Compounds > thifluzamide
Page last updated: 2024-12-07

thifluzamide

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

Description

Thifluzamide is a fungicide used to control rice blast disease caused by the fungus Magnaporthe grisea. It is a highly effective fungicide with a broad spectrum of activity against a variety of fungal diseases. Thifluzamide is a member of the carboxamide class of fungicides and acts by inhibiting the biosynthesis of ergosterol, an essential component of fungal cell membranes. Thifluzamide is absorbed by plants and translocated throughout the plant, providing systemic protection against fungal diseases. It is applied to rice crops as a foliar spray and is also used as a seed treatment. Thifluzamide is a relatively new fungicide, and its synthesis is a complex process that involves multiple steps. It is studied for its potential to control other fungal diseases in crops, including wheat, barley, and soybeans. Researchers are also investigating its potential for use as a biocontrol agent against fungal pathogens.'

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

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. [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 CID86389
CHEBI ID81794
SCHEMBL ID18064
MeSH IDM0479083

Synonyms (34)

Synonym
thifluzamide
LS-14174
n-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide
C18505
130000-40-7
thifluzamide [iso]
unii-2j3tb6z254
mon-24000
2',6'-dibromo-2-methyl-4'-trifluoromethoxy-4-trifluoromethyl-1,3-thiazole-5-carboxanilide
5-thiazolecarboxamide, n-(2,6-dibromo-4-(trifluoromethoxy)phenyl)-2-methyl-4-(trifluoromethyl)-
2j3tb6z254 ,
mon 24000
mon24000
n-(2,6-dibromo-4-(trifluoromethoxy)phenyl)-2-methyl-4-(trifluoromethyl)thiazole-5-carboxamide
5-thiazolecarboxamide, n-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-
AKOS015896604
n-(2,6-dibromo-4-(trifluoromethoxy)phenyl)-2-methyl-4-(trifluoromethyl)-5-thiazolecarboxamide
thifluzamide [mi]
SCHEMBL18064
T3648
n-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-5-thiazolecarboxamide
CHEBI:81794
HY-B2004
CS-5214
DTXSID6057954
n-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)thiazole-5-carboxamide
A1-01907
mfcd03428071
thifluzamide, analytical standard
thifluzamide 10 microg/ml in cyclohexane
thifluzamide 10 microg/ml in acetonitrile
5-thiazolecarboxamide,n-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-
Q19309974
AMY22476

Research Excerpts

Overview

Thifluzamide is an effective agent for controlling rice sheath blight and has a long half-life in soil. It is widely used to control crop diseases, and therefore constitutes a hazard to the environment.

ExcerptReferenceRelevance
"Thifluzamide is an effective agent for controlling rice sheath blight and has a long half-life in soil. "( Application of thifluzamide alters microbial network structure and affects methane cycle genes in rice-paddy soil.
Chen, C; Dong, F; Li, X; Liu, X; Wu, X; Xu, J; Zhang, Y; Zheng, Y, 2022)		2.52
"Thifluzamide is a fungicide widely used to control crop diseases, and it therefore constitutes a hazard to the environment. "( Toxic effects of thifluzamide on zebrafish (Danio rerio).
Chai, T; Qi, S; Wang, C; Wang, D; Wang, K; Yang, Y; Zhu, L, 2016)		2.22
"Thifluzamide is a new amide fungicide, and its extensive application may have toxic effects on zebrafish. "( Biological response of zebrafish embryos after short-term exposure to thifluzamide.
Fu, B; Liu, W; Mu, X; Qi, S; Wang, C; Yang, Y, 2016)		2.11

Toxicity

ExcerptReferenceRelevance
" These might be responsible for the adverse expansion of the apoptosis- and immune-related genes, which would facilitate the action of these factors in programmed cell death and might play a key role during the toxic events."( Toxic effects of thifluzamide on zebrafish (Danio rerio).
Chai, T; Qi, S; Wang, C; Wang, D; Wang, K; Yang, Y; Zhu, L, 2016)		0.77
" Although previous studies have focused on the toxic effect of thifluzamide in zebrafish, no consistent conclusions have been reached."( Thifluzamide induces the toxic effects on zebrafish (Danio rerio) via inhibition of succinate dehydrogenase (SDH).
Dong, F; Liu, X; Wu, X; Xu, J; Yang, Y; Zheng, Y, 2020)		2.24
[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 (6)

