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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2009-07-25 00:10:53 UTC
Update Date2017-12-07 02:38:47 UTC
HMDB IDHMDB0012973
Secondary Accession Numbers
  • HMDB12973
Metabolite Identification
Common NameHydrazine
DescriptionBeing bifunctional, with two amines, hydrazine is a key building block for the preparation of many heterocyclic compounds via condensation with a range of difunctional electrophiles. With 2,4-pentanedione, it condenses to give the 3,5-dimethylpyrazole. In the Einhorn-Brunner reaction hydrazines react with imides to give triazoles. Hydrazine is a convenient reductant because the by-products are typically nitrogen gas and water. Thus, it is used as an antioxidant, an oxygen scavenger, and a corrosion inhibitor in water boilers and heating systems. It is also used to reduce metal salts and oxides to the pure metals in electroless nickel plating and plutonium extraction from nuclear reactor waste. Hydrazine is an inorganic chemical compound with the formula N2H4. It is a colourless liquid with an ammonia-like odor and is derived from the same industrial chemistry processes that manufacture ammonia. However, hydrazine has physical properties that are more similar to those of water. The propanone azine is an intermediate in the Atofina-PCUK synthesis. Direct alkylation of hydrazines with alkyl halides in the presence of base affords alkyl-substituted hydrazines, but the reaction is typically inefficient due to poor control on level of substitution (same as in ordinary amines). The reduction of hydrazones to hydrazines present a clean way to produce 1,1-dialkylated hydrazines.
Structure
Thumb
Synonyms
ValueSource
DiamineChEBI
H2NNH2ChEBI
HydrazinChEBI
N2H4ChEBI
Nitrogen hydrideChEBI
AmerzineHMDB
Catalyzed hydrazineHMDB
DiamideHMDB
DiazaneHMDB
HDZHMDB
Hydrazine (anhydrous)HMDB
Hydrazine (hydrazine sulfate)HMDB
Hydrazine (hydrazine sulphate)HMDB
Hydrazine baseHMDB
Hydrazine solutionHMDB
HydrazinesHMDB
HydrazynaHMDB
LevoxineHMDB
Oxytreat 35HMDB
Scav-ox IIHMDB
ZeroxHMDB
Hydrazine mononitrateMeSH
Hydrazine phosphate (2:1)MeSH
SegidrinMeSH
Hydrazine dihydrochlorideMeSH
Hydrazine monohydrateMeSH
Hydrazine sulfateMeSH
Hydrazine tartrateMeSH
Hydrazine phosphate (1:1)MeSH
Hydrazine sulfate (2:1)MeSH
Hydrazine hydrateMeSH
Hydrazine nitrateMeSH
Hydrazine sulfate (1:1) monosodium saltMeSH
Chemical FormulaH4N2
Average Molecular Weight32.0452
Monoisotopic Molecular Weight32.037448138
IUPAC Namehydrazine
Traditional Namehydrazine
CAS Registry Number302-01-2
SMILES
NN
InChI Identifier
InChI=1S/H4N2/c1-2/h1-2H2
InChI KeyOAKJQQAXSVQMHS-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as homogeneous other non-metal compounds. These are inorganic non-metallic compounds in which the largest atom belongs to the class of 'other non-metals'.
KingdomChemical entities
Super ClassInorganic compounds
ClassHomogeneous non-metal compounds
Sub ClassHomogeneous other non-metal compounds
Direct ParentHomogeneous other non-metal compounds
Alternative Parents
Substituents
  • Homogeneous other non metal
  • Hydrazine derivative
Molecular FrameworkNot Available
External Descriptors
Ontology
Disposition

Biological Location:

  Subcellular:

  Biofluid and excreta:

  Organ and components:

Source:

Route of exposure:

  Parenteral:

  Enteral:

Role

Biological role:

Indirect biological role:

Physiological effect

Health effect:

  Health condition:

    Gastrointestinal disorders:

    Respiratory, thoracic and mediastinal disorders:

    Nervous system disorders:

    Psychiatric disorders:

  Observation:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point2 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000 mg/mLNot Available
LogP-2.07HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP-1ChemAxon
pKa (Strongest Basic)5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.04 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity10.57 m³·mol⁻¹ChemAxon
Polarizability3.25 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-7e6c9f4fe38a72218c48View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-9000000000-401f7c59e214d2145c6bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9000000000-401f7c59e214d2145c6bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9000000000-401f7c59e214d2145c6bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-9000000000-d34c4424b02bfa4ea545View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9000000000-d34c4424b02bfa4ea545View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9000000000-d34c4424b02bfa4ea545View in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
NameSMPDB/PathwhizKEGG
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot AvailableNormal
    details
    UrineExpected but not Quantified Not AvailableNot AvailableNormal
      details
      Abnormal Concentrations
      Not Available
      Associated Disorders and Diseases
      Disease ReferencesNone
      Associated OMIM IDsNone
      DrugBank IDNot Available
      DrugBank Metabolite IDDBMET00617
      Phenol Explorer Compound IDNot Available
      Phenol Explorer Metabolite IDNot Available
      FoodDB IDFDB013394
      KNApSAcK IDNot Available
      Chemspider ID8960
      KEGG Compound IDC05361
      BioCyc ID4-HYDROXYMETHYLPHENYLHYDRAZINE
      BiGG IDNot Available
      Wikipedia Linkhydrazine
      METLIN IDNot Available
      PubChem Compound9321
      PDB IDNot Available
      ChEBI ID15571
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Download (PDF)
      General ReferencesNot Available