phenmedipham

carbanilic acid, m-hydroxy, methyl ester, m-methylcarbanilate (ester)

CAS: 13684-63-4 C16 H16 N2 O4 MW: 300.31432000

Identification

Namephenmedipham
CAS Number13684-63-4
EINECS237-199-0
FDA UNIIUJE31KXP78
Molecular FormulaC16 H16 N2 O4
Molecular Weight300.31432000
MDL NumberMFCD00055419
Nikkaji NumberJ1.862G
Beilstein2395027
XlogP33.60 (est)

Regulatory

Physical Properties

Appearance white powder (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 143.00 °C. @ 760.00 mm Hg
Boiling Point 391.90 °C. @ 760.00 mm Hg (est)
Flash Point 375.00 °F. TCC ( 190.80 °C. ) (est)
logP (o/w) 3.590
Soluble in water, 4.7 mg/L @ 25 °C (exp)

No sensory data available

Safety Information

Oral/Parenteral Toxicityoral-chicken LD50 > 3000 mg/kg
Dermal Toxicityskin-rabbit LD50 10 mL/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryherbicides / pesticides
Recommendation for phenmedipham usage levels up tonot for fragrance use.
Recommendation for phenmedipham flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

betanal carbanilic acid, m-hydroxy-, methyl ester, m-methylcarbanilate carbanilic acid, m-hydroxy, methyl ester, m-methylcarbanilate (ester) 3-( carbomethoxyamino)phenyl 3-methylcarbanilate fenmedifam m- hydroxycarbanilic acid methyl ester m-methylcarbanilate kemifam 3-(( methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate 3- methoxycarbonylaminophenyl 3'-methylcarbanilate 3- methoxycarbonylaminophenyl N-3'-methylphenylcarbamate methyl 3-(3-methylcarbaniloyloxy)carbanilate methyl 3-(m-tolylcarbamoyloxy)phenylcarbamate methyl m-hydroxycarbanilate m-methylcarbanilate (ester) (8CI) methyl m-hydroxycarbanilate, m-methylcarbanilate methyl N-(3-(N-(3-methylphenyl)carbamoyloxy)phenyl)carbamate methyl-3-hydroxycarbanilate-3-methylcarbanilate methyl-3-m-tolycarbamoloxyphenyl carbamate 3-( methylphenyl)carbamic acid 3-((methoxycarbonyl)amino)phenyl ester morton EP 452 phenmediphame schering 4072 schering-38584 synbetan P PubMed: Differential gene expression analysis in Enchytraeus albidus exposed to natural and chemical stressors at different exposure periods. PubMed: Acute and chronic toxicity of Betanal(®)Expert and its active ingredients on nontarget aquatic organisms from different trophic levels. PubMed: Development of a microarray for Enchytraeus albidus (Oligochaeta): preliminary tool with diverse applications. PubMed: Biochemical characterization of cholinesterases in Enchytraeus albidus and assessment of in vivo and in vitro effects of different soil properties, copper and phenmedipham. PubMed: Can avoidance in Enchytraeus albidus be used as a screening parameter for pesticides testing? PubMed: Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): identification of phenmedipham and amperozide as FAAH inhibitors. PubMed: Effects of natural and chemical stressors on Enchytraeus albidus: can oxidative stress parameters be used as fast screening tools for the assessment of different stress impacts in soils? PubMed: Analysis of carbamate pesticides in water samples using single-drop microextraction and gas chromatography-mass spectrometry. PubMed: Avoidance test with Enchytraeus albidus (Enchytraeidae): effects of different exposure time and soil properties. PubMed: Enchytraeus albidus (Enchytraeidae): a test organism in a standardised avoidance test? Effects of different chemical substances. PubMed: Selected stormwater priority pollutants: a European perspective. PubMed: Monitoring the efficacy and metabolism of phenylcarbamates in sugar beet and black nightshade by chlorophyll fluorescence parameters. PubMed: Use of growth regulator of cytokinin type for enhancement and modification of herbicide activity. PubMed: Comparison of different sorbents for multiresidue solid-phase extraction of 16 pesticides from groundwater coupled with high-performance liquid chromatography. PubMed: Effect of tank mixed adjuvants on the drift potential of phenmedipham formulations. PubMed: Fate of the herbicides glyphosate, glufosinate-ammonium, phenmedipham, ethofumesate and metamitron in two Finnish arable soils. PubMed: [Analysis of phenmedipham in agricultural products by HPLC]. PubMed: Effects of the benzoxazoid DIMBOA, selected degradation products, and structure-related pesticides on soil organisms. PubMed: Drift of 10 herbicides after tractor spray application. 