diclofop
methyl 2-(4-(2,4-dichlorophenyoxy)phenoxy)propanoate
Identification
| Name | diclofop |
| CAS Number | 40843-25-2 |
| FDA UNII | 3LN56779KT |
| Molecular Formula | C15 H12 Cl2 O4 |
| Molecular Weight | 327.16144000 |
| MDL Number | MFCD00152216 |
| Nikkaji Number | J20.671G |
| Beilstein | 2338390 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 120.00 °C. @ 760.00 mm Hg |
| logP (o/w) | 4.580 |
| Soluble in | water, 453 mg/L @ 20 °C (exp) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | oral-quail LD50 > 10000 mg/kg |
| Dermal Toxicity | skin-rat LD50 > 5000 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | herbicides / pesticides |
| Recommendation for diclofop usage levels up to | not for fragrance use. |
| Recommendation for diclofop flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
dichlorfop acid
2-(4-(2,4-
dichlorophenoxy)phenoxy)propanoic acid
(RS)-2-(4-(2,4-
dichlorophenoxy)phenoxy)propionic acid
2-[4-(2,4-
dichlorophenoxy)phenoxy]propanoic acid
methyl (RS)-2-(4-(2,4-dichlorophenoxy)phenoxy)propionate
methyl 2-(4-(2,4-dichlorophenyoxy)phenoxy)propanoate
propanoic acid, 2-(4-(2,4-dichlorophenoxy)phenoxy)-
PubMed:
Stereoselective Behavior of the Chiral Herbicides Diclofop-Methyl and Diclofop During the Soy Sauce Brewing Process.
PubMed:
Ile-1781-Leu and Asp-2078-Gly Mutations in ACCase Gene, Endow Cross-resistance to APP, CHD, and PPZ in Phalaris minor from Mexico.
PubMed:
Evaluation of Ricinus communis L. for the Phytoremediation of Polluted Soil with Organochlorine Pesticides.
PubMed:
Isolation of an aryloxyphenoxy propanoate (AOPP) herbicide-degrading strain Rhodococcus ruber JPL-2 and the cloning of a novel carboxylesterase gene (feh).
PubMed:
Response to low-dose herbicide selection in self-pollinated Avena fatua.
PubMed:
Widespread occurrence of both metabolic and target-site herbicide resistance mechanisms in Lolium rigidum populations.
PubMed:
Evolution of herbicide resistance mechanisms in grass weeds.
PubMed:
Exposure to difenoconazole, diclofop-methyl alone and combination alters oxidative stress and biochemical parameters in albino rats.
PubMed:
Unraveling the toxicity mechanisms of the herbicide diclofop-methyl in rice: modulation of the activity of key enzymes involved in citrate metabolism and induction of cell membrane anion channels.
PubMed:
Enantioselective metabolism of the chiral herbicide diclofop-methyl and diclofop by HPLC in loach (Misgurnus anguillicaudatus) liver microsomes in vitro.
PubMed:
Modeling the coverage of an AFM tip by enzymes and its application in nanobiosensors.
PubMed:
RNA-Seq transcriptome analysis to identify genes involved in metabolism-based diclofop resistance in Lolium rigidum.
PubMed:
Enantioselective changes in oxidative stress and toxin release in Microcystis aeruginosa exposed to chiral herbicide diclofop acid.
PubMed:
The secretion of organic acids is also regulated by factors other than aluminum.
PubMed:
Study of the enantioselective interaction of diclofop and human serum albumin by spectroscopic and molecular modeling approaches in vitro.
PubMed:
Evolved polygenic herbicide resistance in Lolium rigidum by low-dose herbicide selection within standing genetic variation.
PubMed:
Enhanced herbicide metabolism induced by 2,4-D in herbicide susceptible Lolium rigidum provides protection against diclofop-methyl.
PubMed:
Enantioselective physiological effects of the herbicide diclofop on cyanobacterium Microcystis aeruginosa.
PubMed:
Mutualism effectiveness and vertical transmission of symbiotic fungal endophytes in response to host genetic background.
PubMed:
Enhanced rates of herbicide metabolism in low herbicide-dose selected resistant Lolium rigidum.
PubMed:
Enantioselective damage of diclofop acid mediated by oxidative stress and acetyl-CoA carboxylase in nontarget plant Arabidopsis thaliana.
