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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:
Molecular Weight:
155.11
Beilstein:
1867508
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Wenjing Shen et al.
Bioresource technology, 101(19), 7516-7522 (2010-05-15)
A 9.2-kb DNA fragment encoding the enzymes of a p-nitrophenol (PNP) catabolic pathway from Pseudomonas putida DLL-E4 was cloned and sequenced. Ten open reading frames (ORFs) were found and five ORFs were functionally verified. The pnpA and pnpC gene products
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.

Protocols

Separation of Resorcinol 50 mg/mL; Pyrocatechol; 2-Methylresorcinol; 4-Methylcatechol; 2,5-Dimethylresorcinol 50 mg/mL; 3-Methylcatechol 50 mg/mL; 4-Nitrocatechol 50 mg/mL

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