CHEBI:133305 - sulfoxaflor

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ChEBI Name sulfoxaflor
ChEBI ID CHEBI:133305
Definition A mixture of the four diastereoisomers arising from the two tetrahedral stereocentres of [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-λ6-sulfanylidene]cyanamide (the sulfur atom and the carbon attached to position 3 of the pyridine ring). [Both E- and Z-isomers involving the S=N double bond and the cyano group exist, but they interconvert rapidly at r.t.]. A nicotinic acetylcholine receptor agonist in insects, sulfoxaflor is used as an insecticide, particularly for the control of aphids.
Stars This entity has been manually annotated by the ChEBI Team.
Formula C10H10F3N3OS
Net Charge 0
Average Mass 277.268
Monoisotopic Mass 277.050
Roles Classification
Biological Role(s): nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
Application(s): nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sulfoxaflor (CHEBI:133305) has part (RC,RS)-sulfoxaflor (CHEBI:133311)
sulfoxaflor (CHEBI:133305) has part (RC,SS)-sulfoxaflor (CHEBI:133312)
sulfoxaflor (CHEBI:133305) has part (SC,RS)-sulfoxaflor (CHEBI:133315)
sulfoxaflor (CHEBI:133305) has part (SC,SS)-sulfoxaflor (CHEBI:133313)
sulfoxaflor (CHEBI:133305) has role agrochemical (CHEBI:33286)
sulfoxaflor (CHEBI:133305) has role insecticide (CHEBI:24852)
sulfoxaflor (CHEBI:133305) has role nicotinic acetylcholine receptor agonist (CHEBI:47958)
sulfoxaflor (CHEBI:133305) is a diastereoisomeric mixture (CHEBI:60915)
IUPAC Name
[(Ξ)-methyl(oxo){(1Ξ)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-λ6-sulfanylidene]cyanamide
Synonyms Sources
[methyl(oxo){1-[6-(trifluoromethyl)-3-pyridyl]ethyl}-λ6-sulfanylidene]cyanamide Alan Wood's Pesticides
GF 2032 ChemIDplus
GF 2372 ChemIDplus
N-[methyloxido[1-[6-(trifluoromethyl)-3-pyridinyl]ethyl]-λ4-sulfanylidene]cyanamide Alan Wood's Pesticides
sulfoxaflore ChEBI
Brand Names Sources
Isoclast ChEBI
Transform ChemIDplus
Database Link Database
sulfoxaflor Alan Wood's Pesticides
View more database links
Registry Numbers Types Sources
12447570 Reaxys Registry Number Reaxys
946578-00-3 CAS Registry Number ChemIDplus
946578-00-3 CAS Registry Number Alan Wood's Pesticides
Citations Waiting for Citations Types Sources
23112103 PubMed citation Europe PMC
23203347 PubMed citation Europe PMC
24420841 PubMed citation Europe PMC
24832550 PubMed citation Europe PMC
24832551 PubMed citation Europe PMC
24832552 PubMed citation Europe PMC
24832553 PubMed citation Europe PMC
25149228 PubMed citation Europe PMC
25168114 PubMed citation Europe PMC
26470367 PubMed citation Europe PMC
26706115 PubMed citation Europe PMC
26732903 PubMed citation Europe PMC
26968095 PubMed citation Europe PMC
26992075 PubMed citation Europe PMC
27367042 PubMed citation Europe PMC
27535848 PubMed citation Europe PMC
Last Modified
17 September 2016
General Comment
2016-09-16 Sulfoxaflor contains 2 tetrahedral stereogenic atoms (the sulfur atom, and the carbon atom attached to position 3 of the pyridine ring), and is a mixture of the 4 possible stereoisomers. Both (E)- and (Z)-isomers (involving the S=N double bond and the cyano group) exist, but they rapidly interconvert at ambient temperatures. [Alan Wood's Pesticide Database]