EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

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

Supplier Sponsors

CAS Number: 13684-63-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:237-199-0
FDA UNII: UJE31KXP78
Nikkaji Web:J1.862G
Beilstein Number:2395027
MDL:MFCD00055419
XlogP3:3.60 (est)
Molecular Weight:300.31432000
Formula:C16 H16 N2 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 water, 10.51 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
[3-(methoxycarbonylamino)phenyl] N-(3-methylphenyl)carbamate
Santa Cruz Biotechnology
For experimental / research use only.
Phenmedipham
Sigma-Aldrich
For experimental / research use only.
Phenmedipham PESTANAL®, analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-chicken LD50 > 3000 mg/kg
Pesticide Manual. Vol. 9, Pg. 665, 1991.

oral-dog LD50 > 4000 mg/kg
Pesticide Manual. Vol. 9, Pg. 665, 1991.

oral-guinea pig LD50 > 4000 mg/kg
Pesticide Manual. Vol. 9, Pg. 665, 1991.

unreported-mammal (species unspecified) LD50 3000 mg/kg
"Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 204, 1971.

oral-mouse LD50 > 8000 mg/kg
Pesticide Manual. Vol. 9, Pg. 665, 1991.

oral-rat LD50 4000 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(4), Pg. 16, 1984.

unreported-rat LD50 800 mg/kg
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(6), Pg. 21, 1982.

Dermal Toxicity:
skin-rabbit LD50 10 mL/kg
"Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A319, Pg. 1983

skin-rat LD50 > 500 mg/kg
World Review of Pest Control. Vol. 9, Pg. 119, 1970.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Reasoned opinion on the modification of the existing MRL for phenmedipham in lettuce
View page or View pdf

Reasoned opinion on the review of the existing maximum residue levels (MRLs) for phenmedipham according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf

Peer review of the pesticide risk assessment of the active substance phenmedipham
View page or View pdf

Modification of the existing maximum residue level for phenmedipham in strawberries
View page or View pdf

Modification of the existing maximum residue level for phenmedipham in celeriac
View page or View pdf

EPI System: View
EPA-Iris:IRIS
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :24744
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
[3-(methoxycarbonylamino)phenyl] N-(3-methylphenyl)carbamate
Chemidplus:0013684634
EPA/NOAA CAMEO:hazardous materials
RTECS:FD9050000 for cas# 13684-63-4
 
References:
 [3-(methoxycarbonylamino)phenyl] N-(3-methylphenyl)carbamate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):24744
Pubchem (sid):134990701
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C18420
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•'betanal' (157 g ail); in united kingdom 'betanal e' (120 gl). technical product is more than 95% pure. •emulsifiable concentrates 16.7% (wtvol) technical material, 15.9% (wtvol) technical material.
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 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
 

Articles:

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.
 
Notes:
None found
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