ChemicalBook > CAS DataBase List > Buprofezin

Buprofezin

Product Name
Buprofezin
CAS No.
69327-76-0
Chemical Name
Buprofezin
Synonyms
BUTYL;BUPROFENZIN;Buprofezine;PP618;Aproad;Appland;NNI 750;VIAPPLA;APPLAUD;BUPROLEX
CBNumber
CB4436924
Molecular Formula
C16H23N3OS
Formula Weight
305.44
MOL File
69327-76-0.mol
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Buprofezin Property

Melting point:
104-106°C
Boiling point:
273°C (12 torr)
alpha 
22 º (c=8,6N HCl)
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
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
3.02±0.20(Predicted)
color 
White to Pale Beige
Water Solubility 
0.9 mg/L at 20 ºC
Decomposition 
176-178 ºC
BRN 
8324923
CAS DataBase Reference
69327-76-0(CAS DataBase Reference)
NIST Chemistry Reference
4H-1,3,5-thiadiazin-4-one, 2-((1,1-dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-(69327-76-0)
EPA Substance Registry System
Buprofezin (69327-76-0)
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Safety

RIDADR 
UN3077(solid)
WGK Germany 
2
RTECS 
XI2865000
Hazardous Substances Data
69327-76-0(Hazardous Substances Data)
Toxicity
LD50 in mice, rats (mg/kg): 10000, 8740 orally; LC50 (48 hr) in carp: 2-10 mg/l (Kanno, 1981)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H373May cause damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P314Get medical advice/attention if you feel unwell.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
37886
Product name
Buprofezin
Purity
PESTANAL?, analytical standard
Packaging
100mg
Price
$108
Updated
2024/03/01
Cayman Chemical
Product number
24137
Product name
Buprofezin
Purity
≥95%
Packaging
50mg
Price
$33
Updated
2024/03/01
Cayman Chemical
Product number
24137
Product name
Buprofezin
Purity
≥95%
Packaging
100mg
Price
$62
Updated
2024/03/01
TRC
Product number
B689670
Product name
Buprofezin
Packaging
250mg
Price
$145
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0001787
Product name
BUPROFEZIN
Purity
95.00%
Packaging
5MG
Price
$550
Updated
2021/12/16
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Buprofezin Chemical Properties,Usage,Production

Uses

Buprofezin 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.

Uses

Buprofezin 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.

Uses

Insecticide.

Definition

ChEBI: Buprofezin is a 2-(tert-butylimino)-5-phenyl-3-(propan-2-yl)-1,3,5-thiadiazinan-4-one in which the C=N double bond has Z configuration. It has a role as an insecticide and a member of homopteran inhibitor of chitin biosynthesis.

Hazard

Moderately toxic by ingestion. Low toxic- ity by skin contact.

Agricultural Uses

Insecticide, Acaricide, Insect growth regulator: For insect control in food crops and greenhouse ornamentals.

Trade name

APPLAUD®; NNI-750®

Pharmacology

The 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 pathway

Buprofezin 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.

Degradation

Buprofezin (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

Raw materials

Concentrated hydrochloric acid N-T-BUTYL-N'-ISOPROPYLTHIOUREA ISOPROPYLTHIOUREA N-Methylaniline N-Chloromethyl-N-phenylaminoformyl chloride Toluene Chlorine Formic acid tert-Butanol Ammonium thiocyanate Carbon tetrachloride PHOSGENE 3-Methyl-1-butanol Isopropylamine Butyl isothiocyanate N-Methylformanilide Thiourea

Preparation Products

Imidacloprid+Buprofenzin,W.P. Buprofezin+Isoprocarb,W.P. Buprofenzin+Monosultap,W.P.
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View Lastest Price from Buprofezin manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
Buprofezin 69327-76-0
Price
US $50.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
30 tons
Release date
2024-03-25
Shijiazhuang tongyang Import and Export Co., LTD
Product
Buprofezin 69327-76-0
Price
US $40.00/KG
Min. Order
1KG
Purity
99
Supply Ability
10 tons
Release date
2021-08-09
Zhuozhou Wenxi import and Export Co., Ltd
Product
Buprofezin 69327-76-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11

69327-76-0, BuprofezinRelated Search:

ISOPROPYL LAURATE Isopropyl acetate Phenylhydrazine PHENYL VALERATE tert-Butyldimethylsilyl chloride Lithium diisopropylamide 4-tert-Butylbenzyl chloride 2-Chloro-2-methylpropane 3,4'-DIAMINODIPHENYLMETHANE Isopropyl alcohol Acetamiprid Imidacloprid DI-TERT-BUTYL ETHER Chlormezanone Isoprocarb BROMOPYRAZONE N'-TERT-BUTYL-N,N-DIMETHYLFORMAMIDINE Buprofezin

