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(2E)-1-(furan-2-yl)-3-(4-methoxyphenyl)prop-2-en-1-one is a yellow crystalline organic compound with the molecular formula C14H12O3. It belongs to the class of chalcones, characterized by a central 1,3-diphenylpropenone skeleton. This specific chalcone features a furan ring and a 4-methoxyphenyl group, which confer it unique chemical and physical properties. Its potential biological activities include antioxidant, anti-inflammatory, and anticancer properties, making it a promising candidate for pharmaceutical and medicinal applications.

137444-58-7

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137444-58-7 Usage

Uses

Used in Pharmaceutical Industry:
(2E)-1-(furan-2-yl)-3-(4-methoxyphenyl)prop-2-en-1-one is used as a pharmaceutical compound for its potential antioxidant, anti-inflammatory, and anticancer properties. Its unique molecular structure allows it to be a promising candidate for the development of new drugs targeting various diseases and conditions.
Used in Medicinal Applications:
In the field of medicine, (2E)-1-(furan-2-yl)-3-(4-methoxyphenyl)prop-2-en-1-one is utilized for its potential to contribute to the treatment and management of various health issues. Its biological activities suggest that it could be instrumental in creating new therapeutic agents to combat oxidative stress, inflammation, and cancer.

Check Digit Verification of cas no

The CAS Registry Mumber 137444-58-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,7,4,4 and 4 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 137444-58:
(8*1)+(7*3)+(6*7)+(5*4)+(4*4)+(3*4)+(2*5)+(1*8)=137
137 % 10 = 7
So 137444-58-7 is a valid CAS Registry Number.

137444-58-7Relevant academic research and scientific papers

An Environmentally Benign Lemon Juice Mediated Synthesis of Novel Furan Conjugated Pyrazole Derivatives and Their Biological Evaluation

Mahadevaswamy, Lokeshwari D.,Kariyappa, Ajay Kumar

, p. 670 - 677 (2017)

A series of furan conjugated pyrazole derivatives were synthesized by an accessible and eco-friendly approach. The method involves the reaction of chalcones and phenylhydrazine hydrochlorides in the presence tetrabutylammonium bromide as phase transfer catalyst (PTC) in freshly extracted lemon juice medium. The reaction afforded a series of triaryl and diaryl substituted pyrazoles in moderate to good yields. Structures of synthesized new pyrazoles were Confirmed by spectral studies and elemental analysis. Preliminary studies showed that, among the synthesized series, compounds 5i and 5j with chloro substitution in one of the aromatic rings and compound 7c exhibited excellent activity against S. aureus, P. aeruginosa, and E. coli species. Compounds 5i and 5j also showed excellent antifungal activity against A. niger, A. flavus, and C. albicans species. Compounds, 5c, 5d, 5i, 5j and 7c exhibited excellent DPPH radical scavenging activity.

Synthesis of Phenyl-2,2′-bichalcophenes and Their Aza-Analogues by Catalytic Oxidative Deacetylation

Jiang, Xia,Jin, Hui,Koo, Sangho,Wang, Tingshu,Yoo, Hyebin

, p. 3259 - 3268 (2019)

Efficient synthetic method for medicinally and opto-electronically important bichalcophenes is reported, which highlights Mn(OAc) 3 /CoCl 2 -catalyzed oxidative deacetylation of 1,5-dicarbonyl compounds that were easily prepared by conjugate addition of ethyl acetoacetate to α,β-unsaturated carbonyl compounds containing a chalcophene unit. Paal-Knorr reaction of the resulting 1,4-dicarbonyl compounds produced 4-phenyl-2,2′-bichalcophenes and their aza-analogues.

An efficient synthetic approach to 4′,5,5″-triaryl-2,2′:6′,2″-terpyridines

Kopchuk, Dmitry S.,Chepchugov, Nikolay V.,Kim, Grigory A.,Zyryanov, Grigory V.,Kovalev, Igor S.,Rusinov, Vladimir L.,Chupakhin, Oleg N.

