Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

N15553

Sigma-Aldrich

4-Nitrocatechol

≥96.0%

Synonym(s):

1,2-Dihydroxy-4-nitrobenzene, 4-Nitropyrocatechol

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
O2NC6H3-1,2-(OH)2
CAS Number:
Molecular Weight:
155.11
Beilstein/REAXYS Number:
1867508
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥96.0%

form

powder

mp

173-177 °C (lit.)

SMILES string

Oc1ccc(cc1O)[N+]([O-])=O

InChI

1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H

InChI key

XJNPNXSISMKQEX-UHFFFAOYSA-N

Gene Information

rat ... Nos1(24598)

Looking for similar products? Visit Product Comparison Guide

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

W Tassaneeyakul et al.
Biochemical pharmacology, 46(11), 1975-1981 (1993-12-03)
The involvement of human cytochrome P450 (CYP) 2E1 in the hydroxylation of 4-nitrophenol (4NP) to 4-nitrocatechol (4NC) has been investigated using cDNA expression and liver microsomal kinetic and inhibitor techniques. 4NP hydroxylation by human liver microsomes and cDNA-expressed human CYP2E1
Chong Shen et al.
Chemico-biological interactions, 162(1), 53-61 (2006-06-27)
An important application of primary hepatocyte cultures is for hepatotoxicity research. In this paper, gel entrapment culture of rat hepatocytes in miniaturized BAL system were evaluated as a potential in vitro model for hepatotoxicity studies in comparison to monolayer cultures.
Sanja Babić et al.
Scientific reports, 11(1), 2527-2527 (2021-01-30)
Amazonian wildfires in 2019 have raised awareness about rainforest burning due to increased emissions of particulate matter and carbon. In the context of these emissions, by-products of lignin thermal degradation (i.e. methoxyphenols) are often neglected. Methoxyphenols entering the atmosphere may
Archana Chauhan et al.
Environmental science & technology, 44(9), 3435-3441 (2010-04-03)
Microbial degradation studies have pointed toward the occurrence of two distinct PNP catabolic pathways in Gram positive and Gram negative bacteria. The former involves 4-nitrocatechol (4-NC), 1,2,4-benzenetriol (BT), and maleylacetate (MA) as major degradation intermediates, whereas the later proceeds via
Ewa Skrzypczak-Jankun et al.
Acta crystallographica. Section D, Biological crystallography, 60(Pt 3), 613-615 (2004-03-03)
4-Nitrocatechol (4NC) is a known inhibitor of lipoxygenase. This work presents the X-ray structure of soybean lipoxygenase-3 in complex with 4NC refined at 2.15 A resolution. The X-ray analysis shows 4NC near iron with partial occupancy, blocking access to Fe

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service