DOCUSATE SODIUM

US Previously Marketed

First approved in 1956

US Previously Marketed

First approved in 1956

Details

Stereochemistry	MIXED
Molecular Formula	C20H37O7S.Na
Molecular Weight	444.558
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S([O-])(=O)=O

InChI

InChIKey=APSBXTVYXVQYAB-UHFFFAOYSA-M

InChI=1S/C20H38O7S.Na/c1-5-9-11-16(7-3)14-26-19(21)13-18(28(23,24)25)20(22)27-15-17(8-4)12-10-6-2;/h16-18H,5-15H2,1-4H3,(H,23,24,25);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula	C20H37O7S
Molecular Weight	421.569
Charge	-1
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

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

Description
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=64a4d802-0c72-46ce-9c1d-d01947523669 | https://www.ncbi.nlm.nih.gov/pubmed/25520993

Docusate, also known as docusate salts or dioctyl sulfosuccinate, prevents/relieves dry hard stool and thus is used to treat constipation. Results usually occurs 1 to 3 days after the first dose. In North America, docusate and a stimulant laxative such as sennosides are commonly used in bowel treatment protocols associated with institutionalized elderly and oncology treatments. A paucity of evidence is available to support the use of the stool softener docusate yet it continues to be prescribed in everyday clinical practice for the aforementioned populations. While the actual cost of docusate is low, additional costs associated with its administration (i.e. nursing time) and its widespread use can be significant. Docusate is absorbed into the bloodstream and excreted via the gallbladder after undergoing extensive metabolism. The effect of docusate may not necessarily be all due to its surfactant properties. Perfusion studies suggest that docusate inhibits fluid absorption or stimulates secretion in the portion of the small intestine known as the jejunum

