577-11-7 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 577-11-7 differently. You can refer to the following data:
1. white solid, often supplied as an aqueous solution
2. Docusate sodium is a white or almost white, waxlike, bitter tasting,
plastic solid with a characteristic octanol-like odor. It is hygroscopic
and usually available in the form of pellets, flakes, or rolls of tissuethin
material.
Uses
Different sources of media describe the Uses of 577-11-7 differently. You can refer to the following data:
1. dioctyl sodium sulfosuccinate is a mild surfactant used as a cleans ing agent.
2. Dioctyl sulfosuccinate sodium salt is a wetting and emulsifying agent that is slowly soluble in water, having a solubility of 1 g in 70 ml of water. It functions as a wetting agent in fumaric acid-containing powdered fruit drinks to help the acid dissolve in water. It is used as a stabilizing agent on gums at not more than 0.5% by weight of the gum. It is used as a flavor potentiator in canned milk where it improves and maintains the flavor of the sterilized milk during storage. It also functions as a processing aid in the manufacture of unrefined sugar. It is also termed sodium dioctylsulfosuccinate.
3. Sodium salt of Docusate, used for the treatment of constipation, acting as a laxative or stool softener. Also used in the synthesis of electrospun fibres for tailored and controlled antibiotic drug release.
4. Forms reverse micelles in hydrocarbon solvents; Suitable for the solubilization of the major myelin transmembrane proteolipid
5. anticholinergic, treatment of motion sickness
Production Methods
Maleic anhydride is treated with 2-ethylhexanol to produce dioctyl
maleate, which is then reacted with sodium bisulfite.
Brand name
Colace (Roberts Pharmaceutical); Correctol Stool Softener Laxative (Schering-Plough HealthCare); Dialose (Johnson & Johnson-Merck Consumer); Doxinate (Hoechst-Roussel); D-S-S (Parke-Davis); Modane Soft (Savage); Molofac (Bristol-Myers Squibb).
General Description
Odorless colorless to white waxy solid. Sinks and mixes slowly with water.
Air & Water Reactions
Mixes slowly with water.
Reactivity Profile
Docusate sodium causes foaming and spreading of water. Assists in putting out fires by water. [USCG, 1999].
Health Hazard
Liquid is strong irritant to eye and may irritate skin by removing natural oils. Ingestion causes diarrhea and intestinal bloating.
Fire Hazard
Behavior in Fire: Causes foaming and spreading of water. Assists in putting out fires by water.
Flammability and Explosibility
Nonflammable
Pharmaceutical Applications
Docusate sodium and docusate salts are widely used as anionic
surfactants in pharmaceutical formulations. Docusate sodium is
mainly used in capsule and direct-compression tablet formulations
to assist in wetting and dissolution.
Safety Profile
Poison by intravenous
route. Moderately toxic by ingestion and
intraperitoneal routes. A skin and severe eye
irritant. See also ESTERS. When heated to
decomposition it emits toxic fumes of SOx
and Na2O.
Safety
Docusate salts are used in oral formulations as therapeutic agents
for their fecal softening and laxative properties. As a laxative in
adults, up to 500mg of docusate sodium is administered daily in
divided doses; in children over 6 months old, up to 75 mg in divided
doses is used. The quantity of docusate sodium used as an excipient
in oral formulations should therefore be controlled to avoid
unintended laxative effects. Adverse effects associated with
docusate sodium include diarrhea, nausea, vomiting, abdominal
cramps, and skin rashes. As with the chronic use of laxatives, the
excessive use of docusate sodium may produce hypomagnesemia.
Docusate salts are absorbed from the gastrointestinal tract and
excreted in bile; they may cause alteration of the gastrointestinal
epithelium. The gastrointestinal or hepatic absorption of other
drugs may also be affected by docusate salts, enhancing activity and
possibly toxicity. Docusate sodium should not be administered with
mineral oil as it may increase the absorption of the oil.
