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614-47-1

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614-47-1 Usage

Description

trans-Chalcone is an open chain flavonoid that may prevent lung and forestomach cancer.

Uses

trans-Chalcone is a positive allosteric modulator of α7 nicotinic acetylcholine receptors and exhibits antioxidant activity.

Application

trans-Chalcone was used in the synthesis of cis and trans diphenyl cyclopropane. It was also used in screening of surface adsorbed species of isobutybenzene and 4-isobutylacetophenone on bulk fosfotungstic Wells-Dawson acid (H6P2W18O62.xH2O).

Preparation

trans-Chalcones have been obtained in good yields and selectivities following an environmentally friendly methodology by using montmorillonite KSF as a reusable heterogeneous catalyst.Clay-catalysed solventless synthesis of trans-chalcones

Synthesis Reference(s)

Journal of the American Chemical Society, 104, p. 4724, 1982 DOI: 10.1021/ja00381a058

General Description

trans-Chalcone is an open chain flavonoid that may prevent lung and forestomach cancer.

Biological Activity

trans-Chalcone exhibits antifungal activity against Trichophyton rubrum. It is inhibitor of fatty acid synthase and α-amylase. It induces programmed cell death due to reduced mitochondrial transmembrane potential in Arabidopsis thaliana roots.

Biochem/physiol Actions

trans-Chalcone exhibits antifungal activity against Trichophyton rubrum. It is inhibitor of fatty acid synthase and α-amylase. It induces programmed cell death due to reduced mitochondrial transmembrane potential in Arabidopsis thaliana roots.

Check Digit Verification of cas no

The CAS Registry Mumber 614-47-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 4 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 614-47:
(5*6)+(4*1)+(3*4)+(2*4)+(1*7)=61
61 % 10 = 1
So 614-47-1 is a valid CAS Registry Number.
InChI:InChI=1/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+

614-47-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A14734)  trans-Chalcone, 97%   

  • 614-47-1

  • 100g

  • 405.0CNY

  • Detail
  • Alfa Aesar

  • (A14734)  trans-Chalcone, 97%   

  • 614-47-1

  • 500g

  • 1667.0CNY

  • Detail

614-47-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name trans-chalcone

1.2 Other means of identification

Product number -
Other names 2-Propen-1-one, 1,3-diphenyl-, (E)-

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:614-47-1 SDS

614-47-1Relevant articles and documents

-

Noyce,Pryor

, p. 1397 (1955)

-

SYNTHESIS OF (2,4,6-CYCLOHEPTATRIEN-1-YLIDENE)METHYL TRIPHENYLPHOSPHONIUM TETRAFLUOROBORATE: A STRONGLY STABILIZED YLIDE ?

Cavicchio, G.,Gaudiano, G.,Ponti, P. P.

, p. 2333 - 2336 (1980)

The synthesis of (cycloheptatrienylmethyl)triphenylphosphonium tetrafluoroborates is reported.Hydride abstraction to the corresponding tropylium salt followed by proton abstraction afforded the title compound IIIa which shows little, if any, ylidic charachter.

Solvent-free synthesis of 4-chalcogenophosphorylpyridines via SN HAr reaction of pyridines with secondary phosphine chalcogenides

Volkov, Pavel A.,Ivanova, Nina I.,Khrapova, Kseniya O.,Telezhkin, Anton A.,Borodina, Tatyana N.,Gusarova, Nina K.,Trofimov, Boris A.

, p. 582 - 583 (2018)

Solvent- and catalyst-free synthesis of 4-chalcogenophosphorylpyridines by oxidative regioselective cross-coupling of pyridines with secondary phosphine chalcogenides using 1,3-diphenylprop-2-yn-1-one as a trigger and oxidant under mild conditions (70–75°C, 5.5–7 h) is reported.

Iron-Catalyzed ?±,?-Dehydrogenation of Carbonyl Compounds

Zhang, Xiao-Wei,Jiang, Guo-Qing,Lei, Shu-Hui,Shan, Xiang-Huan,Qu, Jian-Ping,Kang, Yan-Biao

supporting information, p. 1611 - 1615 (2021/03/03)

An iron-catalyzed α,β-dehydrogenation of carbonyl compounds was developed. A broad spectrum of carbonyls or analogues, such as aldehyde, ketone, lactone, lactam, amine, and alcohol, could be converted to their α,β-unsaturated counterparts in a simple one-step reaction with high yields.

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.

Active Base Hybrid Organosilica Materials based on Pyrrolidine Builder Units for Fine Chemicals Production

Llopis, Sebastián,Velty, Alexandra,Díaz, Urbano

, p. 5012 - 5024 (2021/10/19)

The catalytic activity of “pyrrolidine type” fragments included or anchored in the mesoporous silica supports or polymeric frameworks have been fully reported for enantioselective transformation. Nevertheless, low attention was focused on their catalytic abilities to perform base-catalyzed reaction. Accordingly, hybrid materials including pyrrolidine fragments in the mesoporous silica supports were prepared following different synthesis methods, such as micellar and fluoride sol-gel routes in absence of structural directing agents. Their great catalytic performance was explored for various base-catalyzed reactions to the formation of C?C bond through Knoevenagel, Claisen-Schmidt and Henry condensations under microwave irradiation. The benefits of microwave irradiation combined with suitable catalytic properties of pyrrolidine hybrid materials with strong base sites and high accessibility to active centers, allowed carrying out successfully base-catalyzed condensation reactions for the production of fine chemicals. Moreover, the hybrid catalyst exhibited high selectivity and good stability over different catalytic cycles contributing to environmental sustainability.

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