Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H4N2O4 |
| Molecular Weight | 168.107 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[O-][N+](=O)C1=CC=CC=C1[N+]([O-])=O
InChI
InChIKey=IZUKQUVSCNEFMJ-UHFFFAOYSA-N
InChI=1S/C6H4N2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H
| Molecular Formula | C6H4N2O4 |
| Molecular Weight | 168.107 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: DOI: 10.1002/3527600418.mb2515454isme0001Curator's Comment: description was created based on several sources, including:
http://www.drugfuture.com/chemdata/Dinitrobenzene.html
https://en.wikipedia.org/wiki/Dinitrobenzene
Sources: DOI: 10.1002/3527600418.mb2515454isme0001
Curator's Comment: description was created based on several sources, including:
http://www.drugfuture.com/chemdata/Dinitrobenzene.html
https://en.wikipedia.org/wiki/Dinitrobenzene
Dinitrobenzene (DNB) production yields a mixture of the three isomers. The ortho-isomer (o-DNB) forms colourless to yellow monoclinic plates. o-DNB is a substrate for glutathione-S-aryltransferase. The rapidity of the reaction suggests that this is the main pathway of metabolic o-DNB breakdown in the intact rat liver. o-DNB produced relevant amounts of metHb in human erythrocytes. Dinitrobenzene are used in dyes manufacture, explosives and plastics production.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Deficiency of activating Fcγ-receptors reduces hepatic clearance and deposition of IC and increases CIC levels in mercury-induced autoimmunity. | 2010-10-15 |
|
| Tracking human contact allergens: from mass spectrometric identification of peptide-bound reactive small chemicals to chemical-specific naive human T-cell priming. | 2010-10 |
|
| Ways and means of coping with uncertainties of the relationship of the genetic blue print to protein structure and function in the cell. | 2010-09-17 |
|
| IL-33 is produced by mast cells and regulates IgE-dependent inflammation. | 2010-08-03 |
|
| Regulator of g protein signaling 3 modulates wnt5b calcium dynamics and somite patterning. | 2010-07-08 |
|
| Proteomic approaches to oxidative protein modifications implicated in the mechanism of aging. | 2010-07 |
|
| Nestin is essential for zebrafish brain and eye development through control of progenitor cell apoptosis. | 2010-02-19 |
|
| Ovarian cancer immunotherapy: opportunities, progresses and challenges. | 2010-02-10 |
|
| 17-allyamino-17-demethoxygeldanamycin treatment results in a magnetic resonance spectroscopy-detectable elevation in choline-containing metabolites associated with increased expression of choline transporter SLC44A1 and phospholipase A2. | 2010 |
|
| Nanoparticle-mediated IgE-receptor aggregation and signaling in RBL mast cells. | 2009-12-02 |
|
| High-performance liquid chromatographic enantioseparation of methanobenzazocines. | 2009-11-06 |
|
| Comparative application of microwave, ultrasonication, ultracentrifugation and conventional heating for preparation of sample as dinitrophenyl derivative for direct enantioseparation of certain amino alcohols and 1-amino-2-propanol from vitamin B12 hydrolysate on alpha1-acid glycoprotein and beta-cyclodextrin columns. | 2009-11-06 |
|
| Strategy to prevent drug-related hypersensitivity in folate-targeted hapten immunotherapy of cancer. | 2009-09 |
|
| Advancing drug innovation for neglected diseases-criteria for lead progression. | 2009-08-25 |
|
| Human CD34/CD90 ASCs are capable of growing as sphere clusters, producing high levels of VEGF and forming capillaries. | 2009-08-06 |
|
| Role of protein haptenation in triggering maturation events in the dendritic cell surrogate cell line THP-1. | 2009-07-15 |
|
| Folate-targeted hapten immunotherapy of adjuvant-induced arthritis: comparison of hapten potencies. | 2009-04-21 |
|
| Analytical and preparative enantioseparation of DL-penicillamine and DL-cysteine by high-performance liquid chromatography on alpha-acid glycoprotein and beta-cyclodextrin columns using ninhydrin as a reversible tagging reagent. | 2009-04-10 |
|
| Identification of a public CDR3 motif and a biased utilization of T-cell receptor V beta and J beta chains in HLA-A2/Melan-A-specific T-cell clonotypes of melanoma patients. | 2009-03-24 |
|
| Association mechanism of S-dinitrophenyl glutathione with two glutathione peroxidase mimics: 2, 2 cent-ditelluro- and 2, 2 cent-diseleno-bridged b-cyclodextrins. | 2009-02-25 |
