Compounds > fluxapyroxad
Page last updated: 2024-11-12

fluxapyroxad

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Description

fluxapyroxad: carboxamide; succinate dehydrogenase inhibitor [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

fluxapyroxad : An aromatic amide obtained by formal condensation of the carboxy group of 3-(difluoromethyl)-1-methylpyrazole-4-carboxylic acid with the amino group of 3',4',5'-trifluorobiphenyl-2-amine. Used to control a number of cereal fungal pathogens including those belonging to the Ascomycetes, Basidiomycetes and Zygomycetes families. [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 CID16095400
CHEBI ID83113
SCHEMBL ID167627
MeSH IDM000598194

Synonyms (35)

Synonym
n-(2-(3,4,5-trifluorophenyl)phenyl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide
3-(difluoromethyl)-1-methyl-n-(3',4',5'-trifluoro[1,1'-biphenyl]-2-yl)-1h-pyrazole-4-carboxamide
n-(3',4',5'-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1h-pyrazole-4-carboxamide
n-(3',4',5'-trifluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1h-pyrazole-4-carboxamide
3-(difluoromethyl)-1-methyl-n-(3',4',5'-trifluorobiphenyl-2-yl)-1h-pyrazole-4-carboxamide
3-(difluoromethyl)-1-methyl-n-(3',4',5'-trifluorobiphenyl-2-yl)pyrazole-4-carboxamide
fluxapyroxad
907204-31-3
fluxapyroxad [iso]
3-(difluoromethyl)-1-methyl-n-(3',4',5'-trifluoro(1,1'-biphenyl)-2-yl)-1h-pyrazole-4-carboxamide
unii-7u8p4nar2s
7u8p4nar2s ,
xemium
SCHEMBL167627
CHEBI:83113
DTXSID6058215
AKOS027322014
3-(difluoromethyl)-1-methyl-n-[2-(3,4,5-trifluorophenyl)phenyl]pyrazole-4-carboxamide
fluxapyroxad, pestanal(r), analytical standard
fluxapyroxad 100 microg/ml in acetonitrile
Z1552164593
EX-A1676
3-(difluoromethyl)-1-methyl-n-(3',4',5'-trifluoro-[1,1'-biphenyl]-2-yl)-1h-pyrazole-4-carboxamide ,
AS-36599
Q15632875
mfcd22373628
3-(difluoromethyl)-1-methyl-n-(3',4',5'-trifluorobiphenyl-2-yl)-1h-pyrazole-4-carboxamide; xemium
3-(difluoromethyl)-1-methyl-n-(3 inverted exclamation marka,4 inverted exclamation marka,5 inverted exclamation marka-trifluorobiphenyl-2-yl)pyrazole-4-carboxamide
HY-135549
CS-0113442
1h-pyrazole-4-carboxamide, 3-(difluoromethyl)-1-methyl-n-(3',4',5'-trifluoro[1,1'-biphenyl]-2-yl)-
AC-36586
3-(difluoromethyl)-1-methyl-n-{3',4',5'-trifluoro-[1,1'-biphenyl]-2-yl}-1h-pyrazole-4-carboxamide
EN300-264529
1ST000820

Research Excerpts

Overview

Fluxapyroxad (FLU) is a succinate dehydrogenase inhibitor (SDHI) fungicide. It protects crops from fungal diseases, but it has been identified as toxicants to aquatic organisms.

