Metsulfuron-methyl 甲磺隆

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甲磺隆

理化性质
甲磺隆
又称:合力
ISO通用名称:metsulfuron-methyl
分子式:C14H15N5O6S
毒性:低毒
化学名称:2-[(4-甲氧基-6-甲基-1,3,5-三嗪基-2-基 )脲基磺酰基]苯甲酸甲酯

使用及注意事项
作用特点:本品为高活、广谱、具有选择性的内吸传导型麦田除草剂。被杂草根部和叶片吸收后,在植株体内传导很快,可向顶和向基部传导,在数小时内迅速抑制植物根和新梢顶端的生长,3-14天植株枯死。被麦苗吸收进入植株内后, 被麦株内的酶转化,迅速降解,所以小麦对本品有较大的耐受能力。本剂的使用量小,在水中的溶解度很大,可被土壤吸附,在土壤中的降解速度很慢 ,特别在碱性土壤中,降解更慢。可有效地防治看麦娘、婆婆纳、繁缕、巢 菜、荠菜、碎末荠、播娘蒿、藜、蓼、稻搓草、水花生等杂草。
作用方式:内吸传导
注意事项:[1]施药要特别注意用药量准确,做到均匀喷洒。[2]该药残留期长,不应在麦 套玉米、棉花、烟草等敏感作物田使用。中性土壤小麦田用药120天后播种油菜、棉花、大豆、黄瓜等会产生药害,碱性土壤药害更重。因此限在长江 流域中下游麦稻轮作麦田, pH<=7中性或碱性土壤中用。
中毒症状:只要不大量摄入,不可能有全身毒性,对眼睛、皮肤、粘膜有轻微刺激作用。
急救:误服清醒时催吐,无解毒剂。对症治疗

 

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metsulfuron-methyl
Herbicide
HRAC B WSSA 2; sulfonylurea

  metsulfuron-methyl

NOMENCLATURE
metsulfuron-methyl
Common name metsulfuron-methyl
IUPAC name methyl 2-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)benzoate
Chemical Abstracts name methyl 2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoate
CAS RN [74223-64-6] Development codes DPX-T6376 (DuPont); IN-T6376

metsulfuron
Common name metsulfuron (BSI, WSSA, ANSI, draft E-ISO, (m) draft F-ISO)
IUPAC name 2-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)benzoic acid
Chemical Abstracts name 2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoic acid
CAS RN [79510-48-8]

PHYSICAL CHEMISTRY
metsulfuron-methyl
Composition Tech. is >96%. Mol. wt. 381.4 M.f. C14H15N5O6S Form Colourless crystals; (tech., off-white solid, with a faint ester-like odour). M.p. 162 °C V.p. 3.3 ´ 10-7 mPa (25 ºC) KOW logP = 0.018 (pH 7, 25 °C) Henry 4.5 ´ 10-11 Pa m3 mol-1 (pH 7, 25 ºC) S.g./density 1.447 (20 °C) Solubility In water 0.548 (pH 5), 2.79 (pH 7), 213 (pH 9) (all in g/l, 25 ºC). In hexane 5.84 ´ 10-1, ethyl acetate 1.11 ´ 104, methanol 7.63 ´ 103, acetone 3.7 ´ 104, dichloromethane 1.32 ´ 105, toluene 1.24 ´ 103 (all in mg/l, 25 ºC). Stability Photolytically stable. Hydrolysis DT50 (25 °C), 22 d (pH 5), stable (pH 7 and 9). pKa 3.8 (20 °C)

metsulfuron
Mol. wt. 367.3 M.f. C13H13N5O6S Form Solid.

COMMERCIALISATION
History Herbicidal properties of metsulfuron-methyl reported by R. I. Doig et al. (Proc. Int. Congr. Plant Prot., 10th, 1983, 1, 324). Introduced by E. I. du Pont de Nemours and Co.; first approval in 1984. Patents US 4370480 Manufacturers DuPont; IPESA; JIE; Reposo; Sannong; Sharda; Sundat; Tide

APPLICATIONS
metsulfuron-methyl
Biochemistry Affects sensitive weeds through inhibition of the enzyme acetolactate synthase (ALS). Inhibition of ALS leads to the rapid cessation of cell division and subsequent growth processes in plants. Mode of action Selective systemic herbicide absorbed through the roots and foliage and translocated to the apex of the plants. Symptoms appear within days with death within 2-4 weeks. Uses Controls a wide range of grass and broad-leaved weeds in wheat, barley, rice, oats and triticale by post-emergence application, at 4-8 g/ha. Formulation types WG. Selected products: 'Alli? (DuPont); 'Ally' (DuPont); 'Escort' (DuPont); 'Gropper' (DuPont); 'Flumen' (Barclay); 'Nicanor' (Makhteshim-Agan); 'Quit' (Sanonda); 'Retador' (Reposo); 'Rosulfuron' (Rotam); 'Timefron' (Tide); mixtures: 'Canvas' (+ thifensulfuron-methyl+ tribenuron-methyl) (DuPont)

