Chinomethionate 灭螨猛

灭螨猛

CAS NO: 2439-01-2
英文名称: chinomethionate
化学名称：6-甲基-2,3-二巯喹啉基环-S,S-二硫碳酸酯; 6-methyl-;3-quinoxalinedithiol
其他名称：甲基克杀螨;螨离丹;灭螨蜢; Morestan，菌螨啉，喹菌酮;
分子式: C10H6N2OS2
分子量: 234.3

理化性质：黄色晶体。熔点170℃。蒸气压0.026mPa(2(0℃)。相对密度1.556(20℃).溶解性(20℃):水1mg/L，环己酮18g/L，二甲基甲酰胺10g/L，甲苯25 mg/l，二氯甲烷40 mg/l，己烷1.8 mg/l，异丙醇0.9 mg/l，汽油4 mg/l。分解半衰期DT50 (22 ℃) 10 d (pH 4), 80 h (pH 7), 225 min (pH 9).

毒性：口服- 大鼠 （雌）LD50: 1095 毫克/公斤，大鼠 （雄）LD50: 2451 毫克/公斤，经皮LD50: >5000 mg/kg，北美鹌鹑经口LD50196 mg/kg.野鸭LC50>5000 mg/kg，翻车鱼LC50 (96 h) 0.131 mg/l,金鱼0.24 mg/l.，蜜蜂无毒剂量; LD50 >100 μg/只。日容许摄入量为0.003 mg/kg(体重)。

作用特点及用途：灭螨猛是一种选择性杀螨剂，兼有杀菌活性。可用于防治叶螨、白粉病等。用于水果蔬菜作物包括棉花、咖啡、茶叶、烟草、核桃等。

剂型：25％乳油， 12.5％、25％可湿性粉剂，烟剂，粉剂。等

生产方法：由2-硝基-4-甲基苯胺在50℃与二氯化锡、盐酸还原反应，生成2-氨基-4-甲基苯胺，然后与乙二酸二乙酯关环、三氯氧磷氯化、硫氢化钠巯基化合成了灭螨猛中间体2，3-巯基-6-甲基喹喔啉，再经过三光气的作用合成了灭螨猛。

生产情况：拜耳公司开发生产，已于2002年9月停止在美国销售。常州市腾扬化工有限公司生产。

chinomethionat
Fungicide, acaricide

 NOMENCLATURE
Common name chinomethionat (E-ISO); chinométhionate ((m) F-ISO); quinomethionate (BSI); oxythioquinox (Australia, ESA); quinoxalines (JMAF); no name (USA)
IUPAC name S,S-(6-methylquinoxaline-2,3-diyl) dithiocarbonate; 6-methyl-1,3-dithiolo[4,5-b]quinoxalin-2-one
Chemical Abstracts name 6-methyl-1,3-dithiolo[4,5-b]quinoxalin-2-one
CAS RN [2439-01-2] EEC no. 219-455-3 Development codes Bayer 36 205; Bayer SAS 2074 Official codes ENT 25 606

PHYSICAL CHEMISTRY
Mol. wt. 234.3 M.f. C10H6N2OS2 Form Yellow crystals. M.p. 170 ºC V.p. 0.026 mPa (20 ºC) KOW logP = 3.78 (20 ºC) Henry 6.09 ´ 10-3 Pa m3 mol-1 (calc.) S.g./density 1.556 (20 °C) Solubility In water 1 mg/l (20 ºC). In toluene 25, dichloromethane 40, hexane 1.8, isopropanol 0.9, cyclohexanone 18, dimethylformamide 10, petroleum oils 4 (all in g/l, 20 ºC). Soluble in hot benzene and dioxane. Stability Relatively stable under normal conditions. Hydrolysed in alkaline media; DT50 (22 ºC) 10 d (pH 4), 80 h (pH 7), 225 min (pH 9).

COMMERCIALISATION
History Acaricide and fungicide reported by K. Sasse (Hoefchen-Briefe (Engl. Ed.), 1960, 13, 197; K. Sasse et al., Angew. Chem., 1960, 72, 973). Introduced by Bayer AG. Patents DE 1100372; BE 580478 Manufacturers Bayer CropScience

APPLICATIONS
Mode of action Selective non-systemic contact fungicide with protective and eradicant action. Uses Control of powdery mildews and spider mites on fruit (including citrus), ornamentals, cucurbits, cotton, coffee, tea, tobacco, walnuts, vegetables, and glasshouse crops; American gooseberry mildew on gooseberries and currants. Phytotoxicity Phytotoxic to certain varieties of apple, pear, currant, rose, and ornamentals. Formulation types DP; FU; SC; WP. Compatibility Incompatible with mineral oils (phytotoxicity may result), and with formulations based on thiram. Selected products: 'Morestan' (Bayer CropScience)

ANALYSIS
Product analysis by hplc (CIPAC Handbook, 1985, 1C, 2019; AOAC Methods, 17th Ed., 986.08) or by u.v. spectrometry (details available from Bayer CropScience). Residues determined by glc (Pestic. Anal. Man., 1979, I, 201-I, II; Man. Pestic. Residue Anal., 1987, I, S13; A. Ambrus et al., J. Assoc. Off. Anal. Chem., 1981, 64, 733; R. T. Krause & E. M. August, ibid., 1983, 66, 1018), or by colorimetry after conversion to a derivative (H. Tietz et al., ibid., 1962, 15, 166; C. A. Anderson, Anal. Methods Pestic., Plant Growth Regul. Food Addit., 1967, 5, 277). Methods for the determination of residues are also available from Bayer CropScience.

MAMMALIAN TOXICOLOGY
Reviews FAO/WHO 50, 52 (see part 2 of the Bibliography). Oral Acute oral LD50 for male rats 2541, female rats 1095 mg/kg. Skin and eye Acute percutaneous LD50 for rats >5000 mg/kg. Slightly irritating to skin; severely irritating to eyes (rabbits). Inhalation LC50 (4 h) for male rats >4.7, female rats 2.2 mg/l (dust). NOEL (2 y) for rats 40, male mice 270, female mice <90 mg/kg diet; (1 y) for dogs 25 mg/kg diet. ADI (JMPR) 0.006 mg/kg b.w. [1987]. Toxicity class WHO (a.i.) III; EPA (formulation) III EC classification R62| Xn; R20/21/22, R48/22| Xi; R36| R43| N; R50, R53

ECOTOXICOLOGY
Birds Acute oral LD50 for bobwhite quail 196 mg/kg. Dietary LC50 (5 d) for bobwhite quail 2409, mallard ducks >5000 mg/kg diet. Fish LC50 (96 h) for bluegill sunfish 0.0334, rainbow trout 0.131, golden orfe 0.24 mg/l. Daphnia LC50 (48 h) 0.12 mg/l. Algae ErC50 (96 h) for Scenedesmus 0.14 mg/l. Bees Not toxic to bees; LD50 >100 mg/bee. Worms LC50 (14 d) >1000 mg/kg.

ENVIRONMENTAL FATE
Animals In rats, following oral administration, chinomethionat is rapidly metabolised, and c. 90% is eliminated within 3 days in the faeces and urine. The main metabolite is chinomethionat acid (dimethylmercaptoquinoxaline-6-carboxylic acid), which also occurs in the conjugated form. Plants After application to fruit, no penetration of the a.i. or metabolites in the fruit pulp was observed. The only metabolite detected was dihydromethylquinoxalinedithiol. Soil/Environment Koc 45-90 (3 soil types from sandy loam to high organic matter). DT50 in standard soil land 2 1-3 d.