Sotradecol
Sodium tetradecyl sulfate
cas 139-88-8, Na FORM
free form 300-52-7
- Molecular FormulaC14H29NaO4S
- Average mass316.432 Da
139-88-8 [RN], cas 1191-50-0,
- CAS No.68043-79-8
Synonyms of Sodium Tetradecyl Sulfate [INN]
- 4-Ethyl-1-isobutyloktylsiran sodny
- EINECS 205-380-3
- Natrii tetracylis sulfas
- Natrii tetradecylis sulfas
- Natrii tetradecylis sulfas [Latin]
- Natrii tetradecylsulfas
- NSC 755887
- Obliterol
- Sodium sotradecol
- Sodium tetradecyl sulfate
- Sotradecol
- Tergitol
- Tergitol 4
- Tergitol anionic 4
- Tergitol penetrant 4
- Tetradecilsulfato sodico
- Tetradecilsulfato sodico [Spanish]
- Tetradecyl sulfate de sodium
- Trombovar
- UNII-Q1SUG5KBD6
- Varicol
An anionic surface-active agent used for its wetting properties in industry and used in medicine as an irritant and sclerosing agent for hemorrhoids and varicose veins.
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Sodium tetradecyl sulfate is an anionic surfactant which occurs as a white, waxy solid. The structural formula is as follows:
C14H28NaS04 7-Ethyl -2-methyl -4-hendecanol sulfate sodium salt MW 316.44Sotradecol® (sodium tetradecyl sulfate injection) is a sterile nonpyrogenic solution for intravenous use as a sclerosing agent.
1% (10 mg/mL): Each mL contains sodium tetradecyl sulfate 10 mg, benzyl alcohol 0.02 mL and dibasic sodium phosphate, anhydrous 4.0 mg in Water for Injection. pH 7.9; monobasic sodium phosphate and/or sodium hydroxide added, if needed, for pH adjustment.
3% (30 mg/mL): Each mL contains sodium tetradecyl sulfate 30 mg, benzyl alcohol 0.02 mL and dibasic sodium phosphate, anhydrous 9.0 mg in Water for Injection. pH 7.9; monobasic sodium phosphate and/or sodium hydroxide added, if needed, for pH adjustment.
Sodium tetradecyl sulfate (STS) is a commonly used synonym for 7-ethyl-2-methyl-4-undecanyl sulfate sodium salt[1] which is anionicsurfactant that is the active component of the sclerosant drug Sotradecol. It is commonly used in the treatment of varicose and spider veins of the leg, during the procedure of sclerotherapy.[2] 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.[3] 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%.[4]
Synthesis
It may be prepared by the aldol condensation of methyl isobutyl ketone and 2-ethylhexanal (which is itself formed by the aldol self-concensation of butyraldehyde), followed by sulfonation of the resulting alcohol.
SYN
RSC Advances, 10(22), 12788-12799; 2020
https://pubs.rsc.org/en/content/articlelanding/2020/RA/D0RA00386G
PAT
CN 106278961
CN 106278958
U.S.S.R., 1051067,
NMR
Compound name: | Sodium Tetradecyl Sulfate |
---|---|
Spectrum type: | 1H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental) |
References
- ^ “SOTRADECOL® (Sodium tetradecyl sulfate)” (PDF). Retrieved 29 August 2014.
- ^ Jenkinson HA, Wilmas KM, Silapunt S (November 2017). “Sodium Tetradecyl Sulfate: A Review of Clinical Uses”. Dermatologic Surgery. 43 (11): 1313–1320. doi:10.1097/DSS.0000000000001143. PMID 28430735.
- ^ Burling F (2019). “Comparison of tetradecyl sulfate versus polidocanol injections for stabilisation of joints that regularly dislocate in an Ehlers-Danlos population”. BMJ Open Sport & Exercise Medicine. 5 (1): e000481. doi:10.1136/bmjsem-2018-000481. PMC 6350757. PMID 30792884.
- ^ Fibro-Vein history and details
Clinical data | |
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Other names | 7-Ethyl-2-methyl-4-hendecanol sulfate sodium salt |
AHFS/Drugs.com | Consumer Drug Information |
Routes of administration |
Intravenous injection |
ATC code | |
Legal status | |
Legal status |
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Identifiers | |
CAS Number |
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PubChemCID | |
ChemSpider | |
UNII | |
ChEMBL | |
CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.004.892 |
Chemical and physical data | |
Formula | C14H29NaO4S |
Molar mass | 316.43 g·mol−1 |
3D model (JSmol) | |
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///////Sodium tetradecyl sulfate, sotradecol, Sclerosing Agent, varicose veins
CCCCCCCCCCCCCCOS(=O)(=O)[O-].[Na+]