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ジオクチルソジウムスルホサクシネート

Docusate Sodium

HCID 23673837
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
577-11-7
標準SMILES
CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S(=O)(=O)[O-].[Na+]
InChIKey
APSBXTVYXVQYAB-UHFFFAOYSA-M
分子式
C20H37NaO7S
平均分子量
444.6 g/mol
単同位体質量
444.2157688

概要

Sodium docusate is an organic sodium salt.

名称と識別子

優先名称
Docusate Sodium
IUPAC
sodium 1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate
現地名
ジオクチルソジウムスルホサクシネート
英語名
Dioctyl sulfosuccinate sodium salt
分子式
C20H37O7S.Na
分子量
445.57

名称と別名

Docusate sodiumDioctyl sulfosuccinate sodium saltAerosol OTDioctyl sulfosuccinate sodiumDioctylalDiotilanDisonateMolatocRegutolVelmolDoxolNevax
名称をさらに表示
ジ(2-エチルヘキシル)スルホこはく酸ナトリウム2-(ソジオオキシスルホニル)ブタン二酸ビス(2-エチルヘキシル)ジオクチルソジウムスルホサクシネートスルホブタン二酸2-ナトリウム1,4-ビス(2-エチルヘキシル)ジ-2-エチルヘキシルスルホコハク酸ナトリウム1,2-ビス[(2-エチルヘキシル)オキシカルボニル]エタンスルホン酸ナトリウムドキシナートジオクチルナトリウムスルホこはく酸2-(ソジオオキシスルホニル)こはく酸ジ(2-エチルヘキシル)デクレソルOTアエロソルエーロゾルOTソジオオキシスルホニルこはく酸ビス(2-エチルヘキシル)アエロソルOTアエロソルOTドライ(ソジオオキシスルホニル)こはく酸ビス(2-エチルヘキシル)(ソジオスルホ)こはく酸ビス(2-エチルヘキシル)1,2-ビス(2-エチルヘキシルオキシカルボニル)エタンスルホン酸ナトリウムマノキソールOT2-スルホこはく酸1,4-ビス(2-エチルヘキシル)2-ナトリウムDSSAOTSODIUM DIOCTYL SULFOSUCCINATE

物性

構造計算による物性

極性表面積
118 Ų
水素結合供与体数
0
水素結合受容体数
7
回転可能結合数
18
重原子数
29
形式電荷
0
複雑度
546

実験および物理化学的性質

Chemical ClassesOther Uses -> Emulsifiers/Surfactants
Polymers · 2 件

Plastics -> Pigments agents

Plastics -> N.a.

Cosmetics · 2 件

Cosmetic ingredients (Diethylhexyl Sodium Sulfosuccinate) -> CIR (Cosmetic Ingredient Review)

Emulsifying; Surfactant

FragrancesFragrance Ingredient (Butanedioic acid, sulfo-, 1,4-bis(2-ethylhexyl) ester, sodium salt) -> IFRA transparency List
OdorCHARACTERISTIC ODOR
Color/FormWHITE, WAX-LIKE SOLID
Solubility · 3 件

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

Human DrugsMedicines for other common symptoms in palliative care
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 0.3% (20 of 5827) of reports.

Danger

H302 (24.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5827 reports by companies from 31 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

危険有害性情報

Regulatory Information · 4 件

Chemical: Butanedioic acid, sulfo-, 1,4-bis(2-ethylhexyl) ester, sodium salt

Butanedioic acid, 2-sulfo-, 1,4-bis(2-ethylhexyl) ester, sodium salt (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanedioic acid, 2-sulfo-, 1,4-bis(2-ethylhexyl) ester, sodium salt (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 04-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/16066

Sodium dioctylsulfosuccinate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Butanedioic acid, sulfo-, 1,4-bis(2-ethylhexyl) ester, sodium salt: Human health tier II assessment
Hazards Summary · 1 件

In studies of rabbits, causes minor and reversible eye injury at concentrations of 0.5% and 2% and severe eye injury at concentrations of 10%; [HSDB] A strong eye irritant; May cause skin irritation by removal of natural oils; [CAMEO] An irritant; [MSDSonline] See Docusate.

