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Palmitoylethanolamide

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Identification
Molecular formula
C18H37NO2
CAS number
544-31-0
IUPAC name
N-(2-hydroxyethyl)hexadecanamide
State
State

At room temperature, palmitoylethanolamide is a solid. It is typically handled in granular or powder form for applications in dietary and pharmaceutical products.

Melting point (Celsius)
98.00
Melting point (Kelvin)
371.15
Boiling point (Celsius)
495.30
Boiling point (Kelvin)
768.45
General information
Molecular weight
299.49g/mol
Molar mass
299.4920g/mol
Density
0.8983g/cm3
Appearence

Palmitoylethanolamide appears as a white crystalline solid. It is usually odorless and is often used in its micronized or ultramicronized form for improved bioavailability.

Comment on solubility

Solubility of N-(2-hydroxyethyl)hexadecanamide

N-(2-hydroxyethyl)hexadecanamide, with the chemical formula C18H37NO2, exhibits interesting solubility characteristics that are crucial for various applications. This compound is an amide derivative, which influences its interaction with solvents, particularly in polar and non-polar environments.

Solubility Attributes:

  • Solvents: N-(2-hydroxyethyl)hexadecanamide is generally more soluble in organic solvents such as ethanol and chloroform, thanks to its hydrophobic hexadecane chain.
  • Water Solubility: Its solubility in water is limited due to the long hydrophobic tail; however, the presence of the hydroxyethyl group provides some capacity for hydrogen bonding, leading to moderate solubility.
  • Temperature Dependence: Increased temperatures can enhance solubility in both polar and non-polar solvents, making it more versatile in certain processes.

In everyday terms, the dual nature of its structure allows for a balance of solubility characteristics; while it prefers non-polar environments, the amide and hydroxyl functional groups create opportunities for solubility in more polar solvents as well. Thus, **"understanding the solubility of N-(2-hydroxyethyl)hexadecanamide is key to optimizing its use in various industrial and research settings."**

Interesting facts

Interesting Facts About N-(2-hydroxyethyl)hexadecanamide

N-(2-hydroxyethyl)hexadecanamide, also known as a type of fatty acid amide, has garnered interest in various fields of science, primarily due to its unique structural features and potential applications. Here are some intriguing facts about this compound:

  • Biological Relevance: This compound plays a significant role in cellular signaling processes, particularly in the endocannabinoid system, which is involved in regulating a vast array of physiological processes, including mood, appetite, and pain sensation.
  • Applications in Biomedicine: Research is exploring N-(2-hydroxyethyl)hexadecanamide for therapeutic uses, especially as an anti-inflammatory agent and in cancer therapy, demonstrating its potential to enhance medicinal efficacy.
  • Amide Bond: The amide group in its structure (−CONH−) is notable for its stability and ability to form hydrogen bonds, contributing to the molecule's biological properties and interactions.
  • Hydrophobic Nature: The long hydrocarbon chain, hexadecane, imparts hydrophobic characteristics to the molecule, making it of interest in formulations for drug delivery systems where lipid solubility is crucial.
  • Cosmetic Uses: Due to its emollient properties, N-(2-hydroxyethyl)hexadecanamide is also being used in cosmetic formulations, contributing to skin hydration and barrier function.

In summary, N-(2-hydroxyethyl)hexadecanamide is not only fascinating from a structural perspective but also holds promise in biomedical research, industry, and cosmetic applications. Its multifaceted roles highlight the importance of studying and understanding such compounds in the quest for new technologies and therapeutic solutions.

