Semicarbazone
In organic chemistry, a semicarbazone is a derivative of an aldehyde or ketone formed by a condensation reaction between a ketone or aldehyde and semicarbazide.
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 by melting point analysis.[1]
[edit] See also
[edit] References
- ^ Williamson, Kenneth L. (1999). Macroscale and Microscale Organic Experiments, 3rd ed.. Boston: Houghton-Mifflin. pp. 426–7. ISBN 0-395-90220-7.
[edit] External links
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