Triticonazole 灭菌唑

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灭菌唑

剂型为了预防抗性的发生,适应特殊的作物与防治不同的病害之需要,拜耳公司目前正在开发并登记丙硫菌唑单剂以及与不同作用机理药剂的混合制剂,除与叶而内吸性strobin类尕菌剂氟嘧菌酯混配外,还可与戊唑醇、肟菌酯、螺环菌胺等进行复配。

基本信息
【中文通用名称】 灭菌唑
【英文通用名称】 triticonazole 分子结构式
【商 品 名 称】 Alios、Charter、Flite、Legat、Premis、Real、扑力猛
【化 学 名 称】 中 文 (RS)-(E)-5-(4-氯亚苄基)-2,2-二甲基-1(1H-1,2,4-三唑-1-基甲基)环戊醇。
英 文 (RS)-(E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol。
【CAS 登记号】 131983-72-7
灭菌唑是由拜耳公司研制和开发的三唑类杀菌剂。

【理 化 性 质】 纯品(cis-和trans-混合物)为无嗅、白色粉状固体,熔点139~140.5℃,当温度达到180℃开始分解,水中溶解度9.3mg/L(20℃)。相对密度1.326~1.369(20℃),蒸气压<1X10-5mPa(50℃)。分配系数KowlogP=3.29(20℃)。Henry常数<3.9X 10-5Pa m3 mol-1(计算值)。水中溶解度9.3mg/L(20℃)。
【毒 性】 大鼠急性经口LD50>2000mg/kg,大鼠急性经皮LD50>2000mg/kg,大鼠急性吸入LC50(4h)>1.4mg/L。对兔眼睛和皮肤无刺激。山齿鹑急性经口LD50>2000mg/kg,虹鳟鱼LC50(96h)>10mg/L,水蚤LC50(48h)>9.3mg/L,对蚯蚓无毒。
【原 药】 95%
【剂 型】 25克/升悬浮种衣剂,300克/升悬浮种衣剂。
【作用机理与特点】 甾醇生物合成中C-14脱甲基化酶抑制剂。主要用作种子处理剂、也可茎叶喷雾,持效期长达4~6周。
【适宜作物范围】 禾谷类作物、豆科作物、果树病害,对种传病害有特效。
【对作物安全性】 推荐剂量下对作物安全、无药害。
【防治对象】 镰孢(霉)属、柄锈菌属、麦类核腔菌属、黑粉菌属、腥黑粉菌属、白粉菌属、圆核腔菌、壳针孢属、柱隔孢属等引起的病害如白粉病、锈病、黑腥病、网斑病等。
【使用方法】 主要用于防治禾谷类作物、豆科作物、果树病害,对种传病害有特效。可种子处理、也可茎叶喷雾。持效期长达4~6周。小麦种子防治散黑穗病,推荐用量为2.5-5克/100千克。
【其 他】 目前授权巴斯夫公司在欧洲等地销售。


 

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triticonazole
Fungicide
FRAC 3, G1; DMI: triazole

  triticonazole

NOMENCLATURE
Common name triticonazole (BSI, pa E-ISO)
IUPAC name (?-(E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol
Chemical Abstracts name 5-[(4-chlorophenyl)methylene]-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol
CAS RN [131983-72-7] Development codes RPA 400727 (Rhône-Poulenc)

PHYSICAL CHEMISTRY
Composition Material is a racemic mixture; 95% pure. Mol. wt. 317.8 M.f. C17H20ClN3O Form White powder, odourless at 22 ºC. M.p. 139-140.5 ºC V.p. <1 ´ 10-5 mPa (50 ºC) KOW logP = 3.29 (20 ºC) Henry <3.9 ´ 10-5 Pa m3 mol-1 (calc.) S.g./density 1.326-1.369 (20 ºC) Solubility In water 9.3 mg/l (20 ºC), independent of pH. Stability Slight decomposition at 180 ºC.

COMMERCIALISATION
History Fungicide developed by Rhône-Poulenc Agrochimie (now Bayer CropScience) and first registered in France in 1993. Some rights, primarily in Europe, acquired by BASF AG in 2003. Patents FR 2641277 (1988) Manufacturers BASF

APPLICATIONS
Biochemistry Inhibition of sterol demethylation. Uses Seed disinfectant against seed-borne diseases, and a preventive treatment against a number of foliar pathogens such as rusts, powdery mildew, leaf spot, eyespot, leaf and net blotch of cereals, and head smut of maize; applied as a seed treatment at 50 g/t for cereals and 200 g/t for maize. Formulation types FS. Selected products: 'Real' (Bayer CropScience, BASF)

OTHER PRODUCTS
'Alios' (Bayer CropScience, BASF); 'Charter' (Bayer CropScience, BASF) mixtures: 'Jumper' (+ fipronil+ guazatine) (BASF); 'Zoom' (+ fipronil+ guazatine) (BASF); 'Kinto' (+ anthraquinone+ prochloraz) (Bayer CropScience, BASF); 'Legat' (+ guazatine acetates) (seed treatment) (Makhteshim-Agan); 'Premis 25' (+ cypermethrin) (Bayer CropScience, BASF); 'Premis B' (+ guazatine) (Bayer CropScience, BASF); 'Premis Geta' (+ guazatine acetates) (Bayer CropScience, BASF); 'Premis Or' (+ anthraquinone+ iprodione) (Bayer CropScience, BASF); 'Premis' (+ guazatine acetates) (Bayer CropScience, BASF); 'Robust' (+ imazalil) (Bayer CropScience, BASF)

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for rats >2000 mg/kg. Skin and eye Acute percutaneous LD50 for rats >2000 mg/kg. Not a skin or eye irritant. Inhalation LC50 >1.4 mg/l air. NOEL Chronic NOEL for rats 750 ppm (29.4 and 38.3 mg/kg b.w. daily for males and females, respy.); for dogs 2.5 mg/kg b.w. ADI (France) 0.0025 mg/kg (provisional). Toxicity class WHO (a.i.) U

ECOTOXICOLOGY
Birds Acute oral LD50 for bobwhite quail >2000 mg/kg. Fish Low acute toxicity to rainbow trout; LC50 >10 mg/l. Daphnia LC50 (48 h) >9.3 mg/l. Algae EC50 (96 h) >1.0 mg/l. Worms Non-toxic.

ENVIRONMENTAL FATE
Animals 90% Elimination via faeces within 7 days in the rat. Plants Metabolised to a dihydroxy metabolite and others. Soil/Environment DT50 224-360 d (10 ºC).