37951-12-5

Usage

Uses

Used in Pharmaceutical Research:
(1E,4E)-1,5-Bis(4-methoxyphenyl)penta-1,4-dien-3-one is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its unique structure and potential biological activities. Its presence in organic synthesis facilitates the development of new drugs with improved efficacy and reduced side effects.
Used in Anticancer Applications:
In the field of oncology, (1E,4E)-1,5-Bis(4-methoxyphenyl)penta-1,4-dien-3-one is utilized as a potential anticancer agent. Its biological activities suggest that it may play a role in inhibiting the growth and proliferation of cancer cells, making it a candidate for further research and development in cancer treatment.
Used in Neurological Disorder Treatment:
(1E,4E)-1,5-Bis(4-methoxyphenyl)penta-1,4-dien-3-one is also being studied for its potential in treating neurological disorders. Its antioxidant and anti-inflammatory properties may contribute to the mitigation of symptoms and progression of diseases affecting the nervous system.
Used in Organic Synthesis Industry:
(1E,4E)-1,5-Bis(4-methoxyphenyl)penta-1,4-dien-3-one serves as a valuable building block in the organic synthesis industry, where it is used to create a variety of complex organic molecules with diverse applications, ranging from pharmaceuticals to agrochemicals.

Upstream product

• 67-56-1 methanol 
• 98272-52-7 5-acetonyl-dihydro-furan-2-one 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 67-64-1 acetone 
• 64-17-5 ethanol 
• 64-19-7 acetic acid 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 108-46-3 recorcinol 
• 2573-85-5 2,3,5,6-Tetrahydro-2,6-di-p-anisylthiopyran-4-one 1,1-dioxide 
• 115584-10-6 r⁽²⁾,c⁽⁶⁾-bis(p-methoxyphenyl)piperidine-4-one 
• 116222-10-7 (2S,6R)-2,6-Bis-(4-methoxy-phenyl)-1-methyl-piperidin-4-one 
• 7647-01-0 hydrogenchloride 
• 3815-30-3 4-(4-methoxyphenyl)-3-buten-2-one 

Downstream Products

• 41973-35-7 1.5-Di-(4-methoxyphenyl)-3-hydroxypentane 
• 74882-32-9 1,5-bis(4-methoxyphenyl)pentan-3-one 
• 5397-97-7 (+/-)-5-hydroxyamino-1t,5-bis-(4-methoxy-phenyl)-pent-1-en-3-one oxime 
• 55861-05-7 3-benzhydrylidene-1,5-bis-(4-methoxy-phenyl)-penta-1,4-diene 
• 75335-21-6 5,5-Dimethoxy-1,4-bis(4-methoxyphenyl)-1-penten-3-on 
• 75347-08-9 meso-2,4-Bis(4-methoxyphenyl)-1,1,5,5-tetramethoxy-3-pentanon 
• 75335-24-9 (+/-)-2,4-Bis(4-methoxyphenyl)-1,1,5,5-tetramethoxy-3-pentanon 
• 89725-78-0 2,6-Bis-(4-methoxy-phenyl)-bicyclo[5.3.1]undecane-4,11-dione 
• 91434-05-8 Bis-(p-methoxyphenylcyclopropyl) ketone 
• 79462-04-7 2-(4-Methoxy-phenyl)-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-2,3-dihydro-1H-benzo[b][1,4]diazepine 
• 116222-10-7 (2S,6R)-2,6-Bis-(4-methoxy-phenyl)-1-methyl-piperidin-4-one 
• 2573-84-4 2,3,5,6-Tetrahydro-2,6-p-anisylthiopyran-4-one 
• 122228-64-2 bis (4-p-methoxyphenyl-2-pyrazolin-3-yl) ketone 
• 2256-18-0 5-(4-methoxyphenyl)-3-[(E)-2-(4-methoxyphenyl)ethenyl]-1-phenyl-4,5-dihydro-1H-pyrazole 