PubMed:
Broad resistance to ACCase inhibiting herbicides in a ryegrass population is due only to a cysteine to arginine mutation in the target enzyme.
PubMed:
Analysis of enantioselective biochemical, physiological, and transcriptional effects of the chiral herbicide diclofop methyl on rice seedlings.
PubMed:
Enantiomeric resolution of five chiral pesticides on a Chiralpak IB-H column by SFC.
PubMed:
A comparative study of drug resistance mechanism associated with active site and non-active site mutations: I388N and D425G mutants of acetyl-coenzyme-A carboxylase.
PubMed:
Production of monoclonal antibody to herbicide fenoxaprop-ethyl.
PubMed:
Genotoxic effects of chlorophenoxy herbicide diclofop-methyl in mice in vivo and in human lymphocytes in vitro.
PubMed:
Degradation of cyhalofop-butyl (CyB) by Pseudomonas azotoformans strain QDZ-1 and cloning of a novel gene encoding CyB-hydrolyzing esterase.
PubMed:
Multi-walled carbon nanotubes-dispersive solid-phase extraction combined with nano-liquid chromatography for the analysis of pesticides in water samples.
PubMed:
Designing an enzyme-based nanobiosensor using molecular modeling techniques.
PubMed:
Stereoselective degradation of Diclofop-methyl during alcohol fermentation process.
PubMed:
Chemical control of herbicide-resistant Lolium rigidum Gaud. in north-eastern Spain.
PubMed:
Genetic control of a cytochrome P450 metabolism-based herbicide resistance mechanism in Lolium rigidum.
PubMed:
An aspartate to glycine change in the carboxyl transferase domain of acetyl CoA carboxylase and non-target-site mechanism(s) confer resistance to ACCase inhibitor herbicides in a Lolium multiflorum population.
PubMed:
Computational simulations of structural role of the active-site W374C mutation of acetyl-coenzyme-A carboxylase: multi-drug resistance mechanism.
PubMed:
Environmental behavior of the chiral aryloxyphenoxypropionate herbicide diclofop-methyl and diclofop: enantiomerization and enantioselective degradation in soil.
PubMed:
Distinct non-target site mechanisms endow resistance to glyphosate, ACCase and ALS-inhibiting herbicides in multiple herbicide-resistant Lolium rigidum.
PubMed:
Enantioselective effects of chiral herbicide diclofop acid on rice Xiushui 63 seedlings.
PubMed:
Time-dependent degradation and toxicity of diclofop-methyl in algal suspensions : emerging contaminants.
PubMed:
TiO(2)/BaTiO(3)-assisted photocatalytic mineralization of diclofop-methyl on UV-light irradiation in the presence of oxidizing agents.
PubMed:
One- and two-dimensional direct chiral liquid chromatographic determination of mixtures of diclofop-Acid and diclofop-methyl herbicides.
PubMed:
Enantioselective degradation and ecotoxicity of the chiral herbicide diclofop in three freshwater alga cultures.
PubMed:
Diversity of acetyl-coenzyme A carboxylase mutations in resistant Lolium populations: evaluation using clethodim.
PubMed:
Chlorophyll a fluorescence as a biomarker for rapid toxicity assessment.
PubMed:
Malonyl coenzyme A affects insulin-stimulated glucose transport in myotubes.
PubMed:
Relation of diclofop-methyl toxicity and degradation in algae cultures.
PubMed:
Cross-resistance profile of mesosulfuron-methyl-resistant Italian ryegrass in the southern United States.
PubMed:
Chiral separations of pesticide enantiomers by high-performance liquid chromatography using cellulose triphenylcarbamate chiral stationary phase.
PubMed:
Superheated water extraction and phase transfer methylation of phenoxy acid herbicides from solid matrices.
PubMed:
In vitro screening of 200 pesticides for agonistic activity via mouse peroxisome proliferator-activated receptor (PPAR)alpha and PPARgamma and quantitative analysis of in vivo induction pathway.
PubMed:
Agricultural pesticide use and hypospadias in eastern Arkansas.
PubMed:
Environmental significance of the diclofop-methyl and cyclodextrin inclusion complexes.
PubMed:
Use of tert-butylbenzoylated tartardiamide chiral stationary phase for the enantiomeric resolution of acidic compounds by nano-liquid chromatography.
