8328. Salicylamide

Nomenclature

CAS number: 65-45-2
2-Hydroxybenzamide; Salamid (Hamilton); Samid (Knoll); Cidal (CID); Salizell (Byk Gulden); Salymid (Biochemie); Urtosal (Lifepharma).
C7H7NO2; mol wt 137.14.
C 61.31%, H 5.14%, N 10.21%, O 23.33%.

Description and references

Prepn: A. Cahours, Ann. 48, 60 (1843); D. S. Hoffenberg, C. R. Hauser, J. Org. Chem. 20, 1496 (1955); J. B. Chattopadhyaya, A. V. Rama Rao, Tetrahedron 30, 2899 (1974). Toxicity data: Hart, J. Pharmacol. Exp. Ther. 89, 205 (1947). Clinical efficacy in headache: W. J. Murray, J. Clin. Pharmacol. J. New Drugs 7, 150 (1967). Pharmacokinetics: A. G. de Boer et al., Biopharm. Drug Dispos. 4, 321 (1983).

Chemical structure

Properties

White or slightly pink, crystalline powder, somewhat bitter taste. Sensation of warmth on tongue. mp 140°. Soly in water at 30° = 0.2%, at 47° = 0.8%; in glycerol at 5° = 2.0%, at 39° = 5.0%, at 60° = 10.0%; in propylene glycol at 5° = 10.0%. Sol in hot water, alcohol, chloroform, ether. pH of satd aq soln at 28° about 5. Forms a water-soluble sodium salt at pH 9. LD50 orally in mice: 1.4 g/kg (Hart).

Therapeutic Category

Analgesic.

Keywords

Analgesic; Non-opioids; Salicylic Acid Derivatives