ortho-anisidine
2-methoxyphenylamine
Identification
| Name | ortho-anisidine |
| CAS Number | 90-04-0 |
| EINECS | 201-963-1 |
| FDA UNII | NUX042F201 |
| Molecular Formula | C7 H9 N O |
| Molecular Weight | 123.15493000 |
| MDL Number | MFCD00007688 |
| Nikkaji Number | J3.551C |
| Beilstein | 0386210 |
| XlogP3 | 1.20 (est) |
Regulatory
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) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-bird - wild LD50 422 mg/kg |
| Dermal Toxicity | Not determined |
| 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 | 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. |
Potential Uses
Natural Occurrence
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
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.