ExcerptReferenceRelevance
"Fluxapyroxad (FLU) is a succinate dehydrogenase inhibitor that protects crops from fungal diseases, however, it has been identified as toxicants to aquatic organisms. "( Effects of embryonic exposure to fluxapyroxad on zebrafish (Danio rerio) ocular development.
Chen, X; Li, W; Qiu, T; Wang, L; Xiao, P, 2022)		2.45
"Fluxapyroxad (FLU) is a succinate dehydrogenase inhibitor (SDHI) fungicide used in controlling crop diseases. "( Transcriptional responses of fluxapyroxad-induced dysfunctional heart in zebrafish (Danio rerio) embryos.
Guo, S; Li, W; Miao, N, 2022)		2.46
"Fluxapyroxad (FLU) is a broad spectrum pyrazole-carboxamide SDHI fungicide and its potential impacts on fish embryonic development are unknown."( Fluxapyroxad induces developmental delay in zebrafish (Danio rerio).
Li, W; Liu, X; Wu, Y; Yuan, M, 2020)		2.72
"Fluxapyroxad is a broad-spectrum and high-efficiency succinate dehydrogenase inhibitor fungicide that can control plant fungal pathogens on many crops. "( Toxic effects and potential mechanisms of Fluxapyroxad to zebrafish (Danio rerio) embryos.
Chen, J; Cui, F; Lin, F; Lin, H; Yuan, J, 2021)		2.33

Toxicity

ExcerptReferenceRelevance
" In this study, zebrafish embryos were exposed to fluxapyroxad to investigate the toxic effects and potential mechanisms of fluxapyroxad."( Toxic effects and potential mechanisms of Fluxapyroxad to zebrafish (Danio rerio) embryos.
Chen, J; Cui, F; Lin, F; Lin, H; Yuan, J, 2021)		1.14
" Despite its increasing use in modern agriculture and long-term retention in the environment, the potentially toxic effects of Flu in vivo, especially on neurodevelopment, remain under-evaluated."( The adverse effects of fluxapyroxad on the neurodevelopment of zebrafish embryos.
Chen, J; Chen, S; Chen, Y; Li, H; Qiu, Y; Xia, S; Yu, H; Zhang, J; Zhao, Y; Zhu, J, 2022)		1.03
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitorAn EC 1.3.5.* (oxidoreductase acting on CH-CH of donor with a quinone or related compound as acceptor) inhibitor that interferes with the action of succinate dehydrogenase (quinone), EC 1.3.5.1.
antifungal agrochemicalAny substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties.
[role 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]

Drug Classes (5)

ClassDescription
aromatic amideAn amide in which the amide linkage is bonded directly to an aromatic system.
biphenylsBenzenoid aromatic compounds containing two phenyl or substituted-phenyl groups which are joined together by a single bond.
pyrazoles
trifluorobenzeneAny member of the class of fluorobenzenes carrying three fluorine substituents at unspecified positions.
anilide fungicideAny amide fungicide whose structure contains an anilide group.
[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 (33)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's14 (42.42)24.3611
2020's19 (57.58)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 47.08

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index47.08 (24.57)
Research Supply Index3.53 (2.92)
Research Growth Index4.79 (4.65)
Search Engine Demand Index79.99 (26.88)
Search Engine Supply Index2.29 (0.95)

