Compounds > formetanate
Page last updated: 2024-12-06

formetanate

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

Description

Formetanate is an acaricide, meaning it is used to kill mites and ticks. It is a synthetic compound that was first introduced in the 1960s and is still widely used today. Formetanate works by inhibiting the enzyme acetylcholinesterase, which is essential for the transmission of nerve impulses in insects and mites. This inhibition disrupts the nervous system and leads to paralysis and death. It is used to control a wide range of pests, including mites that attack crops, livestock, and humans. Formetanate is available in a variety of formulations, including sprays, dusts, and granules. It is important to note that formetanate is a toxic compound and should be handled with care. It is also important to use it according to label instructions to minimize the risk of environmental contamination and harm to non-target organisms. Research on formetanate is ongoing to develop new and safer formulations as well as to investigate its potential for use in other areas, such as pest management in stored products.'

formetanate: minor descriptor (72-85); on-line & Index Medicus search CARBAMATES (72-85); RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID31099
CHEMBL ID3303111
CHEMBL ID1907183
CHEBI ID38491
SCHEMBL ID116478
SCHEMBL ID116477
SCHEMBL ID10975855
MeSH IDM0262856

Synonyms (43)

Synonym
methanimidamide, n,n-dimethyl-n'-[3-[[(methylamino)carbonyl]oxy]phenyl]-
carbamic acid, methyl-, ester with n'-(m-hydroxyphenyl)-n,n-dimethylformamidine
formetanat
ep 322
brn 2807600
einecs 244-879-0
caswell no. 465a
epa pesticide chemical code 465200
methylcarbamic acid ester with n'-(m-hydroxyphenyl)-n,n-dimethylformamidine
m-(((dimethylamino)methylene)amino)phenyl methylcarbamate
n,n-dimethyl-n'-(3-(((methylamino)carbonyl)oxy)phenyl)methanimidamide
formetanate [ansi:bsi:iso]
methanimidamide, n,n-dimethyl-, n'-(3-(((methylamino)carbonyl)oxy)phenyl)-
3-dimethylaminomethyleneaminophenyl methylcarbamate
carbamic acid, methyl-, m-(((dimethylamino)methylene)amino)phenyl ester
3-{[(dimethylamino)methylidene]amino}phenyl methylcarbamate
CHEBI:38491 ,
22259-30-9
n'-(m-hydroxyphenyl)-n,n-dimethylformamidine methylcarbamate ester
dicarzol
formetanate
[3-(dimethylaminomethylideneamino)phenyl] n-methylcarbamate
NCGC00168315-02
C18668
532hec1kkm ,
unii-532hec1kkm
methanimidamide, n,n-dimethyl-n'-(3-(((methylamino)carbonyl)oxy)phenyl)-
CHEMBL3303111
SCHEMBL116478
SCHEMBL116477
CHEMBL1907183
formetanate [iso]
3-((ez)-dimethylaminomethyleneamino)phenyl methylcarbamate
RMFNNCGOSPBBAD-MDWZMJQESA-N
SCHEMBL10975855
phenol, m-[[(dimethylamino)methylene]amino]-, methylcarbamate (ester)
3-([(dimethylamino)methylidene]amino)phenyl methylcarbamate
m-[[(dimethylamino)methylene]amino]phenyl methylcarbamate
RMFNNCGOSPBBAD-UHFFFAOYSA-N
3-[(dimethylamino)methylenimino]phenyl n-methylcarbamate
DTXSID9041990
formetante
Q1027605

Research Excerpts

Overview

Formetanate hydrochloride is a bifunctional pesticide with remarkable solubility, high toxicity, and potential mobility in aqueous environments.

ExcerptReferenceRelevance
"Formetanate hydrochloride is a bifunctional pesticide with remarkable solubility, high toxicity, and potential mobility in aqueous environments. "( Relative stability of formamidine and carbamate groups in the bifunctional pesticide formetanate hydrochloride.
Davies, S; Divito, CB; Masoudi, S; Muhoro, CN, 2007)		2.01
"Formetanate (FMT) is a formamidine acaricide/insecticide with a carbamate moiety in its molecular structure. "( Cholinergic involvement in the action of formetanate on operant behavior in rats.
MacPhail, RC; Moser, VC, 1987)		1.98
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
EC 3.1.1.7 (acetylcholinesterase) inhibitorAn EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
carbamate insecticideDerivatives of carbamic acid with insecticidal properties of general formula ROC(=O)NR(1)R(2), where ROH is an alcohol, oxime, or phenol and R(1) is hydrogen or methyl. Like organophosphate insecticides, they are cholinesterase inhibitors, but carbamate insecticides differ in action from the organophosphates in that the inhibitory effect on cholinesterase is generally brief.
acaricideA substance used to destroy pests of the subclass Acari (mites and ticks).
agrochemicalAn agrochemical is a substance that is used in agriculture or horticulture.
[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 (1)

