5192. Isonixin

Nomenclature

CAS number: 57021-61-1
N-(2,6-Dimethylphenyl)-1,2-dihydro-2-oxo-3-pyridinecarboxamide; 2-pyridone-3-carboxylic acid 2,6-xylidide; 2-hydroxy-2′,6′-nicotinoxylidide; Nixyn (Organon).
C14H14N2O2; mol wt 242.27.
C 69.41%, H 5.82%, N 11.56%, O 13.21%.

Description and references

Non-steroidal anti-inflammatory agent. Prepn: J.-A. Canicio Chimeno, BE 820578; idem, US 4031105 (1975, 1977 both to Hermes). Prepn, pharmacology and toxicity: R. Cadena et al., Arzneim.-Forsch. 27, 1457 (1977). Toxicological study: M. T. Mitjavila et al., ibid. 1460. Absorption, excretion studies: G. Carrera et al., ibid. 29, 1401 (1979). Tolerance in humans: T. M. Serra et al., Therapie 35, 173 (1980). HPLC determn in plasma: F. González Lopez et al., Farmaco Ed. Prat. 38, 273 (1983).

Chemical structure

Properties

White crystalline powder from ethanol, mp 266-267°. Sol in chloroform and strong alkali. Practically insol in acids and water. LD50 in male, female mice, male, female rats (mg/kg): 7000, 8000, >6000, >6000 orally; all >2000 i.p. (Cadena).

Therapeutic Category

Analgesic, anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Aminoarylcarboxylic Acid Derivatives; Analgesic; Non-opioids; Anilides