156492-25-0

Basic information

• Product Name: trans-1-(2-aminophenyl)-3-(4-fluorophenyl)-prop-2-en-1-one
• Synonyms: trans-1-(2-aminophenyl)-3-(4-fluorophenyl)-prop-2-en-1-one
• CAS NO: 156492-25-0
• Molecular Weight: 241.265
• Mol File: 156492-25-0.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: trans-1-(2-aminophenyl)-3-(4-fluorophenyl)-prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: trans-1-(2-aminophenyl)-3-(4-fluorophenyl)-prop-2-en-1-one(156492-25-0)
• EPA Substance Registry System: trans-1-(2-aminophenyl)-3-(4-fluorophenyl)-prop-2-en-1-one(156492-25-0)

Safety Data

• Hazardous Substances Data: 156492-25-0(Hazardous Substances Data)

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 551-93-9 2-aminoacetophenone 
• 577-59-3 2-acetylnitrobenzene 

Downstream Products

• 1425928-63-7 C₁₇H₁₄FNO₂ 

Relevant articles and documents

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.

Pd-Catalyzed Decarboxylative Cyclization of Trifluoromethyl Vinyl Benzoxazinanones with Sulfur Ylides: Access to Trifluoromethyl Dihydroquinolines

An unprecedented Pd-catalyzed decarboxylative cyclization of 4-trifluoromethyl-4-vinyl benzoxazinanones (4) with sulfur ylides (2) is reported. While the reactions of 4-vinyl/4-CF3 benzoxazinanones (1a/1c) with 2 furnished the 3-vinyl/3-CF3 indolines (3a/3c), via an attack on the C1 carbon of the π-allyl/benzyl zwitterionic intermediates, 4 was converted into 4-trifluoromethyl-dihydroquinolines (5) in good yields via an attack on the C3 carbon of the π-allyl intermediate. The corresponding methyl-substituted analogues afford different products via an attack on the C2 carbon.

Antiproliferative and pro-apoptotic activities of 2′- and 4′-aminochalcones against tumor canine cells

In the present study, a series of 2′- and 4′-aminochalcones were synthesized and their antiproliferative activity against a canine malignant histiocytic cell line (DH82) was evaluated. Particularly aminochalcones with a hydrophobic substituent on ring B proved to be potent antiproliferative agents. Among these compounds, aminochalcones 3, 4 and 11 inhibited the growth of DH82 cells, with IC50 values of 34.4, 31.4 and 38.2 μM, respectively, and were three times more potent than etoposide (IC50 = 95.5 μM). The selected chalcones induced death through apoptosis rather than necrosis in DH82 and non-tumorigenic Madin-Darby canine kidney cells (MDCK). Further experiments suggested that the aminochalcones interfere with the regulation of oncogenes/tumor suppressor genes. Aminochalcone 11 inhibited transcription of the TOPOIIα and TP53 genes and aminochalcone 4 down-regulated Sp1 protein expression in a concentration-dependent manner.