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Record Information
Version3.6
Creation Date2009-07-25 00:10:53 UTC
Update Date2016-02-11 01:25:26 UTC
HMDB IDHMDB12973
Secondary Accession NumbersNone
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
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 KeyInChIKey=OAKJQQAXSVQMHS-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of inorganic compounds known as homogeneous other non-metal compounds. These are inorganic non-metallic compounds in which the largest atom belongs to the class of 'other nonmetals'.
KingdomInorganic compounds
Super ClassHomogeneous non-metal compounds
ClassHomogeneous other non-metal compounds
Sub ClassNot Available
Direct ParentHomogeneous other non-metal compounds
Alternative Parents
Substituents
  • Homogeneous other non metal
  • Hydrazine derivative
  • Acyclic compound
Molecular FrameworkAcyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Drug metabolite
  • Endogenous
Biofunction
  • Waste products
ApplicationNot Available
Cellular locations
  • Cytoplasm
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 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity10.57 m3·mol-1ChemAxon
Polarizability3.25 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot ApplicableNot AvailableNot AvailableNormal
  • Not Applicable
details
UrineExpected but not QuantifiedNot ApplicableNot AvailableNot AvailableNormal
  • Not Applicable
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
NuGOwiki LinkHMDB12973
Metagene LinkHMDB12973
METLIN IDNot Available
PubChem Compound9321
PDB IDNot Available
ChEBI ID15571
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available