6028-89-3

Basic information

• Product Name: 3-(2-THIENYL)-1-(P-TOLYL)-PROP-2-EN-1-ONE
• Synonyms: 1-(4-METHYLPHENYL)-3-(2-THIENYL)-2-PROPEN-1-ONE;1-(4-METHYLPHENYL)-3-(2-THIENYL)PROP-2-EN-1-ONE;3-(2-THIENYL)-1-(P-TOLYL)-PROP-2-EN-1-ONE;(2E)-1-(4-Methylphenyl)-3-(2-thienyl)-2-propen-1-one;3-(2-THIENYL)-1-(P-TOLYL)-2-PROPEN-1-ONE, 98%;1-(4-METHYLPHENYL)-3-(THIEN-2-YL)PROP-2-EN-1-ONE;(E)-3-(thiophen-2-yl)-1-(p-tolyl)prop-2-en-1-one;(2E)-1-(4-methylphenyl)-3-(thiophen-2-yl)prop-2-en-1-one
• CAS NO: 6028-89-3
• Molecular Formula: C₁₄H₁₂OS
• Molecular Weight: 228.31
• Mol File: 6028-89-3.mol

Chemical Properties

• Melting Point: 75 °C
• Boiling Point: 381.5 °C at 760 mmHg
• Flash Point: 184.5 °C
• Appearance: /
• Density: 1.167 g/cm³
• Vapor Pressure: 5.04E-06mmHg at 25°C
• Refractive Index: 1.638
• CAS DataBase Reference: 3-(2-THIENYL)-1-(P-TOLYL)-PROP-2-EN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-THIENYL)-1-(P-TOLYL)-PROP-2-EN-1-ONE(6028-89-3)
• EPA Substance Registry System: 3-(2-THIENYL)-1-(P-TOLYL)-PROP-2-EN-1-ONE(6028-89-3)

Safety Data

• Hazardous Substances Data: 6028-89-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
3-(2-Thienyl)-1-(p-tolyl)-prop-2-en-1-one is used as a research compound for its potential biological activities, such as antimicrobial, anti-inflammatory, and anticancer properties. Its unique chemical structure allows it to be a promising candidate for the development of new drugs and therapies.
Used in Organic Synthesis:
In the field of organic synthesis, 3-(2-Thienyl)-1-(p-tolyl)-prop-2-en-1-one is used as a building block for the synthesis of various pharmaceuticals and biologically active molecules. Its versatile chemical properties enable it to be incorporated into complex molecular structures, contributing to the development of novel compounds with potential therapeutic applications.
Used in Antimicrobial Applications:
3-(2-Thienyl)-1-(p-tolyl)-prop-2-en-1-one is used as an antimicrobial agent due to its ability to inhibit the growth of certain microorganisms. Its unique chemical structure allows it to target specific cellular processes in bacteria and other pathogens, making it a valuable tool in the development of new antimicrobial drugs.
Used in Anti-inflammatory Applications:
3-(2-THIENYL)-1-(P-TOLYL)-PROP-2-EN-1-ONE is also used in anti-inflammatory applications, where it can help reduce inflammation and alleviate symptoms associated with various inflammatory conditions. Its potential to modulate inflammatory pathways makes it a promising candidate for the development of new anti-inflammatory drugs.
Used in Anticancer Applications:
3-(2-Thienyl)-1-(p-tolyl)-prop-2-en-1-one is used as an anticancer agent, where it can target and inhibit the growth of cancer cells. Its potential to interfere with cