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ortho-anisidine
2-methoxyphenylamine

Supplier Sponsors

CAS Number: 90-04-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:201-963-1
FDA UNII: NUX042F201
Nikkaji Web:J3.551C
Beilstein Number:0386210
MDL:MFCD00007688
XlogP3:1.20 (est)
Molecular Weight:123.15493000
Formula:C7 H9 N O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:yellowish to reddish or brown clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.09200 @ 25.00 °C.
Melting Point: 6.20 °C. @ 760.00 mm Hg
Boiling Point: 224.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.088000 mmHg @ 25.00 °C. (est)
Vapor Density:4.25 ( Air = 1 )
Flash Point: 210.00 °F. TCC ( 98.89 °C. )
logP (o/w): 1.180
Soluble in:
 water, 1.40E+04 mg/L @ 20 °C (exp)
 water, 9598 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
o-Anisidine
Sigma-Aldrich: Aldrich
For experimental / research use only.
o-Anisidine ≥99%
sds
TCI AMERICA
For experimental / research use only.
o-Anisidine >98.0%(GC)(T)
sds
 
Safety Information:
Preferred SDS: View
 
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-bird - wild LD50 422 mg/kg
Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.

oral-mouse LD50 1400 mg/kg
BLOOD: NORMOCYTIC ANEMIA KIDNEY, URETER, AND BLADDER: OTHER CHANGES BLOOD: OTHER CHANGES
IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 27, Pg. 63, 1982.

oral-rabbit LD50 870 mg/kg
KIDNEY, URETER, AND BLADDER: OTHER CHANGES BLOOD: NORMOCYTIC ANEMIA BLOOD: OTHER CHANGES
IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 27, Pg. 63, 1982.

oral-rat LD50 1150 mg/kg
Trudy Leningradskogo Sanitarno-Gigienicheskogo Meditsinskogo Instituta. Vol. 128, Pg. 14, 1979.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for ortho-anisidine usage levels up to:
 not for fragrance use.
 
Recommendation for ortho-anisidine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
EPA-Iris:IRIS
NIOSH International Chemical Safety Cards:search
NIOSH Pocket Guide:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):90-04-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7000
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-methoxyaniline
Chemidplus:0000090040
EPA/NOAA CAMEO:hazardous materials
RTECS:90-04-0
 
References:
 2-methoxyaniline
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:90-04-0
Pubchem (cid):7000
Pubchem (sid):134970620
Pherobase:View
 
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):C19191
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2921.49.5000
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•grade: 99% (1% max moisture) •ortho-anisidine is available in western europe as a liquid containing a minimum of 99% active ingredient and in japan as liquid containing a minimum of 99% active ingredient and a maximum of 0.2% water, with a minimal feezing-point of 5 deg.
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
1-amino-2-methoxybenzene
2-aminoanisole
o-aminoanisole
ortho-aminoanisole
 aniline, 2-methoxy-
2-anisidine
o-anisidine
 benzenamine, 2-methoxy-
2-methoxyaniline
2-methoxybenzenamine
2-methoxyphenylamine
o-methoxyphenylaniline
o-methoyxaniline
 

Articles:

PubMed:Synthesis of silver embedded poly(o-anisidine) molybdophosphate nano hybrid cation-exchanger applicable for membrane electrode.
PubMed:Investigations on the performance of poly(o-anisidine)/graphene nanocomposites for the electrochemical detection of NADH.
PubMed:Formation, persistence, and identification of DNA adducts formed by the carcinogenic environmental pollutant o-anisidine in rats.
PubMed:Comet assay evaluation of six chemicals of known genotoxic potential in rats.
PubMed:Human cytochrome-P450 enzymes metabolize N-(2-methoxyphenyl)hydroxylamine, a metabolite of the carcinogens o-anisidine and o-nitroanisole, thereby dictating its genotoxicity.
PubMed:A novel sensor for cephalosporins based on electrocatalytic oxidation by poly(o-anisidine)/SDS/Ni modified carbon paste electrode.
PubMed:Identification of rat cytochromes P450 metabolizing N-(2-methoxyphenyl)hydroxylamine, a human metabolite of the environmental pollutants and carcinogens o-anisidine and o-nitroanisole.
PubMed:Re-analysis results using medians of the data from the JaCVAM-organized international validation study of the in vivo rat alkaline comet assay.
PubMed:o-Anisidine and its hydrochloride.
PubMed:Redox sorption and recovery of silver ions as silver nanocrystals on poly(aniline-co-5-sulfo-2-anisidine) nanosorbents.
PubMed:Synthesis of poly(o-anisidine)/H(2)SO(4) film for the development of glucose biosensor.
PubMed:Identification of a genotoxic mechanism for the carcinogenicity of the environmental pollutant and suspected human carcinogen o-anisidine.
PubMed:Oxidative DNA damage induced by a metabolite of carcinogenic o-anisidine: enhancement of DNA damage and alteration in its sequence specificity by superoxide dismutase.
PubMed:Redox cycling in the metabolism of the environmental pollutant and suspected human carcinogen o-anisidine by rat and rabbit hepatic microsomes.
PubMed:Carcinogenic pollutants o-nitroanisole and o-anisidine are substrates and inducers of cytochromes P450.
PubMed:Tissue distribution, excretion and metabolism of o-anisidine in rats.
PubMed:Mechanism of peroxidase-mediated oxidation of carcinogenic o-anisidine and its binding to DNA.
PubMed:Evidence for activation of carcinogenic o-anisidine by prostaglandin H synthase: 32P-postlabelling analysis of DNA adduct formation.
PubMed:The aromatic amine carcinogens o-toluidine and o-anisidine induce free radicals and intrachromosomal recombination in Saccharomyces cerevisiae.
PubMed:Organ-specific genotoxicity of the potent rodent bladder carcinogens o-anisidine and p-cresidine.
PubMed:The non-genotoxicity to rodents of the potent rodent bladder carcinogens o-anisidine and p-cresidine.
PubMed:Direct oxidation of beta-aryl substituted aldehydes to alpha,beta-unsaturated aldehydes promoted by an o-anisidine-Pd(OAc)2 co-catalyst.
PubMed:Ag nanobelts: synthesis, morphological evolution, and their use as electrocatalysts for oxygen reduction.
PubMed:Mutagenicity of o-anisidine to the bladder of lacI- transgenic B6C3F1 mice: absence of 14C or 32P bladder DNA adduction.
PubMed:ortho-anisidine.
PubMed:Genotoxic mechanisms for the carcinogenicity of the environmental pollutants and carcinogens o-anisidine and 2-nitroanisole follow from adducts generated by their metabolite N-(2-methoxyphenyl)-hydroxylamine with deoxyguanosine in DNA.
PubMed:Effects of cytochrome P450 inhibitors on peroxidase activity.
PubMed:Self-stabilized nanoparticles of intrinsically conducting copolymers from 5-sulfonic-2-anisidine.
PubMed:Cytochrome P450-mediated metabolism of N-(2-methoxyphenyl)-hydroxylamine, a human metabolite of the environmental pollutants and carcinogens o-anisidine and o-nitroanisole.
PubMed:o-Anisidine hydrochloride.
PubMed:o-Anisidine hydrochloride.
PubMed:Comments on the paper 'The non-genotoxicity to rodents of the potent bladder carcinogens o-anisidine and p-cresidine'.
PubMed:Bioassay of o-anisidine hydrochloride for possible carcinogenicity.
PubMed:Synthesis and anti-inflammatory activity of antioxidants, 4-alkylthio-o-anisidine derivatives.
PubMed:Bioassay of 5-nitro-o-anisidine for possible carcinogenicity.
PubMed:Monoarylamines in the general population--a cross-sectional population-based study including 1004 Bavarian subjects.
PubMed:Synthesis and Characterization of Organic-Inorganic Nanocomposite Poly-o-anisidine Sn(IV) Arsenophosphate: Its Analytical Applications as Pb(II) Ion-Selective Membrane Electrode.
PubMed:5-Nitro-ortho-anisidine.
PubMed:Naphthol AS-BI (7-bromo-3-hydroxy-2-naphtho-o-anisidine) phosphatase and naphthol AS-BI beta-D-glucuronidase in Chinese hamster ovary cells: biochemical and flow cytometric studies.
PubMed:Treatment of olive mill wastewater by photooxidation with ZrO2 doped TiO2 nanocomposite and it's reuse capability.
PubMed:The urinary bladder carcinogen propoxur does not produce genotoxic effects in the urinary bladder of Wistar male rats.
PubMed:Layer-by-layer assembly of aqueous dispersible, highly conductive poly(aniline-co-o-anisidine)/poly(sodium 4-styrenesulfonate)/MWNTs core-shell nanocomposites.
PubMed:Inter-laboratory comparison study on the determination of primary aromatic amines in cold water extracts of coloured paper napkins.
PubMed:Synthesis, cytotoxicity, docking study, and tubulin polymerization inhibitory activity of novel 1-(3,4-dimethoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazole-3-carboxanilides.
PubMed:Nanojacketing and dejacketing of ds-DNA: a nondestructive characterization of a nanojacketed sample by impedance spectroscopy.
PubMed:Dephenolization, dearomatization and detoxification of olive mill wastewater with sonication combined with additives and radical scavengers.
PubMed:Enhanced mutagenicity of anisidine isomers in bacterial strains containing elevated N-acetyltransferase activity.
PubMed:Synthesis, structure and inhibitory activity of a stereoisomer of oseltamivir carboxylate.
PubMed:Measurement of hexoses and pentoses, singly or in combination, with o-anisidine.
PubMed:Microextraction by packed sorbent and salting-out-assisted liquid-liquid extraction for the determination of aromatic amines formed from azo dyes in textiles.
PubMed:CYP-450 isoenzymes catalyze the generation of hazardous aromatic amines after reaction with the azo dye Sudan III.
PubMed:Strong adsorbability of mercury ions on aniline/sulfoanisidine copolymer nanosorbents.
PubMed:Structure-activity relationships of several anisidine and dibenzanthracene isomers in the w/w+ somatic assay of Drosophila melanogaster.
PubMed:Effect of ionic liquid on the determination of aromatic amines as contaminants in hair dyes by liquid chromatography coupled to electrochemical detection.
PubMed:Reduced graphene oxide conjugated Cu2O nanowire mesocrystals for high-performance NO2 gas sensor.
PubMed:A comparison of cell-collecting methods for the Comet assay in urinary bladders of rats.
PubMed:Oxidative detoxication of carcinogenic 2-nitroanisole by human, rat and rabbit cytochrome P450.
PubMed:Identification of a genotoxic mechanism for 2-nitroanisole carcinogenicity and of its carcinogenic potential for humans.
PubMed:Genetic toxicity in relation to receptor-mediated carcinogenesis.
PubMed:[Determination of seven aromatic amines in hair dyes by capillary electrophoresis coupled with field-amplified sample stacking].
PubMed:Simultaneous determination of various aromatic amines and metabolites of aromatic nitro compounds in urine for low level exposure using gas chromatography-mass spectrometry.
PubMed:The use of initiated cells as a test system for the detection of inhibitors of gap junctional intercellular communication.
PubMed:Mono and binuclear Ag(I), Cu(II), Zn(II) and Hg(II) complexes of a new azo-azomethine as ligand: synthesis, potentiometric, spectral and thermal studies.
PubMed:Enantioselective ring opening of meso-epoxides by aromatic amines catalyzed by lanthanide iodo binaphtholates.
PubMed:Haemoglobin adducts from aromatic amines in children in relation to area of residence and exposure to environmental tobacco smoke.
PubMed:N-oxidation of aromatic amines by intracellular oxidases.
PubMed:Phenotypic classes of phenoloxidase-negative mutants of the lignin-degrading fungus Phanerochaete chrysosporium.
PubMed:4-Chloro-N-(2-methoxy-phen-yl)benzamide.
PubMed:Self assembly of poly(o-methoxy aniline) with RNA and RNA/DNA hybrids: physical properties and conformational change of poly(o-methoxy aniline).
PubMed:Nongenotoxic carcinogens: development of detection methods based on mechanisms: a European project.
PubMed:Formation of silver nanoparticles in deoxyribonucleic acid-poly(o-methoxyaniline) hybrid: a novel nano-biocomposite.
PubMed:Thermal stability of poly(o-methoxyaniline) layer-by-layer films investigated by neutron reflectivity and UV-VIS spectroscopy.
PubMed:Dynamic scale theory for characterizing surface morphology of layer-by-layer films of poly(o-methoxyaniline).
PubMed:Contribution of conformational change of polymer structure to electrochemomechanical deformation based on polyaniline.
PubMed:Site-specific consultation for a chemical mixture.
PubMed:ortho- and para-Anisidine and their hydrochlorides.
PubMed:Polymerization of 2-methylaniline and 2-methoxyaniline in water/pentane biphasic system.
PubMed:In situ UV-visible spectroelectrochemical studies on the copolymerization of diphenylamine with ortho-methoxy aniline.
PubMed:An evaluation of the E. coli K-12 uvrB/recA DNA repair host-mediated assay. II. In vivo results for 36 compounds tested in the mouse.
PubMed:[Toxicological and hygienic characteristics of ortho- and para-anisidines].
PubMed:[Cosmetic colorants. Toxicology and regulation].
PubMed:Analysis of the involvement of human N-acetyltransferase 1 in the genotoxic activation of bladder carcinogenic arylamines using a SOS/umu assay system.
PubMed:Analysis of aromatic amines in cigarette smoke.
PubMed:Assessing the predictiveness of the Syrian hamster embryo cell transformation assay for determining the rodent carcinogenic potential of single ring aromatic/nitroaromatic amine compounds.
PubMed:NTP Toxicology and Carcinogenesis Studies of o-Nitroanisole (CAS No. 91-23-6) in F344 Rats and B6C3F1 Mice (Feed Studies).
PubMed:Synergism of environmental carcinogens and promoters on bladder cancer development initiated by N-butyl-N-(4-hydroxybutyl)nitrosamine in F344 rats.
PubMed:Measurement of unscheduled DNA synthesis in rat kidney cells following in vivo treatment with genotoxic agents.
PubMed:Dynamic assay of enzyme activities in single cells by flow cytometry.
PubMed:The use of homocarnosine as a spacer in indirect haemagglutination.
PubMed:Mutagenicity of benzidine and related compounds employed in the detection of hemoglobin.
PubMed:Intramolecular electron transfer versus substrate oxidation in lactoperoxidase: investigation of radical intermediates by stopped-flow absorption spectrophotometry and (9-285 GHz) electron paramagnetic resonance spectroscopy.
PubMed:Polymer - supported cobalt (II) catalysts for the oxidation of alkenes.
PubMed:Enzymes involved in the metabolism of the carcinogen 2-nitroanisole: evidence for its oxidative detoxication by human cytochromes P450.
PubMed:Preparation of silver nanocrystals in the presence of aniline.
PubMed:Morphological transformation and effect on gap junction intercellular communication in Syrian hamster embryo cells as screening tests for carcinogens devoid of mutagenic activity.
PubMed:Tumor promoters induce inhibition of gap junctional intercellular communication in mouse epidermal cells by affecting the localization of connexin43 and E-cadherin.
PubMed:Homologous expression of recombinant manganese peroxidase in Phanerochaete chrysosporium.
PubMed:Reactive intermediates formed during the peroxidative oxidation of anisidine isomers.
PubMed:Bioassay of 2,4-dimethoxyaniline hydrochloride for possible carcinogenicity.
PubMed:The cytochemical demonstration of beta-glucuronidase in colon neoplasms of rats exposed to azoxymethane.
PubMed:Personal air sampling for vapors of aniline compounds.
PubMed:[Demonstration of isoenzymes of human serum N-acetyl-beta-D-hexosaminidases, during pregnancy].
PubMed:Optical and electrochemical properties of poly(o-toluidine) multiwalled carbon nanotubes composite Langmuir-Schaefer films.
PubMed:Haemoglobin adducts from aromatic amines and tobacco specific nitrosamines in pregnant smoking and non smoking women.
 
Notes:
None found
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