144916
2-Amino-5-methylphenol
98%
Synonym(s):
2-Hydroxy-4-methylaniline, 4-Amino-3-hydroxytoluene, 6-Amino-m-cresol
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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:
220-620-7
Beilstein/REAXYS Number:
386144
MDL number:
Assay:
98%
Form:
powder
InChI key
HCPJEHJGFKWRFM-UHFFFAOYSA-N
InChI
1S/C7H9NO/c1-5-2-3-6(8)7(9)4-5/h2-4,9H,8H2,1H3
SMILES string
Cc1ccc(N)c(O)c1
assay
98%
form
powder
mp
159-162 °C (lit.)
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General description
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.
Application
2-Amino-5-methylphenol was used in the synthesis of tridentate Schiff base ligand and novel non-metallocene catalysts with phenoxy-imine ligands.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Skin Sens. 1
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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Antiviral activity of 2-amino-4,4alpha-dihydro-4alpha-7-dimethyl-3H-phenoxazine-3-one on poliovirus.
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
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)
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)
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
A Tomoda et al.
Bioorganic & medicinal chemistry letters, 11(8), 1057-1058 (2001-05-01)
A simple and rapid preparation method for a novel antitumor agent, 2-amino-4,4a-dihydro-4a,7-dimethyl-3H-phenoxazine-3-one (Phx) was described. The procedure included (1) the reaction of bovine hemolysates with 2-amino-5-methylphenol, (2) one-shot denaturation of hemoglobin and proteins by methanol, and removal of the denatured
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