N-(2-Hydroxyethyl)stearamid

N-Stearoylethanolamine

HCID 27902CAS 111-57-9
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Grundinformationen

Standard-SMILES
CCCCCCCCCCCCCCCCCC(=O)NCCO
InChIKey
OTGQIQQTPXJQRG-UHFFFAOYSA-N
Summenformel
C20H41NO2
Durchschnittliche Molmasse
327,5 g/mol
Monoisotopische Masse
327,31372955

Namen und Bezeichner

Bevorzugter Name
N-Stearoylethanolamine
IUPAC
N-(2-hydroxyethyl)octadecanamide
Lokaler Name
N-(2-Hydroxyethyl)stearamid
Englischer Name
Stearoyl ethanolamide
Summenformel
C20H41NO2
Molmasse
327.55

Namen und Synonyme

N-(2-Hydroxyethyl)octadecanamide111-57-9N-stearoylethanolamineStearic ethanolamideN-(Hydroxyethyl)stearamideOCTADECANAMIDE, N-(2-HYDROXYETHYL)-Monoethanolamine stearic acid amide03XV449Q24DTXSID9042178RefChem:825493DTXCID7022178Stearoyl ethanolamide
Weitere Namen anzeigen
SEACERAMIDN-StearoylethanolamideAM-1105Stearyl monoethanolamide
N-(2-Hydroxyethyl)stearamideStearoylethanolamideStearamide MEAStearic monoethanolamideStearic acid monoethanolamideStearamylStearoyl-ethanolamineCycloamide SM

Datenbank-Bezeichner

CAS
111-57-9
PubChem CID
27902
DTXSID
DTXSID9042178
ChEMBL
CHEMBL171447
ChEBI
CHEBI:85299
UNII
03XV449Q24
EC Number
203-883-2
Nikkaji
J115.317J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
7,3
Polarare Oberfläche (TPSA)
49,3 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
18
Schwere Atome
23

Experimentelle und physikochemische Eigenschaften

Melting Point98.5 °C
Physical Description · 2 Einträge

Large Crystals; Other Solid; Dry Powder

Solid

Kovats Retention Index2347.1
Collision Cross Section198.93 Ų [M+H]+ [CCS Type: TIMS; Method: single field calibrated]

Physikochemische Eigenschaften

Schmelzpunkt
103 · 103-104 °C(Solv: ethanol (64-17-5))
Siedepunkt
486 · 486.0±28.0 °C(Predicted)
Dichte
0.904 · 0.904±0.06 g/cm3(Predicted)
Dampfdruck
0 Pa · 0Pa at 20℃
storage temp.
20 °C · −20°C
Löslichkeit
2 mg/ml; · DMF: >2 mg/ml; DMSO: >100 μg/ml; Ethanol: >2 mg/ml; PBS pH 7.2: >100 μg/ml

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 4.3% (12 of 281) of reports.

Danger

H315 (88.3%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (95.7%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H411 (37.4%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]；H412 (50.2%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P264, P264+P265, P273, P280, P302+P352, P305+P354+P338, P317, P321, P332+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 281 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 12 of 281 reports by companies.；There are 5 notifications provided by 269 of 281 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Octadecanamide, N-(2-hydroxyethyl)-

Octadecanamide, N-(2-hydroxyethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octadecanamide, N-(2-hydroxyethyl)- 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: 17-11-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14395；Status: Active Update: 07-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/32501

Octadecanamide, N-(2-hydroxyethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (88.3%)；Eye Dam. 1 (95.7%)；Aquatic Chronic 2 (37.4%)；Aquatic Chronic 3 (50.2%)

Toxikologische Informationen

Toxicity Summary · 2 Einträge

The CIR Expert Panel concluded that the ethanolamides listed subsequently are safe in the present practices of use and concentration described in this safety assessment when formulated to be non-irritating. The Expert Panel cautioned that these ingredients should not be used in cosmetic products in which N-nitroso compounds may be formed...Stearamide MEA

Safe for use in cosmetics, with qualifications

Regulatorische Informationen

Regulatory Information · 4 Einträge

Chemical: Octadecanamide, N-(2-hydroxyethyl)-

Octadecanamide, N-(2-hydroxyethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octadecanamide, N-(2-hydroxyethyl)- 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: 17-11-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14395；Status: Active Update: 07-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/32501

Octadecanamide, N-(2-hydroxyethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

wgk
2
tsca
TSCA listed
safety_code
22-24/25
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsExtracellular；Membrane

Verwendung und Herstellung

UsesCIR ingredient: Stearamide MEA
U.S. Production2023: 1,000,000 - <5,000,000 lb；2022: 5,000,000 - <10,000,000 lb；2021: 1,000,000 - <5,000,000 lb；2020: 1,000,000 - <5,000,000 lb
Consumer UsesSurfactant (surface active agent)
Industry UsesStabilizing agent；Flow promoter；Emulsifier；Not Known or Reasonably Ascertainable；Surface modifier；Processing aids not otherwise specified；Surfactant (surface active agent)；Opacifer
Household ProductsInformation on 2 consumer products that contain Stearamide MEA in the following categories is provided:；• Inside the Home
Use ClassificationCosmetics -> Antistatic; Viscosity controlling; Foam boosting
Anwendungen · 1 Eintrag

VerwendenStearoyl Ethanolamide is a prolific fatty acid ethanolamide produced by PLD hydrolysis of membrane phospholipids. Stearoyl Ethanolamide is also used for studying the effect on endocannabinoid signalling and BBB integrity in systemic inflammation.

Darstellung · 1 Eintrag

synthetischeIn the stirred state, fatty acids (1.0 mmol, 1.0 equiv) were added to CH2Cl2 (5 mL), followed by CDI (0.178 g, 1.1 mmol, 1.1 equiv). After 30 min, the amine (1.1 mmol, 1.1equiv.)was added. Added CH2Cl2 (25ml) and saturated NH4Cl aqueous solution after 12 h. HCl was added to the mixture to adjusted pH=2. After the organic phase was separated, the aqueous layer was further extracted with CH2Cl2 (3 × 10 mL). The organic phase was collected and placed on Na2SO4 to dried, and filtered. Finally, the product (STEAROYL ETHANOLAMIDE) was obtained by vacuum concentration.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

北京华美互利生物化工010-56205725 · [email protected]
江西益众化工有限公司15307925109 15350027073 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: An N-(long-chain-acyl)ethanolamine that is the ethanolamide of octadecanoic acid.

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