2256-18-0

Usage

Pyrazole Ring

A five-membered ring structure with one nitrogen atom and one pyrrole-like ring, contributing to the compound's unique properties.

Fused Ring System

The presence of a fused five-membered ring structure, which may influence the compound's stability and reactivity.

Derivative of Pyrazole

The compound is derived from the pyrazole structure, which may indicate similar properties or reactivity to other pyrazole derivatives.

Multiple Phenyl Groups

The presence of multiple phenyl groups (C6H5) in the structure, which can influence the compound's physical and chemical properties.

Methoxy Groups

The presence of methoxy (-OCH3) groups in the structure, which can affect the compound's solubility, reactivity, and potential applications in pharmaceuticals or organic synthesis.

Ethenyl Group

The presence of an ethenyl (C=C) group in the structure, which may contribute to the compound's reactivity and potential for further chemical modification.

Potential Applications

Due to its unique structure and the presence of phenyl and methoxy groups, the compound may have potential applications in pharmaceuticals or organic synthesis.

Biological Activities

The compound may exhibit interesting biological activities or properties due to its complex structure, making it a valuable candidate for further study and research.

Upstream product

• 2051-07-2 1,5-bis-(4-methoxyphenyl)-1,4-pentadien-3-one 
• 100-63-0 phenylhydrazine 
• 2051-07-2 bis(p-methoxybenzylidene)acetone 
• 123-11-5 4-methoxy-benzaldehyde 
• 59-88-1 phenylhydrazine hydrochloride 

Downstream Products

• 47209-42-7 5-(4-methoxy-phenyl)-1-phenyl-1H-pyrazole-3-carboxylic acid 

Relevant academic research and scientific papers

Second harmonic generation in pyrazoline derivatives of dibenzylideneacetones and chalcone: A combined experimental and theoretical approach

In this work, we investigate theoretically and experimentally second harmonic generation (SHG) in three pyrazoline compounds, being two derivatives of dibenzylideneacetone (DBA) (C23H20N2 and C25H24N2O2) and one derivative of chalcone (C21H18N2). The compounds were synthesized after two steps employing a Claisen-Schmidt condensation followed by an addition-elimination reaction with phenylhydrazine. All compounds were characterized using NMR, FT-IR, UV-Vis, and XRD. We calculated the first-order hyperpolarizabilities of these molecules using program packages based on the time-dependent Hartree-Fock (TDHF) and density functional theory (DFT). SHG was characterized by Kurtz and Perry's powder method. We observed that these organic crystals present SHG efficiencies up to 5 times larger than the KDP, and we associated these values to their molecular structure and crystalline arrangements. The values obtained experimentally and theoretically evidence that these compounds have good potential for application in electronic devices based on second-order nonlinear responses.

Some 1,3,5-trisubstituted pyrazoline derivatives targeting breast cancer: Design, synthesis, cytotoxic activity, EGFR inhibition and molecular docking

Different 1,3,5-trisubstituted pyrazoline derivatives 2a-c, 3-c, 4a-f, 6a-c, 7a-f and 8a-d were prepared via condensation reaction of the appropriate chalcone 1a-c or 5a-c with various hydrazine derivatives. All compounds were screened for their cytotoxicity against breast MCF-7 cancer cell line and the normal fibroblasts WI-38. Thirteen compounds 2a, 3a, 3c, 4a-d, 6c, 7d, 7e, 8b, 8d and 8f revealed promising cytotoxicity against MCF-7 compared to the reference standard staurosporine and they were safe to the normal fibroblasts WI-38. In addition, compounds 3c, 6c, 7d, 8b and 8d elicited higher cytotoxicity than erlotinib and exhibited promising EGFR inhibitory activity at submicromolar level comparable to that of erlotinib except for compound 8b that may exert its cytotoxicity via another mechanism besides EGFR inhibition. Molecular docking of 3c, 6c, 7d, 8b and 8d in the active site of EGFR confirmed the obtained results.

BLUE LIGHT BLOCKLING SYSTEM CONTAINING PYRAZOLINE OR/AND BENZOIC ACID COMPOUNDS

The present invention relates to an blue light blocking system characterized in that the blue light blocking agents possess the structure of a pyrazoline of the formula (I) or/and a phenylacrylic acid of the formula (II). The compounds of formula (I) or / and formula (II) fully cover the range of short-wavelength blue light to protect eyes; it can also selectively absorb long-wavelength blue light, so that the transmitted light can provide a particularly good visual experience to humans. The invention is applicable to products such as optical films, optical lenses, goggles, skin care, lighting devices, paints, adhesives, or panels. These products have a light-colored appearance and the penetrating light provides an excellent visual experience for humans.

