6552-63-2

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE is used as an intermediate in the synthesis of pharmaceuticals for its potential anti-cancer, anti-inflammatory, and antimicrobial properties. Its unique chemical structure allows it to be a promising candidate in the development of new drugs targeting various diseases.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE serves as a key building block for the creation of other organic compounds. Its versatile structure enables chemists to modify and functionalize it for various applications, including the development of new materials and catalysts.
Used in Medicinal Chemistry:
1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE is utilized in medicinal chemistry for its potential therapeutic effects. Researchers are exploring its biological activities to understand its mechanism of action and optimize its properties for use in drug discovery and development.

InChI:InChI=1/C16H13ClO2/c1-19-15-9-2-12(3-10-15)4-11-16(18)13-5-7-14(17)8-6-13/h2-11H,1H3/b11-4+

Upstream product

• 99-91-2 para-chloroacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 90956-78-8 2,3-dibromo-3-(4-methoxyphenyl)-1-(4-chlorophenyl)-propan-1-one 
• 58518-76-6 ((1-(4-chlorophenyl)vinyl)oxy)trimethylsilane 
• 104-46-1 anethole 
• 104-88-1 4-chlorobenzaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 108-90-7 chlorobenzene 
• 42996-84-9 p-methoxycinnamoyl chloride 

Downstream Products

• 108325-94-6 (4-Chloro-phenyl)-[4-(4-methoxy-phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-methanone 
• 74007-47-9 1-(4-Chloro-phenyl)-3,3-dimethoxy-2-(4-methoxy-phenyl)-propan-1-one 
• 86380-72-5 1-(4-Bromo-phenyl)-4-(4-chloro-benzoyl)-5-(4-methoxy-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester 
• 74918-89-1 2-(4-Chloro-phenyl)-4-(4-methoxy-phenyl)-6-phenyl-pyridine 
• 74767-47-8 [(1R,2S,3S)-2-Benzoyl-3-(4-methoxy-phenyl)-cyclopropyl]-(4-chloro-phenyl)-methanone 
• 74767-47-8 [(1R,2R,3S)-2-Benzoyl-3-(4-methoxy-phenyl)-cyclopropyl]-(4-chloro-phenyl)-methanone 
• 78743-77-8 (4-Chloro-phenyl)-[(1R,2S,3R)-2-(4-methoxy-phenyl)-3-(4-methyl-benzoyl)-cyclopropyl]-methanone 
• 78743-77-8 (4-Chloro-phenyl)-[(1R,2S,3S)-2-(4-methoxy-phenyl)-3-(4-methyl-benzoyl)-cyclopropyl]-methanone 
• 123033-12-5 [(1R,2R)-2-(4-Chloro-benzoyl)-3-(4-methoxy-phenyl)-cyclopropyl]-(4-chloro-phenyl)-methanone 
• 123033-12-5 [(1R,2S,3S)-2-(4-Chloro-benzoyl)-3-(4-methoxy-phenyl)-cyclopropyl]-(4-chloro-phenyl)-methanone 
• 78121-85-4 2-(4-Chloro-phenyl)-4-(4-methoxy-phenyl)-6-p-tolyl-pyridine 
• 103973-26-8 1-(4-chlorophenyl)-3-(4-methoxyphenyl)naphthalene 
• 107095-25-0 5-(4-chlorophenyl)-3-(4-methoxyphenyl)-4,5-dihydroisoxazole 
• 1749-08-2 N-(4-methoxy benzylidene)-4-methoxyaniline 

Relevant academic research and scientific papers

Synthesis, crystal growth, studies on vibrational spectroscopy and nonlinear optical properties of 4-methoxy-4′-chlorochalcone

Good quality organic non linear optical (NLO) crystals of 4-methoxy-4′-chlorochalcone (4MCC) have been grown by slow evaporation solution growth method. The grown crystals were investigated with various spectroscopy techniques such as the structural confi

Synthesis of chalcone derivatives by phthalhydrazide-functionalized tio2-coated nano-fe3o4 as a new heterogeneous catalyst

Phthalhydrazide immobilized on TiO2-coated nano Fe3O4 (Fe3O4-P) was synthesized and characterized by FT-IR, XRD, SEM, EDS and VSM analysis. The resulting magnetic nanocatalyst was used as a catalyst for the synthesis of chalcone derivatives which affords the desired products in good to excellent yields. This catalyst can be isolated readily after completion of the reaction by an external magnetite field and reused several times without significant loss of activity.

Activated charcoal-mediated synthesis of chalcones catalyzed by NaOH in water

A variety of chalcones were synthesized in good yields by the activated charcoal-mediated aldol reactions between benzaldehydes and acetophenones catalyzed by NaOH in water. 2,6-Bis((E)-benzylidene)cyclohexan-1-ones were prepared by the aldol reactions between benzaldehydes and cyclohexanone. Activated charcoal could be recycled five times without the significant decrease of yields.

