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3,6-Diisobutylhexahydropyrazine-2,5-dione, also known as quinoxaline-2,3-dione or dibutylphthalide, is a cyclic diketopiperazine with the molecular formula C14H18N2O2. It is a chemical compound that is naturally present in foods and beverages, imparting a nutty and roasted aroma. Its unique structure and properties have led to its use in various applications, including as a flavoring agent in the food industry and for potential pharmacological properties.

1436-27-7

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1436-27-7 Usage

Uses

Used in Flavoring Industry:
3,6-Diisobutylhexahydropyrazine-2,5-dione is used as a flavoring agent for its nutty and roasted aroma, enhancing the taste and aroma of various processed foods and beverages.
Used in Pharmaceutical Research:
3,6-Diisobutylhexahydropyrazine-2,5-dione is studied for its potential pharmacological properties, such as antiviral, antifungal, and antibacterial activities. Its unique cyclic diketopiperazine structure makes it a promising candidate for further research and development in the pharmaceutical industry.
While the provided materials do not specify different industries for the uses of 3,6-Diisobutylhexahydropyrazine-2,5-dione, the compound's applications in the flavoring industry and pharmaceutical research are clearly outlined. Further research is needed to fully understand its potential applications in these industries and to explore additional uses.

Check Digit Verification of cas no

The CAS Registry Mumber 1436-27-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,3 and 6 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1436-27:
(6*1)+(5*4)+(4*3)+(3*6)+(2*2)+(1*7)=67
67 % 10 = 7
So 1436-27-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H22N2O2/c1-7(2)5-9-11(15)14-10(6-8(3)4)12(16)13-9/h7-10H,5-6H2,1-4H3,(H,13,16)(H,14,15)

1436-27-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,6-bis(2-methylpropyl)piperazine-2,5-dione

1.2 Other means of identification

Product number -
Other names cyclo-(L-leucyl-L-leucine)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1436-27-7 SDS

1436-27-7Relevant academic research and scientific papers

Isolation and Structure of Flutimide, a Novel Endonuclease Inhibitor of Influenza Virus

Hensens, Otto D.,Goetz, Michael A.,Liesch, Jerrold M.,Zink, Deborah L.,Raghoobar, Susan L.,et al.

, p. 2005 - 2008 (1995)

The isolation and structure elucidation of flutimide (1), an inhibitor of flutranscription endonuclease from Delitschia confertaspora, a new species, is reported.The novel natural product is characterized by N-hydroxyimide and exocyclic enamine functionalities. - Keywords: Flutranscription endonuclease inhibitor, 2D NMR, HMBC, SIMBA, EL-MS, FAB-MS, CI-MS

Thermally Induced Self-Assembly and Cyclization of l -Leucyl- l -Leucine in Solid State

Ziganshin, Marat A.,Safiullina, Aisylu S.,Gerasimov, Alexander V.,Ziganshina, Sufia A.,Klimovitskii, Alexander E.,Khayarov, Khasan R.,Gorbatchuk, Valery V.

, p. 8603 - 8610 (2017)

Thermal treatment of oligopeptides is one of the methods for synthesis of organic nanostructures. However, heating may lead not only to self-assembly of the initial molecules, but also to chemical reactions resulting in the formation of new unexpected nan

Using fast scanning calorimetry to study solid-state cyclization of dipeptide L-leucyl-L-leucine

Buzyurov, Aleksey V.,Gerasimov, Alexander V.,Gorbatchuk, Valery V.,Safiullina, Aisylu S.,Schick, Christoph,Ziganshin, Marat A.,Ziganshina, Sufia A.

