61229-08-1

Basic information

• Product Name: (5E)-N-(4-hydroxy-3-methoxybenzyl)-7-methyloct-5-enamide
• Synonyms: NORCAPSAICIN
• CAS NO: 61229-08-1
• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 291.3853
• Mol File: 61229-08-1.mol

Chemical Properties

• Boiling Point: 490.8°C at 760 mmHg
• Flash Point: 250.6°C
• Density: 1.053g/cm³
• Vapor Pressure: 2.94E-10mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: (5E)-N-(4-hydroxy-3-methoxybenzyl)-7-methyloct-5-enamide(CAS DataBase Reference)
• NIST Chemistry Reference: (5E)-N-(4-hydroxy-3-methoxybenzyl)-7-methyloct-5-enamide(61229-08-1)
• EPA Substance Registry System: (5E)-N-(4-hydroxy-3-methoxybenzyl)-7-methyloct-5-enamide(61229-08-1)

Safety Data

• Hazardous Substances Data: 61229-08-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
(5E)-N-(4-hydroxy-3-methoxybenzyl)-7-methyloct-5-enamide is used as a pharmaceutical compound for its antioxidant, anti-inflammatory, and neuroprotective properties. These characteristics make it a potential candidate for the development of new drugs targeting various health conditions.
Used in Drug Metabolism Inhibition:
In the pharmaceutical industry, (5E)-N-(4-hydroxy-3-methoxybenzyl)-7-methyloct-5-enamide is used as an enzyme inhibitor for its potential to inhibit enzymes involved in the metabolism of certain drugs. This property could be leveraged to improve the efficacy and pharmacokinetics of existing medications or in the development of new drug formulations.
Used in Drug Development:
(5E)-N-(4-hydroxy-3-methoxybenzyl)-7-methyloct-5-enamide is used as a compound in drug development due to its potential pharmaceutical applications. Its antioxidant, anti-inflammatory, and neuroprotective properties, along with its enzyme inhibition capabilities, make it a valuable starting point for creating new therapeutic agents.
Used in Research and Development:
In the field of scientific research, (5E)-N-(4-hydroxy-3-methoxybenzyl)-7-methyloct-5-enamide is used as a subject of study for its potential applications in medicine and pharmacology. Further research is needed to explore its full potential and understand its effects on various biological systems.

Upstream product

• 142331-60-0 (E)-7-methyl-5-octenenitrile 
• 112375-53-8 (E)-methyl 7-methyloct-5-enoate 
• 14273-92-8 methyl 5-hydroxypentanoate 
• 6026-86-4 methyl 4-formylbutanoate 
• 143211-14-7 (Z)-1-hydroxy-7-methyloct-5-ene 
• 143211-17-0 (E)-1-hydroxy-7-methyloct-5-ene 
• 694-54-2 tetrahydro-2H-2-pyranol 
• 179617-41-5 Methanesulfonic acid (E)-6-methyl-hept-4-enyl ester 
• 61229-06-9 (E)-7-Methyloct-5-enoic acid 
• 59721-82-3 (E)-1-hydroxy-6-methylhept-4-ene 

Downstream Products

• 28789-35-7 Nordihydrocapsaicin 

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.

An Alternate Synthesis of the Capsaicinoids

Five capsaicinoids, the pungent ingredients of hot peppers, have been efficiently synthesized by a method involving the Wittig reaction between isobutyl triphenylphosphorane and the appropriate lactols (3), followed by the nitrous acid-induced isomerization of the resultant (Z)-olefins (4) to (E)-olefins (5).

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.