122-59-8 | Phenoxyacetic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$13.00	$9.00
5g	98%	in stock	$15.00	$10.00
100g	98%	in stock	$15.00	$11.00
500g	98%	in stock	$28.00	$19.00

Description

• Catalog Number: AA54917
• Chemical Name: Phenoxyacetic acid
• CAS Number: 122-59-8
• Molecular Formula: C8H8O3
• Molecular Weight: 152.1473
• MDL Number: MFCD00004296
• SMILES: OC(=O)COc1ccccc1
• NSC Number: 9810

Computed Properties

• Complexity: 127
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3
• XLogP3: 1.3

Literature

• Unconventional titania photocatalysis: direct deployment of carboxylic acids in alkylations and annulations.

  Journal of the American Chemical Society 20120822

• Antidotes to anthrax lethal factor intoxication. Part 3: Evaluation of core structures and further modifications to the C2-side chain.

  Bioorganic & medicinal chemistry letters 20120315

• Urinary biomarkers of exposure to glycol ethers and chlorinated solvents during pregnancy: determinants of exposure and comparison with indirect methods of exposure assessment.

  Occupational and environmental medicine 20120101

• Separation of cis- and trans-Asarone from Acorus tatarinowii by Preparative Gas Chromatography.

  Journal of analytical methods in chemistry 20120101

• Exposure to phenoxyacetic acid herbicides and predictors of exposure among spouses of farmers.

  Annals of agricultural and environmental medicine : AAEM 20120101

• Yeast toxicogenomics: genome-wide responses to chemical stresses with impact in environmental health, pharmacology, and biotechnology.

  Frontiers in genetics 20120101

• Photoassisted degradation of a herbicide derivative, dinoseb, in aqueous suspension of titania.

  TheScientificWorldJournal 20120101

• Dechlorination of 2,4-dichlorophenoxyacetic acid by sodium carboxymethyl cellulose-stabilized Pd/Fe nanoparticles.

  Journal of hazardous materials 20111230

• The yeast ABC transporter Pdr18 (ORF YNR070w) controls plasma membrane sterol composition, playing a role in multidrug resistance.

  The Biochemical journal 20111201

• Tolumonas osonensis sp. nov., isolated from anoxic freshwater sediment, and emended description of the genus Tolumonas.

  International journal of systematic and evolutionary microbiology 20111101

• Discovery of potent, selective, and orally bioavailable alkynylphenoxyacetic acid CRTH2 (DP2) receptor antagonists for the treatment of allergic inflammatory diseases.

  Journal of medicinal chemistry 20111027

• The significance of peroxisomes in secondary metabolite biosynthesis in filamentous fungi.

  Biotechnology letters 20111001

• (R)-2-Phen-oxy-1-(4-phenyl-2-sulfan-ylidene-1,3-oxazolidin-3-yl)ethanone.

  Acta crystallographica. Section E, Structure reports online 20111001

• 4,4'-[p-Phenyl-enebis(-oxy)]dibutanoic acid.

  Acta crystallographica. Section E, Structure reports online 20111001

• Chemical class-specific gene expression changes in the zebrafish embryo after exposure to glycol ether alkoxy acids and 1,2,4-triazole antifungals.

  Reproductive toxicology (Elmsford, N.Y.) 20110901

• Poly[diaqua-(μ-4,4'-bipyridine-κN:N')[μ-2,2'-(p-phenyl-enedi-oxy)diacetato-κO:O']cadmium].

  Acta crystallographica. Section E, Structure reports online 20110901

• Switching between agonists and antagonists at CRTh2 in a series of highly potent and selective biaryl phenoxyacetic acids.

  Bioorganic & medicinal chemistry letters 20110615

• Herbicide-resistant crops: utilities and limitations for herbicide-resistant weed management.

  Journal of agricultural and food chemistry 20110608

• In memoriam professor Corwin Hansch: birth pangs of QSAR before 1961.

