Picolinamide, 4-hydroxy- (6CI)

The compound's ability to form hydrogen bonds plays a crucial role in its interactions:

• Crystal packing: In the solid state, molecules of 4-oxo-1,4-dihydropyridine-2-carboxamide and its derivatives can form chains through intermolecular hydrogen bonding, influencing crystal packing and properties.
• Potential protein interactions: The presence of hydrogen bond donors and acceptors suggests that the compound could interact with protein targets, which may be relevant to its potential biological activities.

Several compounds share structural similarities with 4-oxo-1,4-dihydropyridine-2-carboxamide:

• 4-Oxo-N-phenyl-1,4-dihydropyridine-3-carboxamide
• N-methyl-4-pyridone-3-carboxamide
• 4-Oxo-1,4-dihydropyridine-2,6-dicarboxylic acid
• 5-Hydroxy-4-oxo-1,4-dihydropyridine-2-carboxylic acid
• 2-Alkyl-6-aryl-4-oxo-1,4-dihydropyridine-3-carboxylates
• 2,6-Diaryl-5-aryl-4-oxo-1,4-dihydropyridine-3-carboxylates

The uniqueness of 4-oxo-1,4-dihydropyridine-2-carboxamide lies in its specific substitution pattern, with the carboxamide group at the 2-position. This structural feature may confer distinct chemical and biological properties compared to its analogs, potentially influencing its reactivity, hydrogen bonding patterns, and interactions with biological targets.

While specific information on 4-oxo-1,4-dihydropyridine-2-carboxamide is limited, related compounds in this class have shown interesting biological properties:

• Cannabinoid receptor affinity: Some 4-oxo-1,4-dihydropyridine derivatives have demonstrated high affinity and potency for the CB2 cannabinoid receptor while showing only modest affinity for the centrally expressed CB1 receptor.
• Potential uremic toxin: N-methyl-4-pyridone-3-carboxamide, a structurally similar compound, has been identified as a uremic toxin. Chronic exposure to such toxins can lead to various conditions, including renal damage.