42492-87-5

Basic information

• Product Name: 1,4-Dibenzylpiperazine-2,5-dione
• Synonyms: 1,4-Dibenzylpiperazine-2,5-dione;1,4-DIBENZYL-2,5-PIPERAZINEDIONE
• CAS NO: 42492-87-5
• Molecular Formula: C₁₈H₁₈N₂O₂
• Molecular Weight: 294.34772
• Mol File: 42492-87-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 558.4°C at 760 mmHg
• Flash Point: 270.8°C
• Appearance: /
• Density: 1.235g/cm³
• Vapor Pressure: 1.68E-12mmHg at 25°C
• Refractive Index: 1.624
• CAS DataBase Reference: 1,4-Dibenzylpiperazine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dibenzylpiperazine-2,5-dione(42492-87-5)
• EPA Substance Registry System: 1,4-Dibenzylpiperazine-2,5-dione(42492-87-5)

Safety Data

• Hazardous Substances Data: 42492-87-5(Hazardous Substances Data)

Usage

Chemical structure

1,4-Dibenzylpiperazine-2,5-dione is an organic compound with a piperazine ring and two benzyl groups attached, along with a carbonyl group at positions 2 and 5.

Applications

It is commonly used as a chemical building block in organic synthesis and has applications in pharmaceutical and medical research.

Biological activity

1,4-Dibenzylpiperazine-2,5-dione is known for its potential antimicrobial, anti-inflammatory, and anticancer properties.

Unique structure

Its unique structure makes it a valuable compound for the development of new drugs and therapeutic agents.

Field of use

1,4-Dibenzylpiperazine-2,5-dione is a promising chemical with potential uses in the field of medicinal chemistry and drug discovery.

InChI:InChI=1/C18H18N2O2/c21-17-14-20(12-16-9-5-2-6-10-16)18(22)13-19(17)11-15-7-3-1-4-8-15/h1-10H,11-14H2

Upstream product

• 106-57-0 Glycine anhydride 
• 124-41-4 sodium methylate 
• 108994-30-5 N-benzyl-glycyl chloride ; hydrochloride 
• 98-95-3 nitrobenzene 
• 2564-06-9 N-benzyl-2-chloroacetamide 
• 2945-03-1 N-benzyl-2-bromoacetamide 
• 100-46-9 benzylamine 
• 53386-64-4 methyl 2-(benzylamino)acetate 
• 68-12-2 N,N-dimethyl-formamide 
• 6436-90-4 ethyl 2-(benzylamino)acetate 
• 3027-05-2 N,N'-diacetylpiperazin-2,5-dione 
• 141-52-6 sodium ethanolate 
• 100-44-7 benzyl chloride 
• 64028-43-9 1,4-di(chloromethyl)-2,5-diketopiperazine 

Downstream Products

• 92-52-4 biphenyl 
• 6669-13-2 t-butyl phenyl ether 

Relevant articles and documents

A study of diketopiperazines as electron-donor initiators in transition metal-free haloarene-arene coupling

Several diketopiperazines have been shown to promote carbon-carbon coupling between benzene and aryl halides in the presence of potassium tert-butoxide and without the assistance of a transition metal catalyst. The structure of the diketopiperazine has an influence on its reductive potential and can help to promote the coupling of the more challenging aryl bromides with benzene.

One-step diketopiperazine synthesis using phase transfer catalysis

A simple and efficient one-step procedure is described for the synthesis of a number of symmetrical 1,4-disubstituted piperazine-2,5-diones under phase transfer conditions. The reactions are carried out at room temperature, starting from a suitable N-chloroacetamide in the presence of an aqueous solution of sodium hydroxide. Piperazine-2,5-diones were obtained with excellent selectivity in yields of up to 90%.

Triazenes: A useful protecting strategy for sensitive secondary amines

The application of aryl triazene as a protecting group for sensitive secondary amines such as 4-piperidone (2) is described. The triazene protected amine is compatible with oxidative and reductive conditions as well as with lithiating and alkylating reagents. The free amine is regenerated by treatment with trifluoroacetic acid.