Page last updated: 2024-10-15

cycloxydim

Description

cycloxydim : A beta-diketone that is cyclohexa-1,3-dione which is substituted at position 2 by an N-ethoxybutanimidoyl group and at position 5 by a tetrahydro-2H-thiopyran-3-yl group. A systemic herbicide effective against grasses, it is used in the cultivation of a variety of crops, including oil seed rape and potatoes. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID135438605
CHEBI ID4033
SCHEMBL ID55851
MeSH IDM0353029

Synonyms (36)

Synonym
1,3-cyclohexanedione, 2-(1-(ethoxyamino)butylidene)-5-(tetrahydro-2h-thiopyran-3-yl)-
focus
cycloxydim [iso]
bas 51704h
bas 51701h
bas 517
bas 517h
focus ultra
bas 517-02h
cycloxydim
101205-02-1
99434-58-9
(+-)-2-(1-(ethoxyimino)butyl)-3-hydroxy-5-thian-3-ylcyclohex-2-enone
cycloxydime [iso-french]
2-(1-(ethoxyamino)butylidene)-5-(2h-tetrahydrothiopyran-3-yl)-1,3-cyclohexanedione
2-(1-(ethoxyimino)butyl)-3-hydroxy-5-(tetrahydro-2h-thiopyran-3-yl)-2-cyclohexene-1-one
cycloxydime
cycloxydim [bsi:iso]
cycloxidim
AKOS015898604
SCHEMBL55851
2-[1-(ethoxyimino)butyl]-3-hydroxy-5-(tetrahydro-2h-thiopyran-3-yl)-2-cyclohexen-1-one
CHEBI:4033
(5xi)-2-[(1xi)-n-ethoxybutanimidoyl]-3-hydroxy-5-[(3xi)-thian-3-yl]cyclohex-2-en-1-one
2-(n-ethoxybutanimidoyl)-3-hydroxy-5-(tetrahydro-2h-thiopyran-3-yl)cyclohex-2-en-1-one
2-[1-(ethoxyamino)butylidene]-5-tetrahydrothiopyran-3-yl-cyclohexane-1,3-dione
cycloxidim, pestanal(r), analytical standard
(e)-2-(1-(ethoxyimino)butyl)-3-hydroxy-5-(tetrahydro-2h-thiopyran-3-yl)cyclohex-2-enone
2-[(e)-n-ethoxy-c-propylcarbonimidoyl]-3-hydroxy-5-(thian-3-yl)cyclohex-2-en-1-one
AMY38519
2-cyclohexen-1-one, 2-[1-(ethoxyimino)butyl]-3-hydroxy-5-(tetrahydro-2h-thiopyran-3-yl)-
bas517-02h
bas-517
bas-517-02h
BEA20502
2-(1-(ethoxyamino)butylidene)-5-(tetrahydro-2h-thiopyran-3-yl)cyclohexane-1,3-dione

Toxicity

ExcerptReference
" We studied the acute toxic effects of the complementary herbicide Focus(®) Ultra and its active ingredient cycloxydim on embryos and early-stage larvae of the African clawed frog (Xenopus laevis)."( Acute toxic effects of the herbicide formulation and the active ingredient used in cycloxydim-tolerant maize cultivation on embryos and larvae of the African clawed frog, Xenopus laevis.
Lötters, S; Veith, M; Viertel, B; Wagner, N, 2015
)
" Since aquatic and terrestrial stages of amphibians can be exposed to these substances, adverse effects cannot be excluded."( Co-formulants and adjuvants affect the acute aquatic and terrestrial toxicity of a cycloxydim herbicide formulation to European common frogs (Rana temporaria).
Adams, E; Brühl, CA; Gerstle, V; Schmitt, T, 2021
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Acetyl-CoA carboxylase 1 Rattus norvegicus (Norway rat)IC50 (µMol)40.00000.05300.17880.5900AID30370
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID30370Inhibitory concentration against rat heart ACC by the carboxylation of acetyl-CoA with [14C]-HCO3- to form [14C]-malonyl CoA; 18-40 uM2003Bioorganic & medicinal chemistry letters, Oct-06, Volume: 13, Issue:19
Cyclohexanedione herbicides are inhibitors of rat heart acetyl-CoA carboxylase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (7.14)18.2507
2000's4 (28.57)29.6817
2010's8 (57.14)24.3611
2020's1 (7.14)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]