7726-08-1

Basic information

• Product Name: N-Caprinoylethanolamide
• Synonyms: N-(2-Hydroxyethyl)capric acid amide;N-(2-Hydroxyethyl)capric amide;N-(2-Hydroxyethyl)caprinamide;N-(2-Hydroxyethyl)decanamide;N-Caprinoylethanolamide
• CAS NO: 7726-08-1
• Molecular Formula: C₁₂H₂₅NO₂
• Molecular Weight: 215.33
• Mol File: 7726-08-1.mol

Chemical Properties

• Melting Point: 78-80 °C(Solv: water (7732-18-5))
• Boiling Point: 384.9±25.0 °C(Predicted)
• Appearance: /
• Density: 0.935±0.06 g/cm3(Predicted)
• PKA: 14.49±0.10(Predicted)
• CAS DataBase Reference: N-Caprinoylethanolamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Caprinoylethanolamide(7726-08-1)
• EPA Substance Registry System: N-Caprinoylethanolamide(7726-08-1)

Safety Data

• Hazardous Substances Data: 7726-08-1(Hazardous Substances Data)

Upstream product

• 110-38-3 decanoic acid ethyl ester 
• 141-43-5 ethanolamine 
• 112-13-0 n-decanoyl chloride 
• 334-48-5 1-decanoic acid 

Downstream Products

• 7596-88-5 N-dodecanoylglycine 
• 14246-55-0 N-myristoylglycine 
• 2441-41-0 N-palmitoyl glycine 
• 6333-54-6 N-stearoylglycine 
• 14305-32-9 N-n-decanoylglycine 
• 14246-53-8 N-(1-oxooctyl)glycine 

Relevant articles and documents

Synthesis, antimicrobial evaluation, QSAR and in silico ADMET studies of decanoic acid derivatives

Various derivatives of decanoic acid (CD) have been synthesized and evaluated against Gram positive B. subtilis, S. aureus and Gram negative E. coli bacteria as well as against fungi C. albicans and A. niger. Quantitative structure activity relationship (QSAR) models for antimicrobial activities were developed using multiple linear regression and cross validated by leave one out (LOO) approach. QSAR studies indicated that activity against Gram positive bacteria was governed by lipophilicity of the compounds while topological steric nature of the molecule was deciding factor for antifungal activity. Further, in silico ADMET studies showed that compounds CD12, 19, 20 and 23 could be explored further for other activities.

Poly-2-oxazoline-derived polyurethanes: A versatile synthetic approach to renewable polyurethane thermosets

2-Nonyl-2-oxazoline and 2-(9-decenyl)-2-oxazoline have been copolymerized in different proportions by cationic ring-opening polymerization to obtain a series of random linear copolymers with tailored molecular weight and double bond functionality in the side chains. Thiol-ene addition of 2-mercaptoethanol has been used to produce a set of polyoxazoline-polyols under mild conditions and with quantitative double bond transformation. The polyols obtained in this way were reacted with methylene-bis(phenylisocyanate) to yield a series of amorphous and semicrystalline polyurethane networks. The thermal stability and the thermomechanical properties of these thermosets have been studied and related with the structure of the parent polyols.

Synthesis and anticonvulsant activity of N-(2-hydroxyethyl)amide derivatives

A series novel of N-(2-hydroxyethyl)amide derivatives was synthesized and screened for their anticonvulsant activities by the maximal electroshock (MES) test, and their neurotoxicity was evaluated by the rotarod test (Tox). The maximal electroshock test showed that N-(2-hydroxyethyl)decanamide 1g, N-(2-hydroxyethyl)palmitamide 1l, and N-(2-hydroxyeth-yl)stearamide 1n were found to show a better anticonvulsant activity and also had lower toxicity than the marked anti-epileptic drug valproate. In the anti-MES potency test, these compounds exhibited median effective doses (ED50) of 22.0, 23.3, 20.5 mg/kg, respectively, and median toxicity doses (TD50) of 599.8, >1000, >1000 mg/kg, respectively, resulting in a protective index (PI) of 27.5, >42.9, >48.8, respectively. This is a much better protective index than that of the marked anti-epileptic drug valproate (PI = 1.6). To further investigate the effects of the anticonvulsant activity in several different models, compounds 1g, 1l, and 1n were tested having evoked convulsions with chemical substances, including pentylenetetrazloe, isoniazide, 3-mercaptopropionic acid, bicuculline, thiosemicarbazide, and strychnine.

N-acylation of ethanolamine using lipase: A chemoselective catalyst

The N-acylation of ethanolamine (2) with various fatty acids 1a-d and esters of fatty acids 1e-h using Candida antarctica B lipase (Novozym 435) are described and optimum conditions for selective N-acylation rather than O-acylation are also discussed. Microwave assisted solution phase, solid supported and conventional methods were investigated and results were compared. There is a synergy between the enzyme catalysis and microwave irradiation.

USE OF CERTAIN N-ACYLETHANOLAMINES TO ACHIEVE ETHYLENE- AND CYTOKININ-LIKE EFFECTS IN PLANTS AND FUNGI

N-acylethanolamines (NAEs) that can deliver an ethylene- or cytokinin-like effects to a plant, plant part or fungus are disclosed. Also disclosed are methods of using the NAES.

1H NMR spectroscopic investigation of the mechanism of 2-substituted-2- oxazoline ring formation and of the hydrolysis of the corresponding oxazolinium salts

Chlorination of 2-hydroxyethylamides containing electrondonor substituents such as alkyl, phenyl or alkyl- or alkyloxy-substituted phenyl at 23 °C with SOCl2 proceeds via 2-substituted-2-oxazolinium hydrochlorides that can be transformed in sit