PubMed:
Structural basis for the enantiospecificities of R- and S-specific phenoxypropionate/alpha-ketoglutarate dioxygenases.
PubMed:
Enantiomeric resolution of chiral pesticides by high-performance liquid chromatography.
PubMed:
Determination of commonly used herbicides in surface water using solid-phase extraction and dual-column HPLC-DAD.
PubMed:
High survival frequencies at low herbicide use rates in populations of Lolium rigidum result in rapid evolution of herbicide resistance.
PubMed:
Environmental effects of inclusion complexation between methylated beta-cyclodextrin and diclofop-methyl.
PubMed:
Pesticide transport in an aerobic aquifer with variable pH--modeling of a field scale injection experiment.
PubMed:
Bioluminescence determination of enzyme activity of firefly luciferase in the presence of pesticides.
PubMed:
Effects of methyl-CD and humic acid on hydrolytic degradation of the herbicide diclofop-methyl.
PubMed:
Lolium rigidum, a pool of resistance mechanisms to ACCase inhibitor herbicides.
PubMed:
Cross resistance to accase herbicide in Lolium rigidum.
PubMed:
Recurrent selection with reduced herbicide rates results in the rapid evolution of herbicide resistance in Lolium rigidum.
PubMed:
Environmental concentrations of agricultural herbicides in Saskatchewan, Canada: bromoxynil, dicamba, diclofop, MCPA, and trifluralin.
PubMed:
Herbicide selection of Italian ryegrass under different levels of UVB radiation.
PubMed:
Cross-resistance to ACCase inhibitors of Lolium multiflorum, Lolium perenne and Lolium rigidum found in Chile.
PubMed:
Molecular basis for the inhibition of the carboxyltransferase domain of acetyl-coenzyme-A carboxylase by haloxyfop and diclofop.
PubMed:
Abiotic stress alters transcript profiles and activity of glutathione S-transferase, glutathione peroxidase, and glutathione reductase in Euphorbia esula.
PubMed:
Application of solid-phase extraction and micellar electrokinetic capillary chromatography to the study of hydrolytic and photolytic degradation of phenoxy acid and phenylurea herbicides.
PubMed:
Tank-mix adjuvants and pesticide residues: some regulatory and quantitative aspects.
PubMed:
Determination of herbicides, including thermally labile phenylureas, by solid-phase microextraction and gas chromatography-mass spectrometry.
PubMed:
Characterisation of target-site resistance to ACCase-inhibiting herbicides in the weed Alopecurus myosuroides (black-grass).
PubMed:
Comparative efficacy of five herbicides on winter cereal weeds in semi-arid region of Algeria.
PubMed:
Microscale evaluation of the effects of grazing by invertebrates with contrasting feeding modes on river biofilm architecture and composition.
PubMed:
[Effect of diclofop on the activity of some drug-metabolizing enzymes in the liver of male Wistar rats].
PubMed:
PCR-based detection of resistance to acetyl-CoA carboxylase-inhibiting herbicides in black-grass (Alopecurus myosuroides Huds) and ryegrass (Lolium rigidum gaud).
PubMed:
Effect of cropping cycles and repeated herbicide applications on the degradation of diclofop-methyl, bentazone, diuron, isoproturon and pendimethalin in soil.
PubMed:
Induction and inactivation of a cytochrome P450 confering herbicide resistance in wheat seedlings.
PubMed:
Sorption and metabolism of selected herbicides in river biofilm communities.
PubMed:
Resistance to ACCase-inhibiting herbicides and isoproturon in UK populations of Lolium multiflorum: mechanisms of resistance and implications for control.
PubMed:
Degradation of the phenoxy acid herbicide diclofop-methyl by Sphingomonas paucimobilis isolated from a Canadian prairie soil.
PubMed:
Studies of early hepatocellular proliferation and peroxisomal proliferation in Wistar rats treated with herbicide diclofop.
PubMed:
Molecular analysis and development of 16S rRNA oligonucleotide probes to characterize a diclofop-methyl-degrading biofilm consortium.
PubMed:
Two complementary bioassays for screening the estrogenic potency of xenobiotics: recombinant yeast for trout estrogen receptor and trout hepatocyte cultures.
PubMed:
Biomimetic oxidation of plant protecting agents.
PubMed:
Degradation of diclofop-methyl by pure cultures of bacteria isolated from Manitoban soils.
