82225-32-9

Usage

Uses

Used in Pharmaceutical Research:
Propargyl 4-bromobenzamide is used as a histone deacetylase (HDAC) inhibitor for its potential therapeutic effects in treating various diseases. Its ability to modulate gene expression through the inhibition of HDACs makes it a valuable compound in the development of drugs for conditions such as cancer and neurodegenerative disorders.
Used in Organic Synthesis:
In the field of organic synthesis, Propargyl 4-bromobenzamide is used as a key intermediate or building block for the synthesis of more complex organic molecules. Its unique structure, which includes a propargyl group and a bromine atom, allows for a variety of chemical reactions, facilitating the creation of new compounds with specific properties.
Used in Medicinal Chemistry Research:
Propargyl 4-bromobenzamide is utilized in medicinal chemistry research as a starting point for the design and development of new drugs. Its bioactivity and potential as an HDAC inhibitor make it a promising candidate for further optimization and modification to enhance its therapeutic potential and selectivity.
Used in Drug Development:
Propargyl 4-bromobenzamide is used in drug development as a lead compound for the creation of novel therapeutic agents. Its pharmacological properties are under investigation to identify its full potential in treating specific diseases and to improve its efficacy and safety profile.

InChI:InChI=1/C10H8BrNO/c1-2-7-12-10(13)8-3-5-9(11)6-4-8/h1,3-6H,7H2,(H,12,13)

Upstream product

• 586-75-4 4-chlorobenzoyl chloride 
• 2450-71-7 Propargylamine 
• 586-76-5 4-Bromobenzoic acid 
• 589-17-3 p-bromobenzyl chloride 

Downstream Products

• 1582306-78-2 (E)-2-(3-bromophenyl)-5-(iodomethylene)-4,5-dihydrooxazole 
• 1206983-20-1 2-(3-bromophenyl)oxazole-5-carbaldehyde 

Relevant academic research and scientific papers

Fluorocyclization of Allyl Alcohols and Amines to Access 3-Functionalized Oxetanes and Azetidines

An efficient method to prepare 3-functionalized oxetanes and azetidines has been realized by fluorocyclization of readily available 2-azidoallyl/2-alkoxyallyl alcohols and amines. Notably, this is the first example applying the fluorocyclization strategy to construct four-membered heterocycles. The pendant electron-donating group (-N3 or -OR) plays a crucial role in polarizing the C= C double bond and facilitating the cyclization process, as verified by DFT and experimental studies.

CARDIAC SARCOMERE INHIBITORS

Provided are compounds of Formula (I): or a pharmaceutically acceptable salt thereof, wherein R1, R2, Y1, Y2, L1, and G1 are as defined herein. Also provided is a pharmaceutically acceptable composition comprising a compound of Formula (I), or a pharmaceutically acceptable salt thereof. Also provided are methods of using a compound of Formula (I), or a pharmaceutically acceptable salt thereof.

InCl3-catalyzed 5- exo-dig cyclization/1,6-conjugate addition of N -propargylamides with p -QMs to construct oxazole derivatives

An InCl3-catalyzed atom-economic intramolecular 5-exo-dig cyclization/1,6-conjugate addition/aromatization of N-propargylamides with p-QMs to produce oxazoles tethering diarylmethane has been successfully developed. InCl3 not only se

Synthesis of 2,2,2-Trifluoroethyl Oxazoles, Oxazolines and Furans via Alkyne Oxytrifluoromethylation

This study reports an oxytrifluoromethylation method for construction of oxazoles and furans motif and the concurrent incorporation of a 2,2,2-trifluoroethyl group at the aromatic C5-position. High-valent copper(III) trifluoromethyl compounds are crucial

Fluorocyclization of N-Propargylamides to Oxazoles by Electrochemically Generated ArIF2

A sustainable synthesis of 5-fluoromethyl-2-oxazoles by use of electrochemistry has been demonstrated. Hypervalent ArIF2 is generated by direct electrochemical oxidation of iodoarene ArI in Et3N·5HF and mediates the fluorocyclization

Selective PPARδ Modulators Improve Mitochondrial Function: Potential Treatment for Duchenne Muscular Dystrophy (DMD)

The X-ray structure of the previously reported PPARδ modulator 1 bound to the ligand binding domain (LBD) revealed that the amide moiety in 1 exists in the thermodynamically disfavored cis-amide orientation. Isosteric replacement of the cis-amide with five-membered heterocycles led to the identification of imidazole 17 (MA-0204), a potent, selective PPARδ modulator with good pharmacokinetic properties. MA-0204 was tested in vivo in mice and in vitro in patient-derived muscle myoblasts (from Duchenne Muscular Dystrophy (DMD) patients); 17 altered the expression of PPARδ target genes and improved fatty acid oxidation, which supports the therapeutic hypothesis for the study of MA-0204 in DMD patients.

Merging gold catalysis, organocatalytic oxidation, and Lewis acid catalysis for chemodivergent synthesis of functionalized oxazoles from: N -propargylamides

Novel catalytic systems consisting of cationic gold complexes, N-hydroxyphthalimide (NHPI), and transition-metal-based Lewis acids have been developed for the one-pot synthesis of functionalized oxazoles from N-propargylamides with excellent functional group tolerance. These transformations demonstrated the excellent compatibility of homogeneous gold catalysis with organocatalytic oxidative carbon-nitrogen bond formations using tert-butyl nitrite as the terminal oxidant. Moreover, oxazolecarbonitriles or carboxamides can be easily synthesized in a one-pot protocol according to the different synthetic requirements.

Base-controlled highly selective synthesis of alkyl 1,2-bis(boronates) or 1,1,2-tris(boronates) from terminal alkynes

Transition-metal-free base-controlled highly regioselective synthesis of alkyl 1,2-bis(boronates) or 1,1,2-tris(boronates) from various terminal alkynes has been disclosed. These reactions are efficient, practical and mild with good regioselectivity, exce

PPAR AGONISTS, COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF USE THEREOF

Provided herein are compounds of Formula (I) and compositions useful in increasing PPARS activity. The compounds and compositions provided herein are useful for the treatment of PPARS related diseases (e.g., muscular diseases, vascular disease, demyelinat

FeBr3-Catalyzed Tandem Reaction of N -Propargylamides with Disulfides or Diselenides for the Synthesis of Oxazole Derivatives

A methodology of FeBr3-catalyzed tandem reaction of N-propargylamides with disulfides or diselenides for the formation of oxazole derivatives has been developed. The strategy includes several steps in one pot. Series of N-propargylamides and disulfides were suitable as substrates in this transformation for synthesizing the corresponding oxazole derivatives in moderate to good yields.