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249319

Sigma-Aldrich

4-Amino-3-nitrophenol

98%

All Photos(2)
Synonym(s):
4-Hydroxy-2-nitroaniline
Linear Formula:
H2NC6H3(NO2)OH
CAS Number:
610-81-1
Molecular Weight:
154.12
Beilstein:
2210196
EC Number:
210-236-8
MDL number:
MFCD00066310
PubChem Substance ID:
24854986
NACRES:
NA.22

Quality Level

100

Assay

98%

mp

150-154 °C (lit.)

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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1 of 4

This Item
A70402297003642835
4-Amino-3-nitrophenol 98%

Sigma-Aldrich

249319

4-Amino-3-nitrophenol

2-Amino-4-nitrophenol 96%

Sigma-Aldrich

A70402

2-Amino-4-nitrophenol

2-Amino-3-nitrophenol 98%

Sigma-Aldrich

297003

2-Amino-3-nitrophenol

2-Amino-3-chloro-5-nitrobenzonitrile 97%

Sigma-Aldrich

642835

2-Amino-3-chloro-5-nitrobenzonitrile

mp

150-154 °C (lit.)

mp

140-143 °C (lit.)

mp

212-213 °C (lit.)

mp

183-187 °C (lit.)

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.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302 - H317 - H319 - H411

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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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
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
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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