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4-Aminoazobenzene (CHEM003976)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 01:31:10 UTC
Update Date2016-11-09 01:09:15 UTC
Accession NumberCHEM003976
Identification
Common Name4-Aminoazobenzene
ClassSmall Molecule
DescriptionAzobenzene substituted at one of the 4-positions by an amino group.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • IARC Carcinogens Group 2B
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-(Phenylazo)benzenamineChEBI
4-(Phenyldiazenyl)anilineChEBI
4-AABChEBI
4-Amino-1,1'-azobenzeneChEBI
4-AminoazobenzeneChEBI
4-Phenylazo-phenylamineChEBI
4-PhenylazophenylamineChEBI
AABChEBI
Aniline yellowChEBI
p-AAZBChEBI
p-AminoazobenzeneChEBI
Chemical FormulaC12H11N3
Average Molecular Mass197.241 g/mol
Monoisotopic Mass197.095 g/mol
CAS Registry Number60-09-3
IUPAC Name4-[(E)-2-phenyldiazen-1-yl]aniline
Traditional Name4-aminoazobenzene
SMILESNC1=CC=C(C=C1)\N=N\C1=CC=CC=C1
InChI IdentifierInChI=1S/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2/b15-14+
InChI KeyQPQKUYVSJWQSDY-CCEZHUSRSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzobenzenes
Sub ClassNot Available
Direct ParentAzobenzenes
Alternative Parents
Substituents
  • Azobenzene
  • Aniline or substituted anilines
  • Benzenoid
  • Monocyclic benzene moiety
  • Azo compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Amine
  • 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 Solubility0.029 g/LALOGPS
logP4.02ALOGPS
logP3.55ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)3.06ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area50.74 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity65.08 m³·mol⁻¹ChemAxon
Polarizability21.91 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-1900000000-1acc29419a14d993558cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-3900000000-e1d3b0f7f68fff16f4b3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05nf-9200000000-33ff64ca6e304b177a0dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-655a33b7b45ad97b4b9fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052e-3900000000-3d094e75fb05e595cebdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9700000000-a6942103f88587e9f284View in MoNA
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 LinkAniline_Yellow
Chemspider IDNot Available
ChEBI ID233869
PubChem Compound IDNot Available
Kegg Compound IDC19187
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11084593
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=13233869
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=13243097
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=14906551
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=17899332
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=18321769
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=18844695
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23760354
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=3607307
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=6010711
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=7265110
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=8365123