Buprofezin Chemical Properties
- Melting point:104-106°C
- alpha 22 º (c=8,6N HCl)
- Boiling point:273°C (12 torr)
- Density 1.18
- vapor pressure 1.25 x l0-3 Pa (25 °C)
- refractive index 1.52-1.522
- Flash point:176-178°C
- storage temp. 0-6°C
- form neat
- Water Solubility 0.9 mg/L at 20 ºC
- Decomposition 176-178 ºC
- BRN 8324923
- CAS DataBase Reference69327-76-0(CAS DataBase Reference)
- NIST Chemistry Reference4H-1,3,5-thiadiazin-4-one, 2-((1,1-dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-(69327-76-0)
- EPA Substance Registry SystemBuprofezin (69327-76-0)
- RIDADR UN3077(solid)
- WGK Germany 2
- RTECS XI2865000
- Hazardous Substances Data69327-76-0(Hazardous Substances Data)
- ToxicityLD50 in mice, rats (mg/kg): 10000, 8740 orally; LC50 (48 hr) in carp: 2-10 mg/l (Kanno, 1981)
- Language:EnglishProvider:NNI 750
Buprofezin Usage And Synthesis
- UsesBuprofezin is a insecticide which works as a chitin synthesis inhibitor. Buprofezin is used to control stubborn rice pests and is effective in controlling green leaf hoppers and white back plant hoppe rs for long durations.
- UsesBuprofezin is a contact and ingested insecticide, active against Homoptera (whiteflies, leafhoppers, scale insects, etc.) in and on citrus, cotton, cucumbers, tomatoes, sweet potatoes, rice, etc.
- HazardModerately toxic by ingestion. Low toxic- ity by skin contact.
- Agricultural UsesInsecticide, Acaricide, Insect growth regulator: For insect control in food crops and greenhouse ornamentals.
- Trade nameAPPLAUD®; NNI-750®
- PharmacologyThe foregoing indicates that the modes of action of buprofezin and benzoylureas could be similar or identical. However, one differing biochemical effect of buprofezin is inhibition of prostaglandin biosynthesis (33), a mechanism that has been suggested as responsible for its ovicidal activity. Subsequently, the in vitro and in vivo effects of buprofezin were found to be strongly antagonized by 20- hydroxyecdysone (34), which also affected prostaglandin biosynthesis. Thus, inhibition of both prostaglandin and chitin biosynthesis by buprofezin was prevented by 20- hydroxyecdysone, so that both effects of the insecticide are mediated via an effect on the hormone concentration or its receptor. Consequently, buprofezin seems to inhibit the drop in the 20-hydroxyecdysone titer that triggers epidermal cell proliferation, old cuticle digestion, and new cuticle deposition, but the detailed mechanism of this action has yet to be established.
- Metabolic pathwayBuprofezin gradually decomposes in soils under flooded and upland conditions, with half-lives of 104 and 80 days, respectively. After 150 days, five degradation products are identified as 2-tert- butylimino-5-(4-hydroxyphenyl)-3-isopropylperhydro- 1,3,5-thiadiazin-4-one, 3-isopropyl-5-phenylperhydro- 1,3,5-thiadiazin-2,4-dione, 1-tert-butyl-3-ispropyl-5- phenylbiuret, 1-isopropyl-3-phenylurea, and phenylurea. As minor products, 2-tert-butylimino-5- phenylperhydro-1,3,5-thiadiazin-4-one or buprofezin sulfoxide are found in the flooded or in the upland soils. Since neither formation of 14CO2 nor hydroxylation is observed in the sterile soils, buprofezin seems to have undergone complete mineralization in soils under both conditions through biological transformation by soil microorganisms.
- DegradationBuprofezin (1) was degraded under acidic conditions with half-lives
(DT50) f 6-12 days (pH 4), 34 days (pH 6) and 65 days (pH 10) at 40 °C.
Opening of the thiadiazinanone ring appeared to be the primary hydrolytic
degradation pathway, to yield 1-tert-butyl-3-isopropyl-5-phenyl-2-
thiobiuret (2) and N-isopropyl-N-phenylurea (3) as major products.
Buprofezin is stable to aqueous photolysis. The estimated DT50 of buprofezin in distilled water when exposed to UV light was 39 days. A more complex photodegradation pathway of buprofezin in methanol was reported recently (Datta and Walia, 1997) with DT9 values of 4 hours and 15 days under UV and sunlight irradiation, respectively.
Buprofezin Preparation Products And Raw materials
- Preparation ProductsImidacloprid+Buprofenzin,W.P.Buprofenzin+Monosultap,W.P.Buprofezin+Isoprocarb,W.P.
- Raw materialsTolueneChlorineCarbon tetrachlorideThiocarbamideFormic acidtert-ButanolPHOSGENE3-Methyl-1-butanolAmmonium thiocyanateIsopropylamineN-MethylanilineN-MethylformanilideN-T-BUTYL-N'-ISOPROPYLTHIOUREAN-Chloromethyl-N-phenylaminoformyl chlorideBUTYL ISOTHIOCYANATEISOPROPYLTHIOUREA
- Acetamiprid Imidacloprid Chlormezanone Buprofezin+Isoprocarb,W.P. BUPROFEZIN SOLUTION 100UG/ML IN TOLUENE 1ML IMIDACLOPRID+BUPROFEZIN BUPROFEZIN SOLUTION 100UG/ML IN ACETONITRILE 1ML 3,4'-DIAMINODIPHENYLMETHANE N'-TERT-BUTYL-N,N-DIMETHYLFORMAMIDINE Buprofezin Isopropyl acetate Phenylhydrazine PHENYL VALERATE tert-Butyldimethylsilyl chloride Lithium diisopropylamide 4-tert-Butylbenzyl chloride 2-Chloro-2-methylpropane Tetrahydro
- Company Name:J & K SCIENTIFIC LTD.
- Tel:400-666-7788 010-82848833-
- Company Name:Shanghai Hanhong Scientific Co.,Ltd.
- Company Name:Chemsky（shanghai）International Co.,Ltd.
- Company Name:BEST-REAGENT
- Tel:18981987031 400-1166-196
- Company Name:Hangzhou Yuhao Chemical Technology Co., Ltd