Cellulose sulfonic acid as a green, efficient, and reusable catalyst for Nazarov cyclization of unactivated dienones and pyrazoline synthesis

A high yielding, eco-friendly and simple procedure for the synthesis of five membered carbo- and heterocycles through cellulose sulfonic acid (CSA) mediated electrocyclization processes has been developed. Cellulose sulfonic acid (CSA) not only was able to induce the cyclization of "unactivated" dienones generating cyclopentenoids; it was also able to trigger the cyclization of α,β-unsaturated hydrazones giving rise to pyrazolines in excellent yields under green reaction conditions. The ease of catalyst recovery and reusability, short reaction time, simple experimental and work-up procedure; compared to the conventional methods, makes this protocol practical, environmentally friendly and economically desirable. The cellulose-SO3H (CSA) was characterized by FT-IR spectroscopy, powder X-ray diffraction (XRD) and Scanning Electron Microscopy (SEM) analyses, and catalyst stability was judged by thermogravimetry/differential thermal analysis (TG/DTA). The catalyst can be recycled several times without significant loss of catalytic activity.

Photophysical and charge transport properties of pyrazolines

Pyrazoline, an intense green emitting molecule both in solution and solid state, with extended π-conjugation has been synthesized via simple two-step reactions in high yields. Having the electron rich pyrazoline moiety with good redox behavior, pyrazoline

Dibenzylideneacetone analogues as novel Plasmodium falciparum inhibitors

A series of dibenzylideneacetones (A1-A12) and some of their pyrazolines (B1-B4) were synthesized and evaluated in vitro for blood stage antiplasmodial properties in Plasmodium falciparum culture using SYBR-green-I fluorescence assay. The compound (1E, 4E)-1,5-bis(3,4-dimethoxyphenyl)penta-1,4-dien-3-one (A9) was found to be the most active with IC50 of 1.97 μM against chloroquine-sensitive strain (3D7) and 1.69 μM against chloroquine-resistant field isolate (RKL9). The MTT based cytotoxicity assay on HeLa cell line has confirmed that A9 is selective in its action against malaria parasite (with a therapeutic index of 166). Our results revealed that these compounds exhibited promising antiplasmodial activities which can be further explored as potential leads for the development of cheaper, safe, effective and potent drugs against chloroquine-resistant malarial parasites.

Synthesis of 1,5-diaryl-3-arylethenyl-2-pyrazolines under ultrasound irradiation

Synthesis of 1,5-diaryl-3-arylethenyl-2-pyrazolines via the reaction of 1,5-diaryl-1,4-pentadien-3-one and phenyl hydrazine in glacial acetic acid was carried out in 32-80 % yields under ultrasound irradiation. This procedure has the advantages of mild conditions, short reaction time and high yield.

Oxidative addition of N-aminophthalimide to alkenyl-4,5-dihydropyrazoles and alkenylpyrazoles. Synthesis of aziridinylpyrazoles

Oxidation of N-aminophthalimide with lead tetraacetate in the presence of 1,5-diaryl-3-[(E)-2-arylethenyl]-1H-pyrazoles, as well as of 1,3-diphenyl-5-[(E)-2-phenylethenyl]-1H-pyrazole, gives adducts at the exocyclic C=C bond, the corresponding phthalimidoaziridinylpyrazoles. From 1,5-diphenyl-3-[(1E,3E)-4-phenyl-1,3-butadienyl]-1H-pyrazole, only product of addition at both exocyclic C=C bonds was obtained. In the reaction with 1-phenyl-3-[(1E,3E)-4-phenyl-1,3-butadienyl]-5-[(E)-2-phenylethenyl] -1H-pyrazole, the adduct at the styryl C=C bond was isolated. Analogous 4,5-dihydropyrazoles, 1,5-diphenyl-3-[(1E,3E)-4-phenyl-1,3-butadienyl]-4,5- dihydro-1H-pyrazole and 1-phenyl-3-[(1E,3E)-4-phenyl-1,3-butadienyl]-5-[(E)-2- phenylethenyl]-4,5-dihydro-1H-pyrazole, turned out to be inert in oxidative addition of N-aminophthalimide.

Antibacterials and antimycotics: Part 1: Synthesis and activity of 2- pyrazoline derivatives

A series of 3-styryl-1,5-diphenyl and 5-styryl-1,3-diphenyl 2- pyrazolines of different substitutions has been synthesized by condensation of substituted α,β-unsaturated ketones with phenylhydrazine hydrochloride in presence of catalytic amount of concentrated HCl. Compounds in the 3- styryl series had OMe, NMe2, NO2, OH and isopropyl substituents and those in the 5-styryl series had OMe, NMe2 and NO(s). The 3-styryl-1,5-diphenyl compounds showed little variation in antibacterial activity towards gram- positive and gram-negative bacteria in terms of geometric mean minimum inhibitory concentrations (MIC). The 4',4-NMe2, 4',4-NO2 and 4',4-OMe compounds were found to possess the highest activity in the series. The 5- styryl-1,3-diphenyl series showed lower activities than the 3-styryl series. The in vitro antimycotic activity of the 4',4-OH and 2',2-OH substituted compounds showed good activity than the other molecules in the two series.

ACTIVATED Ba(OH)2 AS CATALYST IN ORGANIC SYNTHESIS

Several barium hydroxide catalysts have been prepared.Of these, the one called C-200 has been shown to be the most active.It has been used in several organic reactions: aldol and Claisen-Schmidt condensations, ester hydrolysis, esterification of acid chlorides, Williamson's ether synthesis, benzil-benzilic acid rearrangement and the synthesis of Δ2-pyrazolines.