1006-40-2

Basic information

• Product Name: 2-bromo-4-fluorobenzamide
• Synonyms: 2-bromo-4-fluorobenzamide
• CAS NO: 1006-40-2
• Molecular Formula: C₇H₅BrFNO
• Molecular Weight: 218.0231032
• Mol File: 1006-40-2.mol

Chemical Properties

• Appearance: /Solid
• CAS DataBase Reference: 2-bromo-4-fluorobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-4-fluorobenzamide(1006-40-2)
• EPA Substance Registry System: 2-bromo-4-fluorobenzamide(1006-40-2)

Safety Data

• Hazardous Substances Data: 1006-40-2(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
2-bromo-4-fluorobenzamide is used as a pharmaceutical precursor for the development of drugs with specific therapeutic properties. Its unique structure allows for the design of molecules targeting various biological pathways and receptors, contributing to the discovery of novel therapeutic agents.
Used in Biological Research:
As a molecular probe, 2-bromo-4-fluorobenzamide is employed in biological studies to investigate cellular processes and mechanisms. Its halogenated nature enables selective interactions with proteins and other biomolecules, facilitating the elucidation of structure-function relationships and the identification of potential drug targets.
Used in Organic Synthesis:
2-bromo-4-fluorobenzamide serves as a versatile starting material for the synthesis of other chemical compounds with tailored properties or functions. Its reactivity and the presence of halogens allow for various synthetic transformations, leading to the creation of new molecules with potential applications in materials science, pharmaceuticals, and other fields.

Upstream product

• 1006-41-3 2-bromo-4-fluorobenzoic acid 
• 824-75-9 p-fluorobenzamide 

Downstream Products

• 36282-26-5 2-bromo-4-fluorobenzonitrile 
• 1264526-27-3 7-fluoro-1-phenyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one 
• 1264526-42-2 1-(4-chlorophenyl)-7-fluoro-2-thioxo-2,3-dihydroquinazolin-4(1H)-one 
• 1264526-38-6 7-fluoro-1-(4-methoxyphenyl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one 
• 1264526-30-8 7-fluoro-2-thioxo-1-p-tolyl-2,3-dihydroquinazolin-4(1H)-one 
• 1264526-34-2 7-fluoro-2-thioxo-1-o-tolyl-2,3-dihydroquinazolin-4(1H)-one 
• 289038-14-8 2-bromo-4-fluorobenzylamine hydrochloride 
• 1293323-83-7 (2-bromo-4-fluorobenzyl)(cyclohex-2-enyl)carbamic acid tert-butyl ester 
• 159803-11-9 6-fluorobenzo[d]isothiazol-3(2H)-one 

Relevant articles and documents

Nickel-catalyzed regioselective C-H halogenation of electron-deficient arenes

A straightforward Ni(ii)-catalyzed general strategy was developed for the ortho-halogenation of electron-deficient arenes with easily available halogenating reagents N-halosuccinimides (NXS; X = Br, Cl and I). The transformation was highly regioselective and a wide substrate scope and functional group tolerance were observed. This discovery could be of great significance for the selective halogenation of amides, benzoic esters and other substances with guiding groups. Mechanistic investigations were also described.

Discovery of highly potent SARS-CoV-2 Mpro inhibitors based on benzoisothiazolone scaffold

The COVID-19 pandemic has drastically impacted global economies and public health. Although vaccine development has been successful, it was not sufficient against more infectious mutant strains including the Delta variant indicating a need for alternative treatment strategies such as small molecular compound development. In this work, a series of SARS-CoV-2 main protease (Mpro) inhibitors were designed and tested based on the active compound from high-throughput diverse compound library screens. The most efficacious compound (16b-3) displayed potent SARS-CoV-2 Mpro inhibition with an IC50 value of 116 nM and selectivity against SARS-CoV-2 Mpro when compared to PLpro and RdRp. This new class of compounds could be used as potential leads for further optimization in anti COVID-19 drug discovery.

Acid-promoted palladium(II)-catalyzed ortho-halogenation of primary benzamides: En route to halo-arenes

Br?nsted acid-promoted palladium(II)-catalyzed regioselective installation of halogens (Br, Cl, and I) to the aromatic ring of benzamide derivatives has been achieved using primary amides. A wide variety of benzamides were compatible under established conditions to afford the halogenated products without installing any external auxiliary. Mild reaction conditions, use of primary amide as a directing group, external additive-free conditions, and gram-scale reaction are some appealing features of this protocol. Detailed experimental results revealed that Br?nsted acid plays a critical role in this transformation.

Rapid synthesis and zebrafish evaluation of a phenanthridine-based small molecule library

A Heck cyclisation approach is described for the rapid synthesis of a library of natural product-like small molecules, based on the phenanthridine core. The synthesis of a range of substituted benzylamine building blocks and their incorporation into the library is reported, together with a highly selective cis-dihydroxylation protocol that enables access to the target compounds in an efficient manner. Biological evaluation of the library using zebrafish phenotyping has led to the discovery of compound 20c, a novel inhibitor of early-stage zebrafish embryo development.