to tan solid, mp 70-71° (Dreikorn); also reported as mp 77.5-80.0° (Gambie). Vapor pressure at 25°: 1.6´10-4 Pa. Log P at 25° (octanol/water): 5.51. Soly (g/ml): hexane 0.033-0.05; dichloromethane 70.6; acetone 0.4-0.5; acetonitrile 0.33-0.50; water 0.0001. Molar extinction coefficient at 262.2 nm: 1.24´104 (pH 7.83). LD50 orally in rats, mice (mg/kg): 134, 1480; dermally in rabbits (mg/kg): >5000. LC50 (96 hr) in bluegill, trout (mg/l): 34.1, 3.8 (Longhurst).
Melting point: mp 70-71° (Dreikorn); mp 77.5-80.0° (Gambie)
Log P: Log P at 25° (octanol/water): 5.51
Toxicity data: LD50 orally in rats, mice (mg/kg): 134, 1480; dermally in rabbits (mg/kg): >5000; LC50 (96 hr) in bluegill, trout (mg/l): 34.1, 3.8 (Longhurst)
Use: Acaricide and insecticide.
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