112631
2-Methoxy-4-nitroaniline
98%
Synonym(s):
4-Nitro-o-anisidine
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About This Item
Linear Formula:
CH3OC6H3(NO2)NH2
CAS Number:
Molecular Weight:
168.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-588-6
Beilstein/REAXYS Number:
879619
MDL number:
Product Name
2-Methoxy-4-nitroaniline, 98%
InChI key
GVBHRNIWBGTNQA-UHFFFAOYSA-N
InChI
1S/C7H8N2O3/c1-12-7-4-5(9(10)11)2-3-6(7)8/h2-4H,8H2,1H3
SMILES string
COc1cc(ccc1N)[N+]([O-])=O
assay
98%
mp
140-142 °C (lit.)
Quality Level
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Application
2-Methoxy-4-nitroaniline is used as a photometric reagent for the determination of ethinylestradiol (ETE), a semi-synthetic estrogen that is widely used in oral contraceptives.
Biochem/physiol Actions
The metabolism of 2-methoxy-4-nitroaniline (MNA) occurs via the hydroxylation of the phenyl ring to form 6-hydroxy MNA in Harlan Sprague Dawley rats and B6C3F(1)/N mice.
General description
2-Methoxy-4-nitroaniline is an important inducer of CYP1A2 owing to its small molecular size.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
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Use of nitroanilines for spectrophotometric determination of ethinylestradiol in pharmaceutical formulations.
Leonardo SG, et al.
Analytical Methods : Advancing Methods and Applications, 3(5), 1198-1201 (2011)
M Degawa et al.
Cancer letters, 96(1), 95-98 (1995-09-04)
Male F344 rats were treated with a chemical (aniline, nitrobenzene, 2-methoxy-p-phenylenediamine, 2-methoxy-4-nitroaniline or 2-methoxy-4-nitroazobenzene) produced by the azo-reduction and/or N-oxidation of 2-methoxy-4-amino-azo-benzene, a selective inducer of cytochrome P450IA2 (CYP1A2), and their effects on the induction of CYP1A enzymes in the
James M Mathews et al.
Xenobiotica; the fate of foreign compounds in biological systems, 42(12), 1213-1224 (2012-06-26)
The disposition of 2-Methoxy-4-nitroaniline (MNA) was investigated in male and female Harlan Sprague Dawley rats and B6C3F(1)/N mice following oral, intravenous, and dermal exposure to [(14)C]MNA at 2, 15, or 150 mg/kg. Clearance of MNA was investigated in male and
Rachel P Frawley et al.
Toxicology, 441, 152474-152474 (2020-05-08)
2-Methoxy-4-nitroaniline (MNA), an intermediate in the synthesis of azo dyes used in textiles and paints, is structurally similar to carcinogenic anilines. Human exposure occurs primarily in the occupational setting through handling of dye dust, and through use and disposal of
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