4-Pyridylnicotinamide

4-Pyridylnicotinamide (4-PNA), also known as N-(pyridin-4-yl)nicotinamide, is a kinked dipodal dipyridine which was originally developed for use in chemotherapy. As in its isomer 3-pyridylnicotinamide, the nitrogen atoms on its pyridine rings 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 is synthesized through the reaction of nicotinoyl chloride and 4-aminopyridine.

4-Pyridylnicotinamide
Names
Preferred IUPAC name
N-(Pyridin-4-yl)pyridine-3-carboxamide
Other names
4-PNA; N-4-Pyridinyl-3-pyridinecarboxamide,; N-(Pyridin-4-yl)nicotinamide
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C11H9N3O/c15-11(9-2-1-5-13-8-9)14-10-3-6-12-7-4-10/h1-8H,(H,12,14,15)
    Key: HVLLFBPOFNSPRN-UHFFFAOYSA-N
SMILES
  • O=C(Nc1ccncc1)c2cccnc2
Properties
C11H9N3O
Molar mass 199.213 g·mol−1
Density 1.287 g/cm3
Boiling point 286.08 °C (546.94 °F; 559.23 K)
Structure
0 D
Related compounds
Related compounds
 4,4'-bipyridine
Pyridine
Nicotinamide
4-Aminopyridine
3-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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