36238-64-9

Basic information

• Product Name: Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-methyl-, (3R,8aS)- (9CI)
• Synonyms: Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-methyl-, (3R,8aS)- (9CI);Cyclo(-D-Ala-L-Pro);Cyclo(-D-Ala-L-Pro)≥ 99% (TLC)
• CAS NO: 36238-64-9
• Molecular Formula: C₈H₁₂N₂O₂
• Molecular Weight: 168.19308
• Product Categories: PYRROLE
• Mol File: 36238-64-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 426.2±34.0 °C(Predicted)
• Appearance: /
• Density: 1.26±0.1 g/cm3(Predicted)
• Storage Temp.: Store at 0°C
• PKA: 13.27±0.40(Predicted)
• CAS DataBase Reference: Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-methyl-, (3R,8aS)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-methyl-, (3R,8aS)- (9CI)(36238-64-9)
• EPA Substance Registry System: Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-methyl-, (3R,8aS)- (9CI)(36238-64-9)

Safety Data

• Hazardous Substances Data: 36238-64-9(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Upstream product

• 81377-00-6 1-Ξ-alanyl-L-proline methyl ester 
• 90107-57-6 C₉H₁₆N₂O₃ 
• 162441-99-8 N-<2(R)-bromopropanoyl>-(2S)-proline methyl ester 
• 129474-02-8 Cbz-D-Ala-L-Pro-NH₂ 
• 175853-36-8 (5S,8aS)-5-Methyl-hexahydro-3a,6,7-triaza-azulene-4,8-dione 
• 22209-85-4 (2S,2'R)-N-(N-Benzyloxycarbonylalanyl)proline methyl ester 
• 792149-87-2 (2R)-alanyl (2S)-prolinamide 
• 27446-57-7 benzyl N-(1S)-2-[(2S)-2-(aminocarbonyl)tetrahydro-1H-pyrrol-1-yl]-1-methyl-2-oxoethylcarbamate 
• 22610-33-9 (2S,2'S)-N-(N-Benzyloxycarbonylalanyl)proline methyl ester 
• 176018-79-4 (5R,8aS)-5-Methyl-hexahydro-3a,6,7-triaza-azulene-4,8-dione 
• 175853-34-6 (2S,2'S)-N-(2'-Bromopropionyl)proline methyl ester 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 

Downstream Products

• 1072102-45-4 C₈H₁₆N₂ 
• 128425-02-5 L-FDAA-L-Pro 

Relevant articles and documents

Molecular capture and conformational change of diketopiperazines containing proline residues by epigallocatechin-3-O-gallate in water

The addition of an aqueous solution of diketopiperazine cyclo(Pro-Xxx) (Xxx: amino acid residue) to an aqueous solution of (?)-epigallocatechin-3-O-gallate (EGCg) led to precipitation of the complex of EGCg and cyclo(Pro-Xxx). The molecular capture abilities of cyclo(Pro-Xxx) using EGCg were evaluated by the ratio of the amount of cyclo(Pro-Xxx) included in the precipitates of the complex with EGCg to that of the total cyclo(Pro-Xxx) used. Stronger hydrophobicity of the side chain of the amino acid residue of cyclo(Pro-Xxx) led to a higher molecular capture ability. Furthermore, the molecular capture ability decreased when the side chain of the amino acid residue had a hydrophilic hydroxyl group. When diketopiperazine cyclo(Pro-Xxx), excluding cyclo(D-Pro-L-Ala), was taken into the hydrophobic space formed by the three aromatic A, B, and B′ rings of EGCg, and formed a complex, their conformation was maintained in the hydrophobic space. Based on nuclear Overhauser effect (NOE) measurement, the 3-position methyl group of cyclo(D-Pro-L-Ala) in D2O was axial, whereas that of cyclo(L-Pro-L-Ala) was equatorial. When cyclo(D-Pro-L-Ala) was taken into the hydrophobic space of EGCg and formed a 2:2 complex, its 3-position methyl group changed from the axial position to the equatorial position due to steric hindrance by EGCg.

Asymmetric synthesis of 3,4,6-trisubstituted 2,5-diketopiperazines by using dynamic kinetic resolution of α-bromo tertiary acetamides

A new and efficient method for the asymmetric synthesis of 3,4,6-trisubstituted 2,5-diketopiperazines has been developed. The dynamic kinetic resolution of L-amino-acid-derived α-bromo tertiary amides in the nucleophilic substitution reaction with p-anisi

Design, synthesis, and structure-activity relationship study of bicyclic piperazine analogs of indole-3-carboxamides as novel cannabinoid CB1 receptor agonists

Bicyclic piperazine derivatives were synthesized as conformationally constrained analogs of N-alkyl piperazines and were found to be potent CB1 receptor agonists. The CB1 receptor agonist activity was dependent upon the absolute configuration of the chiral center of the bicyclic ring system. Although the conformational constraint did not protect the compounds from metabolism by N-dealkylation, several bicyclic analogs were found to be more potent than the unconstrained lead compound. Compound 8b demonstrated potent antinociceptive activity in vivo.