Thiosemicarbazone

Class of chemical compounds From Wikipedia, the free encyclopedia

Thiosemicarbazone

A thiosemicarbazone is an organosulfur compound with the formula H2NC(S)NHN=CR2. Many variations exist, including those where some or all of the NH centers are substituted by organic groups. Thiosemicarbazones are usually produced by condensation of a thiosemicarbazide with an aldehyde or ketone:

H2NC(S)NHNH2 + O=CR2 → H2NC(S)NHN=CR2 + H2O
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General chemical structure of a thiosemicarbazone

In terms of their chemical structures, the CSN3 core atoms are coplanar.[1]

Occurrence and applications

Some thiosemicarbazones have medicinal properties, e.g. the antiviral metisazone and the antibiotic thioacetazone. Thiosemicarbazones are also widely used as ligands in coordination chemistry.[2] The affinity of thiosemicarbazones for metal ions is exploited in controlling iron overload.[3]

References

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