170713-71-0

Basic information

• Product Name: 3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone
• Synonyms: 3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone;Aureusimine B;6-BENZYL-3-ISOPROPYLPYRAZIN-2-ONE;6-benzyl-3-isopropylpyrazin-2(1H)-one
• CAS NO: 170713-71-0
• Molecular Formula: C14H16N2O
• Molecular Weight: 228.28964
• Mol File: 170713-71-0.mol
• Article Data: 0

Chemical Properties

• Melting Point: 117-118 °C
• Appearance: /
• Density: 1.10±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 11.65±0.60(Predicted)
• CAS DataBase Reference: 3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone(170713-71-0)
• EPA Substance Registry System: 3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone(170713-71-0)

Safety Data

• Hazardous Substances Data: 170713-71-0(Hazardous Substances Data)

Usage

Description

3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone, also known as Aureusimine B or phevalin, is a natural pyrazinone compound produced by certain fungi and Staphylococcus spp., including S. aureus. Its synthesis is initiated by a conserved nonribosomal peptide synthetase that creates a dipeptide (phenylalanine-valine) aldehyde, which then undergoes cyclization and oxidation. 3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone has been reported to inhibit the protease, calpain, and is controversially identified as a virulence factor in the pathology of Golden Staph.

Uses

Used in Pharmaceutical Industry:
3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone is used as a protease inhibitor for its ability to inhibit calpain, a protease enzyme involved in various cellular processes. Its inhibition can have potential therapeutic applications in treating diseases where calpain activity is dysregulated.
Used in Microbiology Research:
In the field of microbiology, 3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone is used as a tool to study the virulence factors and pathogenesis of Staphylococcus aureus, particularly in understanding its role in contributing to infections.
Used in Chemical Synthesis:
3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone can be used as a starting material or intermediate in the synthesis of other related pyrazinone compounds with potential biological activities or applications in various industries.