, p. 296 - 299 (2016)

An efficient synthetic approach is proposed to construct 4′,5,5″-triaryl-2,2′:6′,2″-terpyridines using two methods of pyridine ring construction, that is, the Weiss method and the '1,2,4-triazine' methodology. Due to the use of '1,2,4-triazine' methodolog

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

Studies of NMR Chemical Shifts of Chalcone Derivatives of Five-membered Monoheterocycles and Determination of Aromaticity Indices

Jeong, Eun Jeong,Lee, In-Sook Han

, p. 668 - 673 (2019/07/12)

A series of the chalcone derivatives of the five-membered monoheterocyclic compounds, (E)-1-aryl-3-heteroarylpropen-1-ones, were prepared by aldol condensation of the corresponding aldehydes of thiophene, pyrrole, and furan with m- and p-substituted acetophenones. Similar condensation of the acetyl compounds of the heterocycles with m- and p-substituted benzaldehydes gave another series of the chalcone derivatives, (E)-1-heteroaryl-3-arylpropen-1-ones. The 13C chemical shift values (δC) of the chalcone derivatives were determined in order to find if they correlated with the Hammett σ values. A good correlation, especially for the β-C for both series, was found for the 13C chemical shift values (δC) of the chalcone derivatives with the Hammett σ values. The chemical shift values of the β-C of the heterocyclic compounds were plotted against those of the benzene derivatives. The resulting slopes were found to be close to the values of the aromaticity indices.

ACETYL-COA CARBOXYLASE MODULATORS

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Paragraph 00169-00170; 00205-00209, (2015/01/09)

Provided herein are compounds that exhibit activity as acetyl-CoA carboxylase modulators (e.g., inhibitors) and are useful, for example, in methods for the control of fungal pathogens in plants.

Synthesis and biologic activities of some novel heterocyclic chalcone derivatives

Sharma, Punita,Kumar, Suresh,Ali, Furquan,Anthal, Sumati,Gupta, Vivek K.,Khan, Inshad A.,Singh, Surjeet,Sangwan, Payare L.,Suri, Krishan A.,Gupta, Bishan D.,Gupta, Devinder K.,Dutt, Prabhu,Vishwakarma, Ram A.,Satti, Naresh K.

, p. 3969 - 3983 (2013/07/26)

We synthesized 36 chalcone-like (E)-3-(substitutedphenyl)-1-hetrylprop-2- en-1-ones by condensing 2-acetylfuran/2-acetylpyrrole with substituted benzaldehydes under basic conditions. Of the 36 molecules synthesized, 10 are new to the literature. Bio-evalu

Screening of biological activities of a series of chalcone derivatives against human pathogenic microorganisms

Karaman, Isa,Gezegen, Hayreddin,Guerdere, M. Burcu,Dingil, Alparslan,Ceylan, Mustafa

experimental part, p. 400 - 408 (2010/09/04)

In an effort to develop new antimicrobial agents, a series of chalcone derivatives, 3-60, were prepared by Claisen-Schmidt condensation of appropriate acetophenones and 2-furyl methyl ketones with appropriate aromatic aldehydes, furfural, and thiophene-2-carbaldehyde in an aqueous solution of NaOH and EtOH at room temperature. The synthesized compounds were characterized by means of their IR- and NMR-spectral data, and elemental analysis. All compounds were tested for their antibacterial and antifungal activities by the disc diffusion method. For the most active compounds, also minimum inhibitory concentrations (MICs) were determined.

Enantioselective Synthesis of 2-(2-Arylcyclopropyl)glycines: Conformationally Restricted Homophenylalanine Analogs

Demir, Ayhan S.,Sesenoglu, Oezge,UeIkue, Dincer,Arici, Cengiz

, p. 106 - 119 (2007/10/03)

Starting from simple aromatic aldehydes and acetylfuran, (E)-1-(furan-2-yl)-3-arylprop-2-en-1-ones (2) were synthesized in high yields. Cyclopropanation of the C=C bond with trimethylsulfoxonium iodide (Me 3SO+I-) furnished (furan-2-yl)(2-arylcyclopropyl)methanones 3 in 90-97% yields. Selective conversion of cyclopropyl ketones to their (E)- and (Z)-oxime ethers 5 and oxazaborolidine-catalyzed stereoselective reduction of the C=N bond followed by separation of the formed diastereoisomers, furnished (2-arylcyclopropyl)(furan-2-yl)methanamines 6 in optically pure form and high yield. Oxidation of the furan ring of (S,S,S)-, (S,R,R)-, (R,S,S)-, and (R,R,R)-6a afforded the four stereoisomers of α-(2-phenylcyclopropyl) glycine (1a).

Synthesis and Characterization of Fluorescent 4,6-Disubstituted-3-cyano-2-methylpyridines

Matsui, Masaki,Oji, Akira,Hiramatsu, Koichi,Shibata, Katsuyoshi,Muramatsu, Hiroshige

, p. 201 - 206 (2007/10/02)

4,6-Disubstituted-3-cyano-2-methylpyridines, easily prepared by treating α,b-unsaturated carbonyl compounds with β-aminocrotononitrile in the presence of potassium tert-butoxide, have been found to show intense fluorescence in the region of 400-552 nm. 3-

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