112900-76-2

Basic information

• Product Name: 2,5-Piperazinedione, 3-[[4-[(3-methyl-2-butenyl)oxy]phenyl]methyl]-, (S)-
• CAS NO: 112900-76-2
• Molecular Formula: C16H20N2O3
• Molecular Weight: 288.346
• Mol File: 112900-76-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,5-Piperazinedione, 3-[[4-[(3-methyl-2-butenyl)oxy]phenyl]methyl]-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Piperazinedione, 3-[[4-[(3-methyl-2-butenyl)oxy]phenyl]methyl]-, (S)-(112900-76-2)
• EPA Substance Registry System: 2,5-Piperazinedione, 3-[[4-[(3-methyl-2-butenyl)oxy]phenyl]methyl]-, (S)-(112900-76-2)

Safety Data

• Hazardous Substances Data: 112900-76-2(Hazardous Substances Data)

Usage

Structure

Piperazinedione ring with a phenylmethyl group and (S)-3-[(3-methyl-2-butenyl)oxy] substituent

Potential pharmacological activity

Stereochemical isomer with potential pharmacological activity

Properties

Specific properties and uses not widely documented

Potential Applications

Pharmaceuticals, research, chemical synthesis

Further studies

Needed to fully understand potential effects and uses

Upstream product

• 7733-20-2 Boc-L-Tyr-Gly-OMe 
• 3978-80-1 Boc-Tyr-OH 
• 870-63-3 prenyl bromide 
• 5845-66-9 3-(S)-(4-hydroxy-benzyl)-piperazine-2,5-dione 

Relevant articles and documents

Synthesis and anti-cancer activity of naturally occurring 2,5-diketopiperazines

Three naturally occurring oxyprenylated diketopiperazines were synthesized and preliminarily tested as growth inhibitory agents in vitro against various cancer cell lines. The compounds were tested on six human cancer cell lines with different sensitivity to proapoptotic stimuli using the MTT colorimetric assay. The data revealed that of the chemicals under study only deoxymicelianamide (11) displayed the highest activity, recording mean IC50 growth inhibitory values ranging from 2 to 23 μM. A comparative study with the non-geranylated saturated derivative of (11) revealed the importance of the presence of the geranyloxy side chain and the exocyclic 2,5-DPK double bond moiety for the observed activity.

NEW Co-METABOLITES OF GLIOTOXIN IN GLIOCLADIUM VIRENS

Chromatographic separation of extracts of Gliocladium virens, grown on a medium containing sulphate, has led to the identification of 5 co-metabolites of gliotoxin (1a), new to this fungus, viz. the epitrisulphide, gliotoxin E (1b), the 3-hydroxymethylbut-2-enyl ether (3c), didehydrogliotoxin (5), bis-N-norgliovictin (6), and the 3-methylbut-2-enyl ether of cyclo-(glycyl-L-tyrosyl) (7); the metabolites (3c), (6), and (7) are new natural products.The synthesis of the epitri- and epitetrasulphides, gliotoxin E (1b) and gliotoxin G (1c), from gliotoxin (1a) is described, as is that of the 3-methylbut-2-enyl ether (7) from cyclo-(glycyl-L-tyrosyl).The biosynthetic significance of the dioxopiperazines (6) and (7) is briefly discussed.