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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:
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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Related Categories

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)

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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
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
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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