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
3D model (JSmol)
8625926
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.125.182 Edit this at Wikidata
EC Number
  • 614-948-3
KEGG
UNII
  • 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
  • CC(C)N1\C(=N\C(C)(C)C)\SCN(C1=O)c2ccccc2
Properties
C16H23N3OS
Molar mass 305.44 g·mol−1
Hazards
GHS labelling:[1]
GHS08: Health hazardGHS09: Environmental hazard
Warning
H373, H410
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).

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. 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