Relevant academic research and scientific papers

Neuroprotective potential of synthetic mono-carbonyl curcumin analogs assessed by molecular docking studies

Cognitive decline in dementia is associated with deficiency of the cholinergic system. In this study, five mono-carbonyl curcumin analogs were synthesized, and on the basis of their prom-ising in vitro anticholinesterase activities, they were further inve

Monofunctional curcumin analogues: evaluation of green and safe developers of latent fingerprints

Fingerprint development is one of the most useful techniques in forensic investigation. The powder method is widely used, as it consists of a non-destructive testing. However, some of the powders commonly used are toxic and dangerous to human health. In this sense, monofunctional analogues of curcumin (3a–e) are proposed as novel coloring powders for the development of latent fingerprints. Granulometric and scanning electron microscopy analysis were performed for a better understanding of the interaction between developers and substrates. The best results for the development of fingerprints were obtained with compound (1E,4E)-1,5-di-p-tolylpenta-1,4-dien-3-one (3b). Development with this compound was specific and allowed detection both from male and female donors. Also, in an in vitro experiment, compound 3b presented low cytotoxicity in a mammalian cell line. Based on that, a novel alternative for latent fingerprint developers was proposed.

Synthesis and Cytotoxicity of Diarylpentanoids against Sensitive CCRF-CEM and Multidrug-Resistant CEM/ADR5000 Leukemia Cells

This article described the synthesis and biological investigation of a series of symmetric diarylpentanoids, characterized by a dienone moiety and by a different pattern of substitution on the two phenyl rings. The series of compounds 1a–p were tested aga

Chalcones and bis-chalcones analogs as DPPH and ABTS radical scavengers

Background: A number of synthetic scaffolds, along with natural products, have been identified as potent antioxidants. The present study deals with the evaluation of varyingly substituted, medicinally distinct class of compounds “chalcones and bis-chalcon

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.

Regioselective α-Deuteration of Michael Acceptors Mediated by Isopropylamine in D2O/AcOD

Site-specific hydrogen/deuterium exchange is an important method to access deuterated compounds for chemical and biological studies. Herein is reported the first method for the regioselective α-deuteration of enals and enones. The transformation features D2O and AcOD as deuterium sources and amines as organocatalysts. The deuteration strategy is scalable and works on enals with a variety of substituted arene or heterocycle motifs as well as enones. The method has been applied to the synthesis of deuterated drug precursors.

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.

Synthesis of tetracyclic oxindoles and evaluation of their α-glucosidase inhibitory and glucose consumption-promoting activity

A series of tetracyclic oxindole derivatives was synthesized by asymmetric 1, 3-dipole reaction in 2–4 steps in 57–86% overall yields. These compounds were evaluated for α-glucosidase inhibitory and glucose consumption-promoting activity in vitro. Compound 4l competitively and reversibly inhibited α-glucosidase (IC50 = 3.64 μM) with activity 14-fold higher than that of acarbose. Docking analysis substantiated these findings. In addition, compound 4l exhibited significant glucose consumption promoting activity at 1 μM.

New thiazolopyrimidine as anticancer agents: Synthesis, biological evaluation, DNA binding, molecular modeling and ADMET study

In the present study, new series of thiazolopyrimidine derivatives was synthesized as purine analogs. The structures of the products were confirmed through spectroscopic techniques such as NMR and mass spectrometry. In addition, the synthesized compounds

Synthesis of 4,5,6,7-tetrahydrobenzoxazol-2-ones by a highly regioselective Diels-Alder cycloaddition of exo-oxazolidin-2-one dienes with chalcones

The synthesis of novel of 4,5,6,7-tetrahydrobenzoxazol-2-ones is herein reported. They were obtained in moderate to good yields by a highly regio- and stereoselective Diels-Alder cycloaddition of N-substituted exo-oxazolidin-2-one dienes with chalcones or bis-chalcones as dienophiles.