78396-00-6

Basic information

• Product Name: 3-(2-Aminophenyl)-1-phenyl-2-propen-1-one
• Synonyms: 2-Aminochalcone;3-(2-Aminophenyl)-1-phenyl-2-propen-1-one;1-(2-Aminophenyl)-3-phenyl-2-propen-1-one
• CAS NO: 78396-00-6
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.27
• Mol File: 78396-00-6.mol
• Article Data: 49

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-Aminophenyl)-1-phenyl-2-propen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-Aminophenyl)-1-phenyl-2-propen-1-one(78396-00-6)
• EPA Substance Registry System: 3-(2-Aminophenyl)-1-phenyl-2-propen-1-one(78396-00-6)

Safety Data

• Hazardous Substances Data: 78396-00-6(Hazardous Substances Data)

Upstream product

• 551-93-9 2-aminoacetophenone 
• 100-52-7 benzaldehyde 
• 16619-38-8 2'-nitro-chalcone 
• 118-92-3 anthranilic acid 
• 615-43-0 2-iodophenylamine 
• 103529-16-4 2-[(trimethylsilyl)ethynyl]aniline 
• 99-03-6 1-(3-aminophenyl)ethanone 
• 53744-32-4 (2E)-1-(2-nitrophenyl)-3-phenyl-2-propen-1-one 
• 577-59-3 2-acetylnitrobenzene 
• 529-23-7 o-aminobenzaldehyde 
• 536-74-3 phenylacetylene 
• 5344-90-1 2-Aminobenzyl alcohol 
• 148564-90-3 2,2,2-trifluoro-N-(2-(3-hydroxy-3-phenylprop-1-ynyl)phenyl)acetamide 
• 143321-89-5 2,2,2-trifluoro-N-(2-iodophenyl)acetamide 

Downstream Products

• 144221-11-4 2'-(Benzenesulfonamido)chalcone 
• 918165-52-3 2-phenyl-1,2,3,4-tetrahydro-quinolin-4-ol 
• 918165-54-5 C₁₆H₁₇NO 
• 136490-87-4 threo-1-(2'-aminobenzoyl)-2-phenylethylene chlorohydrin 
• 136490-86-3 erythro-2-hydroxy-3-methoxy-1-(2'-aminophenyl)-3-phenylpropan-1-one 

Relevant articles and documents

Chalcones and their B-aryl analogues as myeloperoxidase inhibitors: In silico, in vitro and ex vivo investigations

In the present study, a series of chalcones and their B-aryl analogues were prepared and evaluate as inhibitors of myeloperoxidase (MPO) chlorinating activity, using in vitro and ex vivo assays. Among these, B-thiophenyl chalcone (analogue 9) demonstrated inhibition of in vitro and ex vivo MPO chlorinating activity, exhibiting IC50 value of 0.53 and 19.2 μM, respectively. Potent ex vivo MPO inhibitors 5, 8 and 9 were not toxic to human neutrophils at 50 μM, as well as displayed weak 2,2-diphenyl-1-pycrylhydrazyl radical (DPPH?) and hypochlorous acid (HOCl) scavenger abilities. Docking simulations indicated binding mode of MPO inhibitors, evidencing hydrogen bonds between the amino group at 4′position (ring A) of chalcones with Gln91, Asp94, and Hys95 MPO residues. In this regard, the efficacy and low toxicity promoted aminochalcones and arylic analogues to the rank of hit compounds in the search for new non-steroidal anti-inflammatory compounds.

A Convenient Formal [4+2] Heterocylization Route to Bis(triflyl)tetrahydroquinolines

We report the sustainable and efficient synthesis of a new type of quinoline derivatives bearing one or two SO2CF3 groups. The protocol is metal-, catalyst- and irradiation-free, involves the use of readily available and stable precursors, and avoids the formation of side products. Also, the mild conditions of the process allow the tolerance of a wide range of functional groups.

Synthesis of [1,4]Thiazino[4,3- a]indol-10-one Derivatives through Radical Anti Aza-Michael Addition of 2′-Aminochalcones

An efficient method for the synthesis of [1,4]thiazino[4,3-a]indole derivatives using sodium chlorodifluoroacetate (ClCF2CO2Na) and elemental sulfur as the difluoromethylthiolating reagent system has been developed. Three-component reactions of 2′-aminochalcones, sulfur, and ClCF2CO2Na under basic conditions using TEMPO as the oxidant afforded [1,4]thiazino[4,3-a]indol-10-ones containing a difluoromethyl thioether moiety in good yields. Four bonds including one C-N, two C-S, and one C-C bonds are selectively formed in the sequential transformation process.