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Buprofezin
    Publish time 2021-11-26 16:27    

Insecticide with persistent larvicidal action against Homoptera, some Coleoptera and also Acarina.

Buprofezin

NOMENCLATURE    

Common name buprofezin    

IUPAC name (Z)-2-tert-butylimino-3-isopropyl-5-phenyl-1,3,5-thiadiazinan-4-one    

Chemical Abstracts name (Z)-2-[(1,1-dimethylethyl)imino]tetrahydro-3-(1-methylethyl)-5-phenyl-4H-1,3,5-thiadiazin-4-one 

CAS RN [953030–84–7] 


PHYSICAL CHEMISTRY    

Mol. wt. 305.4 M.f. C16H23N3OS Form White crystals; (tech., white or pale yellow crystalline powder). M.p. 104.6–105.6 °C B.p. 267.6 °C V.p. 4.2 × 10-2 mPa (20 °C) Kow logP = 4.93 (pH 7) Henry 2.80 × 10-2 Pa mmol-1 (calc.) S.g./density 1.18 (20 °C) Solubility In water 0.387 mg/l (20 °C); 0.46 mg/l (pH 7, 25 °C). In acetone 253.4, dichloromethane 586.9, toluene 336.2, methanol 86.6, n-heptane 17.9, ethyl acetate 240.8, n-octanol 25.1 (all in g/l, 20 °C). Stability Stable in acidic and alkaline media. Stable to heat and light.     


APPLICATIONS    

Biochemistry Chitin synthesis inhibitor, type 1 (Homopteran), with subsequent effects on cuticle deposition. It also has effects on the hormone levels of nymphs associated with moulting and on prostaglandin synthesis. 

Mode of action Persistent insecticide and acaricide with contact and stomach action; not translocated in the plant. Inhibits moulting of nymphs and larvae, leading to death. Also suppresses oviposition by adults; treated insects lay sterile eggs.    

Uses Insecticide with persistent larvicidal action against Homoptera, some Coleoptera and also Acarina. Effective against Cicadellidae, Deltocephalinae (leafhoppers) and Delphacidae (planthoppers) in rice; Coccinellidae (ladybirds) in potatoes; Aleyrodidae (whiteflies) in citrus, cotton and vegetables; Coccidae, Diaspididae (scale insects) and Pseudococcidae (mealybugs) in citrus and top fruit; Tarsonemidae in vegetables. Suitable for IPM programmes. Phytotoxicity Slightly phytotoxic to Chinese cabbage and Japanese persimmon in the glasshouse.    

Formulation types DP; GR; SC; WP.     


MAMMALIAN TOXICOLOGY    

Oral Acute  oral LD50 for male rats 2198,  female rats 2355, male and female mice >10 000 mg/kg. Skin and eye Acute  percutaneous LD50 for rats  >5000 mg/kg. Mild skin irritant (guinea pigs); not irritating to skin and  eyes (rabbits). Not a skin sensitiser (guinea pigs). Inhalation LC50 (4 h) for rats >4.57 mg/l air. NOEL for male rats  0.90, female rats 1.12 mg/kg daily. ADI/RfD (JMPR) 0.01 mg/kg b.w. [1999]; (EFSA)  0.01 mg/kg b.w. [2008]; (EPA) aRfD 0.67, cRfD 0.006 mg/kg b.w. [1998]. Other Non-carcinogenic, non-mutagenic. Toxicity Class  WHO (a.i.) U; EPA (formulation) III    


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