- Semicarbazone
In
organic chemistry , a semicarbazone is a derivative of analdehyde orketone formed by acondensation reaction between aketone oraldehyde andsemicarbazide .For ketones: :H2NNHC(=O)NH2 + RC(=O)R → R2C=NNHC(=O)NH2
For aldehydes: :H2NNHC(=O)NH2 + RCHO → RCH=NNHC(=O)NH2
For example, the semicarbazone of
acetone would have the structure (CH3)2C=NNHC(=O)NH2.A thiosemicarbazone is an analog of a semicarbazone which contains a
sulfur atom in place of the oxygen atom.Some semicarbazones, such as
nitrofurazone , and thiosemicarbazones are known to have anti-viral and anti-cancer activity, usually mediated through binding to copper or iron in cells. Many semicarbazones are crystalline solids, useful for the identification of the parent aldehydes/ketones bymelting point analysis.cite book
last = Williamson
first = Kenneth L.
title = Macroscale and Microscale Organic Experiments, 3rd ed.
publisher = Houghton-Mifflin
date = 1999
location = Boston
pages = 426-7
isbn = 0-395-90220-7]ee also
*
Semicarbazide
*Carbazone
*Carbazide References
External links
* [http://nlfaculty.dcccd.edu/logan/slides/chapter16/sld029.htm Description of derivatives at dcccd.edu]
* [http://www.acdlabs.com/iupac/nomenclature/79/r79_673.htm Compounds Containing a N-CO-N-N or More Complex Group]
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