New nicotinic acid-based 3,5-diphenylpyrazoles: design, synthesis and antihyperlipidemic activity with potential NPC1L1 inhibitory activity

Nicotinic acid hydrazide was incorporated into new 4,5-dihydro-5-hydroxy-3,5-diphenylpyrazol-1-yl derivatives. Compounds 6a–h were synthesized, and their antihyperlipidemic activity was evaluated in high cholesterol diet-fed rat model. Compounds 6e, 6f were found to decrease the levels of serum total cholesterol by 14–19% compared to control group. Total triglycerides were also reduced by 24–28% and LDL cholesterol by 16%. As expected from parent niacin, compounds 6e and 6f caused an elevation of HDL cholesterol by 33–41%. Docking study supported the ability of designed compounds to block NPC1L1 active site in a manner similar to that observed with ezetimibe.

Novel nicotinonitrile-coumarin hybrids as potential acetylcholinesterase inhibitors: design, synthesis, in vitro and in silico studies

Abstract: Alzheimer’s disease is a degenerative brain condition that is the leading cause of dementia affecting millions of people around the world. Therapeutic development has focused on the problem of the loss of basal forebrain cholinergic function, as it is the only evidence responsible for brain neurodegeneration in patients with Alzheimer’s disease. Several attempts to improve cholinergic neurotransmission have been investigated by minimizing synaptic degradation of acetylcholine using acetylcholinesterase inhibitors. In the current study, we explore the designing of a new series of nicotinonitrile-coumarin hybrids as potential acetylcholinesterase inhibitors. The new hybrids were prepared utilizing pyridine-2(1H)-thiones as starting precursors. The in vitro acetylcholinesterase (AChE) inhibitory activities were examined for the new nicotinonitrile-coumarin hybrid molecules, when compared with donepezil as a standard drug with IC50 of 14?nM. Coumarin derivative, linked to 6-(4-nitrophenyl)-4-phenylnicotinonitrile, showed more effective inhibitory activity than the reference donepezil with IC50 of 13?nM. The free radical-scavenging capabilities against DPPH of the new hybrid derivatives were screened. Additionally, their in vitro cytotoxic activities have been tested against various eukaryotic cells. Furthermore, docking study showed excellent interaction between nicotinonitrile-coumarin hybrids and AChE. Graphic abstract: [Figure not available: see fulltext.]

Boosting the catalytic performance of zinc linked amino acid complex as an eco-friendly for synthesis of novel pyrimidines in aqueous medium

Zinc linked amino acid complex, Zn(l-proline)2, is considered as a green catalyst for the synthesis of novel series of pyrimidine derivatives 5a–q. The pyrimidines 5a–q were prepared via two pathways: the first is a one-pot reaction of guanidines 3a–c with aromatic aldehyde 1 and acetophenones 2; and the second one is the reaction of guanidines 3a–c with different chalcones 4a–j in aqueous medium. The simplicity of the operation, the short reaction time, and the high efficiency (97%) are the main advantages of this protocol. Furthermore, the green aspects of this synthetic protocol were further investigated by examining the reusability of Zn(l-proline)2 complex throughout five consecutive cycles without a significant loss of catalytic activity. This new procedure has presented remarkable advantages in terms of safety, simplicity, stability, mild conditions, a short reaction time, excellent yields, and high purities without using any organic solvents.

Design and synthesis of novel pyridopyrimidine derivatives with anchoring non-coplanar aromatic extensions of EGFR inhibitory activity

The present study describes the synthesis of three series of 4-substituted pyridopyrimidin derivatives 4a-h, 5a-d. 6a-d, starting from 2-amino-6-(4-methoxyphenyl)-4-(4-(substituted) phenyl)nicotinonitrile 2a-d via the reaction with N,N-dimethyl-N-' substi

Potassium Natural Asphalt Sulfonate (K-NAS): Synthesis and characterization as a new recyclable solid basic nanocatalyst and its application in the formation of carbon–carbon bonds

In this research, we synthesized and characterized a new heterogeneous basic nanocatalyst and its catalytic application was studied in the Claisen-Schmidt and Knoevenagel condensations. In order to prepare this nanocatalyst, first, the Iranian natural asphalt was sulfonated with the concentrated sulfuric acid and then, converted to the potassium natural asphalt sulfonate (K-NAS). In order to characterization of the nanocatalyst, used of FT-IR spectroscopy, scanning electron microscopy (SEM), energy dispersive spectroscopy (EDS), X-ray diffraction (XRD), inductively coupled plasma (ICP) and thermogravimetric analysis (TGA) techniques. This new basic heterogeneous nanocatalyst have advantages such as being eco-friendly, huge specific surface area, high reactivity and recyclability.

Synthesis and evaluation of novel 4H-pyrazole and thiophene derivatives derived from chalcone as potential anti-proliferative agents, Pim-1 kinase inhibitors, and PAINS

The chalcone derivatives 3a-d reacted with either malononitrile or ethyl cyanoacetate in ethanol in the presence of catalytic amount of ammonium acetate in an oil bath at 120°C to give the Knowevenagel condensation products 5a-h. The latter compounds reac

Discovery of new fluorescent thiazole–pyrazoline derivatives as autophagy inducers by inhibiting mTOR activity in A549 human lung cancer cells

A series of fluorescent thiazole–pyrazoline derivatives was synthesized and their structures were characterized by 1H NMR, 13C NMR, and HRMS. Biological evaluation demonstrated that these compounds could effectively inhibit the growt