Sodium salicylate

Sodium salicylate
Names
IUPAC name
Sodium salicylate
Other names
Salsonin, Monosodium salicylate, Sodium o-hydroxybenzoate, Sodium 2-hydroxybenzoate, Salicylic acid sodium salt, Monosodium 2-hydroxybenzoate, Diuratin
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.181
EC Number 200-198-0
KEGG
RTECS number VO5075000
UNII
Properties
C7H5NaO3
Molar mass 160.10 g·mol−1
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 in glycerol, 1,4-Dioxane, alcohol[1]
Solubility in methanol 26.28 g/100 g (15 °C)
34.73 g/100 g (67.2 °C)[1]
Pharmacology
N02BA04 (WHO)
Hazards
Main hazards Harmful
GHS pictograms [2]
GHS signal word Warning
H314, H331, H400[2]
P210, P261, P273, P280, P305+351+338, P310[2]
Eye hazard Irritant
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oilHealth code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentineReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
1
1
0
250 °C (482 °F; 523 K)
Lethal dose or concentration (LD, LC):
930 mg/kg (rats, oral)[3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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 hydrolysis of methyl salicylate (extracted from wintergreen plants or the bark of sweet birch tree) with an excess of sodium hydroxide and heating it under reflux.[4]

Properties

Sodium salicylate is of the salicylate family and this compound is known to trigger Reye's Syndrome in children and adults, usually following a viral infection such as influenza or chicken pox. Products containing such salicylates should not be given to children under the age of 19.

Uses

It is used in medicine as an analgesic and antipyretic. Sodium salicylate also acts as non-steroidal anti-inflammatory drug (NSAID), and induces apoptosis in cancer cells [5][6][7] and also necrosis.[8] 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 electrons.[9]

References

  1. 1 2 3 "sodium salicylate". chemister.ru. Retrieved 8 April 2018.
  2. 1 2 3 Sigma-Aldrich Co., Sodium salicylate. Retrieved on 2014-05-26.
  3. ↑ Chambers, Michael. "ChemIDplus - 54-21-7 - ABBQHOQBGMUPJH-UHFFFAOYSA-M - Sodium salicylate [USP:JAN] - Similar structures search, synonyms, formulas, resource links, and other chemical information". chem.sis.nlm.nih.gov. Retrieved 8 April 2018.
  4. ↑ Lehman, J.W., Operational Organich Chemistry, 4th ed., New Jersey, Prentice Hall, 2009
  5. ↑ Klampfer, Lidija; Jörg Cammenga; Hans-Georg Wisniewski; Stephen D. Nimer (1999-04-01). "Sodium Salicylate Activates Caspases and Induces Apoptosis of Myeloid Leukemia Cell Lines". Blood. 93 (7): 2386–94. PMID 10090950. Retrieved 2011-02-21.
  6. ↑ Rae, Colin; Susana Langa; Steven J. Tucker; David J. MacEwan (2007-07-31). "Elevated NF-κB responses and FLIP levels in leukemic but not normal lymphocytes: reduction by salicylate allows TNF-induced apoptosis". Proceedings of the National Academy of Sciences of the USA. 104 (31): 12790–5. doi:10.1073/pnas.0701437104. PMC 1937545. PMID 17646662. Retrieved 2011-02-21.
  7. ↑ Stark, Lesley A.; et al. (May 2007). "Aspirin activates the NF-κB signalling pathway and induces apoptosis in intestinal neoplasia in two in vivo models of human colorectal cancer". Carcinogenesis. 28 (5): 968–76. doi:10.1093/carcin/bgl220. PMID 17132819. Retrieved 2011-02-21.
  8. ↑ Schwenger, Paul; Edward Y. Skolnik; Jan Vilcek (1996-04-05). "Inhibition of Tumor Necrosis Factor-induced p42/p44 Mitogen-Activated Protein Kinase Activation by Sodium Salicylate". The Journal of Biological Chemistry. 271 (14): 8089–94. doi:10.1074/jbc.271.14.8089. PMID 8626494. Retrieved 2011-02-21.
  9. ↑ Samson, James. "Vacuum Ultraviolet Spectroscopy" (PDF). Pied Publications. Archived from the original (PDF) on October 16, 2006. Retrieved July 26, 2012.
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