Diethofencarb 乙霉威

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乙霉威

CAS号:87130-20-9
英文名称:diethofencarb

化学名称:3,4-二乙氧基)苯胺基甲酸异丙酯;(3,4-diethoxyphenyl)-carbamic aci 1-methylethyl ester

其他名称:万霉灵; 保灭灵; 抑菌威;硫菌霉威;;S-165;S-1605;S-32165

分子式:C14H21NO4
分子量:267.3
结构式:


理化性质:纯品为白色结晶,原药为无色至浅褐色固体,熔点100.3℃,蒸气压14.6毫帕(25℃)。溶解性(20℃):水26.6毫克/升,己烷1.3克/公斤,甲醇101克/公斤,二甲苯30克/公斤。

毒性LD50(mg/kg):雄、雌性大、小鼠急性经口大于5000,大白鼠急性经皮大于5000。Ames试验为阴性。鹌鹑和野鸭急性经口大于2250。鱼毒LC50(96h):鲤鱼8.31mg/L,虹鳟大于18mg/L。

作用特点及用途:乙霉威属于N-苯基氨基甲酸酯类杀菌剂。发现它具有与苯并咪唑类、二甲酰亚胺类杀菌属负交互抗性,从而被开发并受到广泛重视,作为解决多菌灵、速克灵等对灰霉菌及青霉菌产生抗性反就应的后备克抗药物。可防治黄瓜灰霉病、茎腐病,甜菜叶斑病,番茄灰霉病。用于水果保鲜防治苹果青霉病。本品与甲基硫菌灵、多菌灵等复配后,呈负交互抗性,既能防治抗性灰霉病菌,又能防治敏感性灰霉病菌,并具有预防和治疗作用、持效性核内吸性等好的特点。防治黄瓜灰霉病、茎腐病,以12.5mg/L喷雾;防治甜菜叶斑病,以50mg/L喷雾,防效均为100%;防治番茄灰霉病,以31mg/L喷雾;用于水果保鲜防治苹果青霉病,加入500mg/l硫酸链霉素和展着剂浸泡1分钟,用量为500~1000mg/L,防效95%。

剂型:25%可湿性粉剂。混剂如50%乙霉威加多菌灵可湿性粉剂,由250g乙霉威/kg+250g多菌灵/kg组成;50%乙霉威加二甲菌核利可湿性粉剂,由12.5%乙霉咸十37.5%二甲菌核利组成,还有乙霉威加甲基硫菌灵(日本曹达公司产品)。

生产方法:在室温下将3,4-二乙氧基苯胺、N,N-二乙基苯胺和氯代甲酸异丙酯在苯中搅拌反应制得。

生产情况:江苏蓝丰生物化工股份有限公司 ;上海农化实业有限公司(平湖农药厂) ;杭州展邦生物技术有限公司;山东寿光双星农药有限公司;山东中农联合生物科技有限公司;
 

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diethofencarb
Fungicide
FRAC 10, B2; N-phenyl carbamate fungicide

  Diethofencarb

NOMENCLATURE
Common name diethofencarb (BSI, draft E-ISO); diéthofencarb ((m) draft F-ISO)
IUPAC name isopropyl 3,4-diethoxycarbanilate
Chemical Abstracts name 1-methylethyl (3,4-diethoxyphenyl)carbamate
CAS RN [87130-20-9] Development codes S-1605 (Sumitomo)

PHYSICAL CHEMISTRY
Mol. wt. 267.3 M.f. C14H21NO4 Form White, crystalline solid; (tech. is a colourless to light brown solid). M.p. 100.3 ºC V.p. 8.4 mPa (20 ºC) KOW logP = 3.02 (25 ºC) Henry 8.44 ´ 10-2 Pa m3 mol-1 (calc.) S.g./density 1.19 (23 ºC) Solubility In water 26.6 mg/l (20 ºC). In hexane 1.3, methanol 101, xylene 30 (all in g/kg, 20 ºC). F.p. 140 °C

COMMERCIALISATION
History Fungicide introduced by Sumitomo Chemical Co., Ltd. Patents EP 78663 Manufacturers Sumitomo

APPLICATIONS
Biochemistry Inhibits mitosis by binding to beta-tubuline. Mode of action Systemic fungicide with protective and curative action. Readily absorbed though the leaves and roots, and translocated throughout the plant. Inhibits mitosis in grey mould germ tubes. Uses Control of benzimidazole-resistant strains of Botrytis spp. on vines, cucumbers, aubergines, tomatoes, strawberries, citrus fruit, lettuce, onions, and beans. Has secondary activity against powdery mildews (Cercospora, Venturia). Formulation types WP. Selected products: 'Sumico' (Sumitomo)

OTHER PRODUCTS
Mixtures: 'Getter' (+ thiophanate-methyl) (Sumitomo); 'Jonk' (+ carbendazim) (Sumitomo, Philagro); 'Sumiblend' (+ procymidone) (Sumitomo)

ANALYSIS
Product analysis details available from Sumitomo Chemical Co., Ltd. Residues determined by glc with FTD.

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for rats >5000 mg/kg. Skin and eye Acute percutaneous LD50 for rats >5000 mg/kg. Inhalation LC50 (4 h) for rats >1050 mg/m3. Other Non-mutagenic in the Ames test. Toxicity class WHO (a.i.) U

ECOTOXICOLOGY
Birds Acute oral LD50 for bobwhite quail and mallard ducks >2250 mg/kg. Fish LC50 (96 h) for rainbow trout >18 mg/l. Daphnia LC50 (3 h) for D. pulex >10 mg/l. Bees Contact LC50 20 mg/bee.

ENVIRONMENTAL FATE
Animals After oral administration of 14C-diethofencarb to rats, 98.5-100 % of 14C was excreted within 7 days. The major metabolic routes in the rat were de-ethylation of the 4-ethoxy group, cleavage of the carbamate linkage, acetylation and finally formation of the glucuronide and sulfate conjugates (J. Pestic. Sci., 1990, 15, 395). Plants Readily degraded in plants. Soil/Environment Readily degraded in soil; DT50 <1-6 d under aerobic conditions; only very slightly degraded under anaerobic sterilised conditions.