Fluacrypyrim 嘧螨酯

嘧螨酯

CAS NO：229977-93-9
英文名称：Fluacrypyrim
化学名称：甲基(E)-2-{α-[2-异丙氧基-6-(三氟甲基)嘧啶-4-苯氧基]-0-甲苯基}-3-甲氧丙烯酸酯；methyl (E)-2-{α-[2-isopropoxy-6-(trifluoromethyl)pyrimidin-4-yloxy]-o-tolyl}-3-methoxyacrylate
其他名称：天达农，Titaron，NA83，
分子式：C20H21F3N2O5
分子量：426.3863

理化性质：纯品为白色固体，熔点为:107.2-108.6℃，相对密度为1.276(20℃)。

毒性：急性经口：大鼠>5000mg/kg；急性经皮：大鼠>2000ng/kg

作用特点及杀虫谱：由巴斯夫公司研制、日本曹达公司开发的第一个甲氧基丙烯酸酯类杀螨剂。是线粒体呼吸抑制剂，主要用于防治苹果、柑橘、梨等果树中的多种螨类如苹果红蜘蛛、柑橘红蜘蛛、叶螨、全爪螨等。

剂型：5%乳油，30%悬浮剂

生产方法：以氰胺和异丙醇制备异丙氧基脒甲烷磺酸盐,再与三氟乙酰乙酸乙酯反应制得2-异丙氧基-4-羟基-6-三氟甲基嘧啶,最后与(E)-2-12-(氯甲基)苯基]3-甲氧基丙烯酸甲酯反应合成目标产物嘧螨酯,

生产情况：嘧螨酯是由巴斯夫公司发现的甲氧丙烯酸酯类杀螨剂，2002 年授权给日本曹达公司，并开始商品化。日本曹达株式会社、允发化工(上海)有限公司生产，国内常州盘固化工有限公司宣称生产。

其他：BASF公司持有嘧螨酯专利DE4440930(1996),日本曹达持有专利WO99/35914（1999）

fluacrypyrim
Acaricide

NOMENCLATURE
Common name fluacrypyrim (BSI, pa ISO)
IUPAC name methyl (E)-2-{a-[2-isopropoxy-6-(trifluoromethyl)pyrimidin-4-yloxy]-o-tolyl}-3-methoxyacrylate
Chemical Abstracts name methyl (aE)-a-(methoxymethylene)-2-[[[2-(1-methylethoxy)-6-(trifluoromethyl)-4-pyrimidinyl]oxy]methyl]benzeneacetate
CAS RN [229977-93-9] Development codes NA-83

PHYSICAL CHEMISTRY
Mol. wt. 426.4 M.f. C20H21F3N2O5 Form White odourless solid. M.p. 107.2-108.6 °C V.p. 2.69 ´ 10-3 mPa (20ºC, gas saturation method) KOW logP = 4.51 (pH 6.8, 25 ºC) S.g./density 1.276 Solubility In water 3.44 ´ 10-4 g/l (pH 6.8, 20 ºC). In dichloromethane 579, acetone 278, xylene 119, acetonitrile 287, methanol 27.1, ethanol 15.1, ethyl acetate 232, n-hexane 1.84, n-heptane 1.60 (all in g/l, 20 ºC). Stability Stable at pH 4 and 7; DT50 574 d (pH9). Aqueous photolysis DT50 26 d.

COMMERCIALISATION
Manufacturers Nippon Soda

APPLICATIONS
Mode of action Acaricide with contact and stomach action. Uses Control of Panonychus at 10 g/100 l for citrus, Panonychus and Tetranychus at 15 g/100 l for apples and pears. Formulation types SC. Selected products: 'Titaron' (Nippon Soda)

OTHER PRODUCTS
Mixtures: 'Oonata' (+ chlorfenapyr) (Nippon Soda)

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for male and female rats >5000 mg/kg. Skin and eye Acute percutaneous LD50 for male and female rats >2000 mg/kg. Weakly irritating for eyes, non-irritating for skin (rabbits). Inhalation LC50 (4 h) for male and female rats >5.09mg/l. NOEL NOEL (24 months) for male rats 5.9 mg/kg b.w., for female rats 61.7 mg/kg b.w; (18 months) for male mice 20 mg/kg b.w., for female mice 30 mg/kg b.w; (12 months) for male and female dogs 10 mg/kg b.w. ADI 0.059 mg/kg b.w. (Japan)

ECOTOXICOLOGY
Birds Acute oral LD50 for bobwhite quail >2250 mg/kg; dietary LC50 for bobwhite quail >5620 ppm. Fish LC50 (96 h) for carp 0.195 ppm. Daphnia LC50 (48 h) 0.094 ppm. Algae EbC50 (72 h) for Selenastrum capricornutum 0.0173 ppm; ErC50 (72 h) for Selenastrum capricornutum 0.14 ppm. Bees LC50 (oral ) >300 ppm; LD50 (contact) >10 mg/bee. Worms LC50 for earthworms 23 mg/kg soil. Other beneficial spp. No effect on Agistemus exsertus at 400ppm.