sodium salicylate
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 476997079
| ImageFile = Sodium salicylate2DCSD.svg
| ImageClass = skin-invert-image
| ImageSize = 100px
| PIN = Sodium 2-hydroxybenzoate
| OtherNames = Salsonin, Monosodium salicylate, Sodium o-hydroxybenzoate, Salicylic acid sodium salt, Monosodium 2-hydroxybenzoate, Diuratin
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5689
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = WIQ1H85SYP
| InChI1 = 1/C7H6O3.Na/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,8H,(H,9,10);/q;+1/p-1
| InChIKey1 = ABBQHOQBGMUPJH-REWHXWOFAO
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C7H6O3.Na/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,8H,(H,9,10);/q;+1/p-1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ABBQHOQBGMUPJH-UHFFFAOYSA-M
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 54-21-7
| EINECS = 200-198-0
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 447868
| PubChem = 16760658
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01398
| SMILES = [Na+].O=C([O-])c1ccccc1O
| InChI = 1/C7H6O3.Na/c8-6-4-2-1- 3-5(6)7(9)10;/h1-4,8H,(H,9,10); /q;+1/p-1/fC7H5O3.Na/q-1;m
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D00566
| RTECS = VO5075000
}}
|Section2={{Chembox Properties
| C=7 | H=5 | Na=1 | O=3
| MolarMassUnit = g/mol
| Appearance = White crystals
| Density =
| MeltingPtC = 200
| BoilingPt =
| Solubility = 25.08{{nbsp}}g/100{{nnbsp}}g (-1.5{{nbsp}}°C)
107.9{{nbsp}}g/100{{nnbsp}}g (15{{nbsp}}°C)
124.6{{nbsp}}g/100{{nnbsp}}g (25{{nbsp}}°C)
141.8{{nbsp}}g/100{{nnbsp}}g (78.5{{nbsp}}°C)
179{{nbsp}}g/100{{nnbsp}}g (114{{nbsp}}°C){{cite web|url=http://chemister.ru/Database/properties-en.php?dbid=1&id=2993|title=sodium salicylate|website=chemister.ru|access-date=8 April 2018|archive-date=24 May 2014|archive-url=https://web.archive.org/web/20140524024107/http://chemister.ru/Database/properties-en.php?dbid=1&id=2993|url-status=live}}
| SolubleOther = Soluble in glycerol, 1,4-Dioxane, alcohol
| Solubility1 = 26.28{{nbsp}}g/100{{nnbsp}}g (15{{nbsp}}°C)
34.73{{nbsp}}g/100{{nnbsp}}g (67.2{{nbsp}}°C)
| Solvent1 = methanol
}}
|Section6={{Chembox Pharmacology
| ATCCode_prefix = N02
| ATCCode_suffix = BA04
}}
|Section7={{Chembox Hazards
| GHSPictograms = {{GHS07}}
| GHS_ref = Sigma-Aldrich Co., [http://www.sigmaaldrich.com/catalog/product/sigma/s3007 Sodium salicylate]. Retrieved on 2014-05-26.
