U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry MIXED
Molecular Formula C14H29O4S.Na
Molecular Weight 316.4341
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM TETRADECYL SULFATE

SMILES

CCCCC(CC)CCC(CC(C)C)OS(=O)(=O)[O-].[Na+]

InChI

InChIKey=FVEFRICMTUKAML-UHFFFAOYSA-M
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

HIDE SMILES / InChI
benefit-to-risk ratio should be considered in selected patients who are great surgical risks. Sodium tetradecyl sulfate is a potent toxin for endothelial cells in that brief exposure to even low concentrations are effective in stripping endothelium over a considerable distance and exposing highly thrombogenic endothelium in the process. Diluted sodium tetradecyl sulfate is also able to induce a hypercoagulable state, possibly by selective inhibition of protein C, and can also promote platelet aggregation. 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%

Originator

Curator's Comment:: Sodium tetradecyl sulfate became widely used in the 1950s after its introduction in 1946 by Reiner.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
SOTRADECOL

Approved Use

Sotradecol (sodium tetradecyl sulfate injection) is indicated in the treatment of small uncomplicated varicose veins of the lower extremities that show simple dilation with competent valves. The benefit-to-risk ratio should be considered in selected patients who are great surgical risks.

Launch Date

-738028800000
PubMed

PubMed

TitleDatePubMed
Sclerosant treatment of varicose veins and deep vein thrombosis.
1984 Nov
[Cardiorespiratory arrest after injection of Trombovar (sodium tetradecyl sulfate)].
1993 Sep-Oct
Inadvertent injection of sodium tetradecyl sulfate during placement of mental nerve block: discussion of management and outcome.
2009 Dec
Extensive muscle necrosis and infection following treatment of a lower extremity vascular malformation with Sotradecol and absolute ethanol.
2010 Jul
Patents

Sample Use Guides

Sotradecol (sodium tetradecyl sulfate injection) is for intravenous use only. The strength of solution required depends on the size and degree of varicosity. In general, the 1% solution will be found most useful with the 3% solution preferred for larger varicosities. The dosage should be kept small, using 0.5 mL to 2 mL (preferably 1 mL maximum) for each injection, and the maximum single treatment should not exceed 10 mL.
Route of Administration: Intravenous
In Vitro Use Guide
Sodium tetradecyl sulfate inhibited flagellation, motility, swarming, and growth of Proteus (inhibitory concentration, 0.1 to 0.5 mmoles per liter). At a concentration of 0.1 mmole per liter, sodium tetradecyl sulfate completely inhibited the motility of Proteus in the liquid medium employed without impairing growth.
Name Type Language
SODIUM TETRADECYL SULFATE
INN   MART.   MI   ORANGE BOOK   VANDF   WHO-DD  
INN  
Official Name English
SOTRADECOL
Brand Name English
SODIUM TETRADECYL SULFATE [VANDF]
Common Name English
SODIUM TETRADECYLSULFATE
Systematic Name English
NSC-755887
Code English
SODIUM TETRADECYL SULFATE [MART.]
Common Name English
SODIUM TETRADECYL SULFATE [MI]
Common Name English
SODIUM TETRADECYL SULFATE [WHO-DD]
Common Name English
SODIUM TETRADECYL SULFATE [ORANGE BOOK]
Common Name English
7-ETHYL-2-METHYL-4-UNDECANOLSULFATE, SODIUM SALT
Common Name English
SODIUM TETRADECYL SULPHATE
Systematic Name English
SODIUM 7-ETHYL-2-METHYL-4-UNDECANOL SULFATE
Systematic Name English
FIBROVEIN
Brand Name English
SODIUM TETRADECYL SULFATE [INN]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 12786
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
NCI_THESAURUS C78275
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
WHO-ATC C05BB04
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
WHO-VATC QC05BB04
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL1201345
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
MESH
D012981
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
EVMPD
SUB10571MIG
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
PUBCHEM
23665772
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
NCI_THESAURUS
C66555
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
CAS
139-88-8
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
INN
130
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
DRUG CENTRAL
3550
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
DRUG BANK
DB00464
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
RXCUI
9913
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY RxNorm
FDA UNII
Q1SUG5KBD6
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
ECHA (EC/EINECS)
205-380-3
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
EPA CompTox
139-88-8
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY
MERCK INDEX
M10087
Created by admin on Fri Jun 25 21:53:47 UTC 2021 , Edited by admin on Fri Jun 25 21:53:47 UTC 2021
PRIMARY Merck Index