137444-53-2

Upstream product

• 88-15-3 2-Acetylthiophene 
• 6203-18-5 p-dimethylaminocinnamaldehyde 
• 14385-59-2 3-<4-(Dimethylamino)phenyl>-1-(2-thienyl)prop-2-en-1-one 
• 100-10-7 4-dimethylamino-benzaldehyde 

Downstream Products

• 136786-92-0 Dimethyl-[4-(2-methyl-5-thiophen-2-yl-3,4-dihydro-2H-pyrazol-3-yl)-phenyl]-amine 
• 1281979-65-4 1-H-3-(4'-dimethylamino phenyl)-5-(2''-thienyl)-Δ2-pyrazoline 
• 1281979-78-9 1-carboxamido-3-(4'-dimethylaminophenyl)-5-(2''-thienyl)-Δ2-pyrazoline 
• 6036-97-1 1-phenyl-3-(4'-dimethylaminophenyl)-5-(2''-thienyl)-Δ2-pyrazoline 
• 1281979-72-3 1-(2,4-dinitrophenyl)-3-(4'-dimethylaminophenyl)-5-(2''-thienyl)-Δ2-pyrazoline 
• 1365645-09-5 3-(2'-thienyl)-5-(4''-dimethylaminophenyl)-isoxazole 
• 1365645-04-0 3-(2'-thienyl)-5-(4''-dimethylaminophenyl)-Δ2-isoxazoline 
• 1366018-86-1 1-(2,4-dinitrophenyl)-3-(2-thienyl)-5-[4-(dimethylamino)phenyl]pyrazole 
• 1366019-21-7 1-carbamoyl-3-(2-thienyl)-5-[4-(dimethylamino)phenyl]pyrazole 
• 864436-01-1 1-(5-(4-(dimethylamino)phenyl)-3-(thiophen-2-yl)-1H-pyrazol-1-yl)ethan-1-one 
• 1366019-49-9 1-acetyl-3-(2-thienyl)-5-[4-(dimethylamino)phenyl]pyrazole 
• 1262757-88-9 1-benzoyl-3-(2-thienyl)-5-[4-(dimethylamino)phenyl]-Δ2-pyrazoline 
• 1366019-76-2 1-benzoyl-3-(2-thienyl)-5-[4-(dimethylamino)phenyl]pyrazole 
• 1262757-90-3 1-nitroso-3-(2-thienyl)-5-[4-(dimethylamino)phenyl]-Δ2-pyrazoline 

Relevant academic research and scientific papers

Photophysical study and biological applications of synthetic chalcone-based fluorescent dyes

A chalcone series (3a–f) with electron push–pull effect was synthesized via a one-pot Claisen–Schmidt reaction with a simple purification step. The compounds exhibited strong emission, peaking around 512–567 nm with mega-stokes shift (?λ = 93–139 nm) in p

Design and synthesis of novel pyrazoles, pyrazolines, and pyridines from chalcone derivatives with evaluation of their in vitro anticancer activity against T-47D and UACC-257 cell lines

Novel series of pyrazoline carbothioamides, acetyl pyrazoles, pyridine-3-carbonitrile, pyridine-2-carbonitriles, and nicotinonitriles were synthesized. The structures of the newly synthesized compounds were established based on their spectral data, elemen

Apoptosis: A target for anticancer therapy with novel cyanopyridines

One of the many methods of treating cancer is to terminate the uncontrolled growth of cancer cells. So, aiming the apoptotic pathway is an exciting approach to finding new anticancer agents. A novel series of cyanopyridines was designed and synthesized for antiproliferative evaluation. 2-Amino-6-(4-(benzyloxy)phenyl)-4-(4-(dimethylamino)phenyl) nicotinonitrile 10f was the most potent inhibitor against the growth of PC-3, and HepG-2 cancer cell lines with IC50 values of 2.04 uM (selectivity index, SI = 78.63, 43, respectively). Also, 10f was safe against the growth of normal human diploid lung fibroblasts cell line (WI-38) with an IC50 value of 160.04 uM. Its analogs, 10b, 10d, 10g, and 11b, were also active against the growth of PC-3, and HepG-2 while against MCF-7 cell line, they displayed good cytotoxic activity compared to the reference standard 5-FU. Remarkably, mechanistic studies indicated that compounds 10b, 10d, 10f, 10g, and 11b stimulated the level of active caspase 3 and boosted the BAX/BCL2 ratio 20–95 folds in comparison to the control. Our results have also indicated that 10b, 10d, 10f, 10g, and 11b exhibited a very potent inhibitory activity against PIM-1 kinase enzyme, where the IC50 values unraveled very potent molecules in the micromolar range (0.47–1.27 μM). Further investigations have shown that 10f, the most potent PIM-1 kinase inhibitor, induced a cell cycle arrest at the G2/M phase. Moreover, in silico evaluation of ADME properties indicated that all the cyanopyridine compounds are orally bioavailable with no permeation to the blood brain barrier.

