50735-55-2

Usage

Uses

Used in Organic Synthesis:
2-AMINO-N-(4-BROMOPHENYL)BENZAMIDE is utilized as a key intermediate in the synthesis of various organic compounds. Its presence facilitates the formation of new chemical bonds and the creation of complex molecular structures, making it an essential component in the development of novel organic materials.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-AMINO-N-(4-BROMOPHENYL)BENZAMIDE is employed as a research tool for the design and optimization of pharmaceutical agents. Its unique structure allows for the exploration of new drug candidates with potential therapeutic applications, contributing to the advancement of drug discovery and development.
Used in Pharmaceutical Development:
As a building block in the development of pharmaceuticals, 2-AMINO-N-(4-BROMOPHENYL)BENZAMIDE is used to construct new drug molecules with specific therapeutic targets. Its incorporation into drug candidates can enhance their efficacy, selectivity, and pharmacokinetic properties, leading to the creation of more effective treatments for various diseases.
Used in Biological Process Investigation:
2-AMINO-N-(4-BROMOPHENYL)BENZAMIDE serves as a valuable tool for investigating the mechanisms of action in biological systems. Its interaction with biological targets can provide insights into the underlying processes and pathways involved in various diseases, aiding in the understanding of disease pathogenesis and the identification of potential therapeutic targets.
Used in Chemical Compound Development:
The unique chemical structure of 2-AMINO-N-(4-BROMOPHENYL)BENZAMIDE makes it a crucial component in the development of new chemical compounds. Its versatility in forming different types of chemical bonds and its compatibility with various synthetic strategies enable the creation of innovative molecules with diverse applications in various industries, including pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C13H11BrN2O/c14-9-5-7-10(8-6-9)16-13(17)11-3-1-2-4-12(11)15/h1-8H,15H2,(H,16,17)

Upstream product

• 2385-26-4 N-(4-bromophenyl)-2-nitrobenzamide 
• 91-56-5 indole-2,3-dione 
• 106-40-1 4-bromo-aniline 
• 21563-73-5 2-aminobenzoyl chloride 
• 5344-90-1 2-Aminobenzyl alcohol 
• 552-16-9 ortho-nitrobenzoic acid 
• 610-14-0 2-nitrobenzyl chloride 
• 118-48-9 isatoic anhydride 
• 118-92-3 anthranilic acid 

Downstream Products

• 94565-44-3 3-(4-Bromo-phenyl)-2-((E)-styryl)-2,3-dihydro-1H-quinazolin-4-one 
• 24122-32-5 3-(4-bromophenyl)-4(3H)-quinazolinone 
• 94565-56-7 3-(4-Bromo-phenyl)-2-(4-hydroxy-phenyl)-2,3-dihydro-1H-quinazolin-4-one 
• 94565-39-6 3-(4-Bromo-phenyl)-2-(3,4-dimethoxy-phenyl)-2,3-dihydro-1H-quinazolin-4-one 
• 84770-66-1 2,2-Dimethyl-3-(4'-bromophenyl)-1,2,3,4-tetrahydroquinazolin-4-one 
• 256430-26-9 4'-Bromo-2-[(ethoxycarbonyl)amino]benzanilide 
• 2401-10-7 3-(4'-Bromophenyl)-1,2,3,4-tetrahydroquinazolin-4-one 
• 101440-64-6 3-(4-bromo-phenyl)-2-propyl-3H-quinazolin-4-one 
• 25628-97-1 3-(4-bromo-phenyl)-2-ethyl-3H-quinazolin-4-one 
• 1028-39-3 3-(4-bromophenyl)-2-thioxo-2,3-dihydroquinazoline-4(1H)-one 
• 306319-09-5 N-(4-bromophenyl)-2-((thiophen-2-yl)carbonylamino)benzamide 
• 19857-47-7 3-(4-bromophenyl)-2-phenylquinazolin-4(3H)-one 
• 55649-80-4 3-(4-bromophenyl)-3,4-dihydro-1,2,3-benzotriazin-4-one 
• 1350616-37-3 3'-(4-bromophenyl)-1'H,2H-spiro[acenaphthylene-1,2'-quinazoline]-2,4'(3'H)-dione 

Relevant academic research and scientific papers

MODIFIED PROTEINS AND PROTEIN DEGRADERS

Provided herein are compounds, pharmaceutical compositions, and methods for binding or degrading target proteins. Further provided herein are compounds having a DNA damage-binding protein 1 (DDB1) binding moiety. Some such embodiments include a linker. Some such embodiments include a target protein binding moiety. Further provided herein are ligand-DDB1 complexes. Further provided herein are in vivo modified DDB1 proteins.

N,N-Dimethylformamide as Carbon Synthons for the Synthesis ofN-Heterocycles: Pyrrolo/Indolo[1,2-a]quinoxalines and Quinazolin-4-ones

N,N-dimethylformamide (DMF) as synthetic precursors contributing especially the methyl, acyl, and amino groups has played a significant role in heterocycle syntheses and functionalization. In this protocol, a wide range of pyrrolo/indolo[1,2-a]quinoxalines and quinazolin-4-ones were obtained in moderate to good yields by using elemental iodine without any metal or peroxides. We considered thatN-methyl andN-acyl of DMF participate and complete the reaction separately through different mechanisms, which displayed potential still to be explored of DMF.