  Journal of computer-aided molecular design 20110601

• Phenoxyacetic acids as PPARδ partial agonists: synthesis, optimization, and in vivo efficacy.

  Bioorganic & medicinal chemistry letters 20110415

• Toxicokinetics, including saturable protein binding, of 4-chloro-2-methyl phenoxyacetic acid (MCPA) in patients with acute poisoning.

  Toxicology letters 20110325

• catena-Poly[[diaqua-cobalt(II)]-μ-4,4'-[1,4-phenyl-enebis(-oxy)]dibutano-ato-κO,O':O'',O'''].

  Acta crystallographica. Section E, Structure reports online 20110201

• 1-(4-Meth-oxy-phen-yl)-4-(3-nitro-phen-yl)-3-phen-oxy-azetidin-2-one.

  Acta crystallographica. Section E, Structure reports online 20110201

• Determination of phenoxyacetic acids and chlorophenols in aqueous samples by dynamic liquid-liquid-liquid microextraction with ion-pair liquid chromatography.

  Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20110101

• Behavior of phenols and phenoxyacids on a bisphenol-A imprinted polymer. Application for selective solid-phase extraction from water and urine samples.

  International journal of molecular sciences 20110101

• The percutaneous permeation of a combination of 0.1% octenidine dihydrochloride and 2% 2-phenoxyethanol (octenisept®) through skin of different species in vitro.

  BMC veterinary research 20110101

• Prior exposure to organophosphorus and organochlorine pesticides increases the allergic potential of environmental chemical allergens in a local lymph node assay.

  Toxicology letters 20101215

• The use of in vitro toxicity data and physiologically based kinetic modeling to predict dose-response curves for in vivo developmental toxicity of glycol ethers in rat and man.

  Toxicological sciences : an official journal of the Society of Toxicology 20101201

• Novel approaches to inhibition of gastric acid secretion.

  Current gastroenterology reports 20101201

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

  Bioorganic & medicinal chemistry letters 20101101

• Discovery of carboranes as inducers of 20S proteasome activity.

  ChemMedChem 20100802

• Impacts of stage-specific acute pesticide exposure on predicted population structure of the soft-shell clam, Mya arenaria.

  Aquatic toxicology (Amsterdam, Netherlands) 20100701

• Decrease of intracellular pH as possible mechanism of embryotoxicity of glycol ether alkoxyacetic acid metabolites.

  Toxicology and applied pharmacology 20100601

• 2,2'-[2,3,5,6-Tetra-methyl-p-phenyl-enebis-(methyl-eneoxy)]dibenzoic acid.

  Acta crystallographica. Section E, Structure reports online 20100401

• A new concept for reduction of diffuse contamination by simultaneous application of pesticide and pesticide-degrading microorganisms.

  Biodegradation 20100201

• Biomonitoring data for 2,4-dichlorophenoxyacetic acid in the United States and Canada: interpretation in a public health risk assessment context using Biomonitoring Equivalents.

  Environmental health perspectives 20100201

• Synthesis of some new mono- and bis-polycyclic aromatic spiro and bis-nonspiro-beta-lactams.

  Molecules (Basel, Switzerland) 20100122

• Liquid chromatography with post-column reagent addition of ammonia in methanol coupled to negative ion electrospray ionization tandem mass spectrometry for determination of phenoxyacid herbicides and their degradation products in surface water.

  Analytical chemistry insights 20100101

• A simple and sensitive HPLC method for quantification of the metabolin of meclofenoxate in human plasma.

  Journal of chromatographic science 20100101

• Comparative transcriptome profiling analyses during the lag phase uncover YAP1, PDR1, PDR3, RPN4, and HSF1 as key regulatory genes in genomic adaptation to the lignocellulose derived inhibitor HMF for Saccharomyces cerevisiae.

  BMC genomics 20100101

• Synthesis and Antimicrobial Activity of 2-[2-(2,6-dichloro phenyl)amino]benzyl-3-(5-substituted phenyl-4,5-dihydro-1H-pyrazol-3-yl-amino)-6,8-dibromoquinazolin-4(3H)ones.