ClassDescription
carbamate esterAny ester of carbamic acid or its N-substituted derivatives.
[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]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1111936Resistance ratio, LC50 for Frankliniella occidentalis MLFOM (western flower thrips) to LC50 for Frankliniella occidentalis FOR2011Pest management science, Dec, Volume: 67, Issue:12
Esterase inhibition by synergists in the western flower thrips Frankliniella occidentalis.
AID1111941Insecticidal activity against Frankliniella occidentalis MLFOM (western flower thrips) 2011Pest management science, Dec, Volume: 67, Issue:12
Esterase inhibition by synergists in the western flower thrips Frankliniella occidentalis.
AID1111938Insecticidal activity against Frankliniella occidentalis FOR (western flower thrips) 2011Pest management science, Dec, Volume: 67, Issue:12
Esterase inhibition by synergists in the western flower thrips Frankliniella occidentalis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (17)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (17.65)18.7374
1990's0 (0.00)18.2507
2000's3 (17.65)29.6817
2010's10 (58.82)24.3611
2020's1 (5.88)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 46.87

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 Index46.87 (24.57)
Research Supply Index3.09 (2.92)
Research Growth Index4.53 (4.65)
Search Engine Demand Index70.11 (26.88)
Search Engine Supply Index2.05 (0.95)

This Compound (46.87)

All Compounds (24.57)

