ChemicalBook > CAS DataBase List > 3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone

3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone

Product Name
3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone
CAS No.
170713-71-0
Chemical Name
3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone
Synonyms
Aureusimine B;6-BENZYL-3-ISOPROPYLPYRAZIN-2-ONE;6-benzyl-3-isopropylpyrazin-2(1H)-one;3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone;2(1H)-Pyrazinone, 3-(1-methylethyl)-6-(phenylmethyl)-
CBNumber
CB12682115
Molecular Formula
C14H16N2O
Formula Weight
228.28964
MOL File
170713-71-0.mol
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3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone Property

Melting point:
117-118 °C
Density 
1.10±0.1 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
11.65±0.60(Predicted)
color 
Off-White to Light Grey
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
18752
Product name
Aureusimine B
Purity
≥95%
Packaging
1mg
Price
$214
Updated
2024/03/01
Cayman Chemical
Product number
18752
Product name
Aureusimine B
Purity
≥95%
Packaging
5mg
Price
$957
Updated
2024/03/01
TRC
Product number
A794570
Product name
AureusimineB
Packaging
5mg
Price
$185
Updated
2021/12/16
AK Scientific
Product number
7138CR
Product name
6-Benzyl-3-isopropyl-2(1H)-pyrazinone
Packaging
5mg
Price
$1163
Updated
2021/12/16
Crysdot
Product number
CD11237706
Product name
6-Benzyl-3-isopropylpyrazin-2(1H)-one
Purity
95+%
Packaging
50mg
Price
$1131
Updated
2021/12/16
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3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone Chemical Properties,Usage,Production

Description

Aureusimine B, also known as phevalin, is a natural pyrazinone produced by certain fungi and by Staphylococcus spp., including S. aureus. Its synthesis appears to be initiated by a conserved nonribosomal peptide synthetase that creates a dipeptide (phenylalanine-valine) aldehyde, which then undergoes cyclization and oxidation. Aureusimine B inhibits calpain in a casein hydrolysis assay (IC50 = 1.3 μM), contributes to S. aureus infection in mice, and alters human keratinocyte gene expression.

Uses

Aureusimine B is a novel small molecule isolated from S. aureus as one of a pair of related metabolites controversially identified as virulence factors in the pathology of Golden Staph. Aureusimine B has also been reported as an inhibitor of the protease, calpain.

Uses

Aureusimine B (phevalin) is a small molecular weight monoketopiperazine formed non-ribosomally by the fusion of phenylalanine and valine. Aureusimine B was isolated from S. aureus in 2010 as one of a pair of related metabolites, controversially identified as virulence factors in the pathology of Golden Staph. Aureusimine B is also an inhibitor of the protease, calpain.

Definition

ChEBI: Phevalin is a member of the class of pyrazinones that is pyrazin-2(1H)-one substituted by an isopropyl and benzyl groups at position 3 and 6, respectively. It is a natural product found in Staphylococcus aureus that inhibits calpain in a casein hydrolysis assay (IC50 = 1.3 muM), contributes to S. aureus infection in mice, and alters human keratinocyte gene expression. It has a role as a bacterial metabolite and a calpain inhibitor. It is a member of benzenes and a pyrazinone.

3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone Preparation Products And Raw materials

Raw materials

Preparation Products

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3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone Suppliers

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170713-71-0, 3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinoneRelated Search:


  • 3-(1-Methylethyl)-6-(phenylMethyl)-2(1H)-pyrazinone
  • Aureusimine B
  • 6-BENZYL-3-ISOPROPYLPYRAZIN-2-ONE
  • 6-benzyl-3-isopropylpyrazin-2(1H)-one
  • 2(1H)-Pyrazinone, 3-(1-methylethyl)-6-(phenylmethyl)-
  • 170713-71-0