Sodium salicylate
Sodium salicylate is a sodium salt of salicylic acid. It is a shiny white solid, producing mildly alkaline solutions because it can donate one hydrogen-bond and accept three.
Synthesis
Sodium salicylate is industrially prepared via the Kolbe-Schmitt process, by reacting sodium phenoxide with carbon dioxide at around 120 °C and 5 atm in a mixed alcohol solvent containing excess phenol.[1]
This reaction proceeds via a nucleophilic addition-elimination mechanism.[2]
Sodium salicylate can also be prepared by neutralizing salicylic acid with a sodium base such as sodium hydroxide or sodium carbonate[3][4] or by refluxing methyl salicylate with sodium hydroxide.[5]
Uses
Medicine
It is used in medicine as an analgesic and antipyretic.[6]Template:Better source needed Sodium salicylate also acts as non-steroidal anti-inflammatory drug (NSAID), and induces apoptosis in cancer cells[7][8][9] and also necrosis.[10] It is a potential replacement for aspirin for people sensitive to it.
Sodium salicylate lends its analgesic effects to the inhibition of cyclooxygenase. This enzyme converts arachidonic acid to cyclic endoperoxides, which are precursors to prostaglandins, thus preventing the sensitization of pain receptors.[4]
Sodium salicylate, alongside other salicylates, has historically been used to treat rheumatological disorders.[11][12]
Before the development of modern leprostatic agents in the 1940s, sodium salicylate was used as a treatment for leprosy.[13]
Preservative
Sodium salicylate can be found in cosmetics, personal care products, perfumes, and fragrances, often as a preservative.[14] Among 16 other salicylate salts in these products, it has been concluded to be safe.[15]
Other
It may also be used as a phosphor for the detection of vacuum ultraviolet radiation and beta radiation.[16][17]
References
External links
- Synonyms
- Safety data for sodium salicylate at Oxford University Template:Webarchive
- Sodium salicylate, definitions at National Cancer Institute
Template:Anti-inflammatory and antirheumatic products Template:Analgesics Template:Sodium compounds Template:Salicylates Template:Prostanoidergics
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- ↑ Lehman, J.W., Operational Organich Chemistry, 4th ed., New Jersey, Prentice Hall, 2009
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