Sodium salicylate

Sodium salicylate
Names
Preferred IUPAC name
Sodium 2-hydroxybenzoate
Other names
Salsonin, Monosodium salicylate, Sodium o-hydroxybenzoate, Salicylic acid sodium salt, Monosodium 2-hydroxybenzoate, Diuratin
Identifiers
CAS Number
  • 54-21-7 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL447868 checkY
ChemSpider
  • 5689 checkY
DrugBank
  • DB01398 checkY
ECHA InfoCard 100.000.181 Edit this at Wikidata
EC Number
  • 200-198-0
KEGG
  • D00566 checkY
PubChem CID
  • 16760658
RTECS number
  • VO5075000
UNII
  • WIQ1H85SYP checkY
CompTox Dashboard (EPA)
  • DTXSID5021708 Edit this at Wikidata
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-1 checkY
    Key: ABBQHOQBGMUPJH-UHFFFAOYSA-M checkY
  • 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
Chemical formula
C7H5NaO3
Molar mass 160.104 g/mol
Appearance White crystals
Melting point 200 °C (392 °F; 473 K)
Solubility in water
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:[3]
GHS07: Exclamation mark
Warning
H314, H331, H400
P210, P261, P273, P280, P305+P351+P338, P310
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
Autoignition
temperature
250 °C (482 °F; 523 K)
Lethal dose or concentration (LD, LC):
930 mg/kg (rats, oral)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
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 by refluxing methyl salicylate (wintergreen oil) with an excess of sodium hydroxide.[4]

Properties

Sodium salicylate is of the salicylate family.

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. ^ a b c "sodium salicylate". chemister.ru. Retrieved 8 April 2018.
  2. ^ 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.
  3. ^ Sigma-Aldrich Co., Sodium salicylate. Retrieved on 2014-05-26.
  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. doi:10.1182/blood.V93.7.2386. PMID 10090950.
  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. Bibcode:2007PNAS..10412790R. doi:10.1073/pnas.0701437104. PMC 1937545. PMID 17646662.
  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.
  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.
  9. ^ Samson, James. "Vacuum Ultraviolet Spectroscopy" (PDF). Pied Publications. Archived from the original (PDF) on October 16, 2006. Retrieved July 26, 2012.