OTHER PRODUCTS
metsulfuron-methyl
'Gaio' (DuPont); 'Gem 690' (DuPont); 'Jubilee' (DuPont); 'Lorate' (DuPont); 'Simba' (DuPont); 'Luger' (Chemiplant); 'Malban' (IPESA, Makhteshim-Agan); 'Metgard' (Makhteshim-Agan); 'Pilarcort' (Pilarquim); 'Purestand' (Nufarm Americas); 'Rozar' (Makhteshim-Agan); 'Triticas' (CAS); 'Valuron' (Makhteshim-Agan) mixtures: 'Alli?Express' (+ carfentrazone-ethyl) (DuPont); 'Ally Express' (+ carfentrazone-ethyl) (DuPont); 'Almix' (+ chlorimuron-ethyl) (DuPont); 'Finesse' (+ chlorsulfuron) (DuPont); 'Harmony M' (+ thifensulfuron-methyl) (DuPont); 'Lexus XPE' (+ flupyrsulfuron-methyl-sodium) (DuPont); 'Scoop' (+ thifensulfuron-methyl) (DuPont); 'Sindax' (+ bensulfuron-methyl) (DuPont); 'Spéléo' (+ flupyrsulfuron-methyl-sodium) (DuPont); 'Neptune' (+ mecoprop-P) (Headland); 'Pasture MD' (+ 2,4-D+ dicamba) (Nufarm Americas); 'Sulfonil' (+ propanil) (Crystal) Discontinued products: 'Alrip' * (DuPont); 'PartiSan' * (Sanonda) mixtures: 'DP 911' * (+ tribenuron-methyl) (DuPont); 'DP 928' * (+ thifensulfuron-methyl) (DuPont)

ANALYSIS
Product and residue analysis by hplc/ms/ms (Handbook of Residue Analytical Methods, pages 400-410; CIPAC Handbook, 1998, H, 204)

MAMMALIAN TOXICOLOGY
metsulfuron-methyl
Oral Acute oral LD50 for male and female rats >5000 mg/kg. Skin and eye Acute percutaneous LD50 for rabbits >2000 mg/kg. Not a skin or eye irritant (rabbits). Not a skin sensitiser (guinea pigs). Inhalation LC50 (4 h) for male and female rats >5 mg/l air. NOEL (18 mo) for mice 5000 ppm; (2 y) for rats 500 ppm; (1 y) for male dogs 500 ppm; (1 y) for female dogs 5000 ppm. ADI 0.22 mg/kg Other Not genotoxic; non-teratogenic. Toxicity class WHO (a.i.) U; EPA (formulation) IV EC classification N; R50, R53

ECOTOXICOLOGY
metsulfuron-methyl
Birds Acute oral LD50 for mallard ducks >2510 mg/kg. Dietary LC50 (8 d) for mallard ducks and bobwhite quail >5620 mg/kg diet. Fish LC50 (96 h) for rainbow trout and bluegill sunfish >150 mg/l. Daphnia EC50 (48 h) >120 mg/l. Algae EC50 (72 h) for green algae 0.157 mg/l. Other aquatic spp. EC50 for Lemna gibba 0.36 mg/l. Bees Non-toxic to bees; LD50 (oral) >44.3 mg/bee; (contact) >50 mg/bee. Worms LC50 >1000 mg/kg.

ENVIRONMENTAL FATE
Animals In mammals, following oral administration, metsulfuron-methyl is excreted predominantly unchanged. The methoxycarbonyl and sulfonylurea groups are only partly degraded, by O-demethylation and hydroxylation. Plants In plants, undergoes complete degradation within a few days, by hydrolysis and conjugation. In addition to the hydroxymethyl analogue, other metabolites identified include methyl 2-(aminosulfonyl)benzoate and 2-(aminosulfonyl)benzoic acid. Rapidly metabolised within cereal plants. Soil/Environment In soil, metsulfuron-methyl is broken down both by chemical hydrolysis and by microbial degradation. DT50 (ave.) in a range of field soils is 52 days, with faster degradation in acidic soils.