249319
4-Amino-3-nitrophenol
98%
Synonym(s):
4-Hydroxy-2-nitroaniline
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About This Item
Linear Formula:
H2NC6H3(NO2)OH
CAS Number:
Molecular Weight:
154.12
Beilstein:
2210196
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
mp
150-154 °C (lit.)
functional group
nitro
SMILES string
Nc1ccc(O)cc1[N+]([O-])=O
InChI
1S/C6H6N2O3/c7-5-2-1-4(9)3-6(5)8(10)11/h1-3,9H,7H2
InChI key
IQXUIDYRTHQTET-UHFFFAOYSA-N
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Application
4-Amino-3-nitrophenol was used in the synthesis of benzimidazole based Factor Xa (trypsin-like serine protease) inhibitors and 4-(4-amino-3-nitrophenoxy)phthalonitrile. It was also employed as matrix during visible matrix-assisted laser desorption/ionization mass spectrometry.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Sens. 1A
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Lorianne R Shultz et al.
Molecules (Basel, Switzerland), 25(1) (2019-12-29)
Para-, or 4-nitrophenol, and related nitroaromatics are broadly used compounds in industrial processes and as a result are among the most common anthropogenic pollutants in aqueous industrial effluent; this requires development of practical remediation strategies. Their catalytic reduction to the
Z Zhao et al.
Bioorganic & medicinal chemistry letters, 10(9), 963-966 (2000-06-15)
Inhibitors based on the benzimidazole scaffold showed subnanomolar potency against Factor Xa with 500-1000-fold selectivity against thrombin and 50-100-fold selectivity against trypsin. The 2-substituent on the benzimidazole ring had a strong impact on the FXa inhibitory activity. Crystallography studies suggest
Synthesis, characterization, and electrical, electrochemical and gas sensing properties of a novel cyclic borazine derivative containing three phthalocyaninato zinc (II) macrocycles.
Ozer M, et al.
Synt. Metals, 155(1), 222-231 (2005)
Qiaoran Liu et al.
Journal of colloid and interface science, 569, 12-21 (2020-02-26)
Organic contaminants, dyes and antibiotics, discharged in wastewater systems, have posed great threats to the sustainability of the ecosystem. This study was performed to prepare graphitic carbon nitride (GCN) nanocomposites modified by nanocarbons, including carbon quantum dots (CQD), carbon nanotube
Lee Chuin Chen et al.
Rapid communications in mass spectrometry : RCM, 21(24), 4129-4134 (2007-11-21)
Visible matrix-assisted laser desorption/ionization (VIS-MALDI) was performed using 2-amino-3-nitrophenol as matrix. The matrix is of near-neutral pH, and has an optical absorption band in the near-UV and visible region. A frequency-doubled Nd:YAG laser operated at 532 nm wavelength was used
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