Sodium salicylate

Last updated
Sodium salicylate
Sodium salicylate2DCSD.svg
Names
Preferred IUPAC name
Sodium 2-hydroxybenzoate
Other names
Salsonin, Monosodium salicylate, Sodium o-hydroxybenzoate, Salicylic acid sodium salt, Monosodium 2-hydroxybenzoate, Diuratin
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.181 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 200-198-0
KEGG
PubChem CID
RTECS number
  • VO5075000
UNII
  • InChI=1S/C7H6O3.Na/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,8H,(H,9,10);/q;+1/p-1 Yes check.svgY
    Key: ABBQHOQBGMUPJH-UHFFFAOYSA-M Yes check.svgY
  • 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
  • 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
    Key: ABBQHOQBGMUPJH-REWHXWOFAO
  • [Na+].O=C([O-])c1ccccc1O
Properties
C7H5NaO3
Molar mass 160.104 g/mol
AppearanceWhite 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
Occupational safety and health (OHS/OSH):
Main hazards
Harmful
Eye hazards
Irritant
GHS labelling: [2]
GHS-pictogram-exclam.svg
Warning
H314, H331, H400
P210, P261, P273, P280, P305+P351+P338, P310
NFPA 704 (fire diamond)
NFPA 704.svgHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

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. [4]

Contents

Properties

Sodium salicylate is of the salicylate family. It is a shiny white powder with an aromatic taste. [5]

Uses

It is used in medicine as an analgesic and antipyretic. [6] Sodium salicylate also acts as non-steroidal anti-inflammatory drug (NSAID), and induces apoptosis in cancer cells [7] [8] [9] and also necrosis. [10] 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. [11]

References

  1. 1 2 3 "sodium salicylate". chemister.ru. Archived from the original on 24 May 2014. Retrieved 8 April 2018.
  2. ↑ 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. Archived from the original on 9 April 2018. Retrieved 8 April 2018.
  4. ↑ Lehman, J.W., Operational Organich Chemistry, 4th ed., New Jersey, Prentice Hall, 2009
  5. ↑ "Sodium salicylate | 54-21-7". ChemicalBook. Archived from the original on 2024-09-02. Retrieved 2024-09-02.
  6. ↑ "Sodium salicylate | 54-21-7". ChemicalBook. Archived from the original on 2024-09-02. Retrieved 2024-09-02.
  7. ↑ 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. doi:10.1182/blood.V93.7.2386. PMID   10090950.
  8. ↑ 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. Bibcode:2007PNAS..10412790R. doi: 10.1073/pnas.0701437104 . PMC   1937545 . PMID   17646662.
  9. ↑ 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.
  10. ↑ 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.
  11. ↑ 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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