Semicarbazide

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Semicarbazide
Semicarbazide.png
Identifiers
CAS number 57-56-7 YesY
PubChem 5196
ChemSpider 5008 YesY
KEGG C02077 YesY
ChEBI CHEBI:28306 YesY
ChEMBL CHEMBL903 YesY
Jmol-3D images Image 1
Properties
Molecular formula H2NNHC(=O)NH2
Molar mass 75.08 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
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.

Derivatives[edit]

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.

Properties[edit]

Semicarbazide products (semicarbazones and thiosemicarbazones) are known to have an activity of antiviral, antiinfective and antineoplastic through binding to copper or iron in cells.

Uses[edit]

Semicarbazide is used in preparing pharmaceuticals including nitrofuran antibacterials (furazolidone, nitrofurazone, nitrofurantoin) and related compounds. Semicarbazide is used as a detection reagent in thin layer chromatography (TLC). Semicarbazide stains α-keto acids on the TLC plate, which must then be viewed under ultraviolet light to see the results.

Structures[edit]

See also[edit]

References[edit]

External links[edit]