1. Secondary drift (evaporation). PubMed: Effect of different soil types on the enchytraeids Enchytraeus albidus and Enchytraeus luxuriosus using the herbicide Phenmedipham. PubMed: Effects of different soil types on the Collembolans Folsomia candida and Hypogastrura assimilis using the herbicide Phenmedipham. PubMed: Avoidance behaviour of Enchytraeus albidus: effects of benomyl, carbendazim, phenmedipham and different soil types. PubMed: Evaluation of herbicide combinations for livid amaranth (Amaranthus blitum) control in tuberous begonia (Begonia x tuberhybrida). PubMed: Adsorption of sugar beet herbicides to Finnish soils. PubMed: The influence of lipophilicity and formulation on the distribution of pesticides in laboratory-scale sediment/water systems. PubMed: Ethoxylated rapeseed oil derivatives as novel adjuvants for herbicides. PubMed: Liquid chromatographic/mass spectrometric determination of desmedipham and phenmedipham and their metabolites in soil. PubMed: Biological monitoring of phenmedipham: determination of m-toluidine in urine. PubMed: Soil thin-layer chromatography and pesticide mobility through soil microstructures. New technical approach. PubMed: Automated determination of phenylcarbamate herbicides in environmental waters by on-line trace enrichment and reversed-phase liquid chromatography-diode array detection. PubMed: A methodological approach to the application of a vermiculite modified carbon paste electrode in interaction studies: Influence of some pesticides on the uptake of Cu(II) from a solution to the solid phase. PubMed: Expression of a bacterial gene in transgenic plants confers resistance to the herbicide phenmedipham. PubMed: Purification and properties of an Arthrobacter oxydans P52 carbamate hydrolase specific for the herbicide phenmedipham and nucleotide sequence of the corresponding gene. PubMed: Comparison of sublethal and lethal criteria for nine different chemicals in standardized toxicity tests using the earthworm Eisenia andrei. PubMed: [Evaluation of the effectiveness of vitamin and amino acid mixtures for increasing body resistance to pesticides in experimental studies]. PubMed: [Photoallergic dermatitis caused by the herbicide phenmedipham]. PubMed: Analysis of herbicide residues in sugar beet and sugar. PubMed: [Epicutaneous testing with plant protective and pest control agents (pesticides)]. PubMed: [Basis for the maximum permissible exposure level of betanale taking into account its toxicologic hazardousness level]. PubMed: [The effect of pesticides on the protozoan Tetrahymena pyriformis]. PubMed: [Potential hazardousness of the embryotoxic action of the herbicide betanal (experimental data)]. PubMed: [In vivo and in vitro actions of biscarbamates on the photosynthetic activity of chloroplasts]. PubMed: Microbial degradation of the carbamate pesticides desmedipham, phenmedipham, promecarb, and propamocarb. PubMed: [Herbicide residues in some herbs (author's transl)]. PubMed: Herbicidal treatments for control of Papaver somniferum L. PubMed: [Experience in the field of gas chromatographic herbicide residue analysis illustrated by using phenmedipham and fenuron as examples]. PubMed: Allergic contact dermatitis from Betanal (phenmedipham). PubMed: Relationship between inhibitor binding by chloroplasts and inhibition of photosynthetic electron transport. PubMed: Herbicidal treatments for control of Cannabis sativa L. PubMed: [Radiometric determination of 11 carbamate pesticides in the nanogram and subnanongram ranges by means of cholinesterase inhibition]. PubMed: [Determination of residual quantities of betanal (phenmedipham) in sugar beets]. PubMed: Phenmedipham and m-aminophenol decomposition in alkaline soil.