PubMed:
Isolation and characterization of soil microorganisms capable of utilizing the herbicide diclofop-methyl as a sole source of carbon and energy.
PubMed:
Tandem mass spectrometry of herbicide residues in lipid-rich tissue.
PubMed:
Bioaccumulation of the Herbicide Diclofop in Extracellular Polymers and Its Utilization by a Biofilm Community during Starvation.
PubMed:
Purification and Characterization of Acetyl-Coenzyme A Carboxylase from Diclofop-Resistant and -Susceptible Lolium multiflorum.
PubMed:
Localization and characterization of two structurally different forms of acetyl-CoA carboxylase in young pea leaves, of which one is sensitive to aryloxyphenoxypropionate herbicides.
PubMed:
Microbial exopolymers provide a mechanism for bioaccumulation of contaminants.
PubMed:
The role of interactions, sessile growth and nutrient amendments on the degradative efficiency of a microbial consortium.
PubMed:
Multicellular organization in a degradative biofilm community.
PubMed:
Effects of Acetyl-Coenzyme A Carboxylase Inhibitors on Root Cell Transmembrane Electric Potentials in Graminicide-Tolerant and -Susceptible Corn (Zea mays L.).
PubMed:
Development of steady-state diffusion gradients for the cultivation of degradative microbial consortia.
PubMed:
Membrane Response to Diclofop Acid Is pH Dependent and Is Regulated by the Protonated Form of the Herbicide in Roots of Pea and Resistant and Susceptible Rigid Ryegrass.
PubMed:
Resistance to Acetolactate Synthase-Inhibiting Herbicides in Annual Ryegrass (Lolium rigidum) Involves at Least Two Mechanisms.
PubMed:
Aryl hydroxylation of the herbicide diclofop by a wheat cytochrome p-450 monooxygenase : substrate specificity and physiological activity.
PubMed:
Determination of the herbicide diclofop in human urine.
PubMed:
Effect of diclofop on the membrane potentials of herbicide-resistant and -susceptible annual ryegrass root tips.
PubMed:
Coenzyme A esters of 2-aryloxyphenoxypropionate herbicides and 2-arylpropionate antiinflammatory drugs are potent and stereoselective inhibitors of rat liver acetyl-CoA carboxylase.
PubMed:
Cross-Resistance to Herbicides in Annual Ryegrass (Lolium rigidum): IV. Correlation between Membrane Effects and Resistance to Graminicides.
PubMed:
Cross-Resistance to Herbicides in Annual Ryegrass (Lolium rigidum) : III. On the Mechanism of Resistance to Diclofop-Methyl.
PubMed:
Multiple forms of plant cytochromes p-450.
PubMed:
Determination of diclofop-methyl and diclofop residues in soil and crops by gas chromatography.
PubMed:
Effects of diclofop and diclofop-methyl on membrane potentials in roots of intact oat, maize, and pea seedlings.
PubMed:
Cross-Resistance to Herbicides in Annual Ryegrass (Lolium rigidum) : II. Chlorsulfuron Resistance Involves a Wheat-Like Detoxification System.
PubMed:
Cross-Resistance to Herbicides in Annual Ryegrass (Lolium rigidum): I. Properties of the Herbicide Target Enzymes Acetyl-Coenzyme A Carboxylase and Acetolactate Synthase.
PubMed:
Diclofop-methyl increases the proton permeability of isolated oat-root tonoplast.
PubMed:
Patterns of pesticide usage by cereal crop farmers in Western Australia.
PubMed:
Kinetic characterization, stereoselectivity, and species selectivity of the inhibition of plant acetyl-CoA carboxylase by the aryloxyphenoxypropionic acid grass herbicides.
PubMed:
Biochemical and histological effects of diclofop-methyl in mice and voles under laboratory conditions.
PubMed:
Effects of diclofop and diclofop-methyl on the membrane potentials of wheat and oat coleoptiles.
PubMed:
Herbicide levels in rivers draining two prairie agricultural watersheds (1984).
PubMed:
Reciprocal Antagonism between the Herbicides, Diclofop-Methyl and 2,4-D, in Corn and Soybean Tissue Culture.
PubMed:
Perturbation of Chara Plasmalemma Transport Function by 2[4(2',4'-Dichlorophenoxy)phenoxy]propionic Acid.
PubMed:
Metabolism and selectivity of diclofop-methyl in wild oat and wheat.