Hazard Classes and Categories · 3 件

化学と産業

薬理情報

ATC Code · 4 件

A06AA02

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

A06AA02

Mechanism of Action · 2 件

In vitro studies suggest that these salts of dioctylsulfosuccinic acid lower the surface tension of the stool to permit water and lipids to enter more readily and thus soften the feces. ... More recent evidence indicates that they may stimulate the secretion of water and electrolytes on contact with the mucosa.

Reduce surface film tension of interfacing liquid contents of the bowel, promoting permeation of additional liquid into the stool to form a softer mass. /Laxatives/

MeSH Pharmacological Classification · 1 件

Agents that modify interfacial tension of water; usually substances that have one lipophilic and one hydrophilic group in the molecule; includes soaps, detergents, emulsifiers, dispersing and wetting agents, and several groups of antiseptics.

Absorption, Distribution and Excretion · 2 件

...DRUG IS ABSORBED FROM GI TRACT & IS EXCRETED IN SIGNIFICANT CONCN IN BILE.

SINCE THE DRUG IS ABSORBED FROM GI TRACT & IS EXCRETED IN SIGNIFICANT CONCN IN BILE...

用途と製造

Uses · 6 件

CIR ingredient: Diethylhexyl Sodium Sulfosuccinate

Used as a wetting agent (industrial, pharmaceutical, cosmetic, and food applications), processing aid in the sugar industry, stabilizer for hydrophilic colloids, dispersant and emulsifier, and stool softener; Also used in powderless etching systems; [HSDB]

Use in food products restricted; [HSDB]

WETTING AGENT IN INDUSTRIAL, PHARMACEUTICAL, COSMETIC & FOOD APPLICATIONS; DISPERSING AND SOLUBILIZING AGENT IN FOODS; ADJUVANT IN TABLET FORMATION.

FOOD ADDITIVE (PROCESSING AID IN SUGAR INDUSTRY, STABLILIZER FOR HYDROPHILIC COLLOIDS); DISPERSANT; EMULSIFIER

EMPLOYED AS DISPERSING & EMULSIFYING AGENT IN VARIOUS DERMATOLOGICAL PREPN...

関連反応

3 件
反応記録を作成
HRID 342365 の反応式
HRID 342365反応物としてuspto-grants-1999_01
HRID 361288 の反応式
HRID 361288反応物としてuspto-grants-1999_02
HRID 464438 の反応式
HRID 464438反応物としてuspto-grants-1985_10

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
DIOCTYL SODIUM SULFOSUCCINATE
DOSS
Docusate
Sodium Docusate
OT-75
DIETHYLHEXYL SODIUM SULFOSUCCINATE
DialoseDoxinateSoliwaxColaceMolcerWaxsolAdekacol EC 8600Mervamine

データベース識別子

CAS
577-11-7
PubChem CID
23673837
DTXSID
DTXSID8022959
ChEMBL
CHEMBL1905872
ChEBI
CHEBI:4674
UNII
F05Q2T2JA0
EC Number
209-406-4
Nikkaji
J6.564A
Decomposition
WHEN HEATED TO DECOMP, EMITS TOXIC FUMES.
Surface Tension(DYNES/CM) IN WATER @ 25 DEG: 62.8% (0.001%); 28.7 (0.1%); 26.0 (1.0%)
Physical Description · 2 件

Liquid; CBI; Other Solid

Commercially available in rolls of very thin wax-like solid; as solution (50-75%) in various solvents; [Merck Index] White waxy solid; [MSDSonline]

物理化学的性質

融点
173 · 173-179 °C(lit.)
沸点
82.7 °C · 82.7°C
比重(密度)
1.1 · 1.1
蒸気圧
0 Pa · 0Pa at 25℃
貯蔵温度
Inert atmosphere,Room Temperature
溶解性
0.1 M · メタノール:0.1M at20℃ 無色透明溶液
外見
ワックス状の固体
比重
1.005 · 1.005_PERCENT VOLATILE: 40
色
白い
水溶解度
1.5 g/100mL · 1.5g/100mL(25℃)
Merck
14 · 14,3401
BRN
4117588 · 4117588
Henry's Law Constant
2 · 2.0×106 mol/(m3Pa) at 25℃, HSDB (2015)
安定性
安定。可燃性。強力な酸化剤とは相容れない。
化粧品成分の機能
界面活性剤 - ハイドロトロープ界面活性剤 - 乳化剤界面活性剤 - 洗浄クレンジング
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
InChIKey
APSBXTVYXVQYAB-UHFFFAOYSA-M
SMILES
[Na+].CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S([O-])(=O)=O
LogP
1.998 at · 1.998 at 20℃
CAS データベース
577 · 577-11-7(CAS DataBase Reference)
EPAの化学物質情報
Bis(2-ethylhexyl) sodium sulfosuccinate (577-11-7)