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%
Other21 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
carbamates
[no description available]		4.24170amino-acid anion
chlorpyrifos
Chlorpyrifos: An organothiophosphate cholinesterase inhibitor that is used as an insecticide and as an acaricide.. chlorpyrifos : An organic thiophosphate that is O,O-diethyl hydrogen phosphorothioate in which the hydrogen of the hydroxy group has been replaced by a 3,5,6-trichloropyridin-2-yl group.		2.1710chloropyridine;
organic thiophosphate		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
environmental contaminant;
insecticide;
xenobiotic
cypermethrin
cypermethrin : A carboxylic ester resulting from the formal condensation between 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid and the alcoholic hydroxy group of hydroxy(3-phenoxyphenyl)acetonitrile.. zeta-cypermethrin : A diastereoisomeric mixture comprising the isomeric pair (1R)-cis-(alphaS)- and (1S)-trans-(alphaR)-cypermethrin together with the isomeric pair (1S)-cis-(alphaS)- and (1S)-trans-(alphaS)-cypermethrin where the ratio between the isomeric pairs lies in the range 45:55 to 55:45.		2.1710aromatic ether;
cyclopropanecarboxylate ester;
nitrile;
organochlorine compound		agrochemical;
molluscicide;
pyrethroid ester acaricide;
pyrethroid ester insecticide
dimethoate
Dimethoate: An organothiophosphorus cholinesterase inhibitor that is used as a systemic and contact insecticide.. dimethoate : A monocarboxylic acid amide that is N-methylacetamide in which one of the hydrogens of the methyl group attached to the carbonyl moiety is replaced by a (dimethoxyphosphorothioyl)sulfanediyl group.		2.1710monocarboxylic acid amide;
organic thiophosphate		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
environmental contaminant;
insecticide;
xenobiotic
methomyl
Methomyl: A carbamate insecticide with anticholinesterase activity.. methomyl : A carbamate ester obtained by the formal condensation of methylcarbamic acid with the hydroxy group of 1-(methylsulfanyl)acetaldoxime.		2.0310aliphatic sulfide;
carbamate ester		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
environmental contaminant;
insecticide;
nematicide;
xenobiotic
butyl phosphorotrithioate
butyl phosphorotrithioate: a herbicide		2.0610organic thiophosphatedefoliant
piperonyl butoxide
[no description available]		2.0610benzodioxolespesticide synergist
isoflurophate
Isoflurophate: A di-isopropyl-fluorophosphate which is an irreversible cholinesterase inhibitor used to investigate the NERVOUS SYSTEM.		2.0310dialkyl phosphate
mannitol
[no description available]		1.9510mannitolallergen;
antiglaucoma drug;
compatible osmolytes;
Escherichia coli metabolite;
food anticaking agent;
food bulking agent;
food humectant;
food stabiliser;
food thickening agent;
hapten;
metabolite;
osmotic diuretic;
sweetening agent
acetonitrile
acetonitrile: RN given refers to unlabeled cpd. acetonitrile : A nitrile that is hydrogen cyanide in which the hydrogen has been replaced by a methyl group.		2.1510aliphatic nitrile;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
NMR chemical shift reference compound;
polar aprotic solvent
methiocarb
Methiocarb: Insecticide, molluscacide, acaricide.. methiocarb : A carbamate ester obtained by the formal condensation of the phenolic group of 3,5-dimethyl-4-(methylsulfanyl)phenol with the carboxy group of methylcarbamic acid.		2.7430aryl sulfide;
carbamate ester;
methyl sulfide		acaricide;
agrochemical;
avicide;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
environmental contaminant;
insecticide;
molluscicide;
xenobiotic
chlorphenamidine
Chlorphenamidine: An acaricide used against many organophosphate and carbamate resistant pests. It acts as an uncoupling agent and monoamine oxidase inhibitor.		2.9240
gold
Gold: A yellow metallic element with the atomic symbol Au, atomic number 79, and atomic weight 197. It is used in jewelry, goldplating of other metals, as currency, and in dental restoration. Many of its clinical applications, such as ANTIRHEUMATIC AGENTS, are in the form of its salts.		2.5220copper group element atom;
elemental gold
demethylchlordimeform
demethylchlordimeform: RN given refers to parent cpd.		6.9510
amitraz
amitraz: ixodicide (tick control); structure. amitraz : A tertiary amino compound that is 1,3,5-triazapenta-1,4-diene substituted by a methyl group at position 3 and 2,4-dimethylphenyl groups at positions 1 and 5.		2.7330formamidines;
tertiary amino compound		acaricide;
environmental contaminant;
insecticide;
xenobiotic
u 40481
U 40481: RN given refers to parent cpd. N'-(2,4-dimethylphenyl)-N-methylformamidine : A member of the class of formamidines that is N-methylimidoformamide in which the hydrogen attached to the nitrogen atom has been replaced by a 2,4-dimethylphenyl group. It is a metabolite of the insecticide amitraz.		1.9510benzenes;
formamidines		marine xenobiotic metabolite
formamidine
formamidine: RN given refers to parent compound. formamidine : The smallest member of the class of carboxamidines being formic acid with the O and OH groups from the carboxy function replaced by NH and NH2 groups respectively. The parent of the class of formamidines.		7.0310carboxamidine;
formamidines;
one-carbon compound		EC 1.14.13.39 (nitric oxide synthase) inhibitor
laccase
Laccase: A copper-containing oxidoreductase enzyme that catalyzes the oxidation of 4-benzenediol to 4-benzosemiquinone. It also has activity towards a variety of O-quinols and P-quinols. It primarily found in FUNGI and is involved in LIGNIN degradation, pigment biosynthesis and detoxification of lignin-derived products.		2.5220
acrinathrin
acrinathrin: structure in first source		2.7430cyclopropanecarboxylate ester;
organofluorine compound		pyrethroid ester acaricide;
pyrethroid ester insecticide
bifenthrin
bifenthrin: a type I pyrethroid. bifenthrin : A carboxylic ester obtained by formal condensation of cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylic acid and [(2-methyl-1,1'-biphenyl)-3-yl]methanol.. kappa-bifenthrin : A carboxylic ester obtained by formal condensation of the carboxy group of (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropanecarboxylic acid with the hydroxy group of [(2-methyl-1,1'-biphenyl)-3-yl]methanol.		2.1710carboxylic ester;
cyclopropanecarboxylate ester;
cyclopropanes;
organochlorine compound;
organofluorine compound		pyrethroid ester acaricide;
pyrethroid ester insecticide
oxamyl
oxamyl: RN given refers to parent cpd; structure		2.0310
scopolamine hydrobromide
[no description available]		1.9710
pyrethrins
[no description available]		2.9940
imidacloprid
imidacloprid: systemic & contact insecticide exhibiting low mammalian toxicity; structure given in first source; it is one of the neonicotinoid insecticides, which acts as an antagonist by binding to postsynaptic nicotinic receptors in the insect central nervous system. imidacloprid : An imidazolidine that is N-nitroimidazolidin-2-imine bearing a (6-chloro-3-pyridinyl)methyl substituent at position 1.		2.1710imidacloprid;
imidazolidines;
monochloropyridine		environmental contaminant;
genotoxin;
neonicotinoid insectide;
nicotinic acetylcholine receptor agonist;
xenobiotic
ConditionIndicatedRelationship StrengthStudiesTrials
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)		02.0310