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| CAS No.: | 544-31-0 |
|---|---|
| Name: | PALMITOYLETHANOLAMIDE |
| Article Data: | 41 |
| Molecular Structure: | |
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| Formula: | C18H37NO2 |
| Molecular Weight: | 299.497 |
| Synonyms: | (Hydroxyethyl)palmitamide;2-(Palmitoylamino)ethanol;2-Palmitamidoethanol;AM 3112;Impulsin;Loramine P256;N-(2-Hydroxyethyl)hexadecanamide;N-(2-Hydroxyethyl)palmitamide;N-Hexadecanoylethanolamine;N-Palmitoylethanolamine;NSC 23320;Palmidrol;Palmitic acid monoethanolamide;Palmitic monoethanolamide;Palmitoylethanolamide; |
| EINECS: | 208-867-9 |
| Density: | 0.91 g/cm3 |
| Melting Point: | 97-98℃ |
| Boiling Point: | 461.5 °C at 760 mmHg |
| Flash Point: | 232.9 °C |
| Solubility: | 4.01mg/L at 20℃ |
| Appearance: | White solid. |
| PSA: | 49.33000 |
| LogP: | 4.96710 |
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| Conditions | Yield |
|---|---|
| Stage #1: 1-hexadecylcarboxylic acid In water at 100℃; for 2h; Stage #2: ethanolamine In water at 100 - 200℃; for 22h; | 98.2% |
| With Novozym 435 In 1,4-dioxane for 0.0666667h; Microwave irradiation; Enzymatic reaction; chemoselective reaction; | 97.3% |
| Stage #1: 1-hexadecylcarboxylic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h; Stage #2: ethanolamine In dichloromethane for 12h; | 96% |
| Conditions | Yield |
|---|---|
| With Novozym 435 In 1,4-dioxane for 0.0666667h; Microwave irradiation; Enzymatic reaction; chemoselective reaction; | 97.5% |
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane a) 0 deg C, 30 min, b) RT, 2 h; | 97% |
| With magnesium oxide In tetrahydrofuran; water at 20℃; for 2h; | 92% |
| With sodium carbonate In diethyl ether |
| Conditions | Yield |
|---|---|
| With sodium methylate at 60℃; for 1.5h; Neat (no solvent); | 96.5% |
| With sodium methylate at 60℃; for 1.5h; Concentration; Temperature; Time; | |
| With potassium methanolate In methanol at 65℃; for 3h; |
| Conditions | Yield |
|---|---|
| at 50 - 60℃; for 8h; | 95.4% |
| Conditions | Yield |
|---|---|
| In dichloromethane at 20℃; for 1h; Cooling with ice; | 95% |
| Conditions | Yield |
|---|---|
| In dichloromethane for 2h; Ambient temperature; | 92% |
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2-(palmitoylamino)ethanol
| Conditions | Yield |
|---|---|
| In dichloromethane for 0.333333h; Ambient temperature; | 91% |
| In dichloromethane for 0.333333h; Product distribution; Ambient temperature; other aminoalcohols and aminophenols in further solvents; | 91% |
| Conditions | Yield |
|---|---|
| With sodium ethanolate In methanol; ethanol at 60℃; for 4h; Inert atmosphere; | 89% |
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N-hexadecanoyl glycine methyl ester
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2-(palmitoylamino)ethanol
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran for 0.75h; Ambient temperature; |
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Specification
The Hexadecanamide,N-(2-hydroxyethyl)-, with the CAS registry number 544-31-0, is also known as N-Palmitoylethanolamine. It belongs to the product categories of Cannabinoid Receptor; Cannabinoid. Its EINECS registry number is 208-867-9. This chemical's molecular formula is C18H37NO2 and molecular weight is 299.49. Its IUPAC name is called N-(2-hydroxyethyl)hexadecanamide. This chemical's classification codes are Analgesics; Analgesics, Non-Narcotic; Anti-Infective Agents; Anti-Inflammatory Agents; Anti-inflammatory agents, non-steroidal; Antirheumatic Agents' Antiviral agents; Central Nervous System Agents; Peripheral Nervous System Agents; Sensory System Agents.
Physical properties of Hexadecanamide,N-(2-hydroxyethyl)-: (1)ACD/LogP: 5.82; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.82; (4)ACD/LogD (pH 7.4): 5.82; (5)ACD/BCF (pH 5.5): 15479.24; (6)ACD/BCF (pH 7.4): 15479.24; (7)ACD/KOC (pH 5.5): 34722.45; (8)ACD/KOC (pH 7.4): 34722.45; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 17; (12)Index of Refraction: 1.462; (13)Molar Refractivity: 90.59 cm3; (14)Molar Volume: 329 cm3; (15)Surface Tension: 34.5 dyne/cm; (16)Density: 0.91 g/cm3; (17)Flash Point: 232.9 °C; (18)Enthalpy of Vaporization: 83.31 kJ/mol; (19)Boiling Point: 461.5 °C at 760 mmHg; (20)Vapour Pressure: 1.87E-10 mmHg at 25°C.
Preparation: this chemical can be prepared by 2-amino-ethanol and hexadecanoyl chloride. This reaction will need reagent MgO and solvent H2O, tetrahydrofuran. The reaction time is 2 hours with reaction temperature of 20 °C. The yield is about 92%.
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Uses of Hexadecanamide,N-(2-hydroxyethyl)-: it can be used to produce palmitic acid-(2-amino-ethyl ester). This reaction will need reagent CBr4, PPh3 and solvent acetonitrile with reaction time of 3.5 hours. The yield is about 65%.
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You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCCCCCCCCCCCCCC(=O)NCCO
(2)InChI: InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)
(3)InChIKey: HXYVTAGFYLMHSO-UHFFFAOYSA-N