30166-29-1

Basic information

• Product Name: 1-ACETYL-3-BENZYLIDENE-PIPERAZINE-2,5-DIONE
• Synonyms: 1-ACETYL-3-(PHENYLMETHYLENE)TETRAHYDRO-2,5-PYRAZINEDIONE;1-ACETYL-3-BENZYLIDENE-PIPERAZINE-2,5-DIONE;(Z)-1-Acetyl-3-benzylidenepiperazine-2,5-dione
• CAS NO: 30166-29-1
• Molecular Formula: C₁₃H₁₂N₂O₃
• Molecular Weight: 244.25
• Mol File: 30166-29-1.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 551.4±50.0 °C(Predicted)
• Appearance: /
• Density: 1.316±0.06 g/cm3(Predicted)
• PKA: 9.63±0.20(Predicted)
• CAS DataBase Reference: 1-ACETYL-3-BENZYLIDENE-PIPERAZINE-2,5-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ACETYL-3-BENZYLIDENE-PIPERAZINE-2,5-DIONE(30166-29-1)
• EPA Substance Registry System: 1-ACETYL-3-BENZYLIDENE-PIPERAZINE-2,5-DIONE(30166-29-1)

Safety Data

• Hazardous Substances Data: 30166-29-1(Hazardous Substances Data)

Usage

General Description

1-Acetyl-3-Benzylidene-Piperazine-2,5-Dione is a chemical compound that belongs to the family of piperazine derivatives. It is a yellow crystalline solid that is primarily used in the field of medicinal chemistry for its potential pharmacological properties. 1-ACETYL-3-BENZYLIDENE-PIPERAZINE-2,5-DIONE has been studied for its anti-inflammatory, analgesic, and antinociceptive effects, making it a potential candidate for the development of new drugs for the treatment of various inflammatory and pain-related conditions. Additionally, it has shown potential in the field of neuroscience for its ability to modulate neurotransmitter levels and receptors. Further research is needed to fully understand the potential therapeutic applications of 1-Acetyl-3-Benzylidene-Piperazine-2,5-Dione and its mechanism of action.

Upstream product

• 108-24-7 acetic anhydride 
• 63822-72-0 (E)-3-benzylidene-2,5-piperazinedione 
• 19459-03-1 (Z)-3-phenylmethylenepiperazine-2,5-dione 
• 3027-05-2 N,N'-diacetylpiperazin-2,5-dione 
• 100-52-7 benzaldehyde 
• 106-95-6 allyl bromide 
• 74720-35-7 (3Z,6Z)-6-Benzylidene-3-(4-methoxybenzylidene)-2,5-piperazinedione 

Downstream Products

• 74720-35-7 (3Z,6Z)-6-Benzylidene-3-(4-methoxybenzylidene)-2,5-piperazinedione 
• 100593-00-8 (Z)-1-acetyl-4-benzyl-3-benzylidene-2,5-piperazinedione 
• 74720-33-5 (Z)-3-(Z)-6-dibenzylidene-2,5-piperazinedione 
• 1222-90-8 (3Z,6Z)-3-benzylidene-6-(2-methylpropenyl)piperazine-2,5-dione 
• 109619-66-1 1-acetyl-3-α-bromobenzyl-3-methoxy-2,5-piperazinedione 
• 80687-66-7 (Z)-1-acetyl-3-benzylidene-4-methylpiperazine-2,5-dione 
• 19459-03-1 (Z)-3-phenylmethylenepiperazine-2,5-dione 
• 100593-03-1 (Z)-1-benzyl-6-benzylidene-2,5-piperazinedione 
• 100593-05-3 1,6-dibenzyl-2,5-piperazinedione 
• 100593-11-1 (Z)-1-benzyl-6-benzylidene-4-(4-methoxybenzyl)-2,5-piperazinedione 
• 100565-01-3 1,6-dibenzyl-4-(4-methoxybenzyl)-2,5-piperazinedione 
• 100565-07-9 1,6-dibenzyl-6-methoxy-4-(4-methoxybenzyl)-2,5-piperazinedione 
• 100565-05-7 4-Benzyl-3-(bromo-phenyl-methyl)-3-methoxy-1-(4-methoxy-benzyl)-piperazine-2,5-dione 
• 23512-67-6 (+/-)-N-acetylglycylphenylalanine methyl ester 

Relevant articles and documents

Histamine H3 receptor antagonists with peptidomimetic (keto)piperazine structures to inhibit Aβ oligomerisation

Alzheime?s disease (AD) is the most prominent neurodegenerative disorder with high medical need. Protein-protein-interactions (PPI) interactions have a critical role in AD where β-amyloid structures (Aβ) build toxic oligomers. Design of disease modifying multi target directed ligand (MTDL) has been performed, which disable PPI on the one hand and on the other hand, act as procognitive antagonists at the histamine H3 receptor (H3R). The synthetized compounds are structurally based on peptidomimetic amino acid-like structures mainly as keto, diketo-, or acyl variations of a piperazine moiety connected to an H3R pharmacophore. Most of them showed low nanomolar affinities at H3R and some with promising affinity to Aβ-monomers. The structure–activity relationships (SAR) described offer new possibilities for MTDL with an optimized profile combining symptomatic and potential causal therapeutic approaches in AD.

Novel approach to the synthesis of aliphatic and aromatic α-keto acids

A new practical and efficient synthesis of α-keto acids was accomplished starting from the synthon 1,4-diacetylpiperazine-2,5-dione. The synthesis encompasses both aromatic and aliphatic substrates proving to be versatile and innovative with excellent carbon economy and recycling of the glycine by-product.

Synthesis and phytotoxicity of structural analogues of thaxtomin natural products

Structural analogues of the phytotoxic thaxtomin natural products have been synthesized by building upon a piperazinedione core and from l-phenylalanine. The compounds were evaluated for their phytotoxic activity against Arabidopsis thaliana seedlings and some of the key features for activity have been identified. CSIRO 2010.