General Information of MET (ID: META00945)
Name Hydrazine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
Amerzine; Catalyzed hydrazine; Diamide; Diamine; Diazane; H2NNH2; HDZ; Hydrazin; Hydrazine (anhydrous); Hydrazine (hydrazine sulfate); Hydrazine (hydrazine sulphate); Hydrazine base; Hydrazine dihydrochloride; Hydrazine hydrate; Hydrazine monohydrate; Hydrazine mononitrate; Hydrazine nitrate; Hydrazine phosphate (1:1); Hydrazine phosphate (2:1); Hydrazine solution; Hydrazine sulfate; Hydrazine sulfate (1:1) monosodium salt; Hydrazine sulfate (2:1); Hydrazine tartrate; Hydrazines; Hydrazyna; Levoxine; N2H4; Nitrogen hydride; Oxytreat 35; Scav-ox II; Segidrin; Zerox
Source Endogenous;Drug Metabolite;Food;Carcinogenic Potency;Toxins/Pollutant;Cosmetic;Food additives
Structure Type   Homogeneous other non-metal compounds  (Click to Show/Hide the Complete Structure Type Hierarchy)
Homogeneous non-metal compounds
Homogeneous other non-metal compounds
PubChem CID
9321
HMDB ID
HMDB0012973
Formula
H4N2
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C05361
ChEBI ID
15571
FooDB ID
FDB013394
ChemSpider ID
8960
Physicochemical Properties Molecular Weight 32.046 Topological Polar Surface Area 52
XlogP -1.5 Complexity N.A.
Heavy Atom Count 2 Rotatable Bond Count N.A.
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Function
Being 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.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Transferases (EC 2)
            Arylamine N-acetyltransferase 1 (NAT1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockout of Nat1
                      Induced Change Hydrazine concentration: increase (FC = 1.28)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of NAT leads to the increase of hydrazine levels compared with control group.
            Arylamine N-acetyltransferase 2 (NAT2) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockout of Nat2
                      Induced Change Hydrazine concentration: increase (FC = 1.28)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of NAT leads to the increase of hydrazine levels compared with control group.
References
1 Deficiency of N-acetyltransferase increases the interactions of isoniazid with endobiotics in mouse liver. Biochem Pharmacol. 2017 Dec 1;145:218-225.

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