Diazenedicarboxamide (CHEM002446)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2009-07-30 17:56:25 UTC
Update Date2026-05-14 19:59:56 UTC
Accession NumberCHEM002446
Identification
Common NameDiazenedicarboxamide
ClassSmall Molecule
DescriptionBleaching agent for flour. Diazenedicarboxamide belongs to the family of Azo Compounds. These are derivatives ofA diazene(diimide), HN=NH, wherein both hydrogens are substituted by hydrocarbyl groups, e.g. PhN=NPhA azobenzeneA or diphenyldiazene.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amine
  • Food Toxin
  • Fragrance Toxin
  • Household Toxin
  • Industrial/Workplace Toxin
  • Metabolite
  • Organic Compound
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,1'-AzobiscarbamideHMDB
1,1'-Azobis[formamide]HMDB
1,1'-AzodiformamideHMDB
AZM 2SHMDB
Azobis ca 110bHMDB
Azobis ca 51CHMDB
AzobiscarbonamideHMDB
AzobiscarboxamideHMDB
AzobisformamideHMDB
AzocelHMDB
AzodicarbamideHMDB
AzodicarboamideHMDB
AzodicarbonamideHMDB
AzodicarboxamideHMDB
Azodicarboxylic acid diamideHMDB
AzodiformamideHMDB
Azoform aHMDB
AzoformamideHMDB
AzoplastoneHMDB
Celogen azHMDB
EviporHMDB
Genitron epcHMDB
Paramid K1HMDB
VinyforHMDB
1,1-AzobisformamideMeSH, HMDB
(e)-N-[(C-Hydroxycarbonimidoyl)imino]carbamimidateGenerator
Chemical FormulaC2H4N4O2
Average Molecular Mass116.079 g/mol
Monoisotopic Mass116.033 g/mol
CAS Registry Number123-77-3
IUPAC Name(E)-(carbamoylimino)urea
Traditional Nameazodicarbonamide
SMILESOC(=N)\N=N\C(O)=N
InChI IdentifierInChI=1S/C2H4N4O2/c3-1(7)5-6-2(4)8/h(H2,3,7)(H2,4,8)/b6-5+
InChI KeyXOZUGNYVDXMRKW-AATRIKPKSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as azo compounds. These are derivatives of diazene(diimide), HN=NH, wherein both hydrogens are substituted by hydrocarbyl groups, e.g. PhN=NPh azobenzene or diphenyldiazene.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAzo compounds
Direct ParentAzo compounds
Alternative Parents
Substituents
  • Azo compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidic acid derivative
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Imine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearancePale yellow crystalline (3).
Experimental Properties
PropertyValue
Melting Point225°C
Boiling PointNot Available
Solubility0.035 mg/mL at 20°C
Predicted Properties
PropertyValueSource
Water Solubility0.41 g/LALOGPS
logP-1ALOGPS
logP-0.51ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)3.04ChemAxon
pKa (Strongest Basic)1.93ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area112.88 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.36 m³·mol⁻¹ChemAxon
Polarizability9.48 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-d9507c6601ed8a1597f5Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-d9507c6601ed8a1597f5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-c307f8e6893df84fd2ceSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-01b9-4900000000-232f2521a6984367eb01Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00xr-9600000000-911e5d6523695f11747dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9200000000-05b9dcc86a3c5daa2825Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-1ccba6e08aa707e5f9d6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00xr-9400000000-94d273da4c163d9188caSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fk9-9000000000-f5939e858def38d57aa3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-25ff1dc3f963a249f5d8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9200000000-723f50b9a3b4f67ac2c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-f2a1ebbed095f8bd6988Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-90726b17dc36e29c5299Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014l-7900000000-04389a0e6ed5af1cd5baSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-e0c6e70e64689ecbab86Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-c04342d4a4666f27eb47Spectrum
Toxicity Profile
Route of ExposureDermal (6) ; eye contact (6) ; inhalation (6) ; oral (6)
Mechanism of ToxicityAzodicarbonamide prevents the progression of human CD4+ T lymphocytes into the G1 phase of the cell cycle, inhibits their blastogenesis, down-regulates their membrane expression of CD25 and CD69, and decreases their transcription of cytokine genes (2).
MetabolismAzodicarbonamide is readily converted to biurea, the only breakdown product identified, and it is likely that systemic exposure is principally to this derivative rather than to the parent compound. Biurea is then eliminated rapidly from all tissues with the majority of the elimination via the urine (5, 1).
Toxicity ValuesLD50: >2,000 mg/kg (Dermal, Rabbit) (5)
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesIt is used in food industry as a food additive, a flour bleaching agent and improving agent. The principal use of Azodicarbonamide is in the production of foamed plastics (4).
Minimum Risk LevelNot Available
Health EffectsPoisoning can cause pulmonary sensitization and dermatitis in people (5).
SymptomsSymptoms and signs include shortness of breath, chest tightness, wheezing, cough, rhinitis, conjunctivitis, and rash (5).
TreatmentAfter inhalation exposure, first aid treatment includes fresh air and rest. After skin exposure, remove contaminated clothes, then rinse and wash skin with water and soap. After eye exposure, rinse with plenty of water for several minutes (remove contact lenses if easily possible). After ingestion, rinse mouth, give plenty of water to drink, and rest. In all causes medical attention should be sought. (6)
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0029616
FooDB IDFDB000784
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAzodicarbonamide
Chemspider ID4575589
ChEBI IDNot Available
PubChem Compound ID5462814
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.