Semicarbazide

Semicarbazide
Identifiers
CAS number	57-56-7 Y
PubChem	5196
ChemSpider	5008 Y
KEGG	C02077 Y
ChEBI	CHEBI:28306 Y
ChEMBL	CHEMBL903 Y
Jmol-3D images	Image 1
SMILES C(=O)(N)NN
InChI InChI=1S/CH5N3O/c2-1(5)4-3/h3H2,(H3,2,4,5) Y Key: DUIOPKIIICUYRZ-UHFFFAOYSA-N Y InChI=1/CH5N3O/c2-1(5)4-3/h3H2,(H3,2,4,5) Key: DUIOPKIIICUYRZ-UHFFFAOYAJ
Properties
Molecular formula	H2NNHC(=O)NH2
Molar mass	75.08 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

In organic chemistry, semicarbazide is a derivative of urea, where NH₂ on one side has been replaced with H₂NNH hydrazine, yielding H₂NNHC(=O)NH₂. A thiosemicarbazide is an analog with a sulfur atom in place of the oxygen atom. Semicarbazone is a ketone form of semicarbazide which is derived by the condensation reaction between a ketone (or aldehyde) and a semicarbazide. Semicarbazide products (semicarbazones and thiosemicarbazones) are known to have an activity of antiviral, antiinfective and antineoplastic through binding to copper or iron in cells. Semicarbazide is used in preparing pharmaceuticals including nitrofuran antibacterials (furazolidone, nitrofurazone, nitrofurantoin) and related compounds. Semicarbazide is used as a detection reagent on thin layer chromatography (TLC). Semicarbazide stains α-keto acids on the TLC plate, which must then be viewed under a UV light to see the results.

• 

  Urea

• 

  Hydrazine

• 

  Thiosemicarbazide

See also

• Semicarbazone
• Carbazide
• Semicarbazide-cadmium therapy

References

External links

• Compounds Containing a N-CO-N-N or More Complex Group