Dicyclanil 环虫腈

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中文通用名称: 环虫腈
英文通用名称: dicyclanil
试验代号: CGA183893
化学名称: 4,6-diamino-2-cyclopropylaminopyrimidine-5-carbonitrile
4,6-二氨基-2-环丙氨基嘧啶-5-氰
CA主题索引名及CAS登录号:
4,6-diamino-2-(cyclopropylamino)-5-pyrimidinecarbonitrile
[112636-83-6]

化学结构类型: 嘧啶胺类类
理化性质: 纯品为白色固体;熔点249-251℃。
作用机理: 昆虫生长调节剂的一种。干扰昆虫表皮形成、阻碍幼虫变为蛹或变为成虫。
应用: 主要用于动物中寄生虫等防治,使用剂量为100g/kg。在100-400ppm也可有效的防治棉花、水稻、玉米、蔬菜等作物的烟叶夜蛾、棉铃象、稻褐飞虱、黑尾叶蝉等害虫;对家蝇和埃及伊蚊等亦有优异的防效。

合成方法:
以丙二腈为起始原料,经如下反应制得:

主要原料与中间体: 丙二腈、二硫化碳、硫酸二甲酯、环丙胺
分析方法: HPLC
开发公司: 诺华公司

 

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dicyclanil
Insecticide

dicyclanil  

NOMENCLATURE
Common name dicyclanil (pa ISO)
IUPAC name 4,6-diamino-2-cyclopropylaminopyrimidine-5-carbonitrile
Chemical Abstracts name 4,6-diamino-2-(cyclopropylamino)-5-pyrimidinecarbonitrile
CAS RN [112636-83-6] Development codes CGA 183893 (Ciba-Geigy)

PHYSICAL CHEMISTRY
Mol. wt. 190.2 M.f. C8H10N6 V.p. <2 ´ 10-8 mPa (20 °C) KOW logP = 2.9 S.g./density 1.57 (21 °C) Solubility In water 50 g/l (pH 7.2, 25 °C). In methanol 4.9 g/l (25 °C). Stability Hydrolysis DT50 331 d (pH 3.8), >1 y (pH 6.9) (both 25°C).

COMMERCIALISATION
History Reported by H. Kristinsson (Proc. 8th IUPAC Int. Congr. of Pestic. Chem., Washington, 1994). Developed by Ciba-Geigy AG (became Novartis Crop Protection AG); transferred to Novartis Animal Health. Manufacturers Novartis A H

APPLICATIONS
Mode of action Interferes with moulting. When incorporated into the insect breeding substrate, prevents the development of larvae into pupae or adults. Uses Insect growth regulator, with a high specificity against Diptera and Siphonaptera. Used for control and prevention of blowfly strikes in sheep (1-2 ml/kg 5% suspension). Formulation types PO. Selected products: 'CLIK' (Novartis A H)

ANALYSIS
By hplc.

MAMMALIAN TOXICOLOGY
Reviews JECFA 54 (see part 2 of the Bibliography). Oral Acute oral LD50 for rats >2000 mg/kg. Skin and eye Acute percutaneous LD50 for rats >2000 mg/kg. Not an irritant. Inhalation LC50 (4 h) for rats >5020 mg/m3. ADI 0.007 mg/kg b.w. [2000]. Toxicity class WHO (a.i.) III (company classification)

ECOTOXICOLOGY
Birds Not toxic to birds. Fish Harmful to fish. Algae Harmful to algae. Other aquatic spp. Toxic to crustaceans. Worms Not toxic to worms.

ENVIRONMENTAL FATE
Animals Undergoes dealkylation to des-cyclopropyl dicyclanil. Plants Not relevant. Soil/Environment In soil DT50 1.5 d (20°C, loamy soil). Leaching period <1 d. Hydrolytically stable under environmental conditions. No significant volatilisation.