1,4-Diamino-2-nitrobenzene (CHEM016124)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-20 16:15:39 UTC
Update Date2016-11-09 01:15:20 UTC
Accession NumberCHEM016124
Identification
Common Name1,4-Diamino-2-nitrobenzene
ClassSmall Molecule
DescriptionA primary amino compound that is p-phenylenediamine in which one of the hydrogens attached to the benzene ring is replaced by a nitro group. It is a cosmetic hair dye intermediate that is used in permanent hair colouring products (diluted 1:1 with an oxidising agent prior to application).
Contaminant Sources
  • IARC Carcinogens Group 3
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,4-Diamino-2-nitrobenzeneChEBI
1,4-DiaminonitrobenzolChEBI
2,5-DiaminonitrobenzeneChEBI
2-Nitro-1,4-benzenediamineChEBI
2-Nitro-1,4-diaminobenzeneChEBI
2-Nitro-1,4-phenylenediamineChEBI
2-Nitro-4-aminoanilineChEBI
2-Nitro-4-phenylenediamineChEBI
2-NPPDChEBI
2NDBChEBI
4-Amino-2-nitroanilineChEBI
C.I. 76070ChEBI
CI 76070ChEBI
Nitro-p-phenylenediamineChEBI
O-Nitro-p-phenylenediamineChEBI
2-nitro-P-PhenylenediamineMeSH
2-nitro-4-Phenylenediamine dihydrochlorideMeSH
2-nitro-4-Phenylenediamine sulfate (1:1)MeSH
Chemical FormulaC6H7N3O2
Average Molecular Mass153.141 g/mol
Monoisotopic Mass153.054 g/mol
CAS Registry Number5307-14-2
IUPAC Name2-nitrobenzene-1,4-diamine
Traditional Name1,4-benzenediamine, 2-nitro-
SMILESNC1=CC(=C(N)C=C1)N(=O)=O
InChI IdentifierInChI=1S/C6H7N3O2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H,7-8H2
InChI KeyHVHNMNGARPCGGD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNitrobenzenes
Direct ParentNitrobenzenes
Alternative Parents
Substituents
  • Nitrobenzene
  • Nitroaromatic compound
  • Aniline or substituted anilines
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organic nitrogen compound
  • Organic zwitterion
  • Primary amine
  • Organonitrogen compound
  • Amine
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.16 g/LALOGPS
logP1ALOGPS
logP0.91ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)18.56ChemAxon
pKa (Strongest Basic)3.89ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.86 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity42.78 m³·mol⁻¹ChemAxon
Polarizability13.99 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-ea659f8ef75c8436e614Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002f-0900000000-6d647c7751be7f2ad180Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f97-7900000000-04396b3bce11a287d793Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-a9bdaf07c10fb9099d76Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-d73221bf913cfc6f9907Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udl-2900000000-0577d54c3ccc17363e40Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID76394
PubChem Compound ID4338370
Kegg Compound IDC19385
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10873714
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12799694
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19469988
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=2049801
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=3594688
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=520983
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=6827626
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=7327475
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=7330774
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=9465934