Salicylamide

Summary

Salicylamide (o-hydroxybenzamide or amide of salicyl) is a non-prescription drug with analgesic and antipyretic properties.[1] Its medicinal uses are similar to those of aspirin.[2] 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.

Salicylamide
Clinical data
MedlinePlusa681004
ATC code
Pharmacokinetic data
ExcretionRenal
Identifiers
  • 2-Hydroxybenzamide
CAS Number
  • 65-45-2 checkY
PubChem CID
  • 5147
DrugBank
  • DB08797 checkY
ChemSpider
  • 4963 checkY
UNII
  • EM8BM710ZC
ChEBI
  • CHEBI:32114 checkY
ChEMBL
  • ChEMBL27577 checkY
NIAID ChemDB
  • 018403
CompTox Dashboard (EPA)
  • DTXSID3021726 Edit this at Wikidata
ECHA InfoCard100.000.554 Edit this at Wikidata
Chemical and physical data
FormulaC7H7NO2
Molar mass137.138 g·mol−1
3D model (JSmol)
  • Interactive image
Density1.33 g/cm3
Solubility in waterSoluble in hot water, ether, alcohol, and chloroform. mg/mL (20 °C)
  • O=C(c1ccccc1O)N
  • InChI=1S/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10) checkY
  • Key:SKZKKFZAGNVIMN-UHFFFAOYSA-N checkY
  (verify)
Pure salicylamide is a white or slightly pink crystalline powder

Derivatives edit

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

See also edit

References edit

  1. ^ Borne R, Levi M, Wilson N (2008). "Nonsteroidal Anti-Inflammatory Drugs". In Foye WO, Williams DA (eds.). Foye's Principles of Medicinal Chemistry (6th ed.). Philadelphia London: Lippincott Williams & Wilkins. p. 968. ISBN 978-0-7817-6879-5.
  2. ^ "Salicylamide". Dictionary.com. Merriam-Webster's Medical Dictionary. Merriam-Webster, Inc. Retrieved December 31, 2006.

External links edit