66365-49-9

Basic information

• Product Name: 1-tritylpyrrolidine-2,5-dione
• Synonyms: 1-Trityl-2,5-pyrrolidinedione
• CAS NO: 66365-49-9
• Molecular Formula: C₂₃H₁₉NO₂
• Molecular Weight: 341.4025
• Mol File: 66365-49-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 578.5°C at 760 mmHg
• Flash Point: 269.5°C
• Density: 1.227g/cm³
• Vapor Pressure: 2.22E-13mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 1-tritylpyrrolidine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-tritylpyrrolidine-2,5-dione(66365-49-9)
• EPA Substance Registry System: 1-tritylpyrrolidine-2,5-dione(66365-49-9)

Safety Data

• Hazardous Substances Data: 66365-49-9(Hazardous Substances Data)

Usage

Type of compound

Tritylated derivative of pyrrolidine-2,5-dione

Usage

Organic synthesis, pharmaceutical research, key intermediate in the synthesis of various organic compounds and pharmaceuticals, potential applications in the development of new drugs

Known for

Ability to undergo various chemical reactions, making it a versatile compound in organic chemistry

Role

Building block in the creation of complex molecules, valuable tool for researchers in the field of organic chemistry.

Upstream product

• 128-08-5 N-Bromosuccinimide 
• 519-73-3 triphenylmethane 
• 123-56-8 Succinimide 
• 76-83-5 trityl chloride 

Downstream Products

• 6622-12-4 4-oxo-4-(tritylamino)butanoic acid 
• 18265-12-8 1-[(triphenyl)methyl]pyrrolidine 
• 6622-13-5 N-Methoxy-buttersaeure-tritylamid 
• 102560-84-9 4-hydroxy-N-tritylbutanamide 

Relevant articles and documents

Bisubstrate inhibitors of nicotinamide N-methyltransferase (NNMT) with enhanced activity

Nicotinamide N-methyltransferase (NNMT) catalyzes the methylation of nicotinamide to form N-methylnicotinamide. Overexpression of NNMT is associated with a variety of diseases, including a number of cancers and metabolic disorders, suggesting a role for NNMT as a potential therapeutic target. By structural modification of a lead NNMT inhibitor previously developed in our group, we prepared a diverse library of inhibitors to probe the different regions of the enzyme's active site. This investigation revealed that incorporation of a naphthalene moiety, intended to bind the hydrophobic nicotinamide binding pocket via π-πstacking interactions, significantly increases the activity of bisubstrate-like NNMT inhibitors (half-maximal inhibitory concentration 1.41 μM). These findings are further supported by isothermal titration calorimetry binding assays as well as modeling studies. The most active NNMT inhibitor identified in the present study demonstrated a dose-dependent inhibitory effect on the cell proliferation of the HSC-2 human oral cancer cell line.

Products and Mechanisms of the Reactions of Methyl 4-Nirtobenzyl Ether with N-Bromosuccinimide, N-Bromotetramethylsuccinimide and the N-Bromotetramethylsuccinimide-Tetrabutylammonium Tetramethylsuccinimide Complex

The reactions of methyl 4-nitrobenzyl ether with N-bromosuccinimide, N-bromotetramethylsuccinimide and the N-bromotetramethylsuccinimide-tetrabutylammonium tetramethylsuccinimide complex have been studied.The formation of imidosubstituted ethers with all three reagents is attributed to ionic mechanisms.In the case of the complex, the mechanism involves base-catalyzed bromination of the substrate followed by nucleophilic substitution by the tetramethylsuccinimide anion.Imido substitution by N-bromoimides alone seems to be limited to substrates, RH, which correspond to stable carbocations, R+, such as α-oxy- and α-aza-carbocations, trityl cation and tropylium ion.