3-Pyridylnicotinamide

The organic compound 3-pyridylnicotinamide (3-pna), also known as N-(pyridin-3-yl)nicotinamide, is a kinked dipodal dipyridine that is synthesized through the reaction of nicotinoyl chloride and 3-aminopyridine. The nitrogen atoms on its pyridine rings, like those of its isomer 4-pyridylnicotinamide, can donate their electron lone pairs to metal cations, allowing it to bridge metal centers and act as a bidentate ligand in coordination polymers. It can be used to synthesize polymers that have potentially useful gas adsorption properties.

3-Pyridylnicotinamide
Names
Preferred IUPAC name
N-(Pyridin-3-yl)pyridine-3-carboxamide
Other names
3-pna
3-pyridinecarboxamide, N-3-pyridinyl-
N-(Pyridin-3-yl)nicotinamide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C11H9N3O/c15-11(9-3-1-5-12-7-9)14-10-4-2-6-13-8-10/h1-8H,(H,14,15)
    Key: HMCAHAHCCWFPOF-UHFFFAOYSA-N
SMILES
  • O=C(Nc1cccnc1)c2cccnc2
Properties
C11H9N3O
Molar mass 199.20 g/mol
Density 1.287 g/cm3
Boiling point 286.08 °C (546.94 °F; 559.23 K)
Structure
0 D
Hazards
Flash point 127 °C (261 °F; 400 K)
Related compounds
Related compounds
4,4'-bipyridine
Pyridine
Nicotinamide
3-Aminopyridine
4-Pyridylnicotinamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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