7403. Picolinic Acid

Nomenclature

CAS number: 98-98-6
2-Pyridinecarboxylic acid; o-pyridinecarboxylic acid.
C6H5NO2; mol wt 123.11.
C 58.54%, H 4.09%, N 11.38%, O 25.99%.

Description and references

Naturally occuring isomer of nicotinic acid; by-product of tryptophan catabolism. Prepn: Singer, McElvain, Org. Synth. coll. vol. III, 740 (1955). Review: Oliveto, “Pyridinecarboxylic Acids” in Pyridine and Its Derivatives Part 3, E. Klingsberg, Ed. (Interscience, New York, 1962) p 179. Review of immunobiology and effect on macrophage activation: G. Melillo et al., Adv. Exp. Med. Biol. 398, 135-141 (1996). HPLC determn in biological fluids: C. Dazzi et al., J. Chromatogr. B 751, 61 (2001).

Chemical structure

Properties

Needles from water, alcohol or benzene, mp 134-136°. pK 5.4. Sublimes. Very sol in glacial acetic acid; practically insol in ether, chloroform, carbon disulfide.

Derivative

Hydrochloride.

Properties

Crystals from abs ethanol/ether, mp 210-212° (slow heating).