Sodium tetradecyl sulfate

Anionic surfactant in common use From Wikipedia, the free encyclopedia

Sodium tetradecyl sulfate (STS), is a common anionic surfactant. The compound consists of the sodium salt of the micelle-forming sulfate ester of 7-Ethyl-2-methyl-4-undecanol[1]. It is a white, water-soluble solid of low toxicity with many practical uses.[2]

Other names7-Ethyl-2-methyl-4-hendecanol sulfate sodium salt
Routes of
administration
Intravenous injection
ATC code
Quick facts Clinical data, Other names ...
Sodium tetradecyl sulfate
Clinical data
Other names7-Ethyl-2-methyl-4-hendecanol sulfate sodium salt
AHFS/Drugs.comConsumer Drug Information
Routes of
administration
Intravenous injection
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • Sodium 7-ethyl-2-methyl-4-undecanyl sulfate
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.004.892 Edit this at Wikidata
Chemical and physical data
FormulaC14H29NaO4S
Molar mass316.43 g·mol−1
3D model (JSmol)
  • CCCCC(CC)CCC(CC(C)C)OS(=O)(=O)[O-].[Na+]
  • InChI=1S/C14H30O4S.Na/c1-5-7-8-13(6-2)9-10-14(11-12(3)4)18-19(15,16)17;/h12-14H,5-11H2,1-4H3,(H,15,16,17);/q;+1/p-1 ☒N
  • Key:FVEFRICMTUKAML-UHFFFAOYSA-M ☒N
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Applications

Medicine

It the active component of the sclerosant drugs Sotradecol and Fibrovein. It is commonly used in the treatment of varicose and spider veins of the leg, during the procedure of sclerotherapy.[3] Being a detergent, its action is on the lipid molecules in the cells of the vein wall, causing inflammatory destruction of the internal lining of the vein and thrombus formation eventually leading to sclerosis of the vein. It is used in concentrations ranging from 0.1% to 3% for this purpose.

It is occasionally used for the treatment of stabilisation of joints that regularly dislocate, particularly in patients with Ehlers-Danlos syndrome.[4] In the UK, Ireland, Italy, Australia, New Zealand and South Africa, it is sold under the trade-name Fibro-Vein in concentrations of 0.2%, 0.5%, 1.0%, and 3%.[5]

Synthesis

Tetradecyl alcohol is treated with sulfur trioxide followed by neutralization of the resulting pyrosulfuric acid with sodium hydroxide.[2]

References

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