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| Names | |
|---|---|
| Preferred IUPAC name Sodium 2-hydroxybenzoate | |
Other names
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| Identifiers | |
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3D model (JSmol) | |
| ChEMBL | |
| ChemSpider |
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| DrugBank |
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| ECHA InfoCard | 100.000.181 |
| EC Number |
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| KEGG |
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| RTECS number |
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| UNII | |
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| Properties | |
| C7H5NaO3 | |
| Molar mass | 160.104 g/mol |
| Appearance | White crystals |
| Melting point | 200 °C (392 °F; 473 K) |
| 25.08 g/100 g (-1.5 °C) 107.9 g/100 g (15 °C) 124.6 g/100 g (25 °C) 141.8 g/100 g (78.5 °C) 179 g/100 g (114 °C)[1] | |
| Solubility | Soluble inglycerol,1,4-Dioxane,alcohol[1] |
| Solubility inmethanol | 26.28 g/100 g (15 °C) 34.73 g/100 g (67.2 °C)[1] |
| Pharmacology | |
| N02BA04 (WHO) | |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards | Harmful |
Eye hazards | Irritant |
| GHS labelling:[3] | |
 | |
| Warning | |
| H314,H331,H400 | |
| P210,P261,P273,P280,P305+P351+P338,P310 | |
| NFPA 704 (fire diamond) | |
| 250 °C (482 °F; 523 K) | |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 930 mg/kg (rats, oral)[2] |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Sodium salicylate is asodium salt ofsalicylic acid. It is a shiny white solid, producing mildly alkaline solutions because it can donate onehydrogen-bond and accept three.
Sodium salicylate is industrially prepared via theKolbe-Schmitt process, by reactingsodium phenoxide withcarbon dioxide at around 120 °C and 5 atm in a mixed alcohol solvent containing excessphenol.[4]
This reaction proceeds via a nucleophilicaddition-elimination mechanism.[5]
Sodium salicylate can also be prepared by neutralizing salicylic acid with a sodium base such assodium hydroxide orsodium carbonate[6][7] or by refluxingmethyl salicylate with sodium hydroxide.[8]
It is used in medicine as ananalgesic andantipyretic.[9][better source needed] Sodium salicylate also acts asnon-steroidal anti-inflammatory drug (NSAID), and inducesapoptosis in cancer cells[10][11][12] and alsonecrosis.[13] It is a potential replacement foraspirin 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.[7]
Sodium salicylate, alongside other salicylates, has historically been used to treatrheumatological disorders.[14][15]
Sodium salicylate can be found in cosmetics, personal care products, perfumes, and fragrances, often as a preservative.[16] Among 16 other salicylate salts in these products, it has been concluded to be safe.[17]
It may also be used as a phosphor for the detection ofvacuum ultraviolet radiation andbeta radiation.[18][19]
| pyrazolones / pyrazolidines | |
|---|---|
| salicylates | |
| acetic acid derivatives and related substances | |
| oxicams | |
| propionic acid derivatives (profens) |
|
| n-arylanthranilic acids (fenamates) | |
| COX-2 inhibitors (coxibs) | |
| other | |
| NSAID combinations | |
Key:underline indicates initially developed first-in-class compound of specific group;#WHO-Essential Medicines;†withdrawn drugs;‡veterinary use. | |
