65999-53-3

Usage

Uses

Used in Pharmaceutical Industry:
2-(2-bromophenyl)acetamide is used as an intermediate in the synthesis of drugs such as chlorpropamide, an antidiabetic agent. Its unique structure and bromine substituent make it a valuable building block for the development of new pharmaceutical compounds.
Used in Agrochemical Industry:
2-(2-bromophenyl)acetamide is used as an intermediate in the synthesis of agrochemicals, contributing to the development of effective pesticides and other agricultural products.
Used in Medicinal Chemistry:
2-(2-bromophenyl)acetamide is used as a compound with antimicrobial and anti-inflammatory properties, making it a valuable asset in the field of medicinal chemistry for the development of new therapeutic agents.
Used in Organic Synthesis:
2-(2-bromophenyl)acetamide is used as a versatile building block in the synthesis of various biologically active molecules, enabling the creation of a wide range of organic compounds with potential applications in different industries.

InChI:InChI=1/C8H8BrNO/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4H,5H2,(H2,10,11)

Upstream product

• 103-81-1 Benzeneacetamide 
• 55116-09-1 2-bromophenylacetyl chloride 
• 7732-18-5 water 
• 7726-95-6 bromine 
• 18698-97-0 ortho-bromophenylacetic acid 
• 19472-74-3 2-(2-bromophenyl)acetonitrile 

Downstream Products

• 89-51-0 Homophthalic acid 
• 18698-97-0 ortho-bromophenylacetic acid 
• 19472-74-3 2-(2-bromophenyl)acetonitrile 
• 103317-32-4 (2-bromophenyl)thioacetamide 
• 65185-58-2 2-(2-bromophenyl)ethanamine 
• 103-81-1 Benzeneacetamide 
• 1609551-53-2 2-(2-bromophenyl)-N-(quinolin-2-yl)acetamide 
• 1609551-52-1 2-(2-bromophenyl)-N-(isoquinolin-1-yl)acetamide 
• 1226855-91-9 2-(2',3',5'-trichlorobiphenyl-2-yl)acetamide 
• 16175-07-8 2-<2-(4-methylthiophenylthio)phenyl>acetic acid 
• 65999-54-4 2-(4-Chlorphenylthio)-phenyl-acetamid 
• 65999-55-5 2-[2-(4-Methylsulfanyl-phenylsulfanyl)-phenyl]-acetamide 

Relevant academic research and scientific papers

Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor

Fibroblast activation protein (FAP) belongs to the family of prolyl-specific serine proteases and displays both exopeptidase and endopeptidase activities. FAP expression is undetectable in most normal adult tissues, but is greatly upregulated in sites of tissue remodeling, which include fibrosis, inflammation and cancer. Due to its restricted expression pattern and dual enzymatic activities, FAP inhibition is investigated as a therapeutic option for several diseases. In the present study, we described the structure–activity relationship of several synthesized compounds against DPPIV and prolyl oligopeptidase (PREP). In particular, BR102910 (compound 24) showed nanomolar potency and high selectivity. Moreover, the in vivo FAP inhibition study of BR102910 (compound 24) using C57BL/6J mice demonstrated exceptional profiles and satisfactory FAP inhibition efficacy. Based on excellent in vitro and in vivo profiles, the potential of BR102910 (compound 24) as a lead candidate for the treatment of type 2 diabetes is considered.

The palladium(ii)-catalyzed regioselective ortho-C-H bromination/iodination of arylacetamides with in situ generated imidic acid as the directing group: Mechanistic exploration

In the present study, we report the palladium(ii)-catalyzed regioselective ortho-C-H bromination/iodination of challenging arylacetamide derivatives using N-halosuccinimides as halogenating agents. Diverse arylacetamides underwent the regioselective ortho-bromination and iodination of aromatic C-H bonds in the presence of a reactive benzylic C(sp3)-H bond without installing any bulky auxiliaries via unfavorable six-membered metallacycles. Weak coordination, the use of ubiquitous primary amides for challenging C-H functionalization, the simple catalytic system and the wide substrate scope are the key features of this transformation. Further, the halogenated amide derivatives were transformed into a variety of valuable synthons. Detailed mechanistic studies revealed some interesting aspects concerning the reaction pathway. We present for the first time strong evidence for the formation of imidic acid (in situ) from primary amides under Br?nsted acid conditions that eventually aids in the stabilization of palladacycles of amide derivatives and drives regioselective C-X bond formation.

Transfer Hydro-dehalogenation of Organic Halides Catalyzed by Ruthenium(II) Complex

A simple and efficient Ru(II)-catalyzed transfer hydro-dehalogenation of organic halides using 2-propanol solvent as the hydride source was reported. This methodology is applicable for hydro-dehalogenation of a variety of aromatic halides and α-haloesters and amides without additional ligand, and quantitative yields were achieved in many cases. The potential synthetic application of this method was demonstrated by efficient gram-scale transformation with catalyst loading as low as 0.5 mol %.

Exception to the ortho effect in palladium/norbornene catalysis

Out of the norm: The first deviation from the ortho effect in palladium/norbornene catalysis, as evidenced by the resulting products, is reported (see scheme). DFT calculations indicate that this deviation is likely to originate from a distortion, caused