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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
Structure of O-DINITROBENZENE

SMILES

[O-][N+](=O)C1=C(C=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

HIDE SMILES / InChI

Molecular Formula C6H4N2O4
Molecular Weight 168.107
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Under aerobic conditions the main degradation pathway of o-DNB in the hepatocytes was the reduction to S-(2-nitrophenyl)-glutathione (48.1 ± 5.5 %) and to a lesser extent to o-nitroaniline (29.5 ± 2.1 %) after 2 minutes incubation.
Substance Class Chemical
Record UNII
35XUO924Y0
Record Status Validated (UNII)
Record Version