化学的性質

化学的特性white solid, often supplied as an aqueous solution

Acute Tox. 4 (24.6%)

Skin irritation - category 2

Skin corrosion/irritation - Category 2

安全と保護具

Storage ConditionsCapsules of the docusate salts should be stored in tight containers at 15-30 degrees C; docusate sodium solution should be stored in tight containers, and docusate sodium syrup should be stored in tight, light-resistant containers.
Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

毒性情報

Interactions · 3 件

IN RABBITS 0.01% CONCN HAS BEEN SHOWN TO ACCELERATE DRAMATICALLY PERITONEAL DIALYSIS OF UREA.

DRAMATIC INCR IN DISSOLUTION RATE WAS OBSERVED AT ALL SURFACTANT CONCN.

Stool softeners (ie, docusate salts) ... may enhance the absorption of many orally administered drugs. Docusate sodium increases the extent of mineral oil absorption and the rate of phenolphthalein absorption.

Environmental Fate · 3 件

TERRESTRIAL FATE: When dissolved in aqueous solutions, bis(2-ethylhexyl)sodium sulfosuccinate will have soil mobility ranging from low to very high(3) based on estimated Koc values ranging from 9.37 to 1041(1,2). Several studies have shown that bis(2-ethylhexyl)sodium sulfosuccinate biodegrades rapidly(4-8).

AQUATIC FATE: Bis(2-ethylhexyl)sodium sulfosuccinate is essentially nonvolatile from water based upon an estimated Henry's Law constant of 5X10-12 atm cu m/mol(1,2,SRC). Bis(2-ethylhexyl)sodium sulfosuccinate has estimated aqueous base-catalyzed hydrolysis half-lives of 243 days at pH of 8 and 6.7 years at pH of 7(3,SRC). Aquatic bioconcentration is not expected to be an important fate process although adsorption to sediment may be possible based on Koc values of 9.37 to 1041(4,2,SRC). Several studies have shown that bis(2-ethylhexyl)sodium sulfosuccinate biodegrades rapidly(5-9). For example, a river die-away screen test of river water demonstrated that bis(2-ethylhexyl)sodium sulfosuccinate biodegraded 95% (12 days), 91% (12 days), 91% (17 days), 97.3% (6 days), and 97.7% (3 days), at concentrations of 12.9, 4.5, 3.3, 11.3, and 12.9 ppm, respectively, with a lag period of 6 days(5).

ATMOSPHERIC FATE: Based on an estimated vapor pressure of approximately 2.17X10-11 mm Hg at 25 °C(1), bis(2- ethylhexyl)sodium sulfosuccinate will exist primarily in the particulate phase in the ambient atmosphere(2). In the vapor phase, it will degrade in the atmosphere by reaction with photochemically produced hydroxyl radicals with an estimated half-life of 18 hrs(3). Physical removal of particulate bis(2- ethylhexyl)sodium sulfosuccinate from air is likely to occur through wet and dry deposition(SRC).

Toxicity Summary · 2 件

The CIR Expert Panel concluded that the following 8 dialkyl sulfosuccinate salts are safe in the present practices of use and concentration in cosmetics in this safety assessment when formulated to be non-irritating...Diethylhexyl Sodium Sulfosuccinate...

Safe for use in cosmetics, with qualifications

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indexes, the Koc for bis(2-ethylhexyl) sodium sulfosuccinate can be estimated to be about 1041(1). The Koc for bis(2-ethylhexyl) sodium sulfosuccinate can be estimated to be about 9.37 based on an estimated water solubility of 71000 mg/L(3) and a regression derived equation(2). According to a suggested classification scheme(4), these estimated Koc values suggest that bis(2-ethylhexyl) sodium sulfosuccinate soil mobility is low to very high.