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Constipation 112 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=64a4d802-0c72-46ce-9c1d-d01947523669	Palliative		Approved 8429	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Hydration and protein folding in water and in reverse micelles: compressibility and volume changes.	2001 Jun	11371450
Microstructure determination of AOT + phenol organogels utilizing small-angle X-ray scattering and atomic force microscopy.	2001 Mar 14	11456891
Separation and simultaneous determination of water-soluble and fat-soluble vitamins by electrokinetic capillary chromatography.	2002 Apr 12	12058939
[The lipase/lipoxygenase bienzyme system in AOT reversed micelles in octane].	2002 Jan-Feb	11875974
Spectrophotometric investigation of the binding of vitamin E to water-containing reversed micelles.	2002 Mar 2	11839455
Effect of di-2-ethylhexyl sodium sulfosuccinate reversed micelles on the iron-tetrasulfonatophthalocyanine-catalyzed fluorogenic oxidation reaction of L-tyrosine with hydrogen peroxide.	2002 May	12036130
Surfactant-mediated capillary electrochromatography with octadecyl-silica- packed capillary columns for the separation of nonpolar compounds. Case of pyrethroid insecticides.	2002 May	12007119
Kinetic behavior of Desulfovibrio gigas aldehyde oxidoreductase encapsulated in reverse micelles.	2003 Aug 15	12890482
Extraction of immunoglobulin-G from colostral whey by reverse micelles.	2003 May	12778574
Effect of reverse micelles on the Rose Bengal-sensitized photo-oxidation of 1- and 2-hydroxynaphthalenes.	2004	15479563
Characterization and application of sodium di(2-ethylhexyl) sulfosuccinate and sodium di(2-ethylhexyl) phosphate surfactants as pseudostationary phases in micellar electrokinetic chromatography.	2004 Dec 17	15633750
Selective precipitation and recovery of xylanase using surfactant and organic solvent.	2004 Jun 20	15137082
Micro-Raman investigations of myelins in aerosol-OT/water system.	2004 Jun 8	15984237
Effect of the addition of water-soluble polymers on the interfacial properties of aerosol OT vesicles.	2004 Oct 15	15450468
Transition from micelle to vesicle in aqueous mixtures of anionic/zwitterionic surfactants studied by fluorescence, conductivity, and turbidity methods.	2005 Apr 15	15780313
Comparative studies on the micellization of sodium bis(4-phenylbutyl) sulfosuccinate and sodium bis(2-ethylhexyl) sulfosuccinate and their interaction with hydrophobically modified poly(acrylamide).	2005 Apr 26	15835942
Dynamics of water confined on a nanometer length scale in reverse micelles: ultrafast infrared vibrational echo spectroscopy.	2005 Feb 11	15783696
Monolayer of aerosol-OT surfactants adsorbed at the air/water interface: an atomistic computer simulation study.	2005 Jan 13	16851038
Investigation of micelle formation by fluorescence correlation spectroscopy.	2005 Jul 14	16852673
Recycling nanoparticles stabilized in water-in-CO2 microemulsions for catalytic hydrogenations.	2005 Mar 1	15723467
On the temperature percolation in a w/o microemulsion in the presence of organic derivatives of chalcogens.	2005 May 19	16852174
Efficient gene transfection using chitosan-alginate core-shell nanoparticles.	2006	17722533
Incorporation of substituted acrylamides to the lamellar mesophase of Aerosol OT.	2006 Jul 1	16542669
Electrochemical extraction of proteins by reverse micelle formation.	2006 Jun 20	16768533
Tuning the cooperativity of the helix-coil transition by aqueous reverse micelles.	2006 Jun 22	16800453
Photodetachment of ferrocyanide in reverse micelles.	2006 May 18	16686506
Study of confined 5-aza[5]helicene in ytterbium(III) bis(2-ethylhexyl) sulfosuccinate reversed micelles.	2007 Apr 26	17407338
Compartmentalization of reactants in different regions of sodium 1,4-bis(2-ethylhexyl)sulfosuccinate/heptane/water reverse micelles and its influence on bimolecular electron-transfer kinetics.	2007 Aug 2	17608520
Ultrafast energy transfer in water-AOT reverse micelles.	2007 Dec 27	18047308
Dye-sensitized solar cells based on nanocrystalline titania electrodes made at various sintering temperatures.	2007 Feb	17450794
Iron dissolution in aqueous AOT solution.	2007 Feb 15	17126850
The dispersion-stability diagram of boehmite nanoparticles in aqueous AOT solutions.	2007 Feb 15	17118382
Comparative study of the photophysical behavior of fisetin in homogeneous media and in anionic and cationic reverse micelles media.	2007 May-Jun	17115801
Improvement in extraction and catalytic activity of Mucor javanicus lipase by modification of AOT reverse micelle.	2007 Nov	17639532
Site-specific hydration status of an amphipathic peptide in AOT reverse micelles.	2007 Oct 23	17910485
The effect of changing the microstructure of a microemulsion on chemical reactivity.	2007 Sep 11	17696554
On the possibility that cyclodextrins' chiral cavities can be available on AOT n-heptane reverse micelles. A UV-visible and induced circular dichroism study.	2007 Sep 13	17705421
P450cam biocatalysis in surfactant-stabilized two-phase emulsions.	2008 Apr 15	18098319
Molecular dynamics simulations of AOT-water/formamide reverse micelles: structural and dynamical properties.	2008 Dec 28	19123513
Optical sensor of anionic surfactants using solid-phase extraction with a lactone-form rhodamine B membrane.	2008 Jun	18544875
Fluorescence anisotropy of ionic probes in AOT reverse micelles: influence of water droplet size and electrostatic interactions on probe dynamics.	2008 Jun 19	18503267
Fine control over the morphology and structure of mesoporous silica nanomaterials by a dual-templating approach.	2008 Oct 7	18802577
Characterization of multifunctional reverse micelles' interfaces using hemicyanines as molecular probes. II: Effect of the surfactant.	2009 May 14	19378960
Study of the factors affecting the extraction of soybean protein by reverse micelles.	2010 Feb	19330536

Patents

Sample Use Guides

In Vivo Use Guide

Usual Adult Dose for Constipation: Oral: 50 to 400 mg (using any of the salt forms) orally administered in 1 to 4 equally divided doses each day. Rectal: 200 to 283 mg rectally administered as an enema once or twice. Alternative: 50 to 100 mg (docusate sodium liquid) added to a retention or flushing enema once a day. Usual Pediatric Dose for Constipation: Oral: less than 3 years: 10 to 40 mg (docusate sodium) orally divided in 1 to 4 doses. 3 to 6 years: 20 to 60 mg (docusate sodium) orally divided in 1 to 4 doses. 6 to 12 years: 40 to 150 mg (docusate sodium) orally divided in 1 to 4 doses. greater than 12 years: 50 to 400 mg (using any of the salt forms) orally administered in 1 to 4 equally divided doses each day. Rectal: 3 to 18 years: 50 to 100 mg (docusate sodium liquid) added to a retention or flushing enema once a day. Alternative: 200 to 283 mg rectally administered as an enema once daily as needed for constipation.

