Buprofezin

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 synthesis.[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]

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
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

References
  1. "Buprofezin". pubchem.ncbi.nlm.nih.gov. Retrieved 26 December 2021.
  2. Liu TX, Chen TY. Effects of the chitin synthesis inhibitor buprofezin on survival and development of immatures of Chrysoperla rufilabris (Neuroptera: Chrysopidae). J Econ Entomol. 2000 Apr;93(2):234-9. PMID 10826167
  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
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