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Two amino acids, asparagine and glutamine, have a carboxamide group in them. The properties and reactivity of the carboxamide group arise from the hydrogen bonding capabilities of the -NH2 group as well as the carbonyl oxygen. Furthermore, the carbon atom in a carboxamide has a low lying LUMO that is capable of accepting electron density from the nonbonding lone pair on the nitrogen, weakening the carbon-oxygen bond.
Examples of carboxamides used in medicine:
For more information, see the article on Amides.
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