Page last updated: 2024-12-06

lactofen

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

Description

Lactofen is a herbicide belonging to the dinitroaniline family. It is a selective pre-emergent herbicide used to control broadleaf weeds in various crops, including soybeans, peanuts, cotton, and corn. Lactofen is synthesized through a multi-step process that involves reactions with various chemical intermediates. Its primary mode of action is inhibiting the formation of microtubules in dividing plant cells, disrupting their growth and development. Lactofen is studied extensively for its efficacy in controlling weed populations and its potential environmental impact. Its effectiveness in controlling specific weed species, optimal application rates, and potential risks to non-target organisms are all areas of research. The compound's environmental fate and persistence are also investigated to assess its potential for soil and water contamination. Overall, lactofen remains an important tool for weed management in agriculture, but its use is subject to ongoing scientific scrutiny and regulation to ensure its responsible and sustainable application.'

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

Cross-References

ID SourceID
PubMed CID62276
CHEMBL ID1243178
SCHEMBL ID39523
MeSH IDM0155923

Synonyms (51)

Synonym
AC-12569
benzoic acid, 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitro-, 2-ethoxy-1-methyl-2-oxoethyl ester
ppg 844
5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoic acid 2-ethoxy-1-methyl-2-oxoethyl ester
1'-(carboethoxy)ethyl 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoate
hsdb 6991
cobra herbicide
cobra
(+-)-2-ethoxy-1-methyl-2-oxoethyl 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2 nitrobenzoate
epa pesticide chemical code 128888
lactofen [ansi]
NCGC00164457-01
77501-63-4
lactofen
NCGC00164457-02
(1-ethoxy-1-oxopropan-2-yl) 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate
NCGC00164457-04
NCGC00164457-03
CHEMBL1243178
NCGC00254772-01
tox21_300868
cas-77501-63-4
dtxcid404160
dtxsid7024160 ,
tox21_201300
NCGC00258852-01
unii-l44n8uv47o
(2-ethoxy-1-methyl-2-oxoethyl)-5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoate
l44n8uv47o ,
ec 616-466-9
2-ethoxy-1-methyl-2-oxoethyl 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoate
FT-0619579
AKOS015902825
phoenix (herbicide)
benzoic acid, 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2- nitro-, 2-ethoxy-1-methyl-2-oxoethyl ester
2-ethoxy-1-methyl-2-oxoethyl 5-(2-chloro-4- (trifluoromethyl)phenoxy)-2 nitrobenzoate, (+/-)-
1'-(carboethoxy)ethyl 5-(2-chloro-4- (trifluoromethyl)phenoxy)-2-nitrobenzoate
cobra herbicide [hsdb]
SCHEMBL39523
mfcd01632761
lactofen, pestanal(r), analytical standard
83513-60-4
1-ethoxy-1-oxopropan-2-yl 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoate
1-(carboethoxy)ethyl 5-[2-chloro-4-(trifluoromethyl)-phenoxyl]-2-nitrobenzoate
1-(carboethoxy)ethyl 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate
1-(carboethoxy)ethyl 5-[2-chloro-4-(trifluoromethyl)-phenoxy]-2-nitrobenzoate
Q6469021
1ST22239
lactofen (>85per cent)
CS-0031686
ethyl o-[5-(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)-2-nitrobenzoyl]-dl-lactate

Research Excerpts

Overview

Lactofen is a chiral herbicide and widely used against broadleaf weeds in agriculture.

ExcerptReferenceRelevance
"Lactofen is a chiral herbicide and widely used against broadleaf weeds in agriculture. "( A novel esterase LanE from Edaphocola flava HME-24 and the enantioselective degradation mechanism of herbicide lactofen.
Chen, Q; Hu, T; Huang, X; Shang, N; Xiang, Y; Xu, M, 2020
)
2.21

