Buprofezin

Buprofezin
Names
IUPAC name
(2Z)-3-Isopropyl-2-[(2-methyl-2-propanyl)imino]-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
EC Number
  • 614-948-3
KEGG
PubChem CID
UNII
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−1
Hazards
GHS labelling:[1]
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 [77 °F], 100 kPa).
Infobox references

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).[2] 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.[3]

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 (Oct 2016). "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. 179: 103–14. Bibcode:2016AqTox.179..103Q. doi:10.1016/j.aquatox.2016.08.012. PMID 27595653.