Synthesis and biological evaluation of novel benodanil-heterocyclic carboxamide hybrids as a potential succinate dehydrogenase inhibitors

In order to discover new antifungal agents, twenty novel benodanil-heterocyclic carboxamide hybrids were designed, synthesized, and characterized by 1H NMR and HRMS. In vitro, their antifungal activities against four phytopathogenic fungi were

NaNO2/I2 as an alternative reagent for the synthesis of 1,2,3-benzotriazin-4(3H)-ones from 2-aminobenzamides

An efficient transformation of 2-aminobenzamides to 1,2,3-benzotriazin-4(3H)-ones in the presence of sodium nitrite (NaNO2) and Iodine (I2) is described. The reaction is proposed to proceed via formation of nitrosyl halide that induces nitrosylation of the amino group of 2-aminobenzamide leading to diazotization followed by intramolecular cyclization.

Sustainable methine sources for the synthesis of heterocycles under metal- and peroxide-free conditions

Alcohols and ethers were identified as sustainable methine sources for synthesizing quinazolinone and benzimidazole derivatives using a combination of TsOH·H2O/O2 and appropriate bis-nucleophiles for the first time. Deuterium labeling studies clearly proved that the C2 hydrogen of the synthesized heterocycles came from the methine source. These unique reaction conditions were successfully applied to the synthesis of echinozolinone (2e′), 2f′ (a common precursor of rutaecarpine and (±) evodiamine), and dimedazole (6d). Notable features of this method include its low toxicity, use of commercial feedstocks as substrates, low cost, broad functional group tolerance and suitability for a wide range of bis-nucleophilic starting materials.

Sulfur-Promoted Synthesis of 2-Aroylquinazolin-4(3H)-ones by Oxidative Condensation of Anthranilamide and Acetophenones

A sulfur-promoted three-component reaction of isatoic anhydride, primary aliphatic or aromatic amines, and acetophenones leading to densely substituted 3-substituted 2-aroylquinazolin-4(3H)-ones is reported. The key step involves a cascade reaction of selective oxidation of the methyl group of the acetophenones, followed by a condensation with anthranilamides. The scope of the reaction is applicable to the synthesis of tryptanthrin and various 3-unsubstituted 2-aroylquinazolin-4(3H)-ones. (Figure presented.).

Palladium-Catalyzed Oxidative Three-Component Coupling of Anthranilamides with Isocyanides and Arylboronic Acids: Access to 2,3-Disubstituted Quinazolinones

A novel palladium-catalyzed oxidative three-component coupling of easily accessible N-substituted anthranilamides with isocyanides and arylboronic acids is achieved. This protocol offers an alternative approach toward 2,3-disubstituted quinazolinones with a wide substrate scope and good functional group tolerance.

Synthesis and thrombin, factor Xa and U46619 inhibitory effects of non-amidino and amidino N2-thiophenecarbonyl- and N2-tosylanthranilamides

Thrombin (factor IIa) and factor Xa (FXa) are key enzymes at the junction of the intrinsic and extrinsic coagulation pathways and are the most attractive pharmacological targets for the development of novel anticoagulants. Twenty non-amidino N2-thiophencarbonyl- and N2-tosyl anthranilamides 1-20 and six amidino N2-thiophencarbonyl- and N2-tosylanthranilamides 21-26 were synthesized to evaluate their activated partial thromboplastin time (aPTT) and prothrombin time (PT) using human plasma at a concentration of 30 μg/mL in vitro. As a result, compounds 5, 9, and 21-23 were selected to study the further antithrombotic activity. The anticoagulant properties of 5, 9, and 21-23 significantly exhibited a concentration-dependent prolongation of in vitro PT and aPTT, in vivo bleeding time, and ex vivo clotting time. These compounds concentration-dependently inhibited the activities of thrombin and FXa and inhibited the generation of thrombin and FXa in human endothelial cells. In addition, data showed that 5, 9, and 21-23 significantly inhibited thrombin catalyzed fibrin polymerization and mouse platelet aggregation and inhibited platelet aggregation induced by U46619 in vitro and ex vivo. Among the derivatives evaluated, N-(30-amidinophenyl)-2-((thiophen-200-yl)carbonylamino)benzamide (21) was the most active compound.

Scaffold identification of a new class of potent and selective BCRP inhibitors

We recently reported the synthesis and quantitative structure-activity relationships of a new breast cancer resistance protein (BCRP) inhibitor class. In the study presented herein, we investigated the possibility to better define the scaffold of this compound class by removing or modifying the aromatic ring A with various substituents selected on the basis of their electronic and lipophilic properties. The results show that this aromatic ring is important, but not essential, for activity. Many of the selected substituents led to compounds with low activity, but in some cases activity was retained. Among these, a phenolic hydroxy group proved to impart as much potency to the molecule as a hydroxyethyl side chain, initially considered necessary for activity. This derivative is one of the most active compounds in this class, maintaining an inhibitory activity similar to that of the reference compound; it is also selective for BCRP.

Natural surfactant mediated phytosynthesis and solvatochromic fluorescence of 2-aminobenzamide derivatives

A green synthesis and intriguing solvatochromic behaviour of 2-aminobenzamide derivatives in varying solvents has been investigated. The biomaterial in the form of an aqueous extract of mesocarp of the fruit of the Balanites roxburghii plant as a natural surfactant reaction medium has been employed for phytosynthesis with quantitative yield at 60 °C. The reaction proceeds effortlessly in a short reaction time with easy product formation. The fluorescence property of some synthesized compounds was studied, along with the interesting solvatochromic behaviour of 2-amino-N-benzylbenzamide.