Docusate Sodium

Catalog	DGS577117
CAS	577-11-7
Structure
Description	Docusate, also known as docusate salts or dioctyl sulfosuccinate, is a laxative used to treat constipation. It is considered a good choice in children who have hard feces. For constipation due to the use of opiates it may be used with a stimulant laxative. It can be taken by mouth or rectally. Usually it works in one to three days.Side effects are uncommon. Rarely there may be abdominal cramps or diarrhea. Long term use may cause poor bowel function. Docusate is acceptable during pregnancy and breastfeeding. It is a laxative of the stool softener type and works by allowing more water to be absorbed by the feces. It typically comes in the form of a sodium, calcium, or potassium salts.It is on the World Health Organization's List of Essential Medicines, the most important medications needed in a basic health system. It is available as a generic medication and is not very expensive. In the United States one hundred doses are about 14 USD. Dioctyl sodium sulfosuccinate is also used as a food additive, emulsifier, dispersant, and wetting agent, among others.
Synonyms	Docusate sodium salt; Sulfosuccinic acid bis(2-ethylhexyl) ester sodium salt
IUPAC Name	sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate
Molecular Weight	444.56
Molecular Formula	C20H37NaO7S
Canonical SMILES	CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S(=O)(=O)[O-].[Na+]
InChI	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
InChI Key	APSBXTVYXVQYAB-UHFFFAOYSA-M
Melting Point	173-179 °C(lit.)
Flash Point	199ºC
Purity	≥98.0%
Density	1.1g/ml
Solubility	SOL IN WATER (G/L): 15 (25 °C), 23 (40 °C), 30 (50 °C), 55 (70 °C); SOL IN CARBON TETRACHLORIDE, PETROLEUM ETHER, NAPHTHA, XYLENE, DIBUTYL PHTHALATE, LIQUID PETROLATUM, ACETONE, ALCOHOL, VEGETABLE OILS; VERY SOL IN WATER-MISCIBLE ORGANIC SOLVENTS;FREELY SOL IN GLYCERIN;Water Solubility = 71000 mg/L @ 25 °C
Appearance	Solid
Application	Docusate Sodium serves primarily as a surfactant in pharmaceutical formulations, enhancing the wetting and dissolution processes in capsule and tablet manufacturing. With its characteristic waxlike appearance and octanol-like odor, this compound, also known as dioctyl sodium sulfosuccinate, exhibits hygroscopic properties and comes in various forms such as pellets and flakes. While it dissolves slowly in water, its versatility is showcased by its solubility in a range of organic solvents, making it a valuable ingredient in multiple applications. In addition to its role in pharmaceuticals, Docusate Sodium acts as a wetting agent in powdered fruit drinks, aids in flavor enhancement in canned milk, and serves as a stabilizer for gums, emphasizing its multifaceted utility across different industries.
Storage	4°C, sealed storage, away from moisture and light*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
Complexity	546
EC Number	209-406-4
Exact Mass	444.21576897
Formal Charge	0
Heavy Atom Count	29
Hydrogen Bond Acceptor Count	7
Hydrogen Bond Donor Count	0
Isomeric SMILES	CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S(=O)(=O)[O-].[Na+]
MDL Number	MFCD00012455
Monoisotopic Mass	444.21576897
Rotatable Bond Count	8
Shipping	Can be shipped at room temperature, where not in use may vary.
Stability	Stable. Combustible. Incompatible with strong oxidizing agents.
Storage Conditions	2-8ºC
Topological Polar Surface Area	118 Ų