  Journal of young pharmacists : JYP 20100101

• Selection of sorbent for removing pesticides during water treatment.

  Journal of hazardous materials 20090930

• Uptake of phenoxyacetic acid derivatives into Caco-2 cells by the monocarboxylic acid transporters.

  Toxicology letters 20090910

• 4-(2-Hydroxy-ethyl)anilinium 3,5-dinitro-benzoate.

  Acta crystallographica. Section E, Structure reports online 20090901

• Causes and types of health effects during the use of crop protection chemicals: data from a survey of over 6,300 smallholder applicators in 24 different countries.

  International archives of occupational and environmental health 20090801

• 5-(2,4-Dichloro-phenoxy-meth-yl)-1,3,4-thia-diazol-2-amine.

  Acta crystallographica. Section E, Structure reports online 20090801

• Allergic reaction induced by dermal and/or respiratory exposure to low-dose phenoxyacetic acid, organophosphorus, and carbamate pesticides.

  Toxicology 20090710

• Relative developmental toxicity of glycol ether alkoxy acid metabolites in the embryonic stem cell test as compared with the in vivo potency of their parent compounds.

  Toxicological sciences : an official journal of the Society of Toxicology 20090701

• 4-Methyl-3-(2-phenoxy-acet-yl)-5-phenyl-1,3,4-oxadiazinan-2-one.

  Acta crystallographica. Section E, Structure reports online 20090701

• Synthesis and evaluation of in vitro antiviral activity of novel phenoxy acetic acid derivatives.

  Journal of enzyme inhibition and medicinal chemistry 20090601

• Hypersensitivity reactions to penicillins: studies in a group of patients with negative benzylpenicillin G skin test.

  Journal of clinical pharmacy and therapeutics 20090601

• The University of Michigan Dioxin Exposure Study: predictors of human serum dioxin concentrations in Midland and Saginaw, Michigan.

  Environmental health perspectives 20090501

• Automated potentiometric titrations in KCl/water-saturated octanol: method for quantifying factors influencing ion-pair partitioning.

  Analytical chemistry 20090401

• Exploring and dissecting genome-wide gene expression responses of Penicillium chrysogenum to phenylacetic acid consumption and penicillinG production.

  BMC genomics 20090101

• PPARδ activity in cardiovascular diseases: A potential pharmacological target.

  PPAR research 20090101

• Optimization of the dilute maleic acid pretreatment of wheat straw.

  Biotechnology for biofuels 20090101

• Variation of MCPA, metribuzine, methyltriazine-amine and glyphosate degradation, sorption, mineralization and leaching in different soil horizons.

  Environmental pollution (Barking, Essex : 1987) 20081201

• Polydopamine-based permanent coating capillary electrochromatography for auxin determination.

  Journal of chromatography. A 20081128

• Development of relatively selective, chemically and mechanically robust solid-phase microextraction fibers based on methacrylic acid-trimethylolpropanetrimethacrylate co-polymers.

  Journal of chromatography. A 20081024

• Ultra-pressure liquid chromatography-electrospray tandem mass spectrometry for multiresidue determination of pesticides in water.

  Journal of chromatography. A 20080822

• FT-IR, FT-Raman spectra and quantum chemical calculations of some chloro substituted phenoxy acetic acids.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20080701

• Direct analysis of tfdA gene expression by indigenous bacteria in phenoxy acid amended agricultural soil.

  The ISME journal 20080601

• 3-(2-Fluoro-phen-yl)-6-(phenoxy-meth-yl)-1,2,4-triazolo[3,4-b][1,3,4]thia-diazole.

  Acta crystallographica. Section E, Structure reports online 20080401

• Uptake of 4-chloro-2-methylphenoxyacetic acid (MCPA) from the apical membrane of Caco-2 cells by the monocarboxylic acid transporter.

  Toxicology and applied pharmacology 20080315

• Synthesis, determination of the lipophilicity, anticancer and antimicrobial properties of some fused 1,2,4-triazole derivatives.

