STEAROYL ETHANOLAMIDE Property

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)

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

Safety Statements 

22-24/25

WGK Germany 

2

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H402Harmful to aquatic life

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P501Dispose of contents/container to..…

STEAROYL ETHANOLAMIDE Chemical Properties,Usage,Production

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