Page last updated: 2024-11-12

cyflumetofen

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

cyflumetofen: acaricide; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

cyflumetofen : A racemate comprising equimolar amounts of (R)- and (S)-cyflumetofen. A proacaricide (via ester hydrolysis and subsequent decarboxylation), it is used to control phytophagous mites at all development stages in a variety of fruit crops. It acts as an inhibitor of complex II of mitochondrial electron transport chain. [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]

2-methoxyethyl 2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-[2-(trifluoromethyl)phenyl]propanoate : A nitrile that is acetonitrile in which the methyl hydrogens have been replaced by o-trifluoromethylbenzoyl, p-tert-butylphenyl, and (2-methoxyethoxy)carbonyl groups. [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 CID11496052
CHEMBL ID2268728
CHEBI ID136837
CHEBI ID81798
SCHEMBL ID27174
MeSH IDM0573696

Synonyms (30)

Synonym
2-methoxyethyl 2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-[2-(trifluoromethyl)phenyl]propanoate
CHEBI:136837
FT-0655283
cyflumetofen
C18517
400882-07-7
A824911
2-methoxyethyl 2-cyano-2-[4-(2-methyl-2-propanyl)phenyl]-3-oxo-3-[2-(trifluoromethyl)phenyl]propanoate
2-methoxyethyl-(rs)-2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-(alpha,alpha,alpha-trifluoro-o-tolyl)propionate
cyflumetofen [iso]
2-methoxyethyl (rs)-2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-(alpha,alpha,alpha-trifluoro-o-tolyl)propionate
unii-qjw6n27119
qjw6n27119 ,
AKOS015852468
SCHEMBL27174
CHEMBL2268728
chebi:81798
cyflometofen
DTXSID8058089
cyflumetofen [mi]
benzenepropanoic acid, .alpha.-cyano-.alpha.-(4-(1,1-dimethylethyl)phenyl)-.beta.-oxo-2-(trifluoromethyl)-, 2-methoxyethyl ester
2-methoxyethyl (rs)-2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-(.alpha.,.alpha.,.alpha.-trifluoro-o-tolyl)propionate
cyflumetofen, pestanal(r), analytical standard
Q3008637
F21308
EN300-19737091
awszrjqnbmezoi-uhfffaoysa-n
AS-82676
benzenepropanoic acid, .alpha.-cyano-.alpha.-[4-(1,1-dimethylethyl)phenyl]-.beta.-oxo-2-(trifluoromethyl)-, 2-methoxyethyl ester
Z3234818630

Research Excerpts

Overview

Cyflumetofen is a novel acaricide developed by Otsuka AgriTechno Co., Ltd. It inhibits the mitochondrial electron transport chain at complex II (succinate dehydrogenase, SDH) This represents the most recently developed mode of action for mite control worldwide.

ExcerptReferenceRelevance
"Cyflumetofen is a recently introduced acaricide that inhibits the mitochondrial electron transport chain at complex II (succinate dehydrogenase, SDH), which represents the most recently developed mode of action for mite control worldwide."( Long-term survey and characterization of cyflumetofen resistance in Tetranychus urticae populations from Turkey.
Albayrak, T; Alpkent, YN; Dermauw, W; Geibel, S; İnak, A; İnak, E; Saalwaechter, C; Van Leeuwen, T, 2022
)
1.71
"Cyflumetofen (CYF) is a novel chiral acaricide widely used in commercial crops to control mites. "( Enantioselective effects of cyflumetofen on microbial community and related nitrogen cycle gene function in acid-soil.
He, L; He, Y; Shi, L; Xu, J; Zeng, F; Zhang, P, 2021
)
2.36
"Cyflumetofen is an outstanding acaricide with a novel mode of action. "( Stability of cyflumetofen resistance in Tetranychus cinnabarinus and its correlation with glutathione-S-transferase gene expression.
Feng, K; He, L; Li, J; Ou, S; Shen, G; Wen, X; Xu, Z; Yang, Y; Yu, Q; Zhang, P; Zhang, Y, 2019
)
2.33
"Cyflumetofen is a new complex II inhibitor, whereas pyridaben acts at complex I and has been used for decades."( The cytochrome P450 CYP389C16 contributes to the cross-resistance between cyflumetofen and pyridaben in Tetranychus cinnabarinus (Boisduval).
Feng, K; He, L; Hu, Y; Ou, S; Shen, G; Shi, L; Wen, X; Xu, Z; Yang, Y; Zhang, P; Zhang, Y, 2020
)
1.51
"Cyflumetofen is a novel benzoyl acetonitrile acaricide without cross-resistance to existing acaricides. "( Degradation of cyflumetofen and formation of its main metabolites in soils and water/sediment systems.
Dong, F; Li, M; Liu, X; Wang, P; Wu, X; Xu, J; Zheng, Y, 2016
)
2.23
"Cyflumetofen is a novel acaricide which is highly active against phytophagous mites. "( A repeated dose 90-day oral toxicity study of cyflumetofen,a novel acaricide, in rats.
Chiba, Y; Ebino, K; Harada, T; Ikemi, N; Kawakatsu, H; Kojima, S; Nakashima, N; Saka, M; Takeuchi, Y; Yoshida, T, 2012
)
2.08
"Cyflumetofen is a novel acaricide developed by Otsuka AgriTechno Co., Ltd. "( Cyflumetofen, a novel acaricide - its mode of action and selectivity.
Hayashi, N; Ikemi, N; Sasama, Y; Takahashi, N, 2013
)
3.28

Bioavailability

ExcerptReferenceRelevance
" Replacing carbon with silicon in pharmaceuticals and pesticides has shown to result in positive effects on efficacy and selectivity, physicochemical properties, and bioavailability and also to eliminate or improve human or environmental safety properties as well as to provide novelty and new intellectual property in many cases."( Silicon-Containing Complex II Acaricides─Design, Synthesis, and Pharmacological Optimization.
Cheng, J; Li, Z; Maienfisch, P; Quan, X; Wang, X; Zhou, C, 2022
)
0.72

Dosage Studied

ExcerptRelevanceReference
" The half-lives of (−)-cyflumetofen and (+)-cyflumetofen obtained under 5-fold applied dosage equal to 22."( Residue and Dietary Risk Assessment of Chiral Cyflumetofen in Apple.
Fan, B; Francis, F; Guo, J; Huang, Y; Jin, N; Kong, Z; Li, M; Liu, J; Liu, Y; Lu, J; Sun, Y; Wang, F, 2018
)
1.05
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (4)

ClassDescription
nitrileA compound having the structure RC#N; thus a C-substituted derivative of hydrocyanic acid, HC#N. In systematic nomenclature, the suffix nitrile denotes the triply bound #N atom, not the carbon atom attached to it.
beta-ketoesterA ketoester where the ketone and ester functionalities are separated by a single carbon atom.
(trifluoromethyl)benzenesAn organofluorine compound that is (trifluoromethyl)benzene and derivatives arising from substitution of one or more of the phenyl hydrogens.
2-methoxyethyl esterA carboxylic ester resulting from the formal condensation between a carboxylic acid and the hydroxy group of 2-methoxyethanol. In contrast to many other water-solubilising esters, the 2-methoxyethyl esters of many amino acids are crystalline, allowing them to be easily purified.
[compound class information is derived from 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]

Research

Studies (42)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's21 (50.00)24.3611
2020's21 (50.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.65

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index32.65 (24.57)
Research Supply Index3.76 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index62.09 (26.88)
Search Engine Supply Index3.02 (0.95)

This Compound (32.65)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (4.76%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other40 (95.24%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]