Palmidrol
Palmitoylethanolamide
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Grundinformationen
- CAS
544-31-0- Standard-SMILES
CCCCCCCCCCCCCCCC(=O)NCCO- InChIKey
HXYVTAGFYLMHSO-UHFFFAOYSA-N- Summenformel
- C18H37NO2
- Durchschnittliche Molmasse
- 299,5 g/mol
- Monoisotopische Masse
- 299,28242942
Überblick
Palmitoyl ethanolamide is an N-(long-chain-acyl)ethanolamine that is the ethanolamide of palmitic (hexadecanoic) acid. It has a role as an anti-inflammatory drug, an anticonvulsant, an antihypertensive agent and a neuroprotective agent. It is a N-(long-chain-acyl)ethanolamine, an endocannabinoid and a N-(saturated fatty acyl)ethanolamine. It is functionally related to a hexadecanoic acid.
Namen und Bezeichner
- Bevorzugter Name
- Palmitoylethanolamide
- IUPAC
- N-(2-hydroxyethyl)hexadecanamide
- Lokaler Name
- Palmidrol
- Englischer Name
- Palmitoylethanolamide
- Summenformel
- C18H37NO2
- Molmasse
- 299.49
Namen und Synonyme
PalmitoylethanolamidePalmidrol544-31-0N-(2-Hydroxyethyl)hexadecanamidePalmitoyl ethanolamidePalmitic acid monoethanolamideHydroxyethylpalmitamideLoramine P 256palmitylethanolamidePalmidrolumLevagenPalmdrol prodes
Weitere Namen anzeigen
N-palmitoylethanolaminePALMITAMIDE MEAN-(2-Hydroxyethyl)palmitamidePEA MicroPEA PALMIDROL2-(palmitoylamino)ethanol
Monoethanolamine palmitic acid amidepalmitic monoethanolamidePalmitinsaeure-beta-hydroxyethylamidAnandamide (16:0)hexadecanoyl ethanolamideN(2-hydroxyethyl)palmitide6R8T1UDM3VN(2-hydroxyethyl) palmitide
Datenbank-Bezeichner
- CAS
544-31-0- PubChem CID
- 4671
- DTXSID
DTXSID4042254- ChEMBL
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 6,2
- Polarare Oberfläche (TPSA)
- 49,3 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 16
- Schwere Atome
- 21
- Formalladung
- 0
- Komplexität
- 219
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
Lipids
Lipids -> Unambiguous Lipids
Fatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl ethanolamines (endocannabinoids) [FA0804]
Cosmetics
Cosmetic ingredients (Palmitamide MEA) -> CIR (Cosmetic Ingredient Review)
Foam boosting; Viscosity controlling; Antistatic
Personal care product
Melting Point98.5 °C
Physical Description
Other Solid
Solid
Collision Cross Section
189.0 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Sample Type: Human plasma; Dataset: Unambiguous Lipids]
189.87 Ų [M+H]+ [CCS Type: TIMS; Method: single field calibrated]
Physikochemische Eigenschaften
- Schmelzpunkt
- 97 · 97-98℃
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 2.5% (4 of 162) of reports.
Danger
H315 (97.5%): Causes skin irritation [Warning Skin corrosion/irritation]
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 162 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Hexadecanamide, N-(2-hydroxyethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexadecanamide, 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: 12-01-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/23420
Hazard Classes and CategoriesSkin Irrit. 2 (97.5%)
Toxikologische Informationen
Toxicity Summary
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...Palmitamide MEA...
Safe for use in cosmetics, with qualifications
Sicherheitsdaten
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Compounds capable of relieving pain without the loss of CONSCIOUSNESS.
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.
Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.
Compounds that interact with and stimulate the activity of CANNABINOID RECEPTORS.
Tissue LocationsPlacenta
Cellular LocationsExtracellular
Verwendung und Herstellung
UsesCIR ingredient: Palmitamide MEA
U.S. Production2023: 75,000 - <500,000 lb
Consumer UsesSurfactant (surface active agent)
Industry UsesSurfactant (surface active agent)
Use ClassificationCosmetics -> Foam boosting; Viscosity controlling; Antistatic
General Manufacturing Information
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
Zugehörige Reaktionen
6
Notizen zur Verbindung
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