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| Names | |
|---|---|
| Preferred IUPAC name Sodium 2-hydroxybenzoate | |
| Other names Salsonin, Monosodium salicylate, Sodiumo-hydroxybenzoate, Salicylic acid sodium salt, Monosodium 2-hydroxybenzoate, Diuratin | |
| 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 can be prepared fromsodium phenolate andcarbon dioxide under higher temperature and pressure. Historically, it has been synthesized by refluxingmethyl salicylate (wintergreen oil) with an excess ofsodium hydroxide.[4]
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Sodium salicylate is of thesalicylate family. It is a shiny white powder with anaromatic flavor.[5] It has a molecular weight of 160.10 g/mol, and can produce mildly alkaline solutions because it can donate 1 hydrogen bond and accept 3.
Sodium salicylate can be prepared by neutralizing salicylic acid with a sodium base such as sodium hydroxide or sodium carbonate[6][7] or by refluxing methyl salicylate with sodium hydroxide
It is used in medicine as ananalgesic andantipyretic.[8] Sodium salicylate also acts asnon-steroidal anti-inflammatory drug (NSAID), and inducesapoptosis in cancer cells[9][10][11] and alsonecrosis.[12] It is also a potential replacement foraspirin for people sensitive to it. It may also be used as a phosphor for the detection ofvacuum ultraviolet radiation andbeta radiation.[13]
| 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. | |
