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Merck

144916

Sigma-Aldrich

2-Amino-5-methylphenol

98%

Synonym(e):

2-Hydroxy-4-methyl-anilin, 4-Amino-3-hydroxy-toluol, 6-Amino-m-kresol

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About This Item

Lineare Formel:
H2NC6H3(CH3)OH
CAS-Nummer:
Molekulargewicht:
123.15
Beilstein:
386144
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Assay

98%

Form

powder

mp (Schmelzpunkt)

159-162 °C (lit.)

SMILES String

Cc1ccc(N)c(O)c1

InChI

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

InChIKey

HCPJEHJGFKWRFM-UHFFFAOYSA-N

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Allgemeine Beschreibung

2-Amino-5-methylphenol reacts with bovine hemoglobin to form 2-amino-4,4α-dihydro-4α-7-dimethyl-3H-phenoxazine-3-one, which inhibits the proliferation of Poliovirus in Vero cells. It is converted to dihydrophenoxazinone by purified human hemoglobin.

Anwendung

2-Amino-5-methylphenol was used in the synthesis of tridentate Schiff base ligand and novel non-metallocene catalysts with phenoxy-imine ligands.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral - Skin Sens. 1

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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Akiko Iwata et al.
The Tohoku journal of experimental medicine, 200(3), 161-165 (2003-10-03)
2-Amino-4,4alpha-dihydro-4alpha-7-dimethyl-3H-phenoxazine-3-one (Phx), which was produced by the reaction of bovine hemoglobin with 2-amino-5-methylphenol, inhibited the proliferation of poliovirus in Vero cells between 0.25 microg/ml and 2 microg/ml with maximal antiviral acitivity at 1 microg/ml. These results suggest that Phx may
Synthesis,structural characterization and catalytic activity study of Mn(II), Fe(III), Ni(II), Cu(II) and Zn(II) complexes of quinoxaline-2-carboxalidine-2-amino-5-methylphenol: Crystal structure of the nickel (II) complex.
Sebastian M, et al.
Polyhedron, 29(15), 3014-3020 (2010)
The investigation of novel non-metallocene catalysts with phenoxy-imine ligands for ethylene (co-) polymerization.
Zhang X, et al.
Polymer International, 62(3), 419-426 (2012)
A Tomoda et al.
Biochimica et biophysica acta, 1117(3), 306-314 (1992-10-27)
We found that 2-amino-5-methylphenol was converted to the dihydrophenoxazinone with a reddish brown color by purified human hemoglobin, lysates of human erythrocytes, and human erythrocytes. The reddish brown compound was identified as 2-amino-4,4 alpha-dihydro-4 alpha,7-dimethyl-3H-phenoxazin-3-one by the measurement of NMR
N Sundaraganesan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 67(2), 550-558 (2006-09-26)
The laser Raman and Fourier transform infrared spectra of 2-amino-5-methylphenol were recorded in the solid phase. The equilibrium geometry, harmonic vibrational frequencies, infrared intensities, Raman scattering activities, depolarization ratios and reduced masses were calculated by HF and density functional B3LYP

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