Acequinocyl 灭螨醌

灭螨醌

CAS：57960-19-7
英文名称：acequinocyl
化学名称：2-（乙酰氧基）3-十二烷基-1，4-萘醌；2-(Acetyloxy)-3-dodecyl-1,4-naphthalenedione;
其他名称：AKD-2023
分子式：C24H32O4
分子量：384.52

理化性质：纯品为淡黄色粉状固体，熔点59.6℃，密度1.15，蒸气压大于5.1E-5 Pa（40℃），溶解度（20℃，mg/L）：水小于10E-5、正己烷44、甲苯450、二氯甲烷620、丙酮220、甲醇7.8和DMF190（均为g/L）。稳定性：水解DT50：19d(pH1.2,37℃),86d(pH4,25℃),52d(pH7,25℃),76min(pH9,25℃)。水溶液中光解DT50（pH5）6d。

毒性LD50(mg/kg)： 大、小白鼠急性经口LD50大于5000，急性经皮LD50(24小时)大于2000。对兔皮肤无刺激，对眼睛有一些刺激作用。

作用特点及用途：
该药是触杀性杀螨剂．无内吸活性，遁用于果树如梨、桃、柑橘、黄瓜、蔬菜、葡萄防治螨类危害、剂量0.56～2.24kg/ka。

生产方法： 由2-羟基-3-十二烷基-1，4-萘醌和乙酰氯反应制得。

生产情况：日本AgroKanesho公司开发。

其他：最初专利号DE 2520739(1974)，无专利权问题。

acequinocyl
Acaricide

NOMENCLATURE
Common name acequinocyl (BSI, pa ISO)
IUPAC name 3-dodecyl-1,4-dihydro-1,4-dioxo-2-naphthyl acetate
Chemical Abstracts name 2-(acetyloxy)-3-dodecyl-1,4-naphthalenedione
CAS RN [57960-19-7] Development codes AKD-2023 (Agro-Kanesho); DPX-3792 (DuPont); DPX-T3792 (DuPont); AC-145 (Cyanamid)

PHYSICAL CHEMISTRY
Mol. wt. 384.5 M.f. C24H32O4 Form Yellowish fine powder. M.p. 59.6 °C V.p. 5.1 ´ 10-2 mPa (40 °C) KOW logP >6.2 S.g./density 1.15 (25 °C) Solubility In water <10 mg/l (20 °C). In n-hexane 44, toluene 450, dichloromethane 620, acetone 220, methanol 7.8, dimethylformamide 190 (all in g/l). Stability Hydrolysis DT50 19 d (pH 1.2, 37 °C), 86 d (pH 4, 25 °C), 52 h (pH 7, 25 °C), 76 min (pH 9, 25 °C). Aqueous photolysis DT50 (pH 5) 6 d.

COMMERCIALISATION
History Licensed by E. I. du Pont de Nemours and Co. to Agro-Kanesho Co. Ltd. Registered in Japan and Korea since 1999, and under development in EU and USA. Manufacturers Agro-Kanesho

APPLICATIONS
Biochemistry Hydrolysed to 2-dodecyl-3-hydroxy-1,4-naphthoquinone which binds to the Qo centre (ubiquinol oxidation site) at complex III in the mitochondrial electron-transfer chain. Mode of action Active primarily by contact, with some oral uptake. Uses For control of Panonychus spp., Tetranychus spp., Aculops spp., Polyphagotarsonemus spp. in citrus, apple, pear, peach, cherry, melon, cucumber, tea, ornamentals and vegetables. Effective against all development stages of these mites, including eggs. Application rates are 1.3-7 l product/ha for fruit trees, 1-3 l product/ha for vegetables. Phytotoxicity None observed except in some varieties of strawberry and rose. Formulation types SC. Compatibility Not compatible with alkaline products. Selected products: 'Kanemite' (Agro-Kanesho, Arvesta)

OTHER PRODUCTS
'Piton' (Agro-Kanesho, Arvesta)

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for rats and mice >5000 mg/kg. Skin and eye Acute percutaneous LD50 for rats >2000 mg/kg. Very mild skin and eye irritant (rabbits). Not a skin sensitiser (guinea pigs). Inhalation LC50 for rats >0.84 mg/l. NOEL NOAEL for rats 9.0, dogs 5 mg/kg daily Other No developmental toxicity (rats, rabbits); no reproductive effects (rats); no oncogenicity (rats, mice); non-mutagenic (Ames, DNA repair and chromosome tests).

ECOTOXICOLOGY
Birds Acute oral LD50 for mallard ducks and Japanese quail 2000 mg/kg. Dietary LC50 (5 d) for mallard ducks and Japanese quail >5000 ppm. Fish LC50 (96 h) for common carp and rainbow trout >100 ppm. Daphnia LC50 (24 h) 0.0039 ppm. Bees LD50 (contact) >350 mg/bee. Worms LC50 for Eisenia foetida >1000 mg/kg soil. Other beneficial spp. Harmless to spider (Pardosa sp.), lacewing (Chrysoperla carnea), rove beetle (Aleochara bilineata), carabid beetle (Poecilus cupreus), parasitic wasp (Aphidius rhopalosiphi) (IOBC).

ENVIRONMENTAL FATE
Soil/Environment Soil DT50 (aerobic) <3 d. Koc (four soil types) 31 800-123 000.