sulfoxaflor (CHEBI:133305)

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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

Average Mass

277.268

Monoisotopic Mass

277.04967

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.

ChEBI Ontology
Outgoing	sulfoxaflor (CHEBI:133305) has part (R_C,R_S)-sulfoxaflor (CHEBI:133311) sulfoxaflor (CHEBI:133305) has part (R_C,S_S)-sulfoxaflor (CHEBI:133312) sulfoxaflor (CHEBI:133305) has part (S_C,R_S)-sulfoxaflor (CHEBI:133315) sulfoxaflor (CHEBI:133305) has part (S_C,S_S)-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

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]