189343-47-3

Basic information

• Product Name: 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-methylphenyl)ethanone
• Synonyms: 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-methylphenyl)ethanone;2-(1H-benzotriazol-1-yl)-1-(4-methylphenyl)ethanone
• CAS NO: 189343-47-3
• Molecular Formula: C₁₅H₁₃N₃O
• Molecular Weight: 251.28322
• Mol File: 189343-47-3.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-methylphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-methylphenyl)ethanone(189343-47-3)
• EPA Substance Registry System: 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-methylphenyl)ethanone(189343-47-3)

Safety Data

• Hazardous Substances Data: 189343-47-3(Hazardous Substances Data)

Upstream product

• 99-75-2 4-methyl-benzoic acid methyl ester 
• 13351-73-0 1-methyl-1H-benzo[d][1,2,3]triazole 
• 199331-89-0 2-Benzotriazol-1-yl-1-p-tolyl-2-(tributyl-λ⁵-phosphanylidene)-ethanone 
• 874-60-2 4-methyl-benzoyl chloride 
• 122296-00-8 1-<(trimethylsilyl)methyl>benzotriazole 
• 95-14-7 1,2,3-Benzotriazole 
• 619-41-0 4-(bromoacetyl)toluene 
• 54187-96-1 1-(chloromethyl)-1H-benzotriazole 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 189343-59-7 1-(benzotriazol-1-yl)-2-(p-tolyl)ethan-2-one p-tosylhydrazone 
• 71103-78-1 2,4‐diphenyl‐6‐(ptolyl)pyridine 
• 314765-29-2 (E)-2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-methylphenyl)ethenyl trifluoromethanesulfonate 
• 361379-17-1 (Z)-2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-methylphenyl)ethenyl trifluoromethanesulfonate 
• 635303-46-7 2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-methylphenyl)-1-ethanone oxime 
• 635303-49-0 1-[3-(4-methylphenyl)-2H-aziren-2-yl]-1H-1,2,3-benzotriazole 
• 3287-02-3 4-(phenylethynyl)toluene 
• 209912-22-1 1-[2-(4-methylphenyl)ethynyl]-1H-1,2,3-benzotriazole 
• 14062-19-2 p-tolylacetic acid ethyl ester 

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.

One-carbon homologation of carboxylic acids via BtCH2TMS: A safe alternative to the Arndt-Eistert reaction

Carboxylic acids are converted into the corresponding homologated acids or esters, using easily available 1-(trimethylsilylmethyl)benzotriazole (1) as a one-carbon synthon. The effectiveness of the reaction has been investigated on six aryl and seven alkyl carboxylic acids.

Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 11. Unexpected generation and rearrangement of acetyl benzotriazolyl carbene

Seventeen novel α-benzotriazolyl-β-oxo phosphorus ylides 2 have been prepared and characterised. Flash vacuum pyrolysis (FVP) of these generally leads to loss of both R13PO and N2 to give intractable products but, in one case, 21, extrusion of Bu3P is observed to give 3-acetyl-1,2,4-benzotriazine 6 and 2′-cyanoaceto-phenone 7, products apparently derived from rearrangement of the initially formed carbene 11, and involving in the latter case a novel 1,3-acetyl migration process.