This Compound (47.08)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (3.03%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other32 (96.97%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
niacinamide
nicotinamide : A pyridinecarboxamide that is pyridine in which the hydrogen at position 3 is replaced by a carboxamide group.		4.2440pyridine alkaloid;
pyridinecarboxamide;
vitamin B3		anti-inflammatory agent;
antioxidant;
cofactor;
EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
Escherichia coli metabolite;
geroprotector;
human urinary metabolite;
metabolite;
mouse metabolite;
neuroprotective agent;
Saccharomyces cerevisiae metabolite;
Sir2 inhibitor
pyrazole
1H-pyrazole : The 1H-tautomer of pyrazole.		2.2510pyrazole
diphenyl
diphenyl: RN given refers to unlabeled cpd; structure		2.4110aromatic fungicide;
benzenes;
biphenyls		antifungal agrochemical;
antimicrobial food preservative
thiophenes
Thiophenes: A monocyclic heteroarene furan in which the oxygen atom is replaced by a sulfur.. thiophenes : Compounds containing at least one thiophene ring.		4.0130mancude organic heteromonocyclic parent;
monocyclic heteroarene;
thiophenes;
volatile organic compound		non-polar solvent
thiazoles
[no description available]		3.41101,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
phenyl acetate
phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.		2.1710benzenes;
phenyl acetates
flutolanil
flutolanil : A member of the class of benzamides, obtained by formal condensation of the carboxy group of 2-(trifluoromethyl)benzoic acid with the amino group of 3-(ispropyloxy)aniline. A fungicide used to control a range of pathogens especially Rhizoctonia spp. on rice, turf and other crops.		3.4110(trifluoromethyl)benzenes;
aromatic ether;
benzamides;
benzanilide fungicide		antifungal agrochemical;
EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor
triazoles
Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.		2.89301,2,3-triazole
difenoconazole
difenoconazole : A member of the class of dioxolanes that is 1,3-dioxolane substituted at position 2 by 2-chloro-4-(4-chlorophenoxy)phenyl and 1,2,4-triazol-1-ylmethyl groups. A broad spectrum fungicide with novel broad-range activity used as a spray or seed treatment. It is moderately toxic to humans, mammals, birds and most aquatic organisms.		2.6120aromatic ether;
conazole fungicide;
cyclic ketal;
dioxolane;
triazole fungicide;
triazoles		antifungal agrochemical;
EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor;
environmental contaminant;
xenobiotic
thifluzamide
thifluzamide: a fungicide; structure in first source. thifluzamide : An aromatic amide obtained by formal condensation of the carboxy group of 2-methyl-4-(trifluoromethyl)thiazole-5-carboxylic acid with the amino group of 2,6-dibromo-4-(trifluoromethoxy)aniline. Used to control Rhizoctonia spp. diseases on rice, potatoes, maize, grass and other crops.		3.41101,3-thiazoles;
anilide fungicide;
aromatic amide;
aromatic ether;
dibromobenzene;
organofluorine compound		antifungal agrochemical;
EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor
azoxystrobin
azoxystrobin: a methoxyacrylate analog; a strobilurin fungicide; structure given in first source. azoxystrobin : An aryloxypyrimidine having a 4,6-diphenoxypyrimidine skeleton in which one of the phenyl rings is cyano-substituted at C-2 and the other carries a 2-methoxy-1-(methoxycarbonyl)vinyl substituent, also at C-2. An inhibitor of mitochondrial respiration by blocking electron transfer between cytochromes b and c1, it is used widely as a fungicide in agriculture.		7.4110aryloxypyrimidine;
enoate ester;
enol ether;
methoxyacrylate strobilurin antifungal agent;
methyl ester;
nitrile		antifungal agrochemical;
environmental contaminant;
mitochondrial cytochrome-bc1 complex inhibitor;
quinone outside inhibitor;
xenobiotic
sulfur
Sulfur: An element that is a member of the chalcogen family. It has an atomic symbol S, atomic number 16, and atomic weight [32.059; 32.076]. It is found in the amino acids cysteine and methionine.		2.3110chalcogen;
nonmetal atom		macronutrient
pyrachlostrobin
pyraclostrobin : A carbamate ester that is the methyl ester of [2-({[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}methyl)phenyl]methoxycarbamic acid. A fungicide used to control major plant pathogens including Septoria tritici, Puccinia spp. and Pyrenophora teres.		3.2340aromatic ether;
carbamate ester;
carbanilate fungicide;
methoxycarbanilate strobilurin antifungal agent;
