Oxazosulfyl

Oxazosulfyl
Names
	IUPAC name 2-(3-ethylsulfonyl-2-pyridinyl)-5-(trifluoromethylsulfonyl)-1,3-benzoxazole
Identifiers
CAS Number	1616678-32-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	62285804;
ECHA InfoCard	100.355.735
EC Number	881-235-3;
PubChem CID	90258515;
UNII	Q63MCC2PTT ;
CompTox Dashboard (EPA)	DTXSID601337387 ;
	InChI InChI=1S/C15H11F3N2O5S2/c1-2-26(21,22)12-4-3-7-19-13(12)14-20-10-8-9(5-6-11(10)25-14)27(23,24)15(16,17)18/h3-8H,2H2,1H3 Key: PTQBEFQWTBZMED-UHFFFAOYSA-N;
	SMILES CCS(=O)(=O)C1=C(N=CC=C1)C2=NC3=C(O2)C=CC(=C3)S(=O)(=O)C(F)(F)F;
Properties
Chemical formula	C₁₅H₁₁F₃N₂O₅S₂
Molar mass	420
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H410
Precautionary statements	P273, P391, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Oxazosulfyl is an insecticide that was developed by Sumitomo and introduced to the market in Japan in 2021 for use against insect pests on rice.^[1] The molecule has two different sulfonyl groups.

Oxazosulfyl works by inhibiting the vesicular acetylcholine transporter (VAChT) and was allocated to IRAC group 37.^[2] This inhibition results in rapid paralysis of the insect, which onsets a few minutes after application, and lasts for several days.

Oxazosulfyl is the first and until now only insecticide in the IRAC group 37. The class has not been given a name by IRAC, but Sumitomo propose the name "sulfyl" for the class.^[1]

Oxazosulfyl is used mainly in rice seed boxes. It controls a broad spectrum of rice pests in the orders of hemiptera, lepidoptera, and coleoptera. Some of the target insects are the brown planthopper (Nilaparvata lugens), the white-backed planthopper (Sogatella furcifera), the small brown planthopper (Laodelphax striatellus) and the rice leaf beetle (Oulema oryzae).^[3]

References

1 2 Ito, Mai; Nokura, Yoshihiko; Takahashi, Masaki; Kamezaki, Masashi; Sakamoto, Emiko; Nishimura, Shinya (5 July 2025). "Development of the insecticide oxazosulfyl". Journal of Pesticide Science. 50 (3): 96–101. doi:10.1584/jpestics.J25-02. PMC 12405013. PMID 40910015 – via J-STAGE.
↑ Goodchild, James; Chen, Ying-Ju; Blythe, Judith; Firth, Lucy C. (2024). "A novel class of insecticidal alkylsulfones are potent inhibitors of vesicular acetylcholine transport". Pesticide Biochemistry and Physiology. 201 105854. Bibcode:2024PBioP.20105854G. doi:10.1016/j.pestbp.2024.105854. ISSN 0048-3575. PMID 38685234.
↑ Kamezaki, Masashi; Otsuki, Junko; Natsuhara, Katsuya (18 January 2024). "Insecticidal activity against rice pest of oxazosulfyl, a novel sulfyl insecticide". Journal of Pesticide Science. 49 (1): 31–37. doi:10.1584/jpestics.D23-057. PMC 10912969. PMID 38450091 – via J-STAGE.

[:0-1] 1 2 Ito, Mai; Nokura, Yoshihiko; Takahashi, Masaki; Kamezaki, Masashi; Sakamoto, Emiko; Nishimura, Shinya (5 July 2025). "Development of the insecticide oxazosulfyl". Journal of Pesticide Science. 50 (3): 96–101. doi:10.1584/jpestics.J25-02. PMC 12405013. PMID 40910015 – via J-STAGE.

[2] Goodchild, James; Chen, Ying-Ju; Blythe, Judith; Firth, Lucy C. (2024). "A novel class of insecticidal alkylsulfones are potent inhibitors of vesicular acetylcholine transport". Pesticide Biochemistry and Physiology. 201 105854. Bibcode:2024PBioP.20105854G. doi:10.1016/j.pestbp.2024.105854. ISSN 0048-3575. PMID 38685234.

[3] Kamezaki, Masashi; Otsuki, Junko; Natsuhara, Katsuya (18 January 2024). "Insecticidal activity against rice pest of oxazosulfyl, a novel sulfyl insecticide". Journal of Pesticide Science. 49 (1): 31–37. doi:10.1584/jpestics.D23-057. PMC 10912969. PMID 38450091 – via J-STAGE.

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