LD50 (mouse, IV): 0.06 g/kg
LD50 (mouse, oral): 2.64 g/kg
LD50 (rat, IP): 0.59 g/kg
LD50 (rat, oral): 1.9 g/kg
Solubility in organics
Dioctyl sodium sulfosuccinate (DSS) is the dioctyl ester of sodium sulfosuccinate (bis-2-ethyl-hexyl sodium sulfosuccinate). It dissolves slowly in water; at 25°C to the extent of 1.5 gm/100cc; at 70°C, 5.5 gm/100cc. It dissolves in oils, hydrocarbons, fats and waxs by heating above 75°C and remains in solution when cooled to room temperature. At room temperature, it is readily soluble in most organic solvents, both polar and non-polar. soluble in carbon tetrachloride, petroleum ether, naphtha, xylene, dibutyl phthalate, liquid petroleum, acetone, alcohol, vegetable oils.
storage
Docusate sodium is stable in the solid state when stored at room
temperature. Dilute aqueous solutions of docusate sodium between
pH 1–10 are stable at room temperature. However, at very low pH
(<1) and very high pH (>10) docusate sodium solutions are subject
to hydrolysis.
The solid material is hygroscopic and should be stored in an airtight container in a cool, dry place.
Purification Methods
Dissolve it in MeOH and the inorganic salts which precipitate are filtered off. Water is added and the solution is extracted several times with hexane. The residue is evaporated to one-fifth its original volume, *benzene is added and azeotropic distillation is continued until no water remains. The solvent is evaporated. The white residual solid is crushed and dried in vacuo over P2O5 for 48hours [El Seoud & Fendler J Chem Soc, Faraday Trans 1 71 452 1975]. [Beilstein 4 IV 114.] It solubilises major myelin trans membrane proteolipids, and forms reverse micelles in hydrocarbon solvents.
Incompatibilities
Electrolytes, e.g. 3% sodium chloride, added to aqueous solutions
of docusate sodium can cause turbidity. However, docusate
sodium possesses greater tolerance to calcium, magnesium, and
other polyvalent ions than do some other surfactants. Docusate
sodium is incompatible with acids at pH < 1 and with alkalis at pH
> 10.
Regulatory Status
GRAS listed. Included in the FDA Inactive Ingredients Database
(IM injections; oral capsules, suspensions, and tablets; also topical
formulations). Included in nonparenteral medicines licensed in the
UK. Included in the Canadian List of Acceptable Non-medicinal
Ingredients.
Check Digit Verification of cas no
The CAS Registry Mumber 577-11-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,7 and 7 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 577-11:
(5*5)+(4*7)+(3*7)+(2*1)+(1*1)=77
77 % 10 = 7
So 577-11-7 is a valid CAS Registry Number.
InChI:InChI=1/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
577-11-7Relevant articles and documents
Dual catalytic activity of amberlyst-15 in the large-scale and sustainable synthesis of dioctyl sodium sulfosuccinate (DOSS)
Fateh, Davod S.,Moghadam, Seyed M. M.,Salehi, Samie,Tarin, Mojtaba
, p. 555 - 559 (2020/07/17)
Dioctyl sodium sulfosuccinate (DOSS) as a unique material both as a drug and surfactant was synthesized by a facile and economical synthetic method. In this project, Amberlyst-15 was select-ed as a heterogeneous recyclable bronsted solid acid for this synthesis both in the esterification of ma-leic anhydride and sulfonation of dioctyl maleate (DOM) ester. This catalyst was easily recovered and reused at least for 13 consecutive cycles without a significant loss in the catalytic activity. In this paper, we wish to uncover a catalytic approach for the synthesis of DOSS through a recyclable, easily recov-erable, and commercially available catalyst, namely Amberlyst 15, under mild conditions.
Method for producing maleic acid disooctyl sodium sulfonate
-
Paragraph 0019-0028, (2019/12/25)
The invention provides a method for producing maleic acid disooctyl sodium sulfonate. The method adopts maleic anhydride and isooctanol as raw materials and comprises the following steps: (1) by taking a halogen-containing strong-acidity resin and a sulfonic acid agent as catalysts, synthesizing maleic acid disooctyl; and (2) performing sulfonation by using a liquid sulfonation agent. By adoptingthe process method provided by the invention, the esterification reaction velocity can be increased, energy conservation and consumption reduction can be achieved, meanwhile, the chromaticity of a product can be reduced, the catalysts are easy to recycle and reuse, and the effective utilization rate of the sulfonation agent can be increased. The method is simple and easy to operate, is safe and environment-friendly and is good in permeability, stable in quality and easy in on-scale industrial production, and the chromaticity of the product is less than or equal to 20Hazen.
