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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.

Inhibition of Caco-2 and MCF-7 cancer cells using chalcones: synthesis, biological evaluation and computational study

Aguilar, Luis F.,Coddou, Claudio,Jara-Gutierrez, Carlos,Mellado, Marco,Reyna-Jeldes, Mauricio,Villena, Joan,Weinstein-Oppenheimer, Caroline

supporting information, (2021/10/02)

Cancer is the second death cause worldwide, with breast and colon cancer among the most prevalent types. Traditional treatment strategies have several side effects that inspire the development of novel anticancer agents derived from natural sources, like chalcone derivatives. For this investigation, twenty-three chalcones (4a-w) were synthesized and evaluated as antiproliferative agents against MCF-7 and Caco-2 cells, finding three and two compounds with similar or higher antiproliferative activity than daunorubicin, while only two chalcones showed better selectivity indexes than daunorubicin on MCF-7. From these results, we developed good-performance QSAR models (r > 0.850, q2>0.650), finding several structural features that could modify chalcone activity and selectivity. According to these models, chalcones 4w and 4t have high potency and selectivity against Caco-2 and MCF-7, respectively, which make them attractive candidates for hit-to-lead development of ROS-independent pro apoptotic agents.

Molecular recognition of synthesized halogenated chalcone by calf thymus DNA through multispectroscopic studies and analysis the anti-cancer, anti-bacterial activity of the compounds

Ghosh, Sudipta,Ghosh, Suvranil,Mahato, Sachinta,Majee, Adinath,Mukherjee, Abhijit,Pal, Mahadeb,Sen, Sukanta Kumar,Singh, Bula

, (2021/07/02)

The present study aims to elucidate the anti-cancer, antimicrobial activity of synthesized halogenated chalcones (1f, 1h, 1i) and their molecular interaction with calf thymus DNA. All the three compounds were characterized using different spectroscopic tools like FTIR, NMR. DFT and TDDFT computation were performed to support the structural and electronic parameter of the compounds. UV–vis absorbance, steady-state fluorescence, time-resolved fluorescence, circular dichroism, helix melting, molecular docking study reveals that the compounds (1f, 1h, 1i) actively interact with ctDNA via groove binding mode. The binding constants (Kb) were calculated to be 1.29 × 104, 0.54 × 104 and 0.45 × 104 M?1 respectively for compounds 1f, 1h, 1i. The compounds were cytotoxic to almost every cell line (PC3, HeLa, A549, HCT116) tested, having minimal toxicity in normal NKE cell line, among which PC3 cells were more sensitive with an IC50 value of 10 μM. The values were determined using dose response curve and found between 10 and 49 μM for cancer cells and 70 μM for normal cell. Compounds also cause apoptosis in PC3 cells, which was confirmed by Annexin V-FITC/PI assay. Results showed that 1f, 1h, 1i target DNA, to persuade DNA damage mediated cancer cell death. The inhibition zone was formed in the screening test indicating the anti-bacterial activity of 1f, 1h & 1i against model pathogenic bacteria. So the present communication provides quantitative insight of halo-chalcone based anti-cancerous and antimicrobial molecule involving relevant target nucleic acid, which holds future promise in the development of new therapeutic agents.

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