Mefenpyr-diethyl 吡唑解草酯

中文通用名称： 吡唑解草酯
英文通用名称： mefenpyr-diethyl （BSI,ISO）
试验代号： Hoe 107892、A E F107892
化学名称：
(RS)-1-(2,4-二氯苯基)-5-甲基-2-吡唑啉-3,5-二羧酸二乙酯
diethyl (RS)-1-(2,4-dichlorophenyl)-5-methyl-2-pyrazoline-3,5-dicarboxylate
CA主题索引名及CAS登录号：
diethyl 1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarbox-ylate
[135590-91-9]

化学结构类型： 吡唑类安全剂。
理化性质： 纯品为白色至粉色固体；熔点 50~52℃；密度1.31(20℃)；分配系数LogP=3.83(25℃)；水中溶解度为20mg/kg (pH 6.2, 20℃)。对酸碱稳定。

毒性： 大(小)鼠急性经口LD50：>5000mg/kg；大鼠急性经皮LD50：>4000mg/kg；大鼠急性吸入LC50：>1.32mg/l。鹌鹑急性经口LD50：>2000 mg/kg；鱼毒LC50 (96小时，mg/l)：虹鳟4.2，鲤鱼2.4；
水蚤LC50(48小时)：53mg/l。

制剂： SC、SE、E W。
应用： 是恶唑禾草灵用于小麦、大麦等的安全剂。即同恶唑禾草灵一同使用可使作物小麦、大麦等免于伤害。

合成方法： 2,4-二氯苯肼与取代的烯酮二羧酸酯反应即得目的物。反应式为：

主要原料与中间体： 2,4-二氯苯肼
分析方法： GC HPLC
开发公司： 安万特公司。

mefenpyr-diethyl
Herbicide safener

NOMENCLATURE
Common name mefenpyr-diethyl (BSI, pa ISO)
IUPAC name diethyl (RS)-1-(2,4-dichlorophenyl)-5-methyl-2-pyrazoline-3,5-dicarboxylate
Chemical Abstracts name diethyl 1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate
CAS RN [135590-91-9]; diacid [135591-00-3] Development codes Hoe 107892 (Hoechst); AE F107892 (AgrEvo)

PHYSICAL CHEMISTRY
Mol. wt. 373.2; (diacid 317.1) M.f. C16H18Cl2N2O4; (diacid C12H10Cl2N2O4) Form White to light beige crystals. M.p. 50-52 °C V.p. 6.3 ´ 10-3 mPa (20 °C); 1.4 ´ 10-2 mPa (25 °C) KOW logP = 3.83 (pH 6.3, 21 °C) Henry 2.55 ´ 10-4 Pa m3 mol-1 (20 °C) S.g./density c. 1.31 (20 °C) Solubility In water 20 mg/kg (pH 6.2, 20 °C). In acetone >500, toluene >400, ethyl acetate >400, methanol >400 (all in g/l, 20 °C). Stability Hydrolysed by acids and alkali.

COMMERCIALISATION
Manufacturers Bayer CropScience

APPLICATIONS
Biochemistry Enhances metabolism of mesosulfuron-methyl herbicide in cereal crop plants, but not in weeds. Uses Used as a herbicide safener in combination with fenoxaprop-P-ethyl, for selective weed control in wheat, rye, triticale and some barley varieties. Also under development for use in combination with iodosulfuron-methyl and with mesosulfuron-methyl. Phytotoxicity Not phytotoxic. Formulation types SC; SE; EW. Selected products: mixtures: 'Mesomaxx' (+ mesosulfuron-methyl) (Bayer CropScience); 'Puma Super' (+ fenoxaprop-P-ethyl) (Bayer CropScience)

OTHER PRODUCTS
Mixtures: 'Archipel' (+ mesosulfuron-methyl+ iodosulfuron-methyl-sodium) (Bayer CropScience); 'Atlantis' (+ mesosulfuron-methyl+ iodosulfuron-methyl-sodium) (Bayer CropScience); 'Baghera' (+ diclofop-methyl+ fenoxaprop-P-ethyl) (Bayer CropScience); 'Cheetah Super' (+ fenoxaprop-P-ethyl) (Bayer CropScience); 'Cossack' (+ mesosulfuron-methyl+ iodosulfuron-methyl-sodium) (Bayer CropScience); 'Djinn' (+ fenoxaprop-P-ethyl+ isoproturon) (Bayer CropScience); 'Dopler' (+ diclofop-methyl+ fenoxaprop-P-ethyl) (Bayer CropScience); 'Proper energy' (+ fenoxaprop-P-ethyl) (Bayer CropScience); 'Puma S' (+ fenoxaprop-P-ethyl) (Bayer CropScience); 'Zeus' (+ diclofop-methyl+ fenoxaprop-P-ethyl) (Bayer CropScience)

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for rats and mice >5000 mg/kg. Skin and eye Acute percutaneous LD50 for rats >4000 mg/kg. Non-irritating to skin and eyes (rabbits); not a skin sensitiser (guinea pigs). Inhalation LC50 (4 h) for rats >1.32 mg/l. NOEL (2 y) for rats 48, mice 71 mg/kg b.w. daily. Other Non-mutagenic in vitro and in vivo.

ECOTOXICOLOGY
Birds Acute oral LD50 for Japanese quail >2000 mg/kg. Fish LC50 (96 h) for carp 2.4, rainbow trout 4.2 mg/l. Daphnia LC50 (48 h) 53 mg/l. Algae EC50 for Navicula pelliculosa 1.65 mg/l. EbC50 (72 h) for Scenedesmus subspicatus 5.8 mg/l. Other aquatic spp. EC50 for Lemna gibba >12 mg/l. Bees LD50 (oral, 48 h) >900 mg/bee; (contact) >700 mg/bee. Worms LC50 (14 d) for Eisenia foetida >1000 mg/kg soil.

ENVIRONMENTAL FATE
Soil/Environment Abiotic hydrolysis DT50 >365 d (pH 5), 40.9 d (pH 7), 0.35 d (pH 9) (25 °C). Photodegradation DT50 2.9 d. Completely mineralised in soil by hydrolysis, microbial and photolytic degradation processes; DT50 <10 d. Not leached (no single residual compound in leachates at concentration >0.1 mg/l).