163729-26-8

Basic information

• Product Name: 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-bromophenyl)ethanone
• Synonyms: 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-bromophenyl)ethanone
• CAS NO: 163729-26-8
• Molecular Formula: C₁₄H₁₀BrN₃O
• Molecular Weight: 316.1527
• Mol File: 163729-26-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-bromophenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-bromophenyl)ethanone(163729-26-8)
• EPA Substance Registry System: 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-bromophenyl)ethanone(163729-26-8)

Safety Data

• Hazardous Substances Data: 163729-26-8(Hazardous Substances Data)

Usage

UV absorber

Protects materials from harmful UV radiation It is used in various industries to prevent degradation and discoloration caused by exposure to ultraviolet light.

Industries

Plastics, coatings, and textiles The compound is commonly used in these industries to enhance the durability and appearance of products by protecting them from the damaging effects of UV radiation.

Pharmaceutical intermediate

Potential use in drug development 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-bromophenyl)ethanone has been studied for its potential as a building block in the synthesis of pharmaceutical compounds.

Organic synthesis

Involvement in chemical reactions The compound may be used as a reactant or catalyst in the synthesis of other organic compounds, contributing to the development of new materials and products.

Hazardous effects

Proper handling and management required While the compound has many beneficial applications, it is important to handle and use it with caution due to potential health and environmental risks.

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 99-73-0 para-bromophenacyl bromide 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 1375797-51-5 1-(2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-(4-bromophenyl)ethylidene)-2-(4-(3,5-bis(trifluoromethyl) phenyl)thiazol-2-yl)hydrazine 
• 1375797-50-4 1-(2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-(4-bromophenyl)ethylidene)-2-(4-(4-nitrophenyl)thiazol-2-yl)hydrazine 
• 1375797-49-1 1-(2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-(4-bromophenyl)ethylidene)-2-(4-(4-bromophenyl)thiazol-2-yl)hydrazine 
• 1375797-48-0 1-(2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-(4-bromophenyl)ethylidene)-2-(4-(4-chlorophenyl)thiazol-2-yl)hydrazine 
• 1375797-47-9 1-(2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-(4-bromophenyl)ethylidene)-2-(4-(4-fluorophenyl)thiazol-2-yl)hydrazine 
• 929282-99-5 1-(2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-(4-bromophenyl)ethylidene)thiosemicarbazide 
• 476436-59-6 1-[2-(4-bromophenyl)ethynyl]-1H-1,2,3-benzotriazole 
• 311321-58-1 2-[2-(4-bromophenyl)ethynyl]thiophene 
• 13667-12-4 1-bromo-4-phenylethynylbenzene 
• 3557-70-8 2-(4'-bromophenyl)-4,6-diphenylpyridine 

Relevant articles and documents

Synthesis of benzotriazoles derivatives and their dual potential as α-amylase and α-glucosidase inhibitors in vitro: Structure-activity relationship, molecular docking, and kinetic studies

Benzotriazoles (4–6) were synthesized which were further reacted with different substituted benzoic acids and phenacyl bromides to synthesize benzotriazole derivatives (7–40). The synthetic compounds (7–40) were characterized via different spectroscopic techniques including EI-MS, HREI-MS, 1H-, and 13C NMR. These molecules were examined for their anti-hyperglycemic potential hence were evaluated for α-glucosidase and α-amylase inhibitory activities. All benzotriazoles displayed moderate to good inhibitory activity in the range of IC50 values of 2.00–5.6 and 2.04–5.72 μM against α-glucosidase and α-amylase enzymes, respectively. The synthetic compounds were divided into two categories “A” and “B”, in order to understand the structure-activity relationship. Compounds 25 (IC50 = 2.41 ± 1.31 μM), (IC50 = 2.5 ± 1.21 μM), 36 (IC50 = 2.12 ± 1.35 μM), (IC50 = 2.21 ± 1.08 μM), and 37 (IC50 = 2.00 ± 1.22 μM), (IC50 = 2.04 ± 1.4 μM) with chloro substitution/s at aryl ring were found to be most active against α-glucosidase and α-amylase enzymes. Molecular docking studies on all compounds were performed which revealed that chloro substitutions are playing a pivotal role in the binding interactions. The enzyme inhibition mode was also studied and the kinetic studies revealed that the synthetic molecules have shown competitive mode of inhibition against α-amylase and non-competitive mode of inhibition against α-glucosidase enzyme.

Iodine-induced regioselective direct alkylation of azoles via in situ formed alkyliodide

We have developed an efficient, metal-free, convenient and relatively cheap method for iodine-induced direct alkylation of azoles via in situ formed alkyliodide. A series of heterocyclic derivatives are readily prepared under mild conditions in moderate t