ClassDescription
aromatic amideAn amide in which the amide linkage is bonded directly to an aromatic system.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
organofluorine compoundAn organofluorine compound is a compound containing at least one carbon-fluorine bond.
1,3-thiazoles
dibromobenzeneAny member of the class of bromobenzenes that consists of a benzene or a substituted benzene ring carrying two bromo groups 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 (20)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (5.00)29.6817
2010's10 (50.00)24.3611
2020's9 (45.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 45.24

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 Index45.24 (24.57)
Research Supply Index3.04 (2.92)
Research Growth Index5.89 (4.65)
Search Engine Demand Index61.82 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (45.24)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (5.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other19 (95.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
methane
Methane: The simplest saturated hydrocarbon. It is a colorless, flammable gas, slightly soluble in water. It is one of the chief constituents of natural gas and is formed in the decomposition of organic matter. (Grant & Hackh's Chemical Dictionary, 5th ed). methane : A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC).		7.4110alkane;
gas molecular entity;
mononuclear parent hydride;
one-carbon compound		bacterial metabolite;
fossil fuel;
greenhouse gas
lactic acid
Lactic Acid: A normal intermediate in the fermentation (oxidation, metabolism) of sugar. The concentrated form is used internally to prevent gastrointestinal fermentation. (From Stedman, 26th ed). 2-hydroxypropanoic acid : A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.		7.6102-hydroxy monocarboxylic acidalgal metabolite;
Daphnia magna metabolite
glycolic acid
glycolic acid: RN given refers to parent cpd. glycolic acid : A 2-hydroxy monocarboxylic acid that is acetic acid where the methyl group has been hydroxylated.		7.6102-hydroxy monocarboxylic acid;
primary alcohol		keratolytic drug;
metabolite
melatonin
[no description available]		2.2110acetamides;
tryptamines		anticonvulsant;
central nervous system depressant;
geroprotector;
hormone;
human metabolite;
immunological adjuvant;
mouse metabolite;
radical scavenger
niacinamide
nicotinamide : A pyridinecarboxamide that is pyridine in which the hydrogen at position 3 is replaced by a carboxamide group.		3.6820pyridine 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
thiophenes
Thiophenes: A monocyclic heteroarene furan in which the oxygen atom is replaced by a sulfur.. thiophenes : Compounds containing at least one thiophene ring.		3.4110mancude organic heteromonocyclic parent;
monocyclic heteroarene;
thiophenes;
volatile organic compound		non-polar solvent
thiazoles
[no description available]		5.581901,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
malondialdehyde
Malondialdehyde: The dialdehyde of malonic acid.. malonaldehyde : A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.		2.1710dialdehydebiomarker
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.		3.6820(trifluoromethyl)benzenes;
aromatic ether;
benzamides;
benzanilide fungicide		antifungal agrochemical;
EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor
glycogen
glycogen : A polydisperse, highly branched glucan composed of chains of D-glucopyranose residues in alpha(1->4) glycosidic linkage, joined together by alpha(1->6) glycosidic linkages. A small number of alpha(1->3) glycosidic linkages and some cumulative alpha(1->6) links also may occur. The branches in glycogen typically contain 8 to 12 glucose residues.		2.1510
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.		2.4110aromatic ether;
carbamate ester;
carbanilate fungicide;
methoxycarbanilate strobilurin antifungal agent;
monochlorobenzenes;
pyrazoles		antifungal agrochemical;
environmental contaminant;
mitochondrial cytochrome-bc1 complex inhibitor;
xenobiotic
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.		3.4110aromatic amide;
organofluorine compound;
pyrazoles;
thiophenes
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
fluxapyroxad
fluxapyroxad: carboxamide; succinate dehydrogenase inhibitor. 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.		3.4110anilide fungicide;
aromatic amide;
biphenyls;
pyrazoles;
trifluorobenzene		antifungal agrochemical;
EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor
leptin
Leptin: A 16-kDa peptide hormone secreted from WHITE ADIPOCYTES. Leptin serves as a feedback signal from fat cells to the CENTRAL NERVOUS SYSTEM in regulation of food intake, energy balance, and fat storage.		7.2110
ConditionIndicatedRelationship StrengthStudiesTrials
Abnormalities, Multiple
Congenital abnormalities that affect more than one organ or body structure.		03.2310
Acute Liver Injury, Drug-Induced
[description not available]		02.1710
Chemical and Drug Induced Liver Injury
A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.		02.1710