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(E)-β-(4-Methoxyphenyl)-4'-methoxyacrylophenone, commonly known as curcumin III, is a naturally occurring chemical compound belonging to the curcuminoid class. It is derived from the turmeric plant and has garnered significant attention for its potential therapeutic properties, which include antioxidant, anti-inflammatory, anticancer, neuroprotective, and antidiabetic effects. The unique chemical structure and diverse biological activities of curcumin III render it a promising candidate for pharmaceutical and medicinal research and applications.

41564-67-4

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41564-67-4 Usage

Uses

Used in Pharmaceutical Applications:
(E)-β-(4-Methoxyphenyl)-4'-methoxyacrylophenone is used as a therapeutic agent for its antioxidant and anti-inflammatory properties, which can help alleviate various health conditions and promote overall well-being.
Used in Anticancer Applications:
In the field of oncology, (E)-β-(4-Methoxyphenyl)-4'-methoxyacrylophenone is used as an anticancer agent, targeting a wide range of cancer types. Its potential to modulate multiple oncological signaling pathways and demonstrate synergistic effects when combined with conventional chemotherapeutic drugs makes it a valuable asset in the fight against cancer.
Used in Neuroprotective Applications:
(E)-β-(4-Methoxyphenyl)-4'-methoxyacrylophenone is used as a neuroprotective agent, offering potential benefits for individuals suffering from neurodegenerative diseases or conditions that affect the nervous system.
Used in Antidiabetic Applications:
In the context of diabetes management, (E)-β-(4-Methoxyphenyl)-4'-methoxyacrylophenone is used as an antidiabetic agent, potentially aiding in the regulation of blood sugar levels and improving overall metabolic health.
Used in Drug Delivery Systems:
To enhance the bioavailability and therapeutic outcomes of (E)-β-(4-Methoxyphenyl)-4'-methoxyacrylophenone, it is used in conjunction with various drug delivery systems, such as organic and metallic nanoparticles, to improve its delivery and efficacy in targeted applications.
Used in the Food Industry:
(E)-β-(4-Methoxyphenyl)-4'-methoxyacrylophenone, as a component of turmeric, is used as a natural coloring agent and flavor enhancer in the food industry, adding a vibrant yellow hue and unique taste to various dishes and products.
Used in Cosmetic Applications:
In the cosmetics industry, (E)-β-(4-Methoxyphenyl)-4'-methoxyacrylophenone is used for its antioxidant and anti-inflammatory properties, which can help improve skin health, reduce inflammation, and protect against environmental stressors.

Check Digit Verification of cas no

The CAS Registry Mumber 41564-67-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,5,6 and 4 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 41564-67:
(7*4)+(6*1)+(5*5)+(4*6)+(3*4)+(2*6)+(1*7)=114
114 % 10 = 4
So 41564-67-4 is a valid CAS Registry Number.

41564-67-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name (E)-3-(3,5-dimethoxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one

1.2 Other means of identification

Product number -
Other names 4,4'-DIMETHOXYCHALCONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:41564-67-4 SDS

41564-67-4Relevant academic research and scientific papers

Orchestrating a β-Hydride Elimination Pathway in Palladium(II)-Catalyzed Arylation/Alkenylation of Cyclopropanols Using Organoboron Reagents

Ilangovan, Andivelu,Ramar, Thangeswaran,Subbaiah, Murugaiah A. M.

, (2022/04/07)

The scope of chemoselective β-hydride elimination in the context of arylation/alkenylation of homoenolates from cyclopropanol precursors using organoboronic reagents as transmetalation coupling partners was examined. The reaction optimization paradigm revealed a simple ligand-free Pd(II) catalytic system to be most efficient under open air conditions. The preparative scope, which was investigated with 48 examples, supported the applicability of this reaction to a wide range of substrates tolerating a variety of functional groups while delivering β-substituted enone and dienone derivatives in 62-95% yields.