  European journal of medicinal chemistry 20080201

• catena-Poly[[(1,10-phenanthroline-κN,N')praseodymium(III)]-di-μ-phenoxy-acetato-κO:O'-[(1,10-phenanthroline-κN,N')praseodymium(III)]-di-μ-phenoxy-acetato-κO:O'-di-μ-phenoxy-acetato-κO,O':O;κO:O,O'].

  Acta crystallographica. Section E, Structure reports online 20080201

• Analysis of phenoxyacetic acid herbicides as biomarkers in human urine using liquid chromatography/triple quadrupole mass spectrometry.

  Rapid communications in mass spectrometry : RCM 20080101

• Structural Development Studies of Subtype-Selective Ligands for Peroxisome Proliferator-Activated Receptors (PPARs) Based on the 3,4-Disubstituted Phenylpropanoic Acid Scaffold as a Versatile Template.

  PPAR research 20080101

• Spatial variation in 2-methyl-4-chlorophenoxyacetic acid mineralization and sorption in a sandy soil at field level.

  Journal of environmental quality 20080101

• PPAR-delta in Vascular Pathophysiology.

  PPAR research 20080101

• Synthesis and characterization of molecularly imprinted polymers for phenoxyacetic acids.

  International journal of molecular sciences 20080101

• Tetra-kis(μ-phenoxy-acetato-κO:O')bis-[(1,10-phenanthroline-κN,N')manganese(II)] methanol hemisolvate.

  Acta crystallographica. Section E, Structure reports online 20080101

• Poly[[diaqua-nickel(II)]-μ(2)-4,4'-bipyridine-κN:N'-μ-p-phenyl-enedioxy-diacetato-κO:O'].

  Acta crystallographica. Section E, Structure reports online 20080101

• Retention behavior of phenoxyacetic herbicides on a molecularly imprinted polymer with phenoxyacetic acid as a dummy template molecule.

  Bioorganic & medicinal chemistry 20070915

• 2-Cycloalkyl phenoxyacetic acid CRTh2 receptor antagonists.

  Bioorganic & medicinal chemistry letters 20070801

• Uptake of pesticides from water by curly waterweed Lagarosiphon major and lesser duckweed Lemna minor.

  Pest management science 20070801

• Superheated water extraction and phase transfer methylation of phenoxy acid herbicides from solid matrices.

  Journal of chromatography. A 20070608

• Substituent and solvent effects on electronic spectra of some substituted phenoxyacetic acids.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20070601

• Agricultural exposures and gastric cancer risk in Hispanic farm workers in California.

  Environmental research 20070601

• Synthesis, biological evaluation, and molecular modeling investigation of chiral phenoxyacetic acid analogues with PPARalpha and PPARgamma agonist activity.

  ChemMedChem 20070501

• Analytical methods of biological monitoring for exposure to pesticides: recent update.

  Therapeutic drug monitoring 20070401

• Discovery of novel phenoxyacetic acid derivatives as antimycobacterial agents.

  Bioorganic & medicinal chemistry 20070301

• Synthesis, characterization and antibacterial activity of azomethine derivatives derived from 2-formylphenoxyacetic acid.

  Molecules (Basel, Switzerland) 20070222

• Synthesis and insect antifeedant activity of aurones against Spodoptera litura larvae.

  Journal of agricultural and food chemistry 20070207

• The role of laterally transferred genes in adaptive evolution.

  BMC evolutionary biology 20070101

• Synthesis and characterization of water-operative cationic and anionic metal-ion activated molecular receptors for aromatic anions.

  Inorganic chemistry 20061127

• Hypolipidaemic and antiplatelet activity of phenoxyacetic acid derivatives related to alpha-asarone.

  The Journal of pharmacy and pharmacology 20061001

• Studying health outcomes in farmworker populations exposed to pesticides.

