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	69327-76-0  Y
3D model (JSmol)	Interactive image
Beilstein Reference	8625926
ChEBI	CHEBI:39381
ChEMBL	ChEMBL1891512
ChemSpider	45678
ECHA InfoCard	100.125.182
EC Number	614-948-3
KEGG	C10912  Y
PubChem CID	50367
UNII	3B8KGI239I  Y
CompTox Dashboard (EPA)	DTXSID8034401
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

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.