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144894

Sigma-Aldrich

4-Amino-3-methyl-phenol

97%

Synonym(e):

2-Amino-5-hydroxy-toluol, 4-Amino-m-kresol, 4-Hydroxy-2-methyl-anilin

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About This Item

Lineare Formel:
H2NC6H3(CH3)OH
CAS-Nummer:
2835-99-6
Molekulargewicht:
123.15
Beilstein:
2078803
EG-Nummer:
220-621-2
MDL-Nummer:
MFCD00007871
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24848689
NACRES:
NA.22

Assay

97%

Form

solid

mp (Schmelzpunkt)

176-179 °C (lit.)

SMILES String

Cc1cc(O)ccc1N

InChI

1S/C7H9NO/c1-5-4-6(9)2-3-7(5)8/h2-4,9H,8H2,1H3

InChIKey

QGNGOGOOPUYKMC-UHFFFAOYSA-N

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Allgemeine Beschreibung

4-Amino-3-methylphenol is a metabolite of 3-methyl-4-nitrophenol. It is a major metabolite of carcinogenic o-toluidine and causes DNA damage in the presence of Cu(II).

Anwendung

4-Amino-3-methylphenol was used in synthesis of a new type of tweezer-molecule in which a strongly preferred binding conformation is generated by convergent, intramolecular hydrogen bonding.

Piktogramme

Exclamation markEnvironment
GHS07,GHS09

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1A

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Y Ohkuma et al.
Archives of biochemistry and biophysics, 372(1), 97-106 (1999-11-24)
Mechanisms of DNA damage by metabolites of carcinogenic o-toluidine in the presence of metals were investigated by the DNA sequencing technique using (32)P-labeled human DNA fragments. 4-Amino-3-methylphenol, a major metabolite, caused DNA damage in the presence of Cu(II). Predominant cleavage
Howard M Colquhoun et al.
Faraday discussions, 143, 205-220 (2009-01-01)
A novel type of tweezer molecule containing electron-rich 2-pyrenyloxy arms has been designed to exploit intramolecular hydrogen bonding in stabilising a preferred conformation for supramolecular complexation to complementary sequences in aromatic copolyimides. This tweezer-conformation is demonstrated by single-crystal X-ray analyses
Robert A Kanaly et al.
Journal of agricultural and food chemistry, 53(16), 6426-6431 (2005-08-04)
Biotransformation of the environmental pollutant 3-methyl-4-nitrophenol (MNP), a newly characterized estrogenic chemical, and the primary breakdown product of the heavily used insecticide fenitrothion was investigated using a common soil fungus. In 96 h, daily culture sacrifice, extraction, and analysis showed
Emel Ermiş et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 243, 118761-118761 (2020-08-28)
Eight new azomethine compounds (3a-3h) containing thiophene and aminophenol functionality were synthesized in excellent yields by using conventional heating and microwave assisted synthesis methods. The structures of newly synthesized compounds were characterized by spectroscopic techniques such as UV-Vis, FTIR, 1H

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