Human Toxicity Excerpts · 2 件

IN OPHTHALMOLOGICAL FORMULATIONS, CONCN...GREATER THAN 0.1% MAY CAUSE CONJUNCTIVAL IRRITATION, & REPEATED USE OF DRUG MAY DELAY HEALING OF CORNEAL LESIONS.

ACUTE= MODERATE VIA ORAL...ROUTES. MODERATE= MAY CAUSE REVERSIBLE OR IRREVERSIBLE CHANGES TO EXPOSED TISSUE, NOT PERMANENT INJURY OR DEATH; CAN CAUSE CONSIDERABLE DISCOMFORT.

Artificial Pollution SourcesBis(2-ethylhexyl)sodium sulfosuccinate's use as a wetting agent(1) and food additive(2) could result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 件

In a river die-away screen test of river water, bis(2-ethylhexyl)sodium sulfosuccinate biodegraded 95% (12 days), 91% (12 days), 91% (17 days), 97.3% (6 days), and 97.7% (3 days), at concentrations of 12.9, 4.5, 3.3, 11.3, and 12.9 ppm, respectively, with a lag period of 6 days(1). This study also conducted a sterile control in which there was 9% loss of bis(2-ethylhexyl)sodium sulfosuccinate(1). A BOD test of aerobic activated sludge biodegraded bis(2-ethylhexyl)sodium sulfosuccinate 80-95% after 8 hours from initial concentrations of 2-13 ppm with a 5-7 week lag(2). This same study tested sewage in the same manner and obtained 60-80% biodegradation of bis(2-ethylhexyl)sodium sulfosuccinate after a 3-9 week lag(2). A study using DOC found that bis(2-ethylhexyl)sodium sulfosuccinate (40 ppm) biodegraded 83% after 20 days in aerobic sewage(3). In an aerobic closed bottle screening study using activated sludge and soil inoculum, 100 mg/l bis(2-ethylhexyl)sodium sulfosuccinate had a 4 week theoretical BOD of 0-9%(4). With 1 mg added to 10 ml sediment, bis(2-ethylhexyl)sodium sulfosuccinate biodegraded 55-94% in river sediments, 8% in sand, and 13% in clay after 3 days(5).

Environmental Bioconcentration · 1 件

Based upon an experimental water solubility of 71,000 mg/l(1), the BCF of bis(2-ethylhexyl)sodium sulfosuccinate can be estimated to be approximately 1.13 from a regression-derived equation(2). The BCF for bis(2-ethylhexyl) sodium sulfosuccinate has also been experimentally determined to be <0.9 at 0.5 mg/l and < 9.3 at 0.05 mg/l for a 6 week duration(1). Based on these BCF values, bioconcentration is not expected to be an important fate process(SRC).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for bis(2-ethylhexyl) sodium sulfosuccinate can be estimated to be 5X10-12 atm-cu m/mole using a structure estimation method(1). This value of Henry's Law constant indicates that bis(2-ethylhexyl) sodium sulfosuccinate is essentially nonvolatile from water(2).

Non-Human Toxicity Excerpts · 4 件

Docusate has been mildly and reversibly damaging to rabbit eyes at 0.5 and 2% concentration, but severely damaging at 10%.

IN ANIMALS, LARGE DOSES OF DRUG PRODUCE ANOREXIA, VOMITING, & DIARRHEA.

EVEN IN CHRONIC FEEDING TESTS, FATALLY POISONED ANIMALS SHOW ONLY DIARRHEA & INTESTINAL BLOATING, WITH NO GROSS LESIONS OUTSIDE OF GASTROINTESTINAL TRACT.

Docusate salts occasionally can cause diarrhea. Morphologic damage to the intestine has been observed in rats. They also may be hepatotoxic. /Docusate salts/

Environmental Abiotic Degradation · 1 件

The rate constant for the vapor-phase reaction of bis(2-ethylhexyl) sodium sulfosuccinate with photochemically produced hydroxyl radicals has been estimated to be approximately 21.8X10-12 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 18 hours at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Aqueous base-catalyzed hydrolysis (at 25 °C) is estimated as 0.03 l/mol-sec which corresponds to half-lives of 243 days at pH of 8 and 6.7 years at pH of 7(2,SRC).

