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chlorpropham
carbamic acid, (3-chlorophenyl)-, 1-methylethyl ester

Supplier Sponsors

CAS Number: 101-21-3Picture of molecule3D/inchi
FDA UNII: 0HBU04R8B0
Nikkaji Web:J4.015K
Beilstein Number:2211397
XlogP3-AA:3.50 (est)
Molecular Weight:213.66304000
Formula:C10 H12 Cl N O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:brown chunky solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 89 mg/L @ 25 °C (exp)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Isopropyl m-chlorocarbanilate 95%
 
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:
unreported-duck LD50 > 2000 mg/kg
Farm Chemicals Handbook. Vol. -, Pg. C73, 1991.

unreported-mammal (species unspecified) LD50 3000 mg/kg
"Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 200, 1971.

intraperitoneal-mouse LD50 2600 mg/kg
Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 175, Pg. 496, 1981.

oral-mouse LD50 3650 mg/kg
Food Additives and Contaminants. Vol. 16, Pg. 173, 1999.

oral-rabbit LD50 5000 mg/kg
Pharmacological Reviews. Vol. 14, Pg. 225, 1962.

intraperitoneal-rat LD50 700 mg/kg
Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 175, Pg. 496, 1981.

oral-rat LD50 1200 mg/kg
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: ATAXIA SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
Archives of Environmental Health. Vol. 19, Pg. 621, 1969.

unreported-rat LD50 3350 mg/kg
Environmental Quality and Safety, Supplement. Vol. 3, Pg. 618, 1975.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
herbicides / pesticides
Recommendation for chlorpropham usage levels up to:
 not for fragrance use.
 
Recommendation for chlorpropham flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

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

Reasoned opinion on the setting of temporary maximum residue levels for chlorpropham in potatoes
View page or View pdf

EPI System: View
EPA-Iris:IRIS
NIOSH International Chemical Safety Cards:search
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 :2728
National Institute of Allergy and Infectious Diseases:Data
propan-2-yl N-(3-chlorophenyl)carbamate
Chemidplus:0000101213
EPA/NOAA CAMEO:hazardous materials
RTECS:101-21-3
 
References:
 propan-2-yl N-(3-chlorophenyl)carbamate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):2728
Pubchem (cas):101-21-3
 
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):C14506
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 carbamic acid, (3-chlorophenyl)-, 1-methylethyl ester
 prevenol 56
 propan-2-yl N-(3-chlorophenyl)carbamate
isopropyl N-(3-chlorophenyl)carbamate
 sprout nip
 taterpex
 unicrop CIPC
 

Articles:

