31078-36-1

Basic information

• Product Name: N-VANILLYLDECANAMIDE
• Synonyms: N-VANILLYLDECANAMIDE;n-((4-hydroxy-3-methoxyphenyl)methyl)-decanamid;Decylic acid vanillylamide
• CAS NO: 31078-36-1
• Molecular Formula: C₁₈H₂₉NO₃
• Molecular Weight: 307.43
• Mol File: 31078-36-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 48-50 °C
• Boiling Point: 502.9°Cat760mmHg
• Flash Point: 257.9°C
• Appearance: /
• Density: 1.027g/cm³
• Vapor Pressure: 9.77E-11mmHg at 25°C
• Refractive Index: 1.511
• PKA: 9.76±0.20(Predicted)
• CAS DataBase Reference: N-VANILLYLDECANAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-VANILLYLDECANAMIDE(31078-36-1)
• EPA Substance Registry System: N-VANILLYLDECANAMIDE(31078-36-1)

Safety Data

• Hazardous Substances Data: 31078-36-1(Hazardous Substances Data)

Usage

General Description

N-Vanillyldecanamide, also known as Capasaicin, is a synthetic compound that shares similar structural and functional characteristics with capsaicin, the natural compound found in chili peppers that elicits a sensation of heat. It is commonly used in topical creams and patches for temporary relief of minor aches and pains of muscles and joints associated with arthritis, backache, strains, sprains, etc. The compound works by reducing certain chemicals in the body that cause pain and inflammation. It is also employed in several research studies to understand pain sensation. Due to its properties, it may cause a burning sensation when coming into contact with the skin or mucous membranes. Hence, it requires careful handling.

InChI:InChI=1/C18H29NO3/c1-3-4-5-6-7-8-9-10-18(21)19-14-15-11-12-16(20)17(13-15)22-2/h11-13,20H,3-10,14H2,1-2H3,(H,19,21)

Upstream product

• 110-42-9 Methyl decanoate 
• 7149-10-2 vanillylamine hydrochloride 
• 1196-92-5 Vanillylamin 
• 2319-29-1 decanamide 
• 334-48-5 1-decanoic acid 
• 112-13-0 n-decanoyl chloride 
• 111-64-8 n-octanoic acid chloride 

Relevant articles and documents

Enzymatic synthesis of capsaicin analogs with liver acetone powder

The enzymatic synthesis of capsaicin analogs with saturated or unsaturated acyl moieties has been achieved by using liver acetone powder as a catalyst.

Capsaicin derivatives with nitrothiophene substituents: Design, synthesis and antibacterial activity against multidrug-resistant S. aureus

To address the emergency caused by multi-drug resistant Staphylococcus aureus, a series of novel capsaicin derivatives with nitrothiophene substituents have been designed and evaluated for the antibacterial activities against S. aureus Newman and multidrug-resistant strains (NRS-1, NRS-70, NRS-100, NRS-108, and NRS-271). The structure-activity relationship was further revealed. Compound 13c, 13f, and 13g were highly active against staphylococcal growth, with minimal inhibition concentration (MIC) values of 0.39–1.56 μg/mL. The oxadiazole-derived compound 21, a bioisostere of ester 13f, is the most potent candidate for anti-growth of five multidrug-resistant S. aureus strains with MICs of 0.20–0.78 μg/mL, which is more active compared with vancomycin in vitro. Notably, these anti-staphylococcal compounds are much less cytotoxic to the normal kidney epithelial cell line (HK293T).

Application of hansch's model to capsaicinoids and capsinoids: A study using the quantitative structure-activity relationship. A novel method for the synthesis of capsinoids

We describe a synthetic approach for two families of compounds, the capsaicinoids and capsinoids, as part of a study of the quantitative relationship between structure and activity. A total of 14 capsaicinoids of increasing lateral chain lengths, from 2 to 16 carbon atoms, were synthesized. In addition, 14 capsinoids with identical lateral chains, as well as capsiate and dihydrocapsiate, have been synthesized, and a new method for the synthesis of these compounds has been developed. The yields range from 48.35 to 98.98%. It has been found that the synthetic capsaicinoids and capsinoids present a lipophilia similar to those of the natural compounds and present similar biological activity. The bioactivity of the synthetic capsaicinoids and capsinoids decreases proportionally to the degree of difference in lipophilia (higher or lower) compared to the natural compounds. Biological activity was determined using the etiolated wheat (Triticum aestlvum L.) coleoptiles bioassay and by comparing results of the synthesis with those presented by their counterpart natural compounds. The bioactivities found correlated directly to the lipophilic properties of the synthesized compounds.