  Environmental health perspectives 20060601

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

• Raman spectral analysis of phenoxyacetic acid and some chloro substituted phenoxyacetic acids.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20060301

• Liquid-liquid-liquid microextraction with automated movement of the acceptor and the donor phase for the extraction of phenoxyacetic acids prior to liquid chromatography detection.

  Journal of chromatography. A 20060203

• Mortality from ischemic heart disease and diabetes mellitus (type 2) in four U.S. wheat-producing states: a hypothesis-generating study.

  Environmental health perspectives 20060201

• Bioconjugatable porphyrins bearing a compact swallowtail motif for water solubility.

  Bioconjugate chemistry 20060101

• Non-Hodgkin lymphoma and pesticide exposure: 25 years of research.

  Acta haematologica 20060101

• The evaluation of different sorbents for the preconcentration of phenoxyacetic acid herbicides and their metabolites from soils.

  Journal of chromatography. A 20051216

• Phenoxyacetic acid herbicide exposure for women on Ontario farms.

  Journal of toxicology and environmental health. Part A 20050813

• The measurement of urinary hydroxyurea in sickle cell anaemia.

  British journal of haematology 20050701

• Synthesis, biological evaluation, and three-dimensional quantitative structure-activity relationship study of small-molecule positive modulators of adrenomedullin.

  Journal of medicinal chemistry 20050616

• The comparative toxicology of 4-chloro-2-methylphenoxyacetic acid and its plant metabolite 4-chloro-2-carboxyphenoxyacetic acid in rats.

  Regulatory toxicology and pharmacology : RTP 20050601

• Immuno-arrays for multianalyte analysis of chlorotriazines.

  Talanta 20050130

• [Identification and characterization of a plasmid in strain Aeronomas hydrophila IBRB-36 4CPA carrying genes for catabolism of chlorophenoxyacetic acids].

  Genetika 20041101

• Comparative inter-species pharmacokinetics of phenoxyacetic acid herbicides and related organic acids. evidence that the dog is not a relevant species for evaluation of human health risk.

  Toxicology 20040715

• In vitro reactivity of carboxylic acid-CoA thioesters with glutathione.

  Chemical research in toxicology 20040101

• Adaptative responses in yeast to the herbicide 2-methyl-4-chlorophenoxyacetic acid at the level of intracellular pH homeostasis.

  Journal of applied microbiology 20040101

• From phenoxyacetic acids to cellular telephones: is there historical evidence for the precautionary principle in cancer prevention?

  International journal of health services : planning, administration, evaluation 20040101

• Comparison of the hemolytic activity of isopropoxyethanol and phenoxyethanol.

  International journal of occupational medicine and environmental health 20040101

• Detection of specific IgE antibodies to major and minor antigenic determinants in sera of penicillin allergic patients.

  Chinese medical journal 20031201

• Small hydroxyethylene-based peptidomimetics inhibiting both HIV-1 and C. albicans aspartic proteases.

  Bioorganic & medicinal chemistry 20031103

• Protein tyrosine phosphatase 1B inhibition: opportunities and challenges.

  Current medicinal chemistry 20030801

• Multiresidue determination of acidic pesticides in water by HPLC-DAD with confirmation by GC-MS using conversion to the methyl ester with trimethylsilyldiazomethane.

  Journal of chromatographic science 20030801

• Formation of chloroacetic acids from soil, humic acid and phenolic moieties.

  Chemosphere 20030701

• Theoretical studies on the gas-phase pyrolysis of 2-phenoxycarboxylic acids: an ONIOM approach.

  Journal of computational chemistry 20030601

• Toxicity of chlorinated phenoxyacetic acid herbicides in the experimental eukaryotic model Saccharomyces cerevisiae: role of pH and of growth phase and size of the yeast cell population.

  Chemosphere 20030401

• Chloride transport across lipid bilayers and transmembrane potential induction by an oligophenoxyacetamide.

  Journal of the American Chemical Society 20030312

• Pesticide exposure and birthweight: an epidemiological study in Central Poland.