monochlorobenzenes;
pyrazoles		antifungal agrochemical;
environmental contaminant;
mitochondrial cytochrome-bc1 complex inhibitor;
xenobiotic
triticonazole
triticonazole: a fungicide triticonazole. triticonazole : A racemate comprising equal amounts of (R)- and (S)-triticonazole. A seed treatment fungicide for the control of common bunt, loose smut and covered smut on barley, oats and wheat.		2.610
prothioconazole
prothioconazole: a fungicide. prothioconazole : A racemate comprising equal amounts of (R)- and (S)-prothioconazole. A fungicide for use both as a seed treatment and foliar spray to treat a variety of diseases in cereals.. 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione : A member of the class of triazoles that is 1,2,4-triazole-3-thione substituted at position 2 by a 2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl group.		2.1710cyclopropanes;
monochlorobenzenes;
tertiary alcohol;
thiocarbonyl compound;
triazoles
penthiopyrad
penthiopyrad: a fungicide. penthiopyrad : A racemate comprising equimolar amounts of (R)- and (S)-penthiopyrad. Used to control rust and Rhizoctonia diseases and also shows activity against grey mould, powdery mildew and apple scab.. 1-methyl-N-[2-(4-methylpentan-2-yl)-3-thienyl]-3-(trifluoromethyl)pyrazole-4-carboxamide : An aromatic amide obtained by formal condensation of the carboxy group of 1-methyl-3-(trifluoromethyl)pyrazole-4-carboxylic acid with the amino group of 2-(4-methylpentan-2-yl)thiophen-3-amine.		9.0130aromatic amide;
organofluorine compound;
pyrazoles;
thiophenes
5-fluoro-1,3-dimethyl-N-[2-(4-methylpentan-2-yl)phenyl]pyrazole-4-carboxamide
penflufen: Fungicides, Industrial. penflufen : A racemate comprising equimolar amounts of (R)- and (S)-penflufen. A fungicide used in furrow and seed piece treatment use on potatoes and as a seed treatment for legume vegetables, cereal grains, oil seeds and alfalfa.. 5-fluoro-1,3-dimethyl-N-[2-(4-methylpentan-2-yl)phenyl]pyrazole-4-carboxamide : An aromatic amide obtained by formal condensation of the carboxy group of 5-fluoro-1,3-dimethylpyrazole-4-carboxylic acid with the amino group of 2-(4-methylpentan-2-yl)aniline.		2.1310aromatic amide;
organofluorine compound;
pyrazoles
n-(2-(1,1'-bicyclopropyl)-2-ylphenyl)-3-(difluoromethyl)-1-methyl-1h-pyrazole-4-carboxamide
N-(2-(1,1'-bicyclopropyl)-2-ylphenyl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide: sedaxane is the (trans)-isomer; structure in first source. sedaxane : A diastereoisomeric mixture consisting of the two possible cis-isomers as well as the two possible trans-isomers of sedaxane. Used in seed treatment for the control of pathogens such as Ascomycetes and Oomycetes species in crops such as fruit and wheat.. N-{2-[1,1'-bi(cyclopropyl)-2-yl]phenyl}-3-(difluoromethyl)-1-methyl-1pyrazole-4-carboxamide : An aromatic amide obtained by formal condensation of the carboxy group of 3-(difluoromethyl)-1-methylpyrazole-4-carboxylic acid with the amino group of 2-[1,1'-bi(cyclopropyl)-2-yl]aniline.		3.4110aromatic amide;
cyclopropanes;
organofluorine compound;
pyrazoles;
ring assembly
granite
granite: crystalline rock of quartz, orthoclase, muscovite & biotite		2.610triazolopyrimidines
sulfoxaflor
sulfoxaflor: insecticide targeting sap-feeding pests; structure in first source. sulfoxaflor : A mixture of the four diastereoisomers arising from the two tetrahedral stereocentres of [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-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.. [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide : A member of the class of pyridines that is 5-ethyl-2-trifluoromethylpyridine in which the ethyl group is substituted at position 1 by an N-cyano-S-methylsulfonimidoyl group. The insecticide sulfoxalor is a mixture of the four possible stereoisomers arising from the two tetrahedral stereocentres.		7.3110nitrile;
organofluorine compound;
pyridines;
sulfoximide
trifloxystrobin
trifloxystrobin : The methyl ester of (2E)-(methoxyimino)[2-({[(E)-{1-[3-(trifluoromethyl)phenyl]ethylidene}amino]oxy}methyl)phenyl]acetic acid. A foliar applied fungicide for cereals which is particularly active against Ascomycetes, Deuteromycetes and Oomycetes		2.1710
ConditionIndicatedRelationship StrengthStudiesTrials
Abnormalities, Multiple
Congenital abnormalities that affect more than one organ or body structure.		03.2310
Encephalopathy, Toxic
[description not available]		02.4110
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.1510