Salicylamide

Salicylamide (o-hydroxybenzamide or amide of salicyl) is a non-prescription drug with analgesic and antipyretic properties. Its medicinal uses are similar to those of aspirin.[1] Salicylamide is used in combination with both aspirin and caffeine in the over-the-counter pain remedy PainAid. It was also an ingredient in the over-the-counter pain remedy BC Powder but was removed from the formulation in 2009, and Excedrin used the ingredient from 1960 to 1980 in conjunction with aspirin, acetaminophen, and caffeine. It was used in later formulations of Vincent's powders in Australia as a substitute for phenacetin.

Pure salicylamide is a white or slightly pink crystalline powder
Salicylamide
Clinical data
MedlinePlusa681004
ATC code
Pharmacokinetic data
ExcretionRenal
Identifiers
IUPAC name
  • 2-Hydroxybenzamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
NIAID ChemDB
CompTox Dashboard (EPA)
ECHA InfoCard100.000.554
Chemical and physical data
FormulaC7H7NO2
Molar mass137.138 g·mol−1
3D model (JSmol)
Density1.33 g/cm3
Solubility in waterSoluble in hot water, ether, alcohol, and chloroform. mg/mL (20 °C)
SMILES
  • O=C(c1ccccc1O)N
InChI
  • InChI=1S/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10) Y
  • Key:SKZKKFZAGNVIMN-UHFFFAOYSA-N Y
  (verify)

Derivatives

Derivatives of salicylamide include ethenzamide, labetalol, medroxalol, lopirin, otilonium, oxyclozanide, salicylanilide, niclosamide, and raclopride.

See also

References
  1. "Salicylamide". Dictionary.com. Merriam-Webster's Medical Dictionary. Merriam-Webster, Inc. Retrieved December 31, 2006.
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