20432-03-5

Upstream product

• 5720-07-0 4-methoxyphenylboronic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 100-19-6 (4-nitrophenyl)ethanone 

Downstream Products

• 39274-71-0 (E)-3-(4-methoxyphenyl)-1-(4-nitrophenyl)prop-2-en-1-ol 
• 131888-14-7 (E)-1-(4′-aminophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 1032917-33-1 3-(1H-indol-3-yl)-3-(4-methoxyphenyl)-1-(4-nitrophenyl)propan-1-one 
• 1042441-86-0 C₂₂H₁₈N₂O₃S 
• 1023724-83-5 3-(4-methoxyphenyl)-1-(4-nitrophenyl)hex-5-en-1-one 
• 662118-27-6 3-(4-methoxyphenyl)-4-nitro-1-(4-nitrophenyl)butan-1-one 
• 1336984-90-7 (E)-ethyl 2-(4-(4-methoxyphenyl)-6-(4-nitrophenyl)-3,4-dihydro-2H-pyran-2-ylidene)acetate 
• 1336984-91-8 (E)-ethyl 2-(4-(4-methoxyphenyl)-6-(4-nitrophenyl)-3,4-dihydro-2H-pyran-2-ylidene)acetate 
• 125304-64-5 (E)-3,5-dimethyl-4-<1-(4-methoxyphenyl)-3-(4-nitrophenyl)-2-propen-1-yl>pyrazole 
• 125286-08-0 (Z)-3,5-dimethyl-4-<1-(4-methoxyphenyl)-3-(4-nitrophenyl)-2-propen-1-yl>pyrazole 
• 125286-07-9 (E) and (Z)-3-acetyl-4-(4-methoxyphenyl)-6-(4-nitrophenyl)-5-hexen-2-one 
• 125286-06-8 3-acetyl-4-(4-methoxyphenyl)-6-(4-nitrophenyl)hexa-2Z,4-dien-2-ol 
• 125286-09-1 3,5-dimethyl-4-<3-(4-aminophenyl)-1-(4-methoxyphenyl)propyl>pyrazole 
• 125286-02-4 3-(4-methoxyphenyl)-1-(4-nitrophenyl)-2-propen-1-ol acetate 

Relevant academic research and scientific papers

Synthesis of biologically active chalcon analogues via claisen-schmidt condensation in solvent-free conditions: Supported mixed addenda heteropoly acid as a heterogeneous catalyst

Biologically active chalcones were synthesized via Claisen-Schmidt condensation of aldehydes with different ketones in solvent-free conditions using H5PMo10V2O40 supported on SiO2 as a reusable heterogeneous catalyst with excellent reusability.

Synthesis, characterization and structure–activity relationship of non-linear optical response of chalcone derivatives with in silico insights

Fifteen chalcone derivatives having D–A–D, D–A–A and A–A–D architectures have been synthesized by Claisen–Schmidt condensation reaction and characterized by UV–Vis, IR, 1H-NMR, 13C-NMR and Mass spectrometry. In order to unambiguously establish the structure–activity relationship for the non-linear optical activity of these compounds, for the first time to our knowledge, we use the femtosecond degenerate four wave mixing (DFWM) technique to quantify and compare the third-order non-linear optical (NLO) activity of all the 15 compounds, under identical conditions. The second harmonics generation (SHG) efficiencies for all the compounds have also been evaluated using the Kurtz-Perry powder method. Among the compounds that we have synthesized here, the ones with A–A–D architecture show the highest NLO activity. Our results show that the NLO activity of a compound with A–A–D architecture can be further enhanced by incorporating a substituent with strong electron withdrawing ability on ring A and strong electron donating substituent on ring B. The results of the in silico studies that we have carried out correlate well with our experimental findings. The compounds (E)-3-(4-(dimethylamino)phenyl)-1-(4-nitrophenyl)prop-2-en-1-one with the compound code (4-N(CH3)2–4′-NO2) and (E)-3-(4-methoxyphenyl)-1-(4-nitrophenyl)prop-2-en-1-one with the compound code (4-MeO-4′-NO2) show the highest NLO activity among the compounds we have reported here. Graphical abstract: [Figure not available: see fulltext.]