, (2020)

The possibility of using fast scanning calorimetry (FSC) to study the kinetics of the solid-state cyclization of dipeptide was demonstrated in the present work for the first time. The activation energy and Arrhenius constant of the cyclization of L/

Synthesis of peptides and pyrazines from β-amino alcohols through extrusion of h2 catalyzed by ruthenium pincer complexes: Ligand-controlled selectivity

Gnanaprakasam, Boopathy,Balaraman, Ekambaram,Ben-David, Yehoshoa,Milstein, David

, p. 12240 - 12244 (2011)

Your choice: The choice of the Ru-pincer-complex catalyst determines if peptides or pyrazines are formed from β-amino alcohols. Use of PNN complex 1 leads to linear poly(alanine) or to cyclic dipeptides, depending on the R group (see scheme). With the PNP

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

Simon, Ga?lle,Bérubé, Christopher,Voyer, Normand,Grenier, Daniel

, p. 2323 - 2331 (2018/12/11)

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.

Interfacial supramolecular biomimetic epoxidation catalysed by cyclic dipeptides

Bérubé, Christopher,Barbeau, Xavier,Cardinal, Sébastien,Boudreault, Pierre-Luc,Bouchard, Corinne,Delcey, Nicolas,Lagüe, Patrick,Voyer, Normand

, p. 330 - 349 (2017/03/15)

We synthesised a library of cis- and trans-cyclic dipeptides and evaluated their efficacy as catalysts in the asymmetric Weitz-Scheffer epoxidation of trans-chalcone. A thorough investigation relying on structure-activity studies and computational studies provided insights into the mechanism of the process. Our results revealed some structural features required for efficient conversion and for introduction of chirality into the product. The cyclic dipeptide acts as a catalyst by templating a supramolecular arrangement at the aqueous-organic interface required for efficient transformations to occur. Among all cyclic dipeptides investigated, cyclo(Leu-Leu) was the most efficient supramolecular catalyst.

Biomimetic epoxidation in aqueous media catalyzed by cyclic dipeptides

Bérubé, Christopher,Voyer, Normand

supporting information, p. 395 - 403 (2016/04/05)

We have developed a practical epoxidation of electron-deficient enones in aqueous media using cyclic dipeptides as bioinspired green catalyst. Optimizing the reaction conditions in a triphasic system led to efficient conditions providing epoxides with good enantioselectivities. Depending on the catalyst substituent chirality, both enantiomers are obtained. The cyclic rigidity impacts significantly the enantioselectivity.

Novel chiral N,N′-dimethyl-1,4-piperazines with metal binding abilities

Bérubé, Christopher,Cardinal, Sébastien,Boudreault, Pierre-Luc,Barbeau, Xavier,Delcey, Nicolas,Giguère, Martin,Gleeton, Dave,Voyer, Normand

, p. 8077 - 8084 (2015/12/30)

With the objective of developing novel chiral ligands, we report an efficient strategy to prepare chiral N,N-dimethyl-1,4-piperazines, six-member heterocyclic molecules that possess metal binding features. We prepared and characterized 18 piperazines, and evaluated their ability to complex different mono- and divalent metals, using a rapid picrate extraction technique. Some newly prepared diamine ligands were used in diethylzinc alkylation of aryl aldehydes. Yields increased significantly in the presence of the diamine ligands, though enantioselectivity was low. The results demonstrate the validity of the approach for preparing and identifying useful chiral diamine ligands.

Cyclic dipeptides exhibit potency for scavenging radicals

Furukawa, Tadashi,Akutagawa, Takashi,Funatani, Hitomi,Uchida, Toshikazu,Hotta, Yoshihiro,Niwa, Masatake,Takaya, Yoshiaki

, p. 2002 - 2009 (2012/05/04)

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·-.

L-proline-catalyzed asymmetric michael addition of 2-oxindoles to enones: A convenient access to oxindoles with a quaternary stereocenter

Freund, Matthias H.,Tsogoeva, Svetlana B.

, p. 503 - 507 (2011/04/18)

A new organocatalytic approach for 1,4-conjugate addition of 2-oxindoles to α,β-unsaturated ketones using the combination of readily available and nonexpensive l-proline and achiral trans-2,5-dimethylpiperazine as catalytic system is provided. The reaction results in oxindole derivatives with vicinal quaternary and tertiary carbon centers in up to 99% yield and 91% ee. Georg Thieme Verlag Stuttgart.

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