N15553
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
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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
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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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