|
| Inhibition of the antigen-induced activation of RBL-2H3 cells by Gab2 siRNA. | 2008-12 |
|
| Development of automated brightfield double in situ hybridization (BDISH) application for HER2 gene and chromosome 17 centromere (CEN 17) for breast carcinomas and an assay performance comparison to manual dual color HER2 fluorescence in situ hybridization (FISH). | 2008-10-22 |
|
| Divergence of catalytic mechanism within a glycosidase family provides insight into evolution of carbohydrate metabolism by human gut flora. | 2008-10-20 |
|
| Whole-cell cancer vaccination: from autologous to allogeneic tumor- and dendritic cell-based vaccines. | 2008-10 |
|
| 13C and 15N NMR chemical shifts of 1-(2',4'-dinitrophenyl) and 1-(2',4',6'-trinitrophenyl) pyrazoles in the solid state and in solution. | 2008-07 |
|
| Evaluation of behavioural and antioxidant activity of Cytisus scoparius Link in rats exposed to chronic unpredictable mild stress. | 2008-04-24 |
|
| N-(2,4-Dinitro-phen-yl)dehydro-abietyl-amine. | 2008-04-23 |
|
| Fluorescence affinity sensing by using a self-contained fluid manoeuvring microfluidic chip. | 2008-04 |
|
| Biliprotein maturation: the chromophore attachment. | 2008-04 |
|
| Inhibition of the antigen-induced activation of RBL-2H3 cells by sinomenine. | 2008-03 |
|
| 1-(2,4-Dinitro-phen-yl)-5-ferrocenyl-3-methyl-1H-pyrazole. | 2008-01-04 |
|
| Rod1, an arrestin-related protein, is phosphorylated by Snf1-kinase in Saccharomyces cerevisiae. | 2007-12-14 |
|
| [A new approach to the use of fluorogenic dinitrophenyl-containing substrates for determining the proteolytic activity of aspartyl proteinases]. | 2007-10-13 |
|
| Folate-targeted dinitrophenyl hapten immunotherapy: effect of linker chemistry on antitumor activity and allergic potential. | 2007-09-06 |
|
| Absence of functional peroxisome proliferator-activated receptor-alpha enhanced ileum permeability during experimental colitis. | 2007-08 |
|
| Improved systemic pharmacokinetics, biodistribution, and antitumor activity of CpG oligodeoxynucleotides complexed to endogenous antibodies in vivo. | 2007-07-16 |
|
| Rab27b regulates mast cell granule dynamics and secretion. | 2007-07 |
|
| A new approach for distinguishing cathepsin E and D activity in antigen-processing organelles. | 2007-06 |
|
| Dinitrophenyl derivatization of imino acids, spectral characteristics and HPLC analysis: application in urinary peptide-derived hydroxyproline and proline assay. | 2007-03 |
|
| Glucosamine prevents in vitro collagen degradation in chondrocytes by inhibiting advanced lipoxidation reactions and protein oxidation. | 2007 |
|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006-11 |
|
| Dinitrophenyl ligand substrates and their application to immunosensors. | 2006-07-15 |
|
| Boron dipyrromethene dyes: a rational avenue for sensing and light emitting devices. | 2006-06-21 |
|
| Development of dinitrophenylated cyclodextrin derivatives for enhanced enantiomeric separations by high-performance liquid chromatography. | 2006-05-19 |
|
| Modification of Cepsilon mRNA expression by EBV-encoded latent membrane protein 1. | 2006 |
|
| Three-dimensional morphology and gene expression in the Drosophila blastoderm at cellular resolution I: data acquisition pipeline. | 2006 |
|
| Iron-induced oxidative brain injury after experimental intracerebral hemorrhage. | 2006 |
|
| Intramolecular nitro-assisted proton transfer in photoirradiated 2-(2',4'-dinitrobenzyl)pyridine: polarized optical spectroscopic study and electronic structure calculations. | 2005-08-18 |
|
| Spectroscopic investigations of solvent effect on chiral interactions. | 2005-06-30 |
|
| Intracerebral hemorrhage induces edema and oxidative stress and alters N-methyl-D-aspartate receptor subunits expression. | 2005 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:06:58 GMT 2025
by
admin
on
Mon Mar 31 21:06:58 GMT 2025
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| Record UNII |
35XUO924Y0
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| Record Status |
Validated (UNII)
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| Record Version |
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528-29-0
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