Alkene Synthesis by Photo-Wolff-Kischner Reaction of Sulfur Ylides and N-Tosylhydrazones

Gao, Pan-Pan,Yan, Dong-Mei,Bi, Ming-Hang,Jiang, Min,Xiao, Wen-Jing,Chen, Jia-Rong

supporting information, p. 14195 - 14201 (2021/09/20)

A visible-light-driven and room temperature photo-Wolff-Kischner reaction of sulfur ylides and N-tosylhydrazones has been developed for the first time to provide modular access to alkene synthesis. The high functional group tolerance and broad substrate scope were demonstrated by more than 60 examples. Both E- and Z-olefinic stereochemistry in the products could be controlled with excellent stereoselectivity. A series of mechanistic studies support that the reaction should proceed through a radical-carbanion crossover pathway, specifically involving addition of photo-generated sulfur ylide radical cations to N-tosylhydrazones to form carbanions and subsequent Wolff-Kischner process.

Ligand-Free Palladium-Catalyzed Carbonylative Suzuki Couplings of Vinyl Iodides with Arylboronic Acids under Substoichiometric Base Conditions

Yang, Zhiyuan,Gong, Pei-Xue,Chen, Junjie,Zhang, Jie,Gong, Xu,Han, Wei

supporting information, p. 1207 - 1212 (2021/06/18)

A ligand-free palladium-catalyzed carbonylation of vinyl iodides with arylboronic acids, permitting the synthesis of chalcones and α-branched enones, has been established. This reaction proceeds smoothly at ambient pressure and temperature, and works well even with a substoichiometric amount of base. Importantly, this mild, efficient, and operationally simple protocol is suitable for the late-stage functionalization of an epiandrosterone-derived complex molecule.

Method using Ti (III) complex catalytic alkyne selective hydrogenation reduction to prepare chalcone compounds

-

Paragraph 0014; 0015; 0016; 0017; 0018; 0044; 0045; 0046;..., (2021/09/26)

The invention discloses a method for preparing chalcone compounds through selective hydrogenation of Ti (III) complexes to prepare chalcone compounds, wherein zinc powder is used as a catalyst, zinc powder is a reducing agent, triethylamine hydrochloride is a proton source, and an alkyne and triethylamine hydrochloride are subjected to radical selective addition reaction under the protection of inert gas to generate chalcone compounds. The reaction condition is mild, the operation is simple, the reaction time is short, the reaction product is single, the atom economy is high, and only the product needs to be separated by simple column chromatography after the reaction is finished. The chalcone compound has wide biological activity and medicinal value.

Combined 3D-QSAR and docking analysis for the design and synthesis of chalcones as potent and selective monoamine oxidase B inhibitors

Mellado, Marco,González, César,Mella, Jaime,Aguilar, Luis F.,Vi?a, Dolores,Uriarte, Eugenio,Cuellar, Mauricio,Matos, Maria J.

, (2021/02/12)

Monoamine oxidases (MAOs) are important targets in medicinal chemistry, as their inhibition may change the levels of different neurotransmitters in the brain, and also the production of oxidative stress species. New chemical entities able to interact selectively with one of the MAO isoforms are being extensively studied, and chalcones proved to be promising molecules. In the current work, we focused our attention on the understanding of theoretical models that may predict the MAO-B activity and selectivity of new chalcones. 3D-QSAR models, in particular CoMFA and CoMSIA, and docking simulations analysis have been carried out, and their successful implementation was corroborated by studying twenty-three synthetized chalcones (151–173) based on the generated information. All the synthetized molecules proved to inhibit MAO-B, being ten out of them MAO-B potent and selective inhibitors, with IC50 against this isoform in the nanomolar range, being (E)-3-(4-hydroxyphenyl)-1-(2,2-dimethylchroman-6-yl)prop-2-en-1-one (152) the best MAO-B inhibitor (IC50 of 170 nM). Docking simulations on both MAO-A and MAO-B binding pockets, using compound 152, were carried out. Calculated affinity energy for the MAO-A was +2.3 Kcal/mol, and for the MAO-B was ?10.3 Kcal/mol, justifying the MAO-B high selectivity of these compounds. Both theoretical and experimental structure–activity relationship studies were performed, and substitution patterns were established to increase MAO-B selectivity and inhibitory efficacy. Therefore, we proved that both 3D-QSAR models and molecular docking approaches enhance the probability of finding new potent and selective MAO-B inhibitors, avoiding time-consuming and costly synthesis and biological evaluations.

