144894
4-Amino-3-methylphenol
97%
Synonym(s):
2-Amino-5-hydroxytoluene, 4-Amino-m-cresol, 4-Hydroxy-2-methylaniline
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About This Item
Linear Formula:
H2NC6H3(CH3)OH
CAS Number:
Molecular Weight:
123.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
220-621-2
Beilstein/REAXYS Number:
2078803
MDL number:
Assay:
97%
Form:
solid
Quality Level
assay
97%
form
solid
mp
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
InChI key
QGNGOGOOPUYKMC-UHFFFAOYSA-N
General description
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).
Application
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.
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1A
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
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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 144894-5G | 04061838735959 |
| 144894-25G | 04061832278629 |