58493-48-4

Basic information

• Product Name: (7E)-N-(4-hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide
• Synonyms: (7E)-N-(4-Hydroxy-3-methoxybenzyl)-9-methyl-7-decenamid; (7E)-N-(4-Hydroxy-3-methoxybenzyl)-9-methyl-7-decenamide; (7E)-N-(4-Hydroxy-3-méthoxybenzyl)-9-méthyl-7-décénamide; 58493-48-4; Homocapsaicin
• CAS NO: 58493-48-4
• Molecular Formula: C₁₉H₂₉NO₃
• Molecular Weight: 319.4385
• Mol File: 58493-48-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 521.3°C at 760 mmHg
• Flash Point: 269.1°C
• Density: 1.031g/cm³
• Vapor Pressure: 1.74E-11mmHg at 25°C
• Refractive Index: 1.521
• CAS DataBase Reference: (7E)-N-(4-hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide(CAS DataBase Reference)
• NIST Chemistry Reference: (7E)-N-(4-hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide(58493-48-4)
• EPA Substance Registry System: (7E)-N-(4-hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide(58493-48-4)

Safety Data

• Hazardous Substances Data: 58493-48-4(Hazardous Substances Data)

Usage

General Description

"(7E)-N-(4-hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide" is a chemical compound with potential pharmaceutical and medicinal properties. It contains a long hydrocarbon chain with a double bond and a terminal amide group. The presence of the hydroxyl and methoxy groups on the benzene ring suggests potential antioxidant and anti-inflammatory properties. The presence of the amide functional group suggests potential use as a pain reliever or analgesic. Overall, this compound may have potential applications in the development of drugs for treating pain and inflammation.

Upstream product

• 112375-55-0 (E)-methyl 9-methyldec-7-enoate 
• 14565-11-8 methyl 7-hydroxyheptanoate 
• 35376-00-2 methyl 7-oxoheptanoate 
• 143211-18-1 (E)-1-hydroxy-9-methyldec-7-ene 
• 143211-15-8 (Z)-1-hydroxy-9-methyldec-7-ene 
• 539-87-7 oxocan-2-one 
• 72488-05-2 7-hydroxyheptan-1-al 
• 179617-42-6 2-((E)-6-Methyl-hept-4-enyl)-malonic acid dimethyl ester 
• 179617-47-1 trans-6-methyl-hept-4-enoic acid ethyl ester 
• 179617-53-9 (E)-9-methyl-7-decenenitrile 
• 112375-54-9 methyl (E)-8-methyl-6-nonenoate 
• 90369-20-3 (E)-1-hydroxy-8-methylnon-6-ene 
• 179617-41-5 Methanesulfonic acid (E)-6-methyl-hept-4-enyl ester 
• 61229-05-8 (E)-9-Methyldec-7-enoic acid 

Downstream Products

• 20279-06-5 9-methyl-N-vanillyl-7-decenamide 

Relevant articles and documents

A general and stereoselective synthesis of the capsaicinoids via the orthoester Claisen rearrangement

Capsaicin, a main pungent principle of hot pepper, and its 15 analogs have been efficiently synthesized. The key step of this synthetic scheme is the orthoester Claisen rearrangement, which transformed allylic alcohols 2A-C to (E)-alkenoates 3A-C (E/Z > 100) in a highly stereoselective manner. The subsequent carbon chain elongations on 3 based on the cyanation or the malonic acid ester synthesis afforded (E)-alkenoic acids 8, which were converted to the corresponding acid chloride and then coupled with vanillylamine to give capsaicinoids. HPLC and CE (capillary electrophoresis) analyses of these capsaicinoids were also carried out.

The Capsaicinoids: Their Separation, Synthesis, and Mutagenicity

Capsaicin (1b), the pungent ingredient in many varietes of Capsicums has recently been implicated as a possible carcinogen.When obtained from natural sources 1b is always accompanied by a number of related homologues.We have isolated seven of these homologues, characterized them, and synthesized them by a general and unique route developed in our laboratories.Also reported are mutagenicity data for 1b and an extract of red pepper as measured by the Ames assay and the V-79 mammalian cell assay.