Salts of alkyl esters of sulfonated dicarboxylic acids and compositions containing same
-
Page/Page column 4, (2011/08/03)
A salt of a mono- and/or dialkyl ester of a sulfonated dicarboxylic acid is provided, where the dicarboxylic acid contains 4 to 8 carbon atoms and the alkyl groups are derived from 2-propylheptanol. A composition including (a) one or more salt(s) of a mono- and/or dialkyl ester(s) of a sulfonated dicarboxylic acid(s), where the dicarboxylic acid contains 4 to 8 carbon atoms and the alkyl groups are derived from 2-propylheptanol; and (b) one or more organic solvents liquid at 20° C. with a boiling point above 250° C. at 1 bar is also provided.
Microstructure and magnetic properties of colloidal cobalt nano-clusters
Torchio,Meneghini,Mobilio,Capellini,Garcia Prieto,Alonso,Fdez-Gubieda,Turco Liveri,Longo,Ruggirello,Neisius
scheme or table, p. 3565 - 3571 (2011/01/10)
The magnetic response of nanometer sized Co nanoparticles (NP) prepared using reverse micelle solutions are presented. The use of complementary structural and morphological probes (like transmission electron microscopy, high resolution electron microscopy, X-ray absorption spectroscopy) allowed to relate the magnetic properties to the size, morphology, composition and atomic structure of the nanoparticles. All data agree on the presence of a coreshell structure of NPs made of a metallic Co core surrounded by a thin Co-oxide layer. The coreshell microstructure of NPs affects its magnetic response mainly raising the anisotropy constant.
Stable emulsion and process for preparing the same
-
, (2010/12/26)
The invention relates to a stable emulsion comprising (a) an oil; (b) water; (c) a surfactant; and (d) solid particulate material, wherein an emulsion comprising the oil, water, and the surfactant has a transitional phase inversion point, wherein the stable emulsion contains droplets having a d50 value of below 1 μm, and wherein the shelf life time of an emulsion comprising compounds (a) to (d) is longer than the shelf life time of emulsions containing only compounds (a) to (c).
NOVEL FORMULATION OF DEHYDRATED LIPID VESICLES FOR CONTROLLED RELEASE OF ACTIVE PHARMACEUTICAL INGREDIENT VIA INHALATION
-
, (2009/03/07)
A new formulation of dehydrated lipid vesicles employs a vesicle preserver and permits the control of release and delivery of active pharmaceutical ingredients into the respiratory system for treatment in particular of asthma. The typical formulation provides controlled release of the active pharmaceutical ingredient from 0% to 100% from 0 to 72 hours after inhalation, changes the systemic administration to topical administration, allows prolonged therapeutic period for one administration, increased stability, with reduced dose, reduced systemic side effects, reduced toxicity.
Triazolopyrimidines
-
, (2008/06/13)
Novel triazolopyrimidines of the formula in which R1, R2, R3 and X have the meanings given in the description, a process for preparing these novel substances and their use for controlling undesirable microorganisms and animal pests. Novel amines of the formula in which R4 has the meanings given in the description, and processes for their preparation.
Use of riboflavin and flavin derivatives as chitinase inhibitors
-
, (2008/06/13)
The invention relates to the use of riboflavin and of flavin derivatives with chitinase-inhibitory action for controlling arthropods, nematodes and chitin-containing fungi.
Optically active surfactants - I - The first synthesis and properties of sodium bis [(S) ethyl-2-hexyl] sulfosuccinates ('Aerosol OT')
Larpent,Chasseray
, p. 3903 - 3914 (2007/10/02)
Optically pure (S) ethyl-2-hexan-1-ol (S)4 is prepared for the first time from (S) ethyl-2-hexanoic acid. Nucleophilic addition of sodium bisulfite on the bis [(S) ethyl-2-hexyl] maleate gives rise to an equimolar mixture of two optically active sodium bis [(S) ethyl-2-hexyl] sulfosuccinates diastereoisomers. The critical micelle concentration of these new optically active surfactants is almost identical to those of the well known racemic 'Aerosol OT'.
Methods and compositions for treating viral infection
-
, (2008/06/13)
Methods and compositions are provided for treating selected viral infections wherein the anti-virally active ingredient is a compound of the following formula: STR1 wherein R' and R are each independently a straight chain or branched chain alkyl group having from 5 to 8 carbon atoms, M is NH4, Na, K or Ca, and x is 1 when M is NH4, Na or K, and x is 2 when M is Ca.
