Pesticide s>> Insecticides >> Buprofezin
Common name buprofezin (BSI, draft E-ISO); buprofezine ((f) draft
IUPAC name 2-tert-butylimino-3-isopropyl-5-phenyl-1,3,5-thiadiazinan-4-one
Chemical Abstracts name 2-[(1,1-dimethylethyl)imino]tetrahydro-3-(1-methylethyl)-5-phenyl-4H-1,3,5-thiadiazin-4-one
CAS RN [69327-76-0] Development codes NNI-750 (Nihon Nohyaku); PP618
Biochemistry Probable chitin synthesis and prostaglandin inhibitor.
Hormone disturbing effect, leading to suppression of ecdysis. 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, at 50-250
g/ha; Cicadellidae (lady beetle) in potatoes; Aleyrodidae (whitefly)
in citrus, cotton and vegetables, at 0.025-0.075 g/ha; Coccidae,
Diaspididae (scale insects) and Pseudococcidae (mealybugs) in citrus
and top fruit, at 25-50 g/hl; Tarsonemidae in vegetables, at 250-500
g/ha. Suitable for IPM programmes. Phytotoxicity Slightly phytotoxic
to Chinese cabbage. Formulation types DP; GR; SC; WP. Selected tradenames:
'Applaud' (Nihon Nohyaku)
Buprofezin OTHER TRADENAMES
'Accolade' (Aventis); 'Viappla' (Vipesco) mixtures: 'Dadeci' (+
deltamethrin) (Aventis); 'Karapp' (+ lambda-cyhalothrin) (Syngenta)
Product by gc. Residues in soil and rice plants and water, by gc
with ECD (M. Uchida et al., J. Pestic. Sci., 7, 397 (1982)); in
crops, by gc with NPD (H. Nishizawa et al., J. AOAC International,
77, 1631 (1994)). Details from Nihon Nohyaku.
Reviews FAO/WHO 86 (see part 2 of the Bibliography). 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). 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 (JMPR) 0.01 mg/kg . Other Non-carcinogenic, non-mutagenic.
Toxicity class WHO (a.i.) III (Table 5); EPA (formulation) III
Fish LC50 (48 h) for carp 2.7, rainbow trout >1.4 mg/l. Daphnia
LC50 (3 h) for D. pulex 50.6 mg/l. Bees No direct effect at 2000
mg/l (WP formulation). Other beneficial spp. No effect on various
predators (Euseius stipulatus 250 mg/l; Phytoseiulus persimilis
500 mg/l; Cyrtorhinus lividipennis, Microvelia atrolineata 250 mg/l;
Lycosa pseudoannulata 2000 mg/l) or parasites (Aphytis linganensis
125 mg/l; Cales noacki, Encarsia formosa, Paracentrobia andoi 250
mg/l; Ephedrus japonicus 1000 mg/l).
Animals Low residues were found in nearly all ruminant and poultry
tissues. Extensive metabolism was observed, with a large number
of minor metabolites being produced Plants Limited metabolism in
most plant species; minor metabolites indicate a pathway involving
hydroxylation or oxidative loss of the tert-butyl group, followed
by opening of the heterocyclic ring. Soil/Environment DT50 (25 )
104 d (flooded conditions, silty clay loam, o.c. 3.8%, pH >6.4),
80 d (upland conditions, sandy loam, o.c. 2.4%, pH 7.0) (J. Pestic.
Sci., 11, 605-610 (1986)).