Synonyms
Palmitoylethanolamide
Palmidrol
544-31-0
N-(2-Hydroxyethyl)hexadecanamide
Palmitoyl ethanolamide
Palmitamide MEA
Impulsin
N-(2-Hydroxyethyl)palmitamide
N-palmitoylethanolamine
Hydroxyethylpalmitamide
Palmitic acid monoethanolamide
Loramine P 256
Palmitoyl-EA
palmitylethanolamide
Palmidrolum
Palmidrol [INN]
HEXADECANAMIDE, N-(2-HYDROXYETHYL)-
Levagen
Palmdrol prodes
MimyX
Monoethanolamine palmitic acid amide
palmitic monoethanolamide
N-hexadecanoylethanolamine
Palmidrolum [INN-Latin]
Palmitinsaeure-beta-hydroxyethylamid
NSC 23320
Anandamide (16:0)
hexadecanoyl ethanolamide
N-palmitoyl ethanolamine
N(2-hydroxyethyl)palmitide
EINECS 208-867-9
6R8T1UDM3V
N(2-hydroxyethyl) palmitide
MFCD00020562
NSC-23320
Palmidrol (INN)
N-(2-hydroxyethyl)-palmitide
DTXSID4042254
CHEBI:71464
Palmdrol prodes (TN)
FSD-201
n-palmitoyl ethanolamide
PALMIDROL [MI]
N-hexadecanoyl-ethanolamine
PALMIDROL [MART.]
2-PALMITAMIDOETHANOL
PALMIDROL [WHO-DD]
AM 3112
DTXCID2022254
NSC23320
Palmitoylethanolamid?e
NCGC00015793-03
PALMITOYLETHANOLAMIDE [NFLIS-DRUG]
Palmidrolum (INN-Latin)
PALMIDROL (MART.)
AM 3112;Loramine P 256;Mackpeart DR 14V
N-(2-hydroxyethyl)palmitate
CAS-544-31-0
PALMITOYLETHANOLAMIDE (NFLIS-DRUG)
SR-01000076055
UNII-6R8T1UDM3V
OptiPEA
N-(2-hydroxyethyl) hexadecanamide
PEA (Chemical)
Hexadecanamide,N-(2-hydroxyethyl)-
Anandamide C16:0
n-palmitoylethanolamide
2-Palmitoylaminoethanol
Tocris-0879
N-hexadecyl-ethanolamine
Lopac-P-0359
Palmityoletanolamide (PEA)
CBiol_002043
Lopac0_000905
BSPBio_001454
KBioGR_000174
KBioSS_000174
MLS002153421
SCHEMBL120518
PALMITAMIDE MEA [INCI]
BML2-B10
CHEMBL417675
GTPL3622
Palmidrol|N-palmitoylethanolamine
SCHEMBL19511663
BDBM29083
KBio2_000174
KBio2_002742
KBio2_005310
KBio3_000347
KBio3_000348
Bio1_000329
Bio1_000818
Bio1_001307
Bio2_000174
Bio2_000654
HMS1361I16
HMS1791I16
HMS1989I16
HMS2234L19
HMS3264C10
HMS3266N08
HMS3374K03
HMS3402I16
HMS3411B14
HMS3649L03
HMS3675B14
Pharmakon1600-01506156
BCP29005
CS-D1253
NAE 16:0
Tox21_110222
ANA(16:0)
LMFA08040013
NAE(16:0)
NSC760371
s4708
STL454872
AKOS002676363
Tox21_110222_1
CCG-204987
DB14043
FP76687
LP00905
NSC-760371
SDCCGSBI-0050880.P002
IDI1_033924
s10398
SCI-110 component palmitoylethanolamide
NCGC00015793-01
NCGC00015793-02
NCGC00015793-04
NCGC00015793-05
NCGC00015793-06
NCGC00015793-07
NCGC00015793-08
NCGC00015793-09
NCGC00015793-10
NCGC00015793-12
NCGC00024840-01
NCGC00024840-02
NCGC00024840-05
NCGC00024840-06
NCGC00024840-07
NCGC00024840-08
NCGC00024840-09
AS-14094
HY-20685
SMR000058371
SY211643
Hexadecanoic acid (2-hydroxy-ethyl)-amide
EU-0100905
NS00013930
P2670
D08328
EN300-311967
N-(2-Hydroxyethyl)hexadecanamide;Palmidrol;PEA
P 0359
AB00918319_06
Q2159860
SR-01000076055-1
SR-01000076055-3
SR-01000076055-7
BRD-K68095457-001-04-4
BRD-K68095457-001-10-1
BRD-K68095457-001-11-9
Z2242151306
208-867-9