  • 3,5-Thiadiazin-4-one,2-[(1,1-dimethylethyl)imino]tetrahydro-3-(1-methylethyl)-5-phenyl-4H-1
  • 4H-1,3,5-Thiadiazin-4-one, 2-((1,1-dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-
  • 4h-1,3,5-thiadiazin-4-one,2-((1,1-dimethylethyl)imino)tetrahydro-3-(1-methylet
  • Appland
  • Aproad
  • buprofenzin,w.p.
  • Buprofezine
  • NNI 750
  • 2-tert-Butylimino-3-isopropyl-5-phenyl-3,4,5,6-tetrahydro-2H-1,3,5-thiodiazin-4-one
  • 2-tert-Butylimino-3-isopropyl-5-phenylperhydro-1,3,5-thiadiazinan-4-one
  • (2Z)-2-([(Z)-1,1-Dimethylethyl]imino)-3-isopropyl-5-phenyl-1,3,5-thiadiazinan-4-one
  • 2-((1,1-dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-4h-1,3,5-t
  • 2-tert-Butylimino-3-isopropyl-5-phenyl-1,3,5-thiadiazinan-4-one
  • 2-tert-Butylimino-3-isopropyl-5-phenyl-3,4,5,6-tetrahydro-2H-1,3,5-thiadiazin-4-one
  • Burprofezin
  • hiadiazin-4-one
  • 2-tert-buthylimino-3-iso-propyl-5-phenyl-3,4,5,6-tetraphydro-2H-1,3,5-thiadiaziana-4-one
  • 2-tert-Butylimino-3-isopropyl-5-phenyl-2,3,5,6-tetrahydro-4H-1,3,5-thiadiazin-4-one
  • 2-tert-Butyliminotetrahydro-3-isopropyl-5-phenyl-4H-1,3,5-thiadiazin-4-one
  • 2-T-BUTYLIMINO-3-ISOPROPYL-5-PHENYLPERHYDRO-1,3,5-THIADIAZINAM-4-ONE
  • 2-((1,1-Dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-4H-1,3,5-thiadiazin-4-one 2-(tert-Butylimino)-3-isopropyl-5-phenylperhydro-1,3,5-thidiazin-4-one
  • Buprofezin 100mg [69327-76-0]
  • BUPROFEZINSTANDARD
  • (Z)-2-(tert-butylimino)-5-(4-hydroxyphenyl)-3-isopropyl-1,3,5-thiadiazinan-4-one
  • (Z)-buprofezin
  • 2-tert-butylimino-5-(4-hydroxyphenyl)-3-propan-2-yl-1,3,5-thiadiazinan-4-one
  • VIAPPLA
  • hyl)-5-phenyl-
  • PP618
  • BUTYL
  • BUPROFENZIN
  • BUPROFEZIN
  • BUPROLEX
  • APPLAUD
  • APPLAUD(R)
  • 2-((1,1-dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-4h-1,3,5-thiadiazin-4-one
  • 2-(tert-Butylimino)-3-isopropyl-5-phenylperhydro-1,3,5-thidiazin-4-one
  • 2-TERT-BUTYLAMINO-3-ISOPROPYL-5-PHENYL-1,3,5-THIADIAZINAN-4-ONE
  • MARATHON
  • BUPROFEZIN PESTANAL<TM>
  • BUPROFEZIN, 100MG, NEAT
  • 2-tert-Butylimino-3-isopropyl-5-phenylperhydro-1,3,5-thiadiazin-4-one
  • 2-tert.-Butylimino-3-isopropyl-5-phenylperhydro-1,3,5-thiodiazin-4-one
  • buprofezin (bsi,iso)
  • Buprofezin@1000 μg/mL in Acetone
  • Buprofezin @100 μg/mL in Methanol
  • BuprofezinSolution,1,000mg/L,1ml
  • Buprofezin Reference Material
  • BuprofezinSolution,100mg/L,1ml
  • Buprofezin 25%SC Insecticides for Rice potatoes citrus CAS No 69327-76-0
  • (EZ)-Buprofezin
  • Mitotane-13C
  • Buprofezin Solution in Methanol
  • 69327-76-0
  • 9327-76-0
  • C16H23N3OS
  • INSECTICIDE
  • BI - BZPesticides