Dimepiperate 哌草丹

哌草丹

CAS号： 61432-55-1
英文名： dimepiperate
化学名称：S-（α，α二甲基苄基）哌啶-I-硫代甲酸酯；S-1-methyl-1-phenylethyl piperidine-1-carbothioate
其他名称 ：优克稗，稗净，MY-93，Yukamate，Muw-1193
分子式： C15H21NOS
分子量：263.4

理化性质：纯品为蜡状固体，熔点38.8～39.3℃，沸点160～165℃（133.3Pa）。溶解度：水20mg/L(25℃)、丙酮6.2、氯仿5.8、环己酮4.9、乙醇4.1、己烷2.0(kg/L，25℃)，干燥时对光稳定，水溶液中pH1－4 稳定。水田中迅速分解，半衰期<7天

毒性 ：属低毒除草剂。大鼠急性经口LD50946-959毫克/公斤，大鼠急性经皮LD50＞5000毫克/公斤，对兔皮肤和眼睛无刺激作用，鸟类无毒、鱼毒中等LC50(48小时)鲤鱼5.8毫克/升,虹鳟鱼5.7毫克/升.
作用特点及杀草谱：该药属硫代氨基甲酸酯类除草剂。是水稻与稗草间高选择性除草剂。能被植物根、茎、叶吸收并向顶传导。在水稻中迅速降解。因而安全性高，该药作用原理是抑制类脂的合成及与IAA起拮抗作用，同时阻碍赤霉素的合成。近而导致蛋白质合成受阻，生长发育停止。

适用范围： 主要用于水稻田防除稗草及牛毛草，其他杂草无效。
使用方法：
1.育秧田 播前或播后每亩75-130克(有效成分计)对水25-30升喷雾。
2.插秧田 插后3-6天，稗草1.5叶期前，喷雾或撒毒土，用量每亩75-130克，药后保持3-5cm水层1周。
3.直播田 播后1-4天，每亩75-130克(有效成分计)对水25-30升喷雾。

剂型： 7%颗粒剂、50%乳油。17.2%苄嘧·哌草丹（幼禾葆）

生产方法：由哌啶，氧硫化碳与α，α-二甲基氯苄反应生成。或哌啶先同光气反应合成哌啶酰氯；哌啶酰氯再与α，α-二甲基苄硫醇在催化剂的作用下缩合而得除草剂哌草丹。

生产情况：哌草丹（Dimepiperate）是由日本三菱油化公司开发并独家生产的除草剂。国内浙江乐吉化工股份有限公司生产。

dimepiperate
Herbicide
HRAC N WSSA 8; thiocarbamate

NOMENCLATURE
Common name dimepiperate (BSI, draft E-ISO, (m) draft F-ISO)
IUPAC name S-1-methyl-1-phenylethyl piperidine-1-carbothioate
Chemical Abstracts name S-(1-methyl-1-phenylethyl) 1-piperidinecarbothioate
CAS RN [61432-55-1] EEC no. 262-784-2 Development codes MY-93 (Mitsubishi Petrochemical); MUW-1193

PHYSICAL CHEMISTRY
Mol. wt. 263.4 M.f. C15H21NOS Form Wax-like solid. M.p. 38.8-39.3 ºC B.p. 164-168 ºC/0.75 mmHg V.p. 0.53 mPa (30 ºC) KOW logP = 4.02 S.g./density 1.08 (25 °C) Solubility In water 20 mg/l (25 ºC). In acetone 6.2, chloroform 5.8, cyclohexanone 4.9, ethanol 4.1, hexane 2.0 (all in kg/l, 25 ºC). Stability Stable >1 y (30 ºC), and in light when dry. Aqueous solutions are stable at pH 1 and pH 14.

COMMERCIALISATION
History Herbicide reported by M. Tanaka (Jpn. Pestic. Inf., 1984, No. 45, p. 18) and by K. Ikeda & A. Goh (ibid., 1989, No. 55, p. 15). Introduced and manufactured by Mitsubishi Petrochemical Co., Ltd. (now Mitsubishi Chemical Corp., who sold their agrochemical business to Nihon Nohyaku Co., Ltd in 2002) and commercialised by Rhône-Poulenc Yuka Agro KK (now Bayer CropScience). Manufacturers Bayer CropScience

APPLICATIONS
Biochemistry Inhibits lipid synthesis (not ACCase inhibition). Mode of action Systemic herbicide, absorbed by the roots, leaves and stems, with translocation mainly upwards within the plant. Uses Control of Echinochloa crus-galli in flooded rice. Formulation types EC; GR.

OTHER PRODUCTS
'Yukamate' (Nihon Nohyaku) mixtures: 'Push' (+ bensulfuron-methyl) (Hokko, Bayer CropScience, DuPont); 'Ranger' (+ benfuresate+ bensulfuron-methyl) (Bayer CropScience, Hokko, DuPont)

ANALYSIS
Residues determined by glc.

MAMMALIAN TOXICOLOGY
Reviews Pesticide Science Society of Japan 14(1), (1989). Oral Acute oral LD50 for male rats 946, female rats 959, male mice 4677, female mice 4519 mg/kg. Skin and eye Acute percutaneous LD50 for rats >5000 mg/kg. Non-irritating to eyes and skin (rabbits). Non-sensitising to skin (guinea pigs). Inhalation LC50 (4 h) for rats >1.66 mg/l. NOEL (2 y) for rats 0.104 mg/kg. ADI 0.001 mg/kg. Other No teratogenic activity detected in rats or rabbits; 2-generation reproduction studies in rats showed no abnormality. Toxicity class WHO (a.i.) III; EPA (formulation) III EC classification Xn; R22| N; R51, R53

ECOTOXICOLOGY
Birds Acute oral LD50 for male Japanese quail >2000, hens >5000 mg/kg. Fish LC50 (48 h) for carp 5.8, rainbow trout 5.7 mg/l. Daphnia LC50 (3 h) 40 mg/l.

ENVIRONMENTAL FATE
EHC 76 (WHO, 1988; general review of thiocarbamates). Plants Both absorption and translocation are greater in cockspur than in rice. Soil/Environment Rapidly degraded in paddy fields, DT50 <7 d.