5625-50-3

Basic information

• Product Name: 3-Isopropyl-6-(2-methyl-propyl)-2,5-piperazinedione
• Synonyms: 3-Isopropyl-6-(2-methyl-propyl)-2,5-piperazinedione;Cyclo(Leu-Val)
• CAS NO: 5625-50-3
• Molecular Formula: C₁₁H₂₀N₂O₂
• Molecular Weight: 212.29
• Mol File: 5625-50-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 436.4°Cat760mmHg
• Flash Point: 181.1°C
• Appearance: /
• Density: 0.989g/cm³
• Vapor Pressure: 8.1E-08mmHg at 25°C
• Refractive Index: 1.451
• CAS DataBase Reference: 3-Isopropyl-6-(2-methyl-propyl)-2,5-piperazinedione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Isopropyl-6-(2-methyl-propyl)-2,5-piperazinedione(5625-50-3)
• EPA Substance Registry System: 3-Isopropyl-6-(2-methyl-propyl)-2,5-piperazinedione(5625-50-3)

Safety Data

• Hazardous Substances Data: 5625-50-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H20N2O2/c1-6(2)5-8-10(14)13-9(7(3)4)11(15)12-8/h6-9H,5H2,1-4H3,(H,12,15)(H,13,14)

Upstream product

• 67-56-1 methanol 
• 35436-83-0 DL-Leu-DL-Val 
• 56374-31-3 N-(2-bromo-4-methyl-valeryl)-valine 
• 7664-41-7 ammonia 
• 640-68-6 D-Val-OH 
• 28659-88-3 (R)-2-Bromo-4-methyl-pentanoyl chloride 
• 219916-60-6 (3S,6S)-N,N'-bis-(4-methoxybenzyl)-3-isopropyl-6-isobutylpiperazine-2,5-dione 
• 54793-74-7 methyl L-valyl-L-leucinate 
• 13734-41-3 t-Boc-L-valine 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 31945-87-6 L-leucinyl-L-valine methyl ester hydrochloride 
• 6306-52-1 L-valine methylester hydrochloride 
• 13650-74-3 (N-(tert-butoxycarbonyl)-L-leucinyl)-L-valine methyl ester 
• 2666-93-5 (S)-Leu-OMe 

Downstream Products

• 760-84-9 L-leucine hydrochloride 
• 4070-48-8 L-Valine methyl ester 
• 2666-93-5 (S)-Leu-OMe 

Relevant articles and documents

Anti-biofilm and anti-adherence properties of novel cyclic dipeptides against oral pathogens

Microorganisms embedded in a biofilm are significantly more resistant to antimicrobial agents and the defences of the human immune system, than their planktonic counterpart. Consequently, compounds that can inhibit biofilm formation are of great interest for novel therapeutics. In this study, a screening approach was used to identify novel cyclic dipeptides that have anti-biofilm activity against oral pathogens. Five new active compounds were identified that prevent biofilm formation by the cariogenic bacterium Streptococcus mutans and the pathogenic fungus Candida albicans. These compounds also inhibit the adherence of microorganisms to a hydroxylapatite surface. Further investigations were conducted on these compounds to establish the structure–activity relationship, and it was deduced that the common cleft pattern is required for these molecules to act effectively against biofilms.

Cyclic dipeptides exhibit potency for scavenging radicals

Twenty kinds of cyclic dipeptides containing l-leucine were synthesized, and their antioxidant activity against .OH and O2·- was investigated. Compounds possessing polar amino acid residues, such as Asp, Cys, Glu, Lys, Pro, Ser, and Trp, exhibited higher antioxidant activity against .OH than vitamin E. However, only cyclo(l-Cys-l-Leu) scavenged O2·-.

Conjugate additions of organocuprates to a 3-methylene-6-isopropyldiketopiperazine acceptor for the asymmetric synthesis of homochiral α-amino acids

Addition of a range of organocuprates to (S)-N,N′-bis(p-methoxybenzyl)-3-methylene-6-isopropylpiperazine-2, 5-dione 8 affords cis-3-isopropyl-6-alkyldiketopiperazines in excellent yield and >95% de. Subsequent deprotection and hydrolysis of these cis-3-isopropyl-6-alkyldiketopiperazines affords homochiral (S)-α-amino acids in excellent yield.