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|314|331|400}}
| PPhrases = {{P-phrases|210|261|273|280|305+351+338|310}}
| MainHazards = Harmful
| EyeHazard = Irritant
| FlashPt =
| AutoignitionPtC = 250
| NFPA-H = 1
| NFPA-F = 1
| NFPA-R = 0
| NFPA-S =
}}
}}
Sodium salicylate is a sodium salt of salicylic acid. It can be prepared from sodium phenolate and carbon dioxide under higher temperature and pressure. Historically, it has been synthesized by refluxing methyl salicylate (wintergreen oil) with an excess of sodium hydroxide.Lehman, J.W., Operational Organich Chemistry, 4th ed., New Jersey, Prentice Hall, 2009
Properties
{{Expand section|date=July 2024}}
Sodium salicylate is of the salicylate family. It is a shiny white powder with an aromatic flavor.{{Cite web |title=Sodium salicylate {{!}} 54-21-7 |url=https://m.chemicalbook.com/ChemicalProductProperty_EN_CB1255762.htm |access-date=2024-09-02 |website=ChemicalBook |language=en |archive-date=2024-09-02 |archive-url=https://web.archive.org/web/20240902235509/https://m.chemicalbook.com/ChemicalProductProperty_EN_CB1255762.htm |url-status=live }}
Uses
It is used in medicine as an analgesic and antipyretic.{{Cite web |title=Sodium salicylate {{!}} 54-21-7 |url=https://m.chemicalbook.com/ChemicalProductProperty_EN_CB1255762.htm |access-date=2024-09-02 |website=ChemicalBook |language=en |archive-date=2024-09-02 |archive-url=https://web.archive.org/web/20240902235509/https://m.chemicalbook.com/ChemicalProductProperty_EN_CB1255762.htm |url-status=live }} Sodium salicylate also acts as non-steroidal anti-inflammatory drug (NSAID), and induces apoptosis in cancer cells {{cite journal | title = Sodium Salicylate Activates Caspases and Induces Apoptosis of Myeloid Leukemia Cell Lines | journal = Blood | date = 1999-04-01 | first = Lidija | last = Klampfer |author2=Jörg Cammenga |author3=Hans-Georg Wisniewski |author4=Stephen D. Nimer | volume = 93 | issue = 7 | pages = 2386–94| doi = 10.1182/blood.V93.7.2386 | pmid=10090950}}{{cite journal | title = Elevated NF-κB responses and FLIP levels in leukemic but not normal lymphocytes: reduction by salicylate allows TNF-induced apoptosis | journal = Proceedings of the National Academy of Sciences of the USA | date = 2007-07-31 | first = Colin | last = Rae |author2=Susana Langa |author3=Steven J. Tucker |author4=David J. MacEwan | volume = 104 | issue = 31 | pages = 12790–5| pmid=17646662 | pmc = 1937545 | doi=10.1073/pnas.0701437104| bibcode = 2007PNAS..10412790R | doi-access = free }}{{cite journal | title = Aspirin activates the NF-κB signalling pathway and induces apoptosis in intestinal neoplasia in two in vivo models of human colorectal cancer | journal = Carcinogenesis | date = May 2007 | first = Lesley A. | last = Stark | volume = 28 | issue = 5 | pages = 968–76| pmid=17132819 | doi=10.1093/carcin/bgl220|display-authors=etal| doi-access = free }} and also necrosis.{{cite journal | title = Inhibition of Tumor Necrosis Factor-induced p42/p44 Mitogen-Activated Protein Kinase Activation by Sodium Salicylate | journal = The Journal of Biological Chemistry | date = 1996-04-05 | first = Paul | last = Schwenger |author2=Edward Y. Skolnik |author3=Jan Vilcek | volume = 271 | issue = 14 | pages = 8089–94| pmid=8626494 | doi=10.1074/jbc.271.14.8089| doi-access = free }} It is also a potential replacement for aspirin for people sensitive to it. It may also be used as a phosphor for the detection of vacuum ultraviolet radiation and beta radiation.{{cite web|last=Samson|first=James|title=Vacuum Ultraviolet Spectroscopy|url=http://www.mcphersoninc.com/detectors/Sodium%20Salicylate.pdf|publisher=Pied Publications|access-date=July 26, 2012|url-status=dead|archive-url=https://web.archive.org/web/20061016104429/http://www.mcphersoninc.com/detectors/Sodium%20Salicylate.pdf|archive-date=October 16, 2006}}
References
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External links
{{Commons category}}
- [http://www.chemicalland21.com/lifescience/phar/SODIUM%20SALICYLATE.htm Chemicalland21]
- [https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5900&ncount=51#Synonyms Some synonyms]
- [http://physchem.ox.ac.uk/MSDS/SO/sodium_salicylate.html Safety data for sodium salicylate at Oxford University] {{Webarchive|url=https://web.archive.org/web/20060523222443/http://physchem.ox.ac.uk/MSDS/SO/sodium_salicylate.html |date=2006-05-23 }}
- [http://www.cancer.gov/Templates/drugdictionary.aspx?CdrID=43094 Sodium salicylate, definitions at National Cancer Institute]
{{Anti-inflammatory and antirheumatic products}}
{{Analgesics}}
{{Sodium compounds}}
{{Salicylates}}
{{Prostanoidergics}}
{{DEFAULTSORT:Sodium Salicylate}}