Probable Routes of Human Exposure · 1 件

Detergents and food additives, such as bis(2-ethylhexyl)sodium sulfosuccinate, can be absorbed into the body by three routes: dermal contact, inhalation, and ingestion(1). NIOSH (NOES Survey 1981-1983) has statistically estimated that 139,699 workers are potentially exposed to bis(2-ethylhexyl)sodium sulfosuccinate in the USA(2).

安全データ

F
3-10
wgk
2
tsca
TSCA listed
rtecs
WN0525000
毒性
LD50 oral in rat: 1900mg/kg
hs_code
29171900
risk_code
22-38-41-36/37/38
化審法
(2)-1623
hazard_code
Xn,Xi
safety_code
26-39-37/39-36
Hazard Classifications
Eye Dam. 1Skin Irrit. 2
ストレージクラス
11 - Combustible Solids
有毒物質データの
577-11-7(Hazardous Substances Data)
U.S. Production2023: 25,000,000 - <40,000,000 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesLubricating agent
Methods of ManufacturingPREPD BY REACTION OF APPROPRIATE ALCOHOL WITH MALEIC ANHYDRIDE FOLLOWED BY ADDITION OF SODIUM BISULFITE: JAEGER, US PATENTS 2.028,091; 2,176,423 (1936, 1939, BOTH TO AMERICAN CYANAMID).
Formulations/Preparations · 3 件

DRUG IS SUPPLIED AS 50-, 60-, & 100-MG CAPSULES & TABLETS, AS 250- & 300 MG CAPSULES, IN SOLN FOR ORAL ADMIN (10 & 50 MG/ML), & AS SYRUP (4 MG/ML).

GRADE: NF; FCC

AVAILABLE AS WAX-LIKE SOLID, USUALLY IN ROLLS OF TISSUE-THIN MATERIAL; ALSO AS 50-75% SOLN IN VARIOUS SOLVENTS.

Household ProductsInformation on 80 consumer products that contain Dioctyl sodium sufosuccinate in the following categories is provided:
Use Classification · 6 件

Fragrance Ingredients

Food Additives -> EMULSIFIER; HUMECTANT -> JECFA Functional Classes

Food Additives -> EMULSIFIER; HUMECTANT -> JECFA Functional Classes

Plastics -> Pigments agents

Plastics -> Polymer Type -> N.a.

Cosmetics -> Emulsifying; Surfactant

General Manufacturing Information · 4 件

Non-metallic Mineral Product Manufacturing (includes clay, glass, cement, concrete, lime, gypsum, and other non-metallic mineral product manufacturing)

Butanedioic acid, 2-sulfo-, 1,4-bis(2-ethylhexyl) ester, sodium salt (1:1): ACTIVE

TO MAKE AQ GEL-LIKE SUSPENSION, SOAK SOLID IN SOME WATER OVERNIGHT BEFORE MAKING FINAL DILUTION.

USE IN FOOD PRODUCTS RESTRICTED.

応用分野 · 4 件

用途湿潤剤, 洗浄剤, 染色助剤, 乳化重合助剤, 農薬添加剤, 油中分散剤, ドライクリーニング助剤など

用途湿潤剤,洗浄剤,染色助剤,乳化重合助剤,農薬添加剤など

使用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.

一般的な説明Odorless colorless to white waxy solid. Sinks and mixes slowly with water.

調製方法 · 2 件

Maleic anhydride is treated with 2-ethylhexanol to produce dioctyl maleate, which is then reacted with sodium bisulfite.

純化方法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.

上流・下流製品情報

上流原料

2-オクタノール2-エチル-1-ヘキサノール無水マレイン酸マレイン酸ジ(6-メチルヘプチル)Trap1-オクタノール二亜硫酸二ナトリウム

下流製品

finishing agent for polyester fiberSOD anti-decrepitude healthy toothpastenerves calming toothpastepearly toothpaste

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補足説明

定義本品は、スルホコハク酸と2-エチルヘキシルアルコールのジエステルのナトリウム塩で、次の化学式で表される。