Pyrimidifen 嘧螨醚

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中文通用名称: 嘧螨醚
英文通用名称: pyrimidifen
商品名称: Miteclean
试验代号: E-787、SU-8801、SU-9118
化学名称:
5-chloro-N-[2-[4-(2-ethoxyethyl)-2,3-dimethylphenoxy]ethyl]-6-ethylpyrimidin-4-amine
5-氯-N-{2-[4-(2-乙氧基乙基)-2,3-二甲基苯氧基]乙基}-6-乙基嘧啶-4-胺
CA主题索引名及CAS登录号:
5-chloro-N-[2-[4-(2-ethoxyethyl)-2,3-dimethylphenoxy]ethyl]-6-ethyl-4-pyrimid-inamine
[105779-78-0]

化学结构类型: 嘧啶类
理化性质: 纯品为无色结晶。熔点69.4-70.9℃;蒸气压:1.2×10-11Pa(25℃);密度:1.22(20℃);水中溶解度(20℃):2.17mg/l。

毒性: 大鼠急性经口LD50:雄 148 mg/kg,雌 115 mg/kg;小鼠急性经口LD50:雄245mg/kg,雌229mg/kg;大鼠急性经皮LD50:>2000mg/kg。野鸭急性经口LD50:445mg/kg;野鸭LC50:>5200mg/kg。鲤鱼LC50(48小时):0.093ppm。蜜蜂经口LD50:0.638微克有效成分/蜜蜂。
应用: 主要用于防治果树、蔬菜、茶等所有生长阶段的叶螨等害螨。对蔬菜中的菜蛾亦有很好的活性。使用剂量为25~75克有效成分/公顷。
合成方法: 以丙酰乙酸乙酯为起始原料,先与甲脒缩合、氯化得到4,5-二氯-6-乙基嘧啶,再与取得的胺反应即得目的物。反应式如下:

主要原料与中间体: 丙酰乙酸乙酯、取代的苯酚
分析方法: HPLC
开发公司: 日本三共公司和宇部工业公司

 

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pyrimidifen
Acaricide, insecticide

pyrimidifen

 

NOMENCLATURE
Common name pyrimidifen (BSI, pa E-ISO)
IUPAC name 5-chloro-N-{2-[4-(2-ethoxyethyl)-2,3-dimethylphenoxy]ethyl}-6-ethylpyrimidin-4-amine
Chemical Abstracts name 5-chloro-N-[2-[4-(2-ethoxyethyl)-2,3-dimethylphenoxy]ethyl]-6-ethyl-4-pyrimidinamine
CAS RN [105779-78-0] Development codes E-787 (Sankyo; Ube); SU-8801; SU-9118 (Sankyo)

PHYSICAL CHEMISTRY
Mol. wt. 377.9 M.f. C20H28ClN3O2 Form Colourless crystals. M.p. 69.4-70.9 °C V.p. 1.6 ´ 10-4 mPa (25 °C) KOW logP = 4.59 (23? °C) Henry 2.09 ´ 10-10 Pa m3 mol-1 (calc.) S.g./density 1.22 (20 °C) Solubility In water 2.17 mg/l (25 °C). Stability Stable in acid and alkali.

COMMERCIALISATION
History Developed jointly by Sankyo Co., Ltd and Ube Industries. Introduced in 1995. Patents US 4845097; EP 196524 Manufacturers Ube

APPLICATIONS
Uses Control of all stages of spider mites on apples, pears, vegetables, and tea; spider mites and rust mites on citrus fruit; and diamond-back moth on vegetables. Formulation types SC; WP. Selected products: 'Miteclean' (Sankyo Agro, Ube)

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for male rats 148, female rats 115, male mice 245, female mice 229 mg/kg. Skin and eye Acute percutaneous LD50 for male and female rats >2000 mg/kg.

ECOTOXICOLOGY
Birds LD50 for mallard ducks 445 mg/kg; LC50 for mallard ducks >5200 ppm. Fish LC50 (48 h) for carp 0.093 ppm (SC). Bees LD50 (oral) 0.638 mg/bee; (contact) 0.660 mg/bee.