PubMed:Chronic dietary exposure to pesticide residues and associated risk in the French ELFE cohort of pregnant women.
PubMed:Microtubules and Actin Cytoskeleton of Cryptococcus neoformans as Targets for Anticancer Agents to Potentiate a Novel Approach for New Antifungals.
PubMed:Application of zirconium dioxide nanoparticle sorbent for the clean-up step in post-harvest pesticide residue analysis.
PubMed:Effects of Common Pesticides on Prostaglandin D2 (PGD2) Inhibition in SC5 Mouse Sertoli Cells, Evidence of Binding at the COX-2 Active Site, and Implications for Endocrine Disruption.
PubMed:Fission yeast Scp3 potentially maintains microtubule orientation through bundling.
PubMed:Spatial heterogeneity in degradation characteristics and microbial community composition of pesticide biopurification systems.
PubMed:Binding properties of herbicide chlorpropham to DNA: spectroscopic, chemometrics and modeling investigations.
PubMed:Complexation of chlorpropham with hydroxypropyl-β-cyclodextrin and its application in potato sprout inhibition.
PubMed:Chlorpropham and phenisopham: phototransformation and ecotoxicity of carbamates in the aquatic environment.
PubMed:Flow injection of liquid samples to a mass spectrometer with ionization under vacuum conditions: a combined ion source for single-photon and electron impact ionization.
PubMed:Direct detection of chlorpropham on potato skin using desorption electrospray ionization.
PubMed:The use of bio-guided fractionation to explore the use of leftover biomass in Dutch flower bulb production as allelochemicals against weeds.
PubMed:Mechanisms of the thermal decay of chlorpropham.
PubMed:Micronucleation by mitosis inhibitors in developing microspores of Spathiphyllum wallisii Regel.
PubMed:Competitive androgen receptor antagonism as a factor determining the predictability of cumulative antiandrogenic effects of widely used pesticides.
PubMed:Tools to study the degradation and loss of the N-phenyl carbamate chlorpropham--a comprehensive review.
PubMed:Paracoccus huijuniae sp. nov., an amide pesticide-degrading bacterium isolated from activated sludge of a wastewater biotreatment system.
PubMed:Cloning of a novel arylamidase gene from Paracoccus sp. strain FLN-7 that hydrolyzes amide pesticides.
PubMed:Pesticides in fresh potatoes sold in farmers' markets in Alberta, Canada.
PubMed:Inclusion complexation of chloropropham with β-cyclodextrin: preparation, characterization and molecular modeling.
PubMed:Planktonic versus biofilm catabolic communities: importance of the biofilm for species selection and pesticide degradation.
PubMed:[Survey of pesticide residues in imported frozen vegetables and fruits (1989.4~2008.3)].
PubMed:The effect of essential oil formulations for potato sprout suppression.
PubMed:Mint essential oil can induce or inhibit potato sprouting by differential alteration of apical meristem.
PubMed:The sprout inhibitors chlorpropham and 1,4-dimethylnaphthalene elicit different transcriptional profiles and do not suppress growth through a prolongation of the dormant state.
PubMed:[Multiresidue method for determination of pesticide residues in processed foods by GC/MS].
PubMed:Determination of six pesticides in the medicinal herb Cordia salicifolia by matrix solid-phase dispersion and gas chromatography/mass spectrometry.
PubMed:Two-dimensional coordination polymer matrix for solid-phase extraction of pesticide residues from plant Cordia salicifolia.
PubMed:Combination of 1H nuclear magnetic resonance spectroscopy and mass spectrometry as tools for investigation of the thermolytic and solvolytic effects Case of carbamates analysis.
PubMed:Endocrine disrupting effects of herbicides and pentachlorophenol: in vitro and in vivo evidence.
PubMed:Level and fate of chlorpropham in potatoes during storage and processing.
PubMed:In vitro screening for aryl hydrocarbon receptor agonistic activity in 200 pesticides using a highly sensitive reporter cell line, DR-EcoScreen cells, and in vivo mouse liver cytochrome P450-1A induction by propanil, diuron and linuron.
PubMed:Exposure assessment of the Belgian population to pesticide residues through fruit and vegetable consumption.
PubMed:Formulation and in vivo evaluation of chlorpropham (CIPC) oral formulations.
PubMed:[A study in extraction method of buprenorphine in urine].
PubMed:Assessment of uncertainty in a probabilistic model of consumer exposure to pesticide residues in food.
PubMed:Multi-residue method for determination of pesticides residues in potatoes by GC-NPD.
PubMed:Determination of chlorprophame residues in potatoes by GC-NPD or GC-MS.
PubMed:Selectivity lists of pesticides to beneficial arthropods for IPM programs in carrot--first results.
PubMed:Determination of commonly used herbicides in surface water using solid-phase extraction and dual-column HPLC-DAD.
PubMed:Rapid determination of aniline metabolites of chlorpropham in potatoes by micellar electrokinetic chromatography using negative-charged mixed micelles and laser-induced fluorescence detection.
PubMed:Chlorpropham-induced splenotoxicity and its recovery in rats.
PubMed:Chlorpropham induces mitochondrial dysfunction in rat hepatocytes.
PubMed:Biotransformation of chlorpropham (CIPC) in isolated rat hepatocytes and xenoestrogenic activity of CIPC and its metabolites by in vitro assays.