  International journal of occupational medicine and environmental health 20030101

• Does the detoxification of penicillin side-chain precursors depend on microsomal monooxygenase and glutathione S-transferase in Penicillium chrysogenum?

  Journal of basic microbiology 20030101

• Structure-activity relationship studies of phenoxypropanolamine derivatives for beta 3-adrenergic activity.

  Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20021101

• Use of 2% 2-phenoxyethanol and 0.1% octenidine as antiseptic in premature newborn infants of 23-26 weeks gestation.

  The Journal of hospital infection 20020801

• Exposure to pesticides as risk factor for non-Hodgkin's lymphoma and hairy cell leukemia: pooled analysis of two Swedish case-control studies.

  Leukemia & lymphoma 20020501

• AQR1 gene (ORF YNL065w) encodes a plasma membrane transporter of the major facilitator superfamily that confers resistance to short-chain monocarboxylic acids and quinidine in Saccharomyces cerevisiae.

  Biochemical and biophysical research communications 20020405

• Genotoxicological effects of some phenoxyherbicides and their metabolites on Bacillus subtilis M45 Rec- and H17 Rec+ strains.

  Chemosphere 20020401

• Saccharomyces cerevisiae resistance to chlorinated phenoxyacetic acid herbicides involves Pdr1p-mediated transcriptional activation of TPO1 and PDR5 genes.

  Biochemical and biophysical research communications 20020329

• Metal ion-dependent molecular inclusion chemistry: inclusion of aromatic anions by coordinated 1,4,7,10-tetrakis((S)-2-hydroxy-3-phenoxypropyl)-1,4,7,10-tetraazacyclododecane.

  Inorganic chemistry 20020311

• New mu-opioid receptor agonists with phenoxyacetic acid moiety.

  Chemical & pharmaceutical bulletin 20020201

• Comparison of aqueous and nonaqueous carrier electrolytes for the separation of penicillin V and related substances by capillary electrophoresis with UV and mass spectrometric detection.

  Electrophoresis 20020201

• Synthesis of haptens and protein conjugates for the development of immunoassays for the insect growth regulator fenoxycarb.

  Journal of agricultural and food chemistry 20020102

• Reciprocal 13C-labeling: a method for investigating the catabolism of cosubstrates.

  Biotechnology progress 20020101

• Behavioral responses of the ciliated protozoan Paramecium caudatum to 2,4-dichlorophenoxyacetic acid and its analogues.

  Journal of bioscience and bioengineering 20020101

• Sodium phenoxyacetate hemihydrate.

  Acta crystallographica. Section C, Crystal structure communications 20011101

• An exploratory analysis of the effect of pesticide exposure on the risk of spontaneous abortion in an Ontario farm population.

  Environmental health perspectives 20010801

• Etiologic factors in soft tissue sarcomas.

  Onkologie 20010401

• Effect of molecular parameters on the binding of phenoxyacetic acid derivatives to albumins.

  Journal of chromatography. B, Biomedical sciences and applications 20010325

• Sodium hydrogen bis(phenoxyacetate).

  Acta crystallographica. Section C, Crystal structure communications 20010301

• Penicillin productivity and glutathione-dependent detoxification of phenylacetic and phenoxyacetic acids in Penicillium chrysogenum.

  Journal of basic microbiology 20010101

• Allergenicity testing of supermethrin, phenoxyacetic acid and DNCB using in vivo and in vitro modifications of the local lymph node assays, maximization and epicutaneous testing.

  Journal of applied toxicology : JAT 20010101

• Physiological and genetic characteristics of two bacterial strains utilizing phenoxypropionate and phenoxyacetate herbicides.

  Microbiological research 20010101

• The glutathione metabolism of the beta-lactam producer filamentous fungus Penicillium chrysogenum.

  Acta microbiologica et immunologica Hungarica 20010101

• In vitro binding of 14C-labeled acidic compounds to serum albumin and their tissue distribution in the rat.

  Journal of pharmacokinetics and biopharmaceutics 19801201