62913-80-8

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 99-92-3 p-aminobenzophenone 

Downstream Products

• 1251919-82-0 1-[4-(pyrrol-1-yl)phenyl]-3-(thiophen-2-yl)prop-2-en-1-one 
• 1251919-96-6 1-{4-[2,5-di(2-thienyl)pyrrol-1-yl]phenyl}-3-(2-thienyl)prop-2-en-1-one 
• 1251919-85-3 2-amino-4-[4-(pyrrol-1-yl)phenyl]-6-(2-thienyl)pyrimidine 
• 1251919-88-6 2-(pyrrol-1-yl)-4-[4-(pyrrol-1-yl)phenyl]-6-(2-thienyl)pyrimidine 
• 1251919-87-5 2-amino-4-(4-aminophenyl)-6-(2-thienyl)pyrimidine 

Relevant academic research and scientific papers

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 combined experimental and DFT investigation of mono azo thiobarbituric acid based chalcone disperse dyes

A number of monoazo dyes were synthesized by the reaction of 4-aminoacetophenone with different substituted benzaldehydes to give a new series of chalcone derivatives. The diazonium salts of these chalcones then allowed to react with thiobarbituric acid to produce the appropriate azo dye. The structures of the newly synthesized dyes were assigned by IR, NMR spectral data. IR study confirmed the existence of azo-dioxothioxo tautomer in the solid phase while 1H NMR study indicated the predominance of azoenol-oxothioxo or hydrazo-dioxothioxo tautomers. The geometries of the azo and hydrazo tautomeric forms and their electronic absorption of the dyes were optimized at B3LYP/6-311G level of theory. All the azo compounds were evaluated for their dyeing performance on polyester fibers, and PET. All the synthesized dyes gave moderate to excellent fastness properties on PET fiber. The effects of the nature of the substituents on the color and dyeing properties of these dyes have been evaluated. The mechanism of dyeing polyester fiber was discussed.

Synthesis, Antiproliferative and Cytotoxic Activities, DNA Binding Features and Molecular Docking Study of Novel Enamine Derivatives

Novel enamine derivatives were synthesized from the reaction of lactone and chalcones and their antiproliferative and cytotoxic activities against six cancer cell lines (e. g., HeLa, HT29, A549, MCF7, PC3 and Hep3B) and one normal cell lines (e. g., FL) were investigated along with their mode of interactions with CT-DNA. Most of the enamine derivatives with IC50 values of 86–168 μM demonstrated much stronger antiproliferative activity than the starting molecules against the cancer cells. While, among the enamine derivatives, four compounds displayed higher cytotoxic potency than the control drugs (5-fluorouracil and cisplatin) against the Hep3B cell lines, these compounds did not exhibit any significant toxicity against normal cells, FL. The UV/VIS spectral data suggest that eight compounds cause hypochromism with a slight bathochromic shift (～6 nm), indicating that they bind to the DNA by way of an intercalative or minor groove binding mode. The binding constants of the compounds are in the range of 0.1×103 M?1–2.3×104 M?1. The antiproliferative activity of studied enamine derivatives could possibly be due to their DNA binding as well as their cytotoxic properties. In addition to these assays, the chalcones and enamine derivatives were investigated by molecular docking to calculate the synergistic effect of antiproliferative activities against six human cancer cell lines.

N-[(3-heterocyclic) acryloyl] phenylacrylamide derivative and application thereof

The invention relates to an amide compound and a preparation method and an application thereof, particularly relates to an N-[(3-heterocyclic) acryloyl] phenylacrylamide derivative containing a heterocyclic group and an application of the N-[(3-heterocycl

Design, synthesis and antiproliferative activity studies of 1,2,3-triazole-chalcones

A series of 1,2,3-triazole-chalcone hybrids were designed, synthesized and evaluated for their antiproliferative activity against three selected cancer cell lines (SK-N-SH, HepG-2 and MGC-803). Most of the synthesized compounds exhibited moderate to good activity against all the cancer cell lines selected. Particularly, compound 12k showed the most excellent antiproliferative activity with an IC50 value of 1.53 μM against SK-N-SH cancer cells. The mechanism studies revealed that compound 12k inhibited the proliferation of SK-N-SH cancer cells by inducing apoptosis and arresting the cell cycle at the G1 phase.

Synthesis and biological evaluation of novel 1,3,5-trisubstituted pyrazolines

A new series of chalcones (1a-j) was prepared by reacting 2-thiophene carbaldehyde and substituted ketones in alcohol medium in presence of NaOH. The chalcones undergoes selective cyclization with 4-hydroxybenzohydrazide (2) in gl acetic acid medium to yield the title compounds 1,3,5-trisubstituted pyrazolines (3a-j). All the newly synthesized compounds were evaluated for their in-vitro antibacterial and antifungal activities. The structures of the new compounds were assigned on the basis of elemental analysis, 1H NMR, IR and Mass spectral data.

New conjugated monomers and oligomers derived from chalcones and containing thiophene, pyrrole, and pyrimidine fragments

4New hybrid systems based on a series of chalcones and containing pyrimidine, thiophene, and pyrrole fragments were synthesized, and their electrochemical properties were studied. Pleiades Publishing, Ltd., 2010.