PubMed:Canadian Total Diet Study in 1998: pesticide levels in foods from Whitehorse, Yukon, Canada, and corresponding dietary intake estimates.
PubMed:The heterogeneity of sprout inhibitor application with chlorpropham.
PubMed:Optimization of microwave-assisted extraction and supercritical fluid extraction of carbamate pesticides in soil by experimental design methodology.
PubMed:Anti-herbicide single-chain antibody expression confers herbicide tolerance in transgenic plants.
PubMed:The multidrug resistance-associated protein 1 transports methoxychlor and protects the seminiferous epithelium from injury.
PubMed:Study of potatoes' sprout inhibitor treatments with chlorprophame.
PubMed:The role of actin filaments in the gravitropic response of snapdragon flowering shoots.
PubMed:Preparation of N-substituted aryl and alkyl carbamates and their inhibitory effect on oat seed germination.
PubMed:Effects of vapours of chlorpropham and ethofumesate on wild plant species.
PubMed:Influence of clay minerals on the hydrolysis of carbamate pesticides.
PubMed:Effects of chlorpropham (CIPC) on the hemopoietic system of rats.
PubMed:Residue levels of chlorpropham in individual tubers and composite samples of postharvest-treated potatoes.
PubMed:Covalent binding of the benzamide RH-4032 to tubulin in suspension-cultured tobacco cells and its application in a cell-based competitive-binding assay.
PubMed:Subchronic toxicity of chlorpropham (CIPC) in ICR mice.
PubMed:In-tube solid-phase microextraction coupled to capillary LC for carbamate analysis in water samples.
PubMed:Binding capacity of various fibre to pesticide residues under simulated gastrointestinal conditions.
PubMed:Reproductive and neurobehavioural toxicity study of chlorpropham in mice.
PubMed:Automated determination of phenylcarbamate herbicides in environmental waters by on-line trace enrichment and reversed-phase liquid chromatography-diode array detection.
PubMed:Chlorpropham [isopropyl N-(3-chlorophenyl) carbamate] disrupts microtubule organization, cell division, and early development of sea urchin embryos.
PubMed:Metabolism and cytotoxicity of chlorpropham (CIPC) and its essential metabolites in isolated rat hepatocytes during a partial inhibition of sulphation and glucuronidation reactions: a comparative study.
PubMed:Some applications of solid phase micro extraction (SPME) in the analysis of pesticide residues in food.
PubMed:cps1+, a Schizosaccharomyces pombe gene homolog of Saccharomyces cerevisiae FKS genes whose mutation confers hypersensitivity to cyclosporin A and papulacandin B.
PubMed:Reproductive and neurobehavioral effects of chlorpropham administered to mice in the diet.
PubMed:Hemotoxicity of chlorpropham (CIPC) in F344 rats.
PubMed:A sampling and analytical method for the simultaneous determination of multiple organonitrogen pesticides in air.
PubMed:Developmental toxicity of chlorpropham in mice.
PubMed:Xenobiotics and food allergy: in vivo and in vitro studies in patients with apple allergy.
PubMed:Residues of maleic hydrazide and chlorpropham in potato chips.
PubMed:Oxidative liver DNA damage in rats treated with pesticide mixtures.
PubMed:The carry-through of residues of thiabendazole, tecnazene and chlorpropham from potatoes following manufacture into potato crisps and jacket potato crisps.
PubMed:Effects of modulation of sulphation and glucuronidation on chlorpropham metabolism and cytotoxicity in isolated rat hepatocytes.
PubMed:Experimental manipulation of gamma-tubulin distribution in Arabidopsis using anti-microtubule drugs.
PubMed:Molecular cloning and characterization of a fission yeast gene responsible for supersensitivity to the spindle poison, isopropyl N-3-chlorophenyl carbamate.
PubMed:Assay of linuron and a pesticide mixture commonly found in the Italian diet, for promoting activity in rat liver carcinogenesis.
PubMed:Cytogenetic effects on human lymphocytes of a mixture of fifteen pesticides commonly used in Italy.
PubMed:The role of the cytoskeleton in the polarized growth of the germ tube in Candida albicans.
PubMed:Effect of a mixture of 15 commonly used pesticides on DNA levels of 8-hydroxy-2-deoxyguanosine and xenobiotic metabolizing enzymes in rat liver.
PubMed:Genetic toxicity of a mixture of fifteen pesticides commonly found in the Italian diet.
PubMed:A novel mutation involved in the mitotic checkpoint in the fission yeast Schizosaccharomyces pombe.
PubMed:Mechanism of cadmium-decreased glucuronidation in the rat.
PubMed:Isolation and characterization of mutants supersensitive to the spindle poison, isopropyl N-3-chlorophenyl carbamate (CIPC) in the fission yeast Schizosaccharomyces pombe.
PubMed:A simple and quick gas chromatographic method for the determination of propham and chlorpropham in potatoes.
PubMed:Comparison of an HPTLC and an HPLC procedure for the determination of chlorpropham, propham and thiabendazole residues in potatoes.
PubMed:The role of microfilaments and microtubules in apical growth and dimorphism of Candida albicans.
PubMed:Biomonitoring of arylamines: hemoglobin adducts of urea and carbamate pesticides.
PubMed:Metabolism of chlorpropham by adult rat hepatocytes co-cultured with a liver epithelial cell line.
PubMed:Cadmium-induced alterations of chlorpropham metabolism in isolated rat hepatocytes.
