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Dioctyl sulfosuccinate sodium salt

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Dioctyl sulfosuccinate sodium salt Basic information
Dioctyl sulfosuccinate sodium salt Chemical Properties
  • Melting point:173-179 °C(lit.)
  • Boiling point:82.7°C
  • Density 1.1
  • storage temp. 2-8°C
  • solubility methanol: 0.1 M at 20 °C, clear, colorless
  • form Waxy Solid
  • Specific Gravity1.005_PERCENT VOLATILE: 40
  • color White
  • Water Solubility 1.5 g/100 mL (25 ºC)
  • λmaxλ: 260 nm Amax: 0.1
    λ: 280 nm Amax: 0.05
  • Sensitive Hygroscopic
  • Merck 14,3401
  • BRN 4117588
  • Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
  • InChIKeyAPSBXTVYXVQYAB-UHFFFAOYSA-M
  • CAS DataBase Reference577-11-7(CAS DataBase Reference)
  • EPA Substance Registry SystemBis(2-ethylhexyl) sodium sulfosuccinate (577-11-7)
Safety Information
MSDS
Dioctyl sulfosuccinate sodium salt Usage And Synthesis
  • Chemical Propertieswhite solid, often supplied as an aqueous solution
  • Chemical PropertiesDocusate 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.
  • Usesdioctyl sodium sulfosuccinate is a mild surfactant used as a cleans ing agent.
  • UsesDioctyl 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.
  • UsesForms reverse micelles in hydrocarbon solvents; Suitable for the solubilization of the major myelin transmembrane proteolipid
  • Usesanticholinergic, treatment of motion sickness
  • Production MethodsMaleic anhydride is treated with 2-ethylhexanol to produce dioctyl maleate, which is then reacted with sodium bisulfite.
  • brand nameColace (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 DescriptionOdorless colorless to white waxy solid. Sinks and mixes slowly with water.
  • Air & Water ReactionsMixes slowly with water.
  • Reactivity ProfileDocusate sodium causes foaming and spreading of water. Assists in putting out fires by water. [USCG, 1999].
  • Health HazardLiquid is strong irritant to eye and may irritate skin by removing natural oils. Ingestion causes diarrhea and intestinal bloating.
  • Fire HazardBehavior in Fire: Causes foaming and spreading of water. Assists in putting out fires by water.
  • Pharmaceutical ApplicationsDocusate 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 ProfilePoison 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.
  • SafetyDocusate 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
  • storageDocusate 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 MethodsDissolve 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.
  • IncompatibilitiesElectrolytes, 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 StatusGRAS 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.
Dioctyl sulfosuccinate sodium salt Preparation Products And Raw materials
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