STEAROYL ETHANOLAMIDE Chemical Properties

Melting point:

103-104 °C(Solv: ethanol (64-17-5))

Boiling point:

486.0±28.0 °C(Predicted)

Density 

0.904±0.06 g/cm3(Predicted)

vapor pressure 

0Pa at 20℃

storage temp. 

−20°C

solubility 

DMF: >2 mg/ml; DMSO: >100 μg/ml; Ethanol: >2 mg/ml; PBS pH 7.2: >100 μg/ml

form 

crystalline

pka

14.49±0.10(Predicted)

color 

White to light yellow

Water Solubility 

1mg/L at 20℃

InChI

InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h22H,2-19H2,1H3,(H,21,23)

InChIKey

OTGQIQQTPXJQRG-UHFFFAOYSA-N

SMILES

C(NCCO)(=O)CCCCCCCCCCCCCCCCC

LogP

4.46 at 20℃

EPA Substance Registry System

N-(2-Hydroxyethyl)octadecanamide (111-57-9)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

2

MSDS

• Language:English Provider:SigmaAldrich

STEAROYL ETHANOLAMIDE Usage And Synthesis

Uses

Stearoyl 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.

Preparation

In 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.

Definition

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

Flammability and Explosibility

Non flammable

STEAROYL ETHANOLAMIDE(111-57-9)Related Product Information

• ETHANOLAMINE N,O-DISTEARATE
• Octadecanamide
• Stearic acid
• METHYL STEARATE
• STEARAMIDE DIBA-STEARATE
• STEARAMIDE AMP
• N,N-bis(2-hydroxyethyl)stearamide
• N-(2-hydroxypropyl)stearamide
• sodium hydrogen N-(1-oxooctadecyl)-L-glutamate
• Polyoxyethylene stearate
• Zinc stearate
• STEARAMIDE DEA-DISTEARATE
• SODIUM GLYCOCHOLATE HYDRATE, 98
• HYDROXYSTEARAMIDE MEA
• Glycocholic acid
• STEAROYL SARCOSINE
• STEAROYL ETHANOLAMIDE
• ISOSTEARAMIDE MEA