Toxicity

ExcerptReferenceRelevance
" For the cytotoxicity research, the calculated EC50 values indicated that when being applied individually, the parent compound was less toxic than its metabolites, while the combination with metabolites enhanced its cytotoxic effects."( Stereoselective toxicity and metabolism of lactofen in primary hepatocytes from rat.
Diao, J; Shen, Z; Wang, X; Zhang, P; Zhou, Z; Zhu, W, 2013
)
0.65
" crusgalli more severely, while S-lactofen was more toxic to algae."( Enantiomeric characterization of herbicide lactofen: Enantioseparation, absolute configuration assignment and enantioselective activity and toxicity.
Chen, Z; Guo, F; Liu, K; Liu, W; Xie, J; Zhao, L, 2018
)
1.02
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (22)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
hypoxia-inducible factor 1 alpha subunitHomo sapiens (human)Potency48.72673.189029.884159.4836AID1224846
RAR-related orphan receptor gammaMus musculus (house mouse)Potency17.87250.006038.004119,952.5996AID1159521; AID1159523
SMAD family member 2Homo sapiens (human)Potency138.00600.173734.304761.8120AID1346859
SMAD family member 3Homo sapiens (human)Potency138.00600.173734.304761.8120AID1346859
AR proteinHomo sapiens (human)Potency36.42930.000221.22318,912.5098AID1259243; AID1259247; AID588516; AID743035; AID743054; AID743063
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency34.45340.001022.650876.6163AID1224838; AID1224839; AID1224893
progesterone receptorHomo sapiens (human)Potency36.87960.000417.946075.1148AID1346795
retinoid X nuclear receptor alphaHomo sapiens (human)Potency16.56890.000817.505159.3239AID1159531; AID588544
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency34.66120.001530.607315,848.9004AID1224841; AID1224842; AID1224848; AID1224849; AID1259401; AID1259403
farnesoid X nuclear receptorHomo sapiens (human)Potency41.69610.375827.485161.6524AID743217
pregnane X nuclear receptorHomo sapiens (human)Potency45.20820.005428.02631,258.9301AID1346982; AID720659
estrogen nuclear receptor alphaHomo sapiens (human)Potency47.21810.000229.305416,493.5996AID1259248; AID743069; AID743075; AID743078; AID743079; AID743080; AID743091
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency44.66840.001024.504861.6448AID588534
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency54.80660.001019.414170.9645AID743191
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency19.95260.023723.228263.5986AID588543
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_aHomo sapiens (human)Potency30.63790.001723.839378.1014AID743083
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_aHomo sapiens (human)Potency54.672219.739145.978464.9432AID1159509
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency54.67220.057821.109761.2679AID1159526
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency61.57750.000323.4451159.6830AID743065; AID743067
heat shock protein beta-1Homo sapiens (human)Potency46.18400.042027.378961.6448AID743210
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency15.88710.000627.21521,122.0200AID651741; AID743202; AID743219
Peroxisome proliferator-activated receptor alphaHomo sapiens (human)Potency35.48130.015823.527344.6684AID651778
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (50)

Processvia Protein(s)Taxonomy
negative regulation of cytokine production involved in inflammatory responsePeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of reactive oxygen species biosynthetic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of hepatocyte apoptotic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of signaling receptor activityPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
positive regulation of ATP biosynthetic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of transforming growth factor beta receptor signaling pathwayPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
positive regulation of transformation of host cell by virusPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of transcription by RNA polymerase IIPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
response to hypoxiaPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
gluconeogenesisPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
heart developmentPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
response to nutrientPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
epidermis developmentPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
cellular response to starvationPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
regulation of cellular ketone metabolic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of macrophage derived foam cell differentiationPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of cholesterol storagePeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of sequestering of triglyceridePeroxisome proliferator-activated receptor alphaHomo sapiens (human)
regulation of fatty acid metabolic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
intracellular receptor signaling pathwayPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
positive regulation of fatty acid beta-oxidationPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of appetitePeroxisome proliferator-activated receptor alphaHomo sapiens (human)
response to insulinPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
circadian regulation of gene expressionPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
behavioral response to nicotinePeroxisome proliferator-activated receptor alphaHomo sapiens (human)
wound healingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
lipoprotein metabolic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
regulation of circadian rhythmPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
steroid hormone mediated signaling pathwayPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
response to ethanolPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
positive regulation of gluconeogenesisPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of blood pressurePeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of glycolytic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
positive regulation of DNA-templated transcriptionPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
nitric oxide metabolic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
positive regulation of fatty acid oxidationPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
positive regulation of lipid biosynthetic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of inflammatory responsePeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of cell growth involved in cardiac muscle cell developmentPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
enamel mineralizationPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
cellular response to fructose stimulusPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of miRNA transcriptionPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
negative regulation of leukocyte cell-cell adhesionPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
regulation of fatty acid transportPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
hormone-mediated signaling pathwayPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
fatty acid metabolic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
positive regulation of fatty acid metabolic processPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
cell differentiationPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (23)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
DNA-binding transcription activator activityPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
transcription coactivator bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specificPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
DNA bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
DNA-binding transcription factor activityPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
nuclear steroid receptor activityPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
nuclear receptor activityPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
protein bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
zinc ion bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
lipid bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
phosphatase bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
protein domain specific bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
mitogen-activated protein kinase kinase kinase bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
ubiquitin conjugating enzyme bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
sequence-specific DNA bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
protein-containing complex bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
NFAT protein bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
MDM2/MDM4 family protein bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
DNA-binding transcription factor bindingPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
nucleusPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
nucleoplasmPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
chromatinPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
nucleusPeroxisome proliferator-activated receptor alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID509521Antiparasitic activity against Toxoplasma gondii infected in HFF after 24 hrs by [3H]uracil incorporation assay2010Journal of medicinal chemistry, Sep-09, Volume: 53, Issue:17
Identification and development of novel inhibitors of Toxoplasma gondii enoyl reductase.
AID509527Toxicity to HFF at highest concentration2010Journal of medicinal chemistry, Sep-09, Volume: 53, Issue:17
Identification and development of novel inhibitors of Toxoplasma gondii enoyl reductase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (4.35)18.7374
1990's0 (0.00)18.2507
2000's6 (26.09)29.6817
2010's11 (47.83)24.3611
2020's5 (21.74)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.90

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 Index32.90 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index4.49 (4.65)
Search Engine Demand Index59.85 (26.88)
Search Engine Supply Index2.98 (0.95)

This Compound (32.90)

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%
Other23 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]