External links

Wikimedia Commons has media related to Sodium salicylate.
  • Chemicalland21
  • vhc
  • Some synonyms
  • Safety data for sodium salicylate at Oxford University Archived 2006-05-23 at the Wayback Machine
  • Sodium salicylate, definitions at National Cancer Institute
  • v
  • t
  • e
Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones /
pyrazolidinessalicylatesacetic acid derivatives
and related substancesoxicamspropionic acid
derivatives (profens)n-arylanthranilic
acids (fenamates)COX-2 inhibitors
(coxibs)otherNSAID
combinations
Key: underline indicates initially developed first-in-class compound of specific group; #WHO-Essential Medicines; withdrawn drugs; veterinary use.
  • category
  • commons
  • portal
  • v
  • t
  • e
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
  • v
  • t
  • e
Inorganic
Halides
Chalcogenides
Pnictogenides
  • Na3N
  • NaN3
  • NaNH2
  • Na3P
  • Na3As
Oxyhalides
  • NaClO
  • NaClO2
  • NaClO3
  • NaClO4
  • NaBrO
  • NaBrO2
  • NaBrO3
  • NaBrO4
  • NaIO3
  • NaIO4
Oxychalcogenides
  • Na2SO3
  • Na2SO4
  • NaHSO3
  • NaHSO4
  • Na2S2O3
  • Na2S2O4
  • Na2S2O5
  • Na2S2O6
  • Na2S2O7
  • Na2S2O8
  • Na2SeO3
  • Na2SeO4
  • NaHSeO3
  • Na2TeO3
Oxypnictogenides
  • NaNO2
  • NaNO3
  • Na2N2O2
  • NaH2PO4
  • NaPO2H2
  • Na2HPO3
  • Na2PO3F
  • Na3PS2O2
  • Na3PO4
  • Na5P3O10
  • Na4P2O7
  • Na2H2P2O7
  • Na3AsO3
  • Na3AsO4
  • Na2HAsO4
  • NaH2AsO4
  • NaSbO3
Others
  • NaAlH4
  • NaAlO2
  • Na3AlF6
  • NaAl(SO4)2
  • NaAuCl4
  • Na2TiF6
  • NaBH4
  • NaBH3(CN)
  • NaBO2
  • Na2B4O7
  • Na2B2O9
  • Na2B8O13
  • NaBiO3
  • NaCN
  • NaCNO
  • NaCoO2
  • NaH
  • NaHCO3
  • Na4XeO6
  • NaHXeO4
  • NaMnO4
  • NaOCN
  • NaReO4
  • NaSCN
  • NaTcO3
  • NaTcO4
  • NaVO3
  • Na2CO3
  • Na2C2O4
  • Na2C3S5
  • Na2CrO4
  • Na2Cr2O7
  • Na2Cr3O10
  • Na2GeO3
  • Na2He
  • Na2[Fe(CO)4]
  • Na2MnO4
  • Na2MoO4
  • Na3IrCl6
  • Na2PtCl6
  • Na2O(UO3)2
  • Na2S4O6
  • Na2SiO3
  • Na2TiO3
  • Na2U2O7
  • Na2WO4
  • Na2Zn(OH)4
  • Na3VO4
  • Na6V10O28
  • Na4Fe(CN)6
  • Na3Fe(CN)6
  • Na3Fe(C2O4)3
  • Na4SiO4
  • Na2SiF6
  • Na3[Co(NO2)6]
  • NaNSi6
  • Na2PdCl4
Organic
  • CH3ONa
  • C2H5ONa
  • HCOONa
  • C2H5COONa
  • C3H7COONa
  • Na2C4H4O6
  • C4H5NaO6
  • NaCH3COO
  • NaC6H5CO2
  • NaC6H4(OH)CO2
  • NaC12H23O2
  • NaC10H8
  • Na2[Fe[CN5]NO]
  • C6H16AlNaO4
  • NaC6H7O6
  • C5H8NO4Na
  • C6H5Na
  • C4H9Na
  • NaC5H5
  • C15H31COONa
  • C17H33COONa
  • C18H35O2Na
  • C164H256O68S2Na2
  • v
  • t
  • e
Receptor
(ligands)
DP (D2)Tooltip Prostaglandin D2 receptor
DP1Tooltip Prostaglandin D2 receptor 1
DP2Tooltip Prostaglandin D2 receptor 2
EP (E2)Tooltip Prostaglandin E2 receptor
EP1Tooltip Prostaglandin EP1 receptor
  • Antagonists: AH-6809
  • ONO-8130
  • SC-19220
  • SC-51089
  • SC-51322
EP2Tooltip Prostaglandin EP2 receptor
  • Antagonists: AH-6809
  • PF-04418948
  • TG 4-155
EP3Tooltip Prostaglandin EP3 receptor
  • Antagonists: L-798106
EP4Tooltip Prostaglandin EP4 receptor
  • Antagonists: Grapiprant
  • GW-627368
  • L-161982
  • ONO-AE3-208
Unsorted
  • Agonists: 16,16-Dimethyl Prostaglandin E2
  • Aganepag
  • Carboprost
  • Evatanepag
  • Gemeprost
  • Nocloprost
  • Omidenepag
  • Prostaglandin F (dinoprost)
  • Simenepag
  • Taprenepag
FP (F)Tooltip Prostaglandin F receptor
IP (I2)Tooltip Prostacyclin receptor
  • Antagonists: RO1138452
TP (TXA2)Tooltip Thromboxane receptor
  • Agonists: Carbocyclic thromboxane A2
  • I-BOP
  • Thromboxane A2
  • U-46619
  • Vapiprost
Unsorted
  • Arbaprostil
  • Ataprost
  • Ciprostene
  • Clinprost
  • Cobiprostone
  • Delprostenate
  • Deprostil
  • Dimoxaprost
  • Doxaprost
  • Ecraprost
  • Eganoprost
  • Enisoprost
  • Eptaloprost
  • Esuberaprost
  • Etiproston
  • Fenprostalene
  • Flunoprost
  • Froxiprost
  • Lanproston
  • Limaprost
  • Luprostiol
  • Meteneprost
  • Mexiprostil
  • Naxaprostene
  • Nileprost
  • Nocloprost
  • Ornoprostil
  • Oxoprostol
  • Penprostene
  • Pimilprost
  • Piriprost
  • Posaraprost
  • Prostalene
  • Rioprostil
  • Rivenprost
  • Rosaprostol
  • Spiriprostil
  • Tiaprost
  • Tilsuprost
  • Tiprostanide
  • Trimoprostil
  • Viprostol
Enzyme
(inhibitors)
COX
(PTGS)
PGD2STooltip Prostaglandin D synthase
PGESTooltip Prostaglandin E synthase
HQL-79
PGFSTooltip Prostaglandin F synthase
PGI2STooltip Prostacyclin synthase
TXASTooltip Thromboxane A synthase
Others
See also
Receptor/signaling modulators
Leukotriene signaling modulators