NIR absorbing AzaBODIPY dyes for pH sensing

Two near-infrared (NIR) absorbing di(thien-2-nyl)-di(dimethylanilino)azaBODIPY dyes 2a and 2b were synthesized and characterized that differ depending on whether the dimethylaniline substituents are introduced at the 3,5- or 1,7-positions of the azaBODIPY core. The main spectral bands lie at 824 and 790 nm, respectively, in CH2Cl2. The effect of substituent position on the photophysical and pH sensing properties was analyzed through a comparison of the optical properties with the results of time-dependent density functional theory (TD-DFT) calculations. Protonation of the dimethylamino nitrogen atoms eliminates the intramolecular charge transfer properties of these compounds, and this results in a marked blue-shift of the main absorption bands to 696 and 730 nm, respectively, in CH2Cl2, and a fluorescence "turn-on"effect in the NIR region. The pH dependence studies reveal that the pKa values of the non-protonated 2a and 2b molecules are ca. 6.9 (±0.05) and 7.3 (±0.05), respectively, while that of the monoprotonated species for both dyes is ca. 1.4 (±0.05) making them potentially suitable for use as colorimetric pH indicators under highly acidic conditions.

Fighting against alzheimer’s disease: Synthesis of new pyrazoline and benzothiazole derivatives as new acetylcholinesterase and MAO inhibitors

Background: Alzheimer’s Disease (AD) is a complicated neurodegenerative disorder with a multifaceted pathogenesis.AD, characterized by gradual memory loss, falling in language ability and other cognitive deterioration, and has been a prominent risk to ageing population. This means that there is an urgent need to find new lead compounds for controlling and fighting against (AD). In this way, a new thiophene-2-pyrazoline derivatives (A1-A5) and benzothiazole derivatives (A6-A13) have been synthesized to give beneficial compounds to controlling and battling against (AD). Results: Compounds A5 and A13 showed the most remarkable activity with an 18.53 μM and 15.26 μM IC50 values against AChE enzyme. In like manner, compound A4 was active with a 20.34 μM IC50 value against MAO-A. These active compounds are in fact non-toxic making them very attractive for additional future studies. Enzyme kinetic was analyzed and the Lineweaver-Burk plot reveals that compound A13 was typically mixed AChE inhibitors, which showed significant similarity to donepezil. In addition, the best docking pose was done by analyzing the docking pattern of the most active compound A13 which was very compatible with the gorge and in interaction with both CAS and PAS. Conclusion: The synthesis of new thiophene-2-pyrazoline and benzothiazole derivatives targeting AChE/(MAO-A)/(MAO-B) enzymes was described. The selection of enzyme-kinetic analysis, molecular docking and toxicity test was led to good understanding to the therapeutic potential for the active derivatives. Therefore, these compounds may be accepted as promising leads for future research efforts in fighting against AD.

Facile one pot multicomponent synthesis of novel 4-(benzofuran-2-yl)-2-(3-(aryl/heteryl)-5-(aryl/heteryl)-4,5-dihydro-1H-pyrazol-1yl)thiazole derivatives

An efficient base catalyzed one pot multicomponent reaction of aryl/hetryl chalcones, thiosemicarbazide and 1-(benzofuran-2-yl)-2-bromoethan-1-one was developed to synthesize the novel 4-(benzofuran-2-yl)-2-(3-(aryl/heteryl)-5-(aryl/heteryl)-4,5-dihydro-1H-pyrazol-1yl)thiazole derivatives.

Synthesis, characterization, and antioxidant activity of some new benzodiazepine derivatives

A series of novel 4-(substituted phenyl)-2-(2-thienyl)-2,3-dihydro-1H-benzo[b] [1,4] diazepines (MB1-MB8) has been synthesized from 3-(substituted phenyl)-1-(2-thienyl)prop-2-en-1ones (MC1-MC8). The latter compo

Nonlinear optical studies and structure-activity relationship of chalcone derivatives with in silico insights

Nine chalcones were prepared via Claisen-Schmidt condensation, and characterized by UV–vis, IR1H NMR13C NMR and mass spectrometry. One of the representative member 4-NDM-TC has been studied via single crystal XRD and the TGA/DTA tech

D-A-π-D Synthetic approach for thienyl chalcones - NLO - a structure activity study

With the growing interest for organic molecules in Nonlinear Optical (NLO) applications, we have synthesized nine novel thienyl chalcones based on the D-A-π-D design. In order to establish the identity, these have been characterized in detail. Having followed the design based synthetic route, we have focused on two prime criteria for comparison; namely second harmonic generation (SHG) and non-linear absorption. In this work the role of the electron withdrawing groups, electron donating groups and extended conjugation, have been extensively studied vis-à-vis the NLO properties. The change in these properties by virtue of the molecular structure has been elucidated in this work as the structure activity relationship. Optical nonlinearity is studied using ultrafast (100 fs) laser pulses at 800 nm, employing the open aperture Z-scan technique. The compounds exhibit large effective three-photon absorption (3PA) coefficients, in the order of 10-28 m3/W2. These observations show that these compounds possess potential for application in all-optical limiting and switching devices.

Synthesis and selective cytotoxic activities on rhabdomyosarcoma and noncancerous cells of some heterocyclic chalcones

Chemically diverse heterocyclic chalcones were prepared and evaluated for cytotoxicity, aiming to push forward potency and selectivity. They were tested against rhabdomyosarcoma (RMS) and noncancerous cell line (LLC-PK1). The influence of heteroaryl patte