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Buprofezin

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Buprofezin
Names
IUPAC name (2Z)-3-Isopropyl-2--5-phenyl-1,3,5-thiadiazinan-4-one
Other names Buprofezin
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 8625926
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.125.182 Edit this at Wikidata
EC Number
  • 614-948-3
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C16H23N3OS/c1-12(2)19-14(17-16(3,4)5)21-11-18(15(19)20)13-9-7-6-8-10-13/h6-10,12H,11H2,1-5H3/b17-14-Key: PRLVTUNWOQKEAI-VKAVYKQESA-N
SMILES
  • CC(C)N1\C(=N\C(C)(C)C)\SCN(C1=O)c2ccccc2
Properties
Chemical formula C16H23N3OS
Molar mass 305.44 g·mol
Hazards
GHS labelling:
Pictograms GHS08: Health hazardGHS09: Environmental hazard
Signal word Warning
Hazard statements H373, H410
Precautionary statements P260, P273, P314, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Buprofezin is an insecticide used for control of insect pests such as mealybugs, leafhoppers and whitefly on vegetable crops. It is a growth regulator, acting as an inhibitor of chitin synthase (IRAC group 16). It is banned in some countries due to its negative environmental impacts, being especially toxic to aquatic organisms as well as non-target insects, though is of low toxicity to humans and other mammals.

References

  1. "Buprofezin". pubchem.ncbi.nlm.nih.gov. Retrieved 26 December 2021.
  2. Douris, Vassilis; Steinbach, Denise; Panteleri, Rafaela; Livadaras, Ioannis; Pickett, John Anthony; Van Leeuwen, Thomas; Nauen, Ralf; Vontas, John (2016). "2016". Proceedings of the National Academy of Sciences. 113 (51): 14692–14697. doi:10.1073/pnas.1618258113. PMC 5187681. PMID 27930336.
  3. Qureshi IZ, Bibi A, Shahid S, Ghazanfar M. Exposure to sub-acute doses of fipronil and buprofezin in combination or alone induces biochemical, hematological, histopathological and genotoxic damage in common carp (Cyprinus carpio L.). Aquat Toxicol. 2016 Oct;179:103-14. doi: 10.1016/j.aquatox.2016.08.012. PMID 27595653
Pest control: Insecticides
Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
Diamides
Other chemicals
Metabolites
Biopesticides
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