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
ATC code N02BA04
54-21-7 Yes
ChEMBL ChEMBL447868 Yes
ChemSpider 5689 Yes
DrugBank DB01398 Yes
EC number 200-198-0
Jmol-3D images Image
KEGG D00566 
PubChem 16760658
RTECS number VO5075000
UNII WIQ1H85SYP Yes
Properties
Molecular formula
 C7H5NaO3
Molar mass 160.10 g·mol−1
Appearance white crystals
Melting point 200 °C (392 °F; 473 K)
25.08 g/100 mL (-1.5 °C)
107.9 g/100 mL (15 °C)
124.6 g/100 mL (25 °C)
141.8 g/100 mL (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]
Hazards
Main hazards Harmful
GHS pictograms [2]
GHS signal word Warning
H314, H331, H400[2]
P210, P261, P273, P280, P305+351+338, P310[2]
EU classification Xn
R-phrases R22, R36/37/38
S-phrases S24/25, S26, S36/37/39
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 oil Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
1
1
0
250 °C (482 °F; 523 K)
930 mg/kg (rats, oral)[3]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
  verify (what is: Yes/?)
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 from methyl salicylate (found in wintergreen plants or the bark of sweet birch tree) by reacting it 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. ↑ 1.0 1.1 1.2 http://chemister.ru/Database/properties-en.php?dbid=1&id=2993
  2. ↑ 2.0 2.1 2.2 Sigma-Aldrich Co., Sodium salicylate. Retrieved on 2014-05-26.
  3. ↑ http://chem.sis.nlm.nih.gov/chemidplus/rn/54-21-7
  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. Retrieved July 26, 2012.

External links

Wikimedia Commons has media related to Salicylates.
Wikimedia Commons has media related to Salicylate salts.