PubMed:Interaction of hexachlorocyclohexane (HCH) and chlorpropham (CIPC) in male rats.
PubMed:The impairment of mobility and development in freshwater snails (Physa fontinalis and Lymnaea stagnalis) caused by herbicides.
PubMed:Concentrations of the herbicides propyzamide, chlorpropham, and of their metabolites in soil and lettuce under field conditions.
PubMed:Evidence that herbicides relaxing smooth and oblique-striated muscles affect the muscle cell membrane.
PubMed:Na+-coupled D-glucose uptake and membrane order of enterocyte brush border membrane vesicles, under the effect of a series of N-phenylcarbamates.
PubMed:Immunofluorescence microscopy of microtubules in intact cell lineages of the moss, Physcomitrella patens. I. Normal and CIPC-treated tip cells.
PubMed:[Studies on the analysis of pesticide residues in foods (XLI). Chlorpropham (IPC) residues in imported refrigerated potatoes for french-frying].
PubMed:The relationship between the division plane and spindle geometry in Allium cells treated with CIPC and griseofulvin: an anti-tubulin study.
PubMed:[Chlorpropham residues in food potatoes from large warehouses].
PubMed:[On the determination of chlorpropham, metobromuron and chlorbromuron residues in drugs of the 2. AB-DDR (author's transl)].
PubMed:Cell cycle specificity of certain antimicrotubular drugs in Schizosaccharomyces pombe.
PubMed:Residue analysis of isopropyl N-(3-Chlorophenyl)carbamate in fruits and vegetables using high-performance liquid chromatography.
PubMed:[Gas chromatographic determination of chlorpropham, metobromuron and chlorbromuron residues in drugs of the East German Pharmacopoeia, 2d edition].
PubMed:Effect of inhibitors of plant cell division on mammalian tumor cells in vitro.
PubMed:[Thin-layer chromatographic testing of drugs of the East German Pharmacopoeia, 2d edition, metobromuron and chlorbromuron residues].
PubMed:Second-order model to predict microbial degradation of organic compounds in natural waters.
PubMed:[Effects of propham and chlorpropham on the embryonic development of various vertebrates].
PubMed:[Acute toxicity of two phenylcarbamates: propham and chloropropham].
PubMed:Effects of chlorpropham, chlortoluron and isoproturon on respiration and transformation of nitrogen in two soils.
PubMed:[Herbicide residues in some herbs (author's transl)].
PubMed:[Chemical weed control in the cropping of medicinal plants. Part 1: Valerian (Valeriana officinalis L.) (author's transl)].
PubMed:[Effects of propham and chloropropham on mitosis in cultured human lymphocytes. Ultrastructural study].
PubMed:Effects of DCPA, EPTC, and Chlorpropham on Pathogenicity of Meloidogyne hapla to Alfalfa.
PubMed:A carbamate herbicide causes microtubule and microfilament disruption and nuclear fragmentation in fibroblasts.
PubMed:A simplified method for determining sprout-inhibiting levels of chlorpropham (CIPC) in potatoes.
PubMed:Confirmation of some organonitrogen herbicides and fungicides by chemical derivatization and gas chromatography.
PubMed:Reference Raman spectra of eleven miscellaneous pesticides.
PubMed:Synthesis and isolation of 1-hydroxy-2-propyl 3-chlorocarbanilate from soybean plants treated with isopropyl 3-chlorocarbanilate.
PubMed:[Thin layer chromatographic separation and enzymatic detection of carbamate pesticides in plant extracts].
PubMed:Effects of temperature and chlorpropham on the storage of the yam.
PubMed:Microtubule biogenesis and cell shape in Ochromonas. 3. Effects of herbicidal mitotic inhibitor isopropyl N-phenylcarbamate on shape and flagellum regeneration.
PubMed:Rapid screening method, including automated colorimetry, for low residue levels of linuron and-or chlorpropham in vegetables.
PubMed:Metabolism of isopropyl-3-chlorocarbanilate by cucumber plants.
PubMed:The effect of linuron and chlorpropham on glutamic acid production by Arthrobacter globiformis.
PubMed:The analysis of carbamate and urea herbicides by fluorimetry of their dansylated amine moieties.
PubMed:[Thin-layer chromatography determination of chlorpropham in potatoes and carrots].
PubMed:Long-term toxicity studies of chlorpropham and propham in mice and hamsters.
PubMed:An improved method for the analysis of residues of isopropyl N-(3-chlorophenyl)carbamate (chlorpropham) in alfalfa.
PubMed:The influence of diets containing from 0 to 81 per cent of protein on tolerated doses of pesticides.
PubMed:Influence of herbicides on insecticide metabolism in leaf tissues.
PubMed:Insecticide inhibition of herbicide metabolism in leaf tissues.
PubMed:Herbicide influence on cottonseed oil quality.
PubMed:Metabolism of isopropyl 3-chlorocarbanilate by soybean plants.
PubMed:[The metabolism of carbamate herbicides in the rat. 2. Metabolism of chlorpropham and barban].
PubMed:The acute oral toxicity of the herbicide chlorpropham in albino rats. Effect of diets containing varying amounts of protein.
PubMed:[The metabolism of carbamate herbicides in the rat. 1. Metabolism of m-chloroaniline as a constituent of chlorpropham and barban].
PubMed:[Metabolism of carbamate herbicides in the rat. I. Metabolism of m-chloroaniline as a constituent of chlorpropham and barban].
PubMed:Chronic toxicologic studies on isopropyl N-(3-chlorophenyl) carbamate (CIPC).
 
Notes:
None found
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