Fenzaquin 喹螨醚

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喹螨醚

【中文名称】喹螨醚;4-特-丁基苯乙基喹唑啉
【英文名称】fenazaquin;Magister;4-tert-butylphenethyl quinazolin-4-yl ether;4-(4-(1,1-dimethylethyl)phenyl) ethoxyquinazoline
【结构或分子式】
【相对分子量或原子量】306.4
【熔点(℃)】70~71
【蒸气压(Pa)】0.013mPa(25℃)
【毒性LD50(mg/kg)】
雄大鼠急性经口LD50为50~500,小鼠大于500,鹌鹑大于2000(用管饲法)
【性状】 纯品为晶体
【溶解情况】 溶解性(g/L):水0.22mg/L,丙酮400、乙腈33、氯仿大于500、己烷33、甲醇50、异丙醇50、甲苯50。
【用途】 本品属喹唑啉类杀螨剂,以25~250mg/L用于扁桃(杏仁)、苹果、柑橘、棉花、葡萄和观赏植物上,可有效地防治真叶螨、全爪螨和红叶螨以及紫红短须螨。该化合物亦具有杀菌活性。
【制备或来源】
以邻氨基苯甲酸为原料,制得4-羟基喹唑啉,再与三氯氧磷.反应,得到的含4-氯喹唑啉盐酸盐的混合物,然后4-特-丁基苯乙醇回流反应,得到4-(2-(4-特丁基苯基)乙氧基)喹唑啉盐酸盐,中和后即得本品。

 

 

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fenazaquin
Acaricide
IRAC 21; METI

  Fenzaquin

NOMENCLATURE
Common name fenazaquin (BSI, ANSI, draft E-ISO)
IUPAC name 4-tert-butylphenethyl quinazolin-4-yl ether
Chemical Abstracts name 4-[[4-(1,1-dimethylethyl)phenyl]ethoxy]quinazoline
CAS RN [120928-09-8] Development codes EL-436 (Lilly); Lilly 193136; XDE 436; DE 436 (both Dow)

PHYSICAL CHEMISTRY
Mol. wt. 306.4 M.f. C20H22N2O Form Colourless crystals. M.p. 77.5-80 ºC V.p. 3.4 ´ 10-3 mPa (25 ºC) KOW logP = 5.51 Henry 4.74 ´ 10-3 Pa m3 mol-1 (calc.) S.g./density 1.16 Solubility In water 0.22 mg/l (20 ºC). In chloroform >500, toluene 500, acetone 400, methanol 50, isopropanol 50, acetonitrile, hexane 33 (all in g/l, 20 ºC). Stability DT50 of aqueous solution exposed to sunlight 15 d (pH 7, 25 ºC).

COMMERCIALISATION
History Reported by C. Longhurst et al. (Proc. Br. Crop Prot. Conf. - Pests Dis., 1992, 1, 51). Introduced by DowElanco (agrochemical interests now Dow AgroSciences) in 1993. Rights sold to Margarita Internacional in 2002. Manufacturers Margarita

APPLICATIONS
Biochemistry Affects metabolism, inhibiting the mitochondrial electron transport chain by binding with Complex I at Co-enzyme site Q. Mode of action Contact acaricide with good knockdown activity on motile forms, as well as true ovicidal activity, preventing eclosion of mite eggs. Uses Acaricide effective, at 10-25 g/hl, against Eutetranychus, Panonychus and Tetranychus spp. and Brevipalpus phoenicis in almonds, apples, citrus, cotton, grapes and ornamentals. Formulation types EC; SC. Selected products: 'Magister' (Margarita)

OTHER PRODUCTS
'Boramae' (Margarita); 'Demitan' (Margarita); 'Matador' (Margarita); 'Pride Ultra' (Margarita); 'Turkoise' (Margarita)

ANALYSIS
Details from Gowan Co.

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for male rats 134, female rats 138, male mice 2449, female mice 1480 mg/kg. Skin and eye Acute percutaneous LD50 for rabbits >5000 mg/kg. Slightly irritating to eyes; non-irritating to skin. Not a skin sensitiser. Inhalation LC50 (4 h) for male and female rats 1.9 mg/l air. NOEL 0.5 mg/kg b.w. ADI 0.005 mg/kg. Other No evidence of mutagenicity, teratogenicity or carcinogenicity. Toxicity class WHO (a.i.) II EC classification T; R25| Xn; R20| N; R50, R53

ECOTOXICOLOGY
Birds Acute oral LD50 for bobwhite quail 1747, mallard ducks >2000 mg/kg. Acute dietary LD50 for bobwhite quail and mallard ducks >5000 ppm. Fish LC50 (96 h) for bluegill sunfish 34.1, trout 3.8 mg/l. Daphnia LC50 (48 h) 4.1 mg/l. Bees LD50 (contact) 8.18 mg/bee.

ENVIRONMENTAL FATE
Soil/Environment Soil DT50 c. 45 d. Koc 15 800 (sandy loam), 42 100 (clay loam); Kd 54 (sand), 487 (clay loam).