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Sodium salicylate

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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
CAS Number
3D model (JSmol)
ChemSpider
DrugBank
ECHA InfoCard 100.000.181 Edit this at Wikidata
EC Number
  • 200-198-0
KEGG
PubChem CID
RTECS number
  • VO5075000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H6O3.Na/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,8H,(H,9,10);/q;+1/p-1Key: ABBQHOQBGMUPJH-UHFFFAOYSA-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/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-1Key: ABBQHOQBGMUPJH-REWHXWOFAO
SMILES
  • .O=C()c1ccccc1O
Properties
Chemical formula C7H5NaO3
Molar mass 160.11 g/mol
Appearance White crystals
Melting point 200 °C
Solubility in water ~ 660 g/l at 20 °C
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Harmful
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

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.

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 and also necrosis. It is also a potential replacement for aspirin for people sensitive to it.

References

  1. Lehman, J.W., Operational Organich Chemistry, 4th ed., New Jersey, Prentice Hall, 2009
  2. Klampfer, Lidija (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. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help)
  3. Rae, Colin (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. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help)
  4. Stark, Lesley A. (2007-05). "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. {{cite journal}}: Check date values in: |date= (help); Unknown parameter |coauthors= ignored (|author= suggested) (help)
  5. Schwenger, Paul (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. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help)CS1 maint: unflagged free DOI (link)

External links

Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
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.
Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
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.
Analgesics (N02A, N02B)
Opioids
Opiates/opium
Semisynthetic
Synthetic
Paracetamol-type
NSAIDs
Propionates
Oxicams
Acetates
COX-2 inhibitors
Fenamates
Salicylates
Pyrazolones
Others
Cannabinoids
Ion channel
modulators
Calcium blockers
Sodium blockers
Potassium openers
Myorelaxants
Others
Sodium compounds
Inorganic
Halides
Chalcogenides
Pnictogenides
Oxyhalides
Oxychalcogenides
Oxypnictogenides
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Organic
Salicylates
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