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144894

Sigma-Aldrich

4-Amino-3-methylphenol

97%

Sinônimo(s):

2-Amino-5-hydroxytoluene, 4-Amino-m-cresol, 4-Hydroxy-2-methylaniline

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About This Item

Fórmula linear:
H2NC6H3(CH3)OH
Número CAS:
2835-99-6
Peso molecular:
123.15
Beilstein:
2078803
Número CE:
220-621-2
Número MDL:
MFCD00007871
Código UNSPSC:
12352100
ID de substância PubChem:
24848689
NACRES:
NA.22

Ensaio

97%

forma

solid

pf

176-179 °C (lit.)

cadeia de caracteres SMILES

Cc1cc(O)ccc1N

InChI

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

chave InChI

QGNGOGOOPUYKMC-UHFFFAOYSA-N

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Descrição geral

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).

Aplicação

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.

Pictogramas

Exclamation markEnvironment
GHS07,GHS09

Palavra indicadora

Warning

Frases de perigo

H302,H317,H410

Classificações de perigo

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
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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