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Safety Information

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:
1867508
EC Number:
222-009-0
MDL number:
MFCD00007242
UNSPSC Code:
12352100
PubChem Substance ID:
24897502
NACRES:
NA.22

Quality Level

200

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

N15553-BULK:
N15553-1G:
N15553-10G:
N15553-VAR:
N15553-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4336V
BCCK7500
BCCK3984
BCCH8910
BCCG2534

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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.
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
Elena G Kovaleva et al.
Science (New York, N.Y.), 316(5823), 453-457 (2007-04-21)
We report the structures of three intermediates in the O2 activation and insertion reactions of an extradiol ring-cleaving dioxygenase. A crystal of Fe2+-containing homoprotocatechuate 2,3-dioxygenase was soaked in the slow substrate 4-nitrocatechol in a low O2 atmosphere. The x-ray crystal
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