Synthesis and evaluation of chalcone derivatives as novel sunscreen agent

Jumina, Jumina,Lee, Wonkoo,Swasono, Respati Tri,Wijayanti, Lucia Wiwid

, (2021/05/26)

Ultraviolet (UV) irradiation is a serious problem for skin health thus the interest in the research to develop sunscreen agent has been increasing. Chalcone is a promising compound to be developed as its chromophore absorbs in the UV region. Therefore, in

Continuous-Flow Synthesis of Pyrylium Tetrafluoroborates: Application to Synthesis of Katritzky Salts and Photoinduced Cationic RAFT Polymerization

Sambiagio, Carlo,Ferrari, Matteo,Van Beurden, Koen,Ca', Nicola Della,Van Schijndel, Jack,Noel, Timothy

supporting information, p. 2042 - 2047 (2021/04/05)

Katritzky salts have emerged as effective alkyl radical sources upon metal- or photocatalysis. These are typically prepared from the corresponding triarylpyrylium ions, in turn an important class of photocatalysts for small molecules synthesis and photopolymerization. Here, a flow method for the rapid synthesis of both pyrylium and Katrizky salts in a telescoped fashion is reported. Moreover, several pyrylium salts were tested in the photoinduced RAFT polymerization of vinyl ethers under flow and batch conditions.

Design and synthesis of quinoline-pyrimidine inspired hybrids as potential plasmodial inhibitors

Kayamba, Francis,Malimabe, Teboho,Ademola, Idowu Kehinde,Pooe, Ofentse Jacob,Kushwaha, Narva Deshwar,Mahlalela, Mavela,van Zyl, Robyn L.,Gordon, Michelle,Mudau, Pertunia T.,Zininga, Tawanda,Shonhai, Addmore,Nyamori, Vincent O.,Karpoormath, Rajshekhar

, (2021/03/22)

Presently, artemisinin-based combination therapy (ACT) is the first-line therapy of Plasmodium falciparum malaria. With the emergence of malaria parasites that are resistant to ACT, alternative antimalarial therapies are urgently needed. In line with this

From Celecoxib to a Novel Class of Phosphodiesterase 5 Inhibitors: Trisubstituted Pyrazolines as Novel Phosphodiesterase 5 Inhibitors with Extremely High Potency and Phosphodiesterase Isozyme Selectivity

Abdel-Halim, Mohammad,Sigler, Sara,Racheed, Nora A. S.,Hefnawy, Amr,Fathalla, Reem K.,Hammam, Mennatallah A.,Maher, Ahmed,Maxuitenko, Yulia,Keeton, Adam B.,Hartmann, Rolf W.,Engel, Matthias,Piazza, Gary A.,Abadi, Ashraf H.

supporting information, p. 4462 - 4477 (2021/05/04)

A ligand-based approach involving systematic modifications of a trisubstituted pyrazoline scaffold derived from the COX2 inhibitor, celecoxib, was used to develop novel PDE5 inhibitors. Novel pyrazolines were identified with potent PDE5 inhibitory activit

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

Rai, Prashant,Chettri, Prajal,Kar, Swayamsiddha,Nagar, Malhar Anupam,Srivastava, Shailesh,Golakoti, Nageswara Rao

supporting information, p. 2603 - 2615 (2021/02/01)

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.]

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