Chalcone-Supported Cardiac Mesoderm Induction in Human Pluripotent Stem Cells for Heart Muscle Engineering

Human pluripotent stem cells (hPSCs) hold great promise for applications in cell therapy and drug screening in the cardiovascular field. Bone morphogenetic protein 4 (BMP4) is key for early cardiac mesoderm induction in hPSC and subsequent cardiomyocyte derivation. Small-molecular BMP4 mimetics may help to standardize cardiomyocyte derivation from hPSCs. Based on observations that chalcones can stimulate BMP4 signaling pathways, we hypothesized their utility in cardiac mesoderm induction. To test this, we set up a two-tiered screening strategy, (1) for directed differentiation of hPSCs with commercially available chalcones (4’-hydroxychalcone [4’HC] and Isoliquiritigen) and 24 newly synthesized chalcone derivatives, and (2) a functional screen to assess the propensity of the obtained cardiomyocytes to self-organize into contractile engineered human myocardium (EHM). We identified 4’HC, 4-fluoro-4’-methoxychalcone, and 4-fluoro-4’-hydroxychalcone as similarly effective in cardiac mesoderm induction, but only 4’HC as an effective replacement for BMP4 in the derivation of contractile EHM-forming cardiomyocytes.

Design, Synthesis, and Antimicrobial Evaluation of Novel [1,2,4]Triazolo[3,4-b][1,3,4]thiadiazepine Derivatives

Abstract: The title compounds,3,3′,3″,3′′′-[methylenebis(oxybenzene-5,1,3-triyl)]tetrakis(6,8-diaryl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazepines), were synthesized startingfrom dimethyl 4-hydroxyisophthalate which was reacted with dibromomethane toobtain tetramethyl 5,5′-[methylenebis(oxy)]di(benzene-1,3-dicarboxylate). Thelatter was treated with excess hydrazine hydrate, and the resultingtetrahydrazide was converted to tetrakis-1,2,4-triazolyl derivative viacyclization with ethanolic potassium hydroxide, carbon disulfide, and hydrazinehydrate. In the final stage, cyclocondensation with substituted chalconesafforded the target products. The structure of the newly synthesized compoundswas confirmed by elemental analyses and FT-IR and NMR spectra, and theirantimicrobial activities against some bacterial and fungal strains wereestimated by the disc diffusion method.

A Metalloregulated Four-State Nanoswitch Controls Two-Step Sequential Catalysis in an Eleven-Component System

The nanomechanical switch 1 with its three orthogonal binding motifs—the zinc(II) porphyrin, azaterpyridine, and shielded phenanthroline binding station—is quantitatively and reversibly toggled back and forth between four different switching states by mea

Microwave-Assisted condensation reactions of acetophenone derivatives and activated methylene compounds with aldehydes catalyzed by boric acid under solvent-free conditions

We here disclosed a new protocol for the condensation of acetophenone derivatives and active methylene compounds with aldehydes in the presence of boric acid under microwave conditions. Implementation of the reaction is simple, healthy and environmentally

Montmorillonite clay-promoted, solvent-free cross-aldol condensations under focused microwave irradiation

An environmentally benign, clean and general protocol was developed for the synthesis of aryl and heteroaryl trans-chalcones. This method involved solvent-free reaction conditions under microwave irradiation in the presence of a clay-based catalyst, and afforded the target compounds in good yields and short reaction times. Furthermore, the same conditions allowed the synthesis of symmetrical, diarylmethylene-a,a-unsaturated ketones from aromatic aldehydes and ketones.

Amberlyst-15 and Amberlite-200C: Efficient catalysts for aldol and cross-aldol condensation under ultrasound irradiation

This paper presents an improved synthesis of trans-chalcones and α,α′-bis(arylmethylidene) cycloalkanones under ultrasound irradiation in the presence of commercial acid-resins as catalysts in solvent free conditions. Several trans-chalcones and α,α′- bis(arylmethylidene) cycloalkanones were synthesized in good yields and excellent selectivity in a short reaction time.

Synthetic chalcone derivatives as inhibitors of cathepsins K and B, and their cytotoxic evaluation

A series of chalcone derivatives, 1-15, were prepared by Claisen-Schmidt condensation and evaluated for their cytotoxicities on tumor cell lines and also against proteolytic enzymes such as cathepsins B and K. Of the compounds synthesized, (E)-3-(3,4-dimethoxyphenyl)-1-phenylprop-2-en-1-one (12), (E)-3-(4-chlorophenyl)-1-phenylprop-2-en-1-one (13), (E)-3-(4-methoxyphenyl)-1- phenylprop-2-en-1-one (14), and (E)-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one (15) showed significant cytotoxicities. The most effective compound was 15, which showed high cytotoxic activity with an IC50 value lower than 1 μg/ml, and no selectivity on the tumor cells evaluated. Substituents at C(4) of ring B were found to be essential for cytotoxicity. In addition, it was also demonstrated that some of these chalcones are moderate inhibitors of cathepsin K and have no activity against cathepsin B. Copyright

Development of a formal catalytic asymmetric [4 + 2] addition of ethyl-2,3-butadienoate with acyclic enones

Allene esters are unique not only as excellent electrophiles but also because of their ability for subsequent reactivity after the initial nucleophilic attack. A mechanistically inspired cyclization using ethyl-2,3-butadienoate and acyclic enones to provi