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Details

Stereochemistry MIXED
Molecular Formula C14H29O4S.Na
Molecular Weight 316.432
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM TETRADECYL SULFATE

SMILES

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

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

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C14H29O4S
Molecular Weight 293.443
Charge -1
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Sodium tetradecyl sulfate is an anionic surfactant which occurs as a white, waxy solid. Sodium tetradecyl sulfate is the active component of the sclerosant drug Sotradecol. Sotradecol (sodium tetradecyl sulfate injection) is a sclerosing agent. Intravenous injection causes intima inflammation and thrombus formation. This usually occludes the injected vein. Subsequent formation of fibrous tissue results in partial or complete vein obliteration that may or may not be permanent. 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. 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

1946

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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:24:59 GMT 2023
Edited
by admin
on Sat Dec 16 17:24:59 GMT 2023
Record UNII
Q1SUG5KBD6
Record Status Validated (UNII)
Record Version
  • Download
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 [WHO-DD]
Common Name English
SODIUM TETRADECYL SULFATE [MART.]
Common Name English
SODIUM TETRADECYL SULFATE [MI]
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 Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
NCI_THESAURUS C78275
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
WHO-ATC C05BB04
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
WHO-VATC QC05BB04
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL1201345
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
MESH
D012981
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
SMS_ID
100000087396
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
EVMPD
SUB10571MIG
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
CHEBI
75273
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
DAILYMED
Q1SUG5KBD6
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
PUBCHEM
23665772
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
NSC
755887
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
NCI_THESAURUS
C66555
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
WIKIPEDIA
Sodium tetradecyl sulfate
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
CAS
139-88-8
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
INN
130
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
DRUG CENTRAL
3550
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
DRUG BANK
DB00464
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
RXCUI
9913
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY RxNorm
FDA UNII
Q1SUG5KBD6
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-380-3
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
EPA CompTox
DTXSID3041530
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY
MERCK INDEX
m10087
Created by admin on Sat Dec 16 17:25:00 GMT 2023 , Edited by admin on Sat Dec 16 17:25:00 GMT 2023
PRIMARY Merck Index
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY