phenmedipham
carbanilic acid, m-hydroxy, methyl ester, m-methylcarbanilate (ester)
Identification
| Name | phenmedipham |
| CAS Number | 13684-63-4 |
| EINECS | 237-199-0 |
| FDA UNII | UJE31KXP78 |
| Molecular Formula | C16 H16 N2 O4 |
| Molecular Weight | 300.31432000 |
| MDL Number | MFCD00055419 |
| Nikkaji Number | J1.862G |
| Beilstein | 2395027 |
| XlogP3 | 3.60 (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 Toxicity | oral-chicken LD50 > 3000 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 10 mL/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 phenmedipham usage levels up to | not for fragrance use. |
| Recommendation for phenmedipham flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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.