145629-35-2

Basic information

• Product Name: (E)-3-phenyl-1-(2, 4, 6-trimethoxyphenyl)prop-2-en-1-one
• Synonyms: (E)-3-phenyl-1-(2, 4, 6-trimethoxyphenyl)prop-2-en-1-one
• CAS NO: 145629-35-2
• Molecular Weight: 298.339
• Mol File: 145629-35-2.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: (E)-3-phenyl-1-(2, 4, 6-trimethoxyphenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-phenyl-1-(2, 4, 6-trimethoxyphenyl)prop-2-en-1-one(145629-35-2)
• EPA Substance Registry System: (E)-3-phenyl-1-(2, 4, 6-trimethoxyphenyl)prop-2-en-1-one(145629-35-2)

Safety Data

• Hazardous Substances Data: 145629-35-2(Hazardous Substances Data)

Upstream product

• 19309-14-9 cardamomin 
• 77-78-1 dimethyl sulfate 
• 18956-15-5 pinostrobin chalcone 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 
• 98-86-2 acetophenone 
• 621-23-8 1,2,3-trimethoxybenzene 
• 102-92-1 cinnamoyl chloride 
• 105285-09-4 (E)-1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 100-52-7 benzaldehyde 

Downstream Products

• 2887-35-6 5-phenyl-3-(2,4,6-trimethoxyphenyl)isoxazole 
• 1775-97-9 flavokawain B 
• 61463-06-7 1-(3-(2-hydroxybenzyl)-2,4,6-trimethoxyphenyl)-3-phenylpropan-1-one 
• 1413932-61-2 1-(allyloxy)-2-({[2-(allyloxy)benzyl]oxy}methyl)benzene 

Relevant articles and documents

Design, synthesis and antiproliferative activity evaluation of fluorine-containing chalcone derivatives

A series of new chalcones containing fluoro atom at B ring have been designed, synthesized, and evaluated to be antiproliferative activity against a panel of human tumor cell lines. Some of the analogs (8, 9, 12, 45, 46 and 48) displayed powerful antiproliferative effects to certain human tumor cells, but all of them were devoid of any cytotoxicity towards the normal HEK 293. Acridine orange staining data supported that the cytotoxic and antiproliferative effects of the synthesized analogs on tumor cells are mediated through apoptosis. The compounds 12 and 46 manifested concentration-dependent antiproliferative activity in human hepatocellular carcinoma cell lines using an xCELLigence assay. The structures and antiproliferative activity relationship were further supported by in silico molecular docking study of the compounds against tubulin protein which suggests our compounds interference to cell division. Communicated by Ramaswamy H. Sarma.

The winding road of the uvaretin class of natural products: From total synthesis to bioactive agent discovery

Herein, we disclose the development of a synthetic route to gain access to the uvaretin class of chalcone natural products. In this, the construction of a small library was achieved, and the collection was evaluated for cytotoxicity and other biological properties. Uvaretin (1) was accessed via a seven-step route in an overall yield of 15.1%. Within this route, the unsaturated enone variant of uvaretin (2), also a natural product, was accessed in a 16.7% yield over six steps. This route provides a nearly three-fold increase in yields of 1 and 2 in comparison to the previous synthetic route accessing them in 5.8% and 3.0% overall yields, respectively. Evaluation of 1 and 2 revealed IC50 values between 2.0 and 5.1 μM in the cancerous cell lines HeLa, U937, A549, and MIA PaCa-2. Screening of the whole chalcone library set led to the discovery of over 30 compounds, within six cancerous cell lines, possessing single digit μM IC50 activity as sole agents. Furthermore, multiple library members were found to possess promising potentiating properties with known chemotherapeutic agents.

Design of potent fluoro-substituted chalcones as antimicrobial agents

Owing to ever-increasing bacterial and fungal drug resistance, we attempted to develop novel antitubercular and antimicrobial agents. For this purpose, we developed some new fluorine-substituted chalcone analogs (3, 4, 9–15, and 20–23) using a structure–a