Chlorfluazuron 定虫隆;氟定脲

定虫隆

又名抑太保、7899。
分子式：C20H9Cl3F5N3O3
药剂特性
纯品为黄白色无味结晶粉末。制剂外观为棕色油状液体，在常温下稳定。对人畜低毒，对鱼、蜜蜂无毒。
定虫隆是一种新型广谱性杀虫剂，以胃毒作用为主，兼有触杀作用，无内吸作用。对害虫药效高，但药效较慢，一般5-7天后发生药效。对有机磷、拟除虫菊脂类、氨基甲酸脂类等农药产生抗性的害虫有良好的防效。 主要剂型 5%乳油。
防治对象及使用方法
（1）防治菜青虫、小菜蛾，在l－3龄幼虫期，用5%乳油1000－4000倍液喷雾。在使用浓度范围内，虫害发生严重和虫龄高时，使用浓度宜高；反之，则可低。
（2）防治茄二十八星瓢虫、马铃薯瓢虫、斜纹夜蛾、地老虎等，于幼虫初孵期，用5%乳油2000-3000倍液喷雾。
（3）防治豆野螟，于菜豆、豇豆开花期或盛卵期，分别施药1次，用1000－2000倍液喷雾。
注意事项
（1）喷雾力争均匀、周到。
（2）在害虫低龄期用药效果好，对钻蛀性害虫宜在卵孵化盛期用药。

chlorfluazuron
Insecticide
IRAC 15; benzoylurea

NOMENCLATURE
Common name chlorfluazuron (BSI, draft E-ISO, (m) draft F-ISO)
IUPAC name 1-[3,5-dichloro-4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenyl]-3-(2,6-difluorobenzoyl)urea
Chemical Abstracts name N-[[[3,5-dichloro-4-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenyl]amino]carbonyl]-2,6-difluorobenzamide
CAS RN [71422-67-8] Development codes IKI-7899 (Ishihara Sangyo); CGA 112 913 (Ciba-Geigy); PP145 (ICI); UC 64 644 (Rhône-Poulenc)

PHYSICAL CHEMISTRY
Mol. wt. 540.7 M.f. C20H9Cl3F5N3O3 Form White crystals. M.p. 226.5 ºC (decomp.) V.p. <1 ´ 10-5 mPa (20 ºC) KOW logP = 5.8 (unionised) Henry <5.41 ´ 10-4 Pa m3 mol-1 S.g./density 1.663 (20 °C) Solubility In water <0.01 mg/l (20 ºC). In hexane <0.01, n-octanol 1, xylene 2.5, methanol 2.5, toluene 6.6, isopropanol 7, dichloromethane 22, acetone 55, cyclohexanone 110 (all in g/l, 20 ºC). Stability Stable to heat and light, and to hydrolysis. pKa 8.10, v. weak acid F.p. 224.0-224.5 °C (OECD 102)

COMMERCIALISATION
History Insecticide reported by T. Haga et al. (Abstr. 5th IUPAC Congr. Pestic. Chem., 1982, IId-7). Discovered by Ishihara Sangyo Kaisha, Ltd, also evaluated by other companies; first marketed in 1988 in Japan. Manufacturers Ishihara Sangyo

APPLICATIONS
Biochemistry Chitin synthesis inhibitor (R. Neumann & W. Guyer, Proc. 10th Int. Congr. Plant Prot., 1983, 1, 445). Mode of action Insect growth regulator which acts as an anti-moulting agent, leading to death of the larvae and pupae. Uses Control of Heliothis, Spodoptera, Bemisia tabaci and other chewing insects on cotton; and Plutella, Thrips and other chewing insects on vegetables. Also used on fruit, potatoes, ornamentals and tea. Applied at 2.5 g/hl. Formulation types EC; SC. Selected products: 'Aim' (Ishihara Sangyo); 'Atabron' (ISK Biosciences); 'Jupiter' (Ishihara Sangyo)

OTHER PRODUCTS
'Helix' (seed treatment) (ISK Biosciences, Crop Care)

ANALYSIS
Product analysis by hplc or glc. Residues by hplc with u.v. detection. Details from Ishihara Sangyo.

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for rats >8500, mice 7000 mg/kg. Skin and eye Acute percutaneous LD50 for rats >1000, rabbits >2000 mg/kg. Non-irritating to skin; mild eye irritant (rabbits). Not a skin sensitiser. Inhalation LC50 (4 h) for rats >2.4 mg/l. Other Non-mutagenic in the Ames test. Toxicity class WHO (a.i.) U

ECOTOXICOLOGY
Birds Acute oral LD50 for quail and mallard ducks >2510 mg/kg. Dietary LC50 (8 d) for quail and mallard ducks >5620 mg/kg diet. Fish LC50 (96 h) for bluegill sunfish 1071 µg/l. Daphnia LC50 (48 h) 0.908 mg/l. Algae EC50 (12 d) for green algae >1.8 mg/l. Bees LD50 (oral) >100 mg/bee. Worms LC50 (28 d) for earthworms >1000 mg/kg soil.

ENVIRONMENTAL FATE
Animals Metabolised in rats by cleavage of the urea bridge. Plants Slowly degraded in plants. Soil/Environment Half-life in soil varies from c. 6 weeks to a few months. Kd 120-990. Slowly degraded in water, DT50 for aqueous photodegradation 20 h.