Molecular structure of o-Anisidine, CAS Number: 90-04-0
o-Anisidine (CAS 90-04-0)
Alternate Names:
2-Aminoanisole; 2-Methoxyaniline
CAS Number:
90-04-0
Molecular Weight:
123.15
Molecular Formula:
C7H9NO
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
O-Anisidine is an aromatic amine compound within the family of organic compounds. It serves as a vital precursor in the synthesis of compounds like phenol, aniline, and o-toluic acid. Furthermore, O-Anisidine finds value as a reagent in qualitative and quantitative analysis within laboratory applications. The mechanism of action for O-Anisidine is rooted in the interaction between its nitrogen atoms and the electrons of other molecules. The nitrogen atoms in O-Anisidine function as nucleophiles, allowing them to react with electrophiles. This chemical reaction, known as nucleophilic aromatic substitution, involves the displacement of a hydrogen atom from the aromatic ring by a nucleophile. This unique reactivity pattern further contributes to the compound′s versatility and its usefulness in various scientific investigations.
o-Anisidine (CAS 90-04-0) References
- The aromatic amine carcinogens o-toluidine and o-anisidine induce free radicals and intrachromosomal recombination in Saccharomyces cerevisiae. | Brennan, RJ. and Schiestl, RH. 1999. Mutat Res. 430: 37-45. PMID: 10592316
- Mechanism of peroxidase-mediated oxidation of carcinogenic o-anisidine and its binding to DNA. | Stiborová, M., et al. 2002. Mutat Res. 500: 49-66. PMID: 11890934
- Bioassay of o-anisidine hydrochloride for possible carcinogenicity. | ,. 1978. Natl Cancer Inst Carcinog Tech Rep Ser. 89: 1-149. PMID: 12806402
- Identification of a genotoxic mechanism for the carcinogenicity of the environmental pollutant and suspected human carcinogen o-anisidine. | Stiborová, M., et al. 2005. Int J Cancer. 116: 667-78. PMID: 15828049
- Carcinogenic pollutants o-nitroanisole and o-anisidine are substrates and inducers of cytochromes P450. | Rýdlová, H., et al. 2005. Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub. 149: 441-7. PMID: 16601807
- Identification of rat cytochromes P450 metabolizing N-(2-methoxyphenyl)hydroxylamine, a human metabolite of the environmental pollutants and carcinogens o-anisidine and o-nitroanisole. | Naiman, K., et al. 2010. Neuro Endocrinol Lett. 31 Suppl 2: 36-45. PMID: 21187827
- Cytochrome P450-mediated metabolism of N-(2-methoxyphenyl)-hydroxylamine, a human metabolite of the environmental pollutants and carcinogens o-anisidine and o-nitroanisole. | Naiman, K., et al. 2008. Interdiscip Toxicol. 1: 218-24. PMID: 21218119
- o-Anisidine and its hydrochloride. | ,. 2011. Rep Carcinog. 12: 43-5. PMID: 21829251
- Human cytochrome-P450 enzymes metabolize N-(2-methoxyphenyl)hydroxylamine, a metabolite of the carcinogens o-anisidine and o-nitroanisole, thereby dictating its genotoxicity. | Naiman, K., et al. 2011. Mutat Res. 726: 160-8. PMID: 21946300
- Formation, persistence, and identification of DNA adducts formed by the carcinogenic environmental pollutant o-anisidine in rats. | Naiman, K., et al. 2012. Toxicol Sci. 127: 348-59. PMID: 22403159
- Hepatic co-cultures in vitro reveal suitable to detect Nrf2-mediated oxidative stress responses on the bladder carcinogen o-anisidine. | Wewering, F., et al. 2017. Toxicol In Vitro. 40: 153-160. PMID: 28089782
- Distinct differences in the mechanisms of mucosal damage and γ-H2AX formation in the rat urinary bladder treated with o-toluidine and o-anisidine. | Toyoda, T., et al. 2019. Arch Toxicol. 93: 753-762. PMID: 30656379
- o-Anisidine Dimer, 2-Methoxy-N4-(2-methoxyphenyl) Benzene-1,4-diamine, in Rat Urine Associated with Urinary bladder Carcinogenesis. | Kobayashi, T., et al. 2021. Chem Res Toxicol. 34: 912-919. PMID: 33587850
- Cytotoxic Homo- and Hetero-Dimers of o-toluidine, o-anisidine, and Aniline Formed by In Vitro Metabolism. | Kobayashi, T., et al. 2022. Chem Res Toxicol. 35: 1625-1630. PMID: 36001821
- Toxicological effects of two metabolites derived from o-toluidine and o-anisidine after 28-day oral administration to rats. | Toyoda, T., et al. 2022. J Toxicol Sci. 47: 457-466. PMID: 36328536
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
o-Anisidine, 5 g | sc-250587 | 5 g | $24.00 | |||
o-Anisidine, 100 g | sc-250587A | 100 g | $40.00 |