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N15553

Sigma-Aldrich

4-Nitrocatechol

≥96.0%

Synonym(s):

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

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About This Item

Linear Formula:
O2NC6H3-1,2-(OH)2
CAS Number:
3316-09-4
Molecular Weight:
155.11
Beilstein/REAXYS Number:
1867508
EC Number:
222-009-0
MDL number:
MFCD00007242
UNSPSC Code:
12352100
PubChem Substance ID:
24897502
NACRES:
NA.22

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)

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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

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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.
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
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
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
C Shen et al.
British journal of pharmacology, 153(4), 784-791 (2007-12-12)
Rifampicin has been extensively reported to exacerbate the hepatotoxicity of isoniazid in patients with tuberculosis. However, this was controversially claimed by previous reports using rat models. This study evaluated the effect of rifampicin on isoniazid-induced hepatocyte toxicity by using human
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