Route of Administration: Other

In Vitro Use Guide

It was evaluated the efficacy and toxicity of docusate against herpes simplex viruses (HSV). Docusate was effective in vitro against wild type and drug-resistant strains of HSV type 1 and 2 with EC(90-100) (effective concentration giving 90-100% virus yield reduction) of approximately 0.005% (w/v). The cytotoxicity profiles of docusate were time- and dose-dependent and thus associated with the frequency of use. Kinetics of inactivation examined by pre-mixing virus and drug in a time-course experiment demonstrated that docusate could reach its EC(90-100) within 30 min.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:01:22 GMT 2023` Edited by `admin` on `Fri Dec 15 15:01:22 GMT 2023`
Record UNII	F05Q2T2JA0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DOCUSATE SODIUM

Official Name

English

DOCUSATE SODIUM [HSDB]

Common Name

English

DIOTILAN

Brand Name

English

DIALOSE

Brand Name

English

MACKANATE DOS-70

Brand Name

English

E-480

Common Name

English

AEC DIETHYLHEXYL SODIUM SULFOSUCCINATE

Brand Name

English

EUROWET

Brand Name

English

NSC-760404

Code

English

WAXSOL

Brand Name

English

DIOCTYL SODIUM SULFOSUCCINATE [FCC]

Common Name

English

EMPIMIN OP70

Brand Name

English

VELMOL

Brand Name

English

DOCUSATE SODIUM [USAN]

Common Name

English

DIETHYLHEXYL SODIUM SULFOSUCCINATE [INCI]

Common Name

English

DOCUSATE SODIUM [II]

Common Name

English

COMFOLAX

Brand Name

English

REGUTOL

Brand Name

English

MOLATOC

Brand Name

English

INS-480

Common Name

English

DIETHYLHEXYL SODIUM SULFOSUCCINATE

Official Name

English

DOCUSATE SODIUM [USP IMPURITY]

Common Name

English

MONAWET MO 65-150

Common Name

English

SODIUM DIOCTYL SULFOSUCCINATE

Systematic Name

English

DOCUSATE SODIUM [USP MONOGRAPH]

Common Name

English

DOCUSATE SODIUM [MART.]

Common Name

English

GEMTEX PA-70

Brand Name

English

SANMORIN OT 70N

Common Name

English

NEVAX

Brand Name

English

JAMYLENE

Brand Name

English

DISONATE

Brand Name

English

YAL

Brand Name

English

TRITON GR-PG 70

Common Name

English

MOLCER

Brand Name

English

DIOCTYLAL

Brand Name

English

DOCUSATE SODIUM [MI]

Common Name

English

docusate sodium [INN]

Common Name

English

DOXOL

Brand Name

English

NIKKOL OTP-75

Brand Name

English

INS NO.480

Common Name

English

COPROLA

Brand Name

English

NISSAN RAPISOL A 30

Common Name

English

DOSS

Common Name

English

SOLIWAX

Brand Name

English

ADEKACOL EC 8600

Common Name

English

Docusate sodium [WHO-DD]

Common Name

English

DOCUSATE SODIUM [VANDF]

Common Name

English

DOCUSATE SODIUM SOLUTION [VANDF]

Common Name

English

COLACE

Brand Name

English

DULCIVAC

Brand Name

English

DIOCTYL SODIUM SULFOSUCCINATE [JAN]

Common Name

English

DOCUSATE SODIUM [USP-RS]

Common Name

English

AIRROL CT-1

Brand Name

English

DOXINATE

Brand Name

English

RAPISOL A 30

Common Name

English

E 480

Common Name

English

AEROSOL OT

Brand Name

English

DIOCTYL

Brand Name

English

CHEMAX DOSS/75E

Brand Name

English

BUTANEDIOIC ACID, SULFO-, 1,4-BIS(2-ETHYLHEXYL) ESTER, SODIUM SALT

Common Name

English

DIOCTYL SODIUM SULFOSUCCINATE

Common Name

English

Sodium 1,4-bis(2-ethylhexyl) sulfosuccinate

Systematic Name

English

Classification Tree Code System Code

WHO-ATC

A06AG10