54537-48-3

Basic information

• Product Name: Pyrrolidine, 1-(2-bromo-1-oxopropyl)- (9CI)
• Synonyms: Pyrrolidine, 1-(2-bromo-1-oxopropyl)- (9CI);2-BroMo-1-(pyrrolidin-1-yl)propan-1-one;1-(2-bromo-1-oxopropyl)Pyrrolidine
• CAS NO: 54537-48-3
• Molecular Formula: C₇H₁₂BrNO
• Molecular Weight: 206.08028
• Product Categories: ACETYLHALIDE
• Mol File: 54537-48-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyrrolidine, 1-(2-bromo-1-oxopropyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 1-(2-bromo-1-oxopropyl)- (9CI)(54537-48-3)
• EPA Substance Registry System: Pyrrolidine, 1-(2-bromo-1-oxopropyl)- (9CI)(54537-48-3)

Safety Data

• Hazardous Substances Data: 54537-48-3(Hazardous Substances Data)

Usage

General Description

Pyrrolidine, 1-(2-bromo-1-oxopropyl)- (9CI) is a chemical compound with the molecular formula C7H12BrNO. It is a derivative of pyrrolidine, which is a five-membered heterocyclic compound containing a nitrogen atom. 1-(2-bromo-1-oxopropyl)pyrrolidine is used in the synthesis of pharmaceuticals and other organic compounds. It has potential applications in the production of drugs and agrochemicals. The compound is also utilized in chemical research and development, particularly in the field of organic synthesis. Its bromo substituent makes it a versatile building block in the synthesis of complex organic molecules.

Upstream product

• 123-75-1 pyrrolidine 
• 7148-74-5 2-Bromopropionyl chloride 
• 563-76-8 α-bromopropionyl bromide 

Downstream Products

• 1522362-30-6 4-(4-(tert-butyl)phenyl)-2-methyl-1-(pyrrolidin-1-yl)butane-1,4-dione 
• 1191099-53-2 1-pyrrolidin-1-yl-2-(2-vinylphenoxy)-propan-1-one 
• 97020-73-0 1-(N-phenyl-N-propionyl-DL-alanyl)-pyrrolidine 
• 92032-60-5 1-(N-phenyl-DL-alanyl)pyrrolidine 

Relevant articles and documents

Structure activity refinement of phenylsulfonyl piperazines as antimalarials that block erythrocytic invasion

The emerging resistance to combination therapies comprised of artemisinin derivatives has driven a need to identify new antimalarials with novel mechanisms of action. Central to the survival and proliferation of the malaria parasite is the invasion of red blood cells by Plasmodium merozoites, providing an attractive target for novel therapeutics. A screen of the Medicines for Malaria Venture Pathogen Box employing transgenic P. falciparum parasites expressing the nanoluciferase bioluminescent reporter identified the phenylsulfonyl piperazine class as a specific inhibitor of erythrocyte invasion. Here, we describe the optimization and further characterization of the phenylsulfonyl piperazine class. During the optimization process we defined the functionality required for P. falciparum asexual stage activity and determined the alpha-carbonyl S-methyl isomer was important for antimalarial potency. The optimized compounds also possessed comparable activity against multidrug resistant strains of P. falciparum and displayed weak activity against sexual stage gametocytes. We determined that the optimized compounds blocked erythrocyte invasion consistent with the asexual activity observed and therefore the phenylsulfonyl piperazine analogues described could serve as useful tools for studying Plasmodium erythrocyte invasion.

Discovery, design, and synthesis of indole-based EZH2 inhibitors

The discovery and optimization of a series of small molecule EZH2 inhibitors is described. Starting from dimethylpyridone HTS hit (2), a series of indole-based EZH2 inhibitors were identified. Biochemical potency and microsomal stability were optimized during these studies and afforded compound 22. This compound demonstrates nanomolar levels of biochemical potency (IC50 = 0.002 μM), cellular potency (EC50 = 0.080 μM), and afforded tumor regression when dosed (200 mpk SC BID) in an EZH2 dependent tumor xenograft model.

Stereoselective synthesis of ambiphilic alkenes via regioselective methylation of α-trifluoromethanesulfonyl carbonyl compounds with trimethylsilyldiazomethane

α-Trifluoromethanesulfonyl esters, ketones and amides are C-H acids capable of reacting with trimethylsilyldiazomethane to afford the corresponding ambiphilic alkenes. While esters were found to be non-selective, ketones were highly regioselective for O-methylation and displayed variable E/Z stereoselectivity. Amides were observed to be both highly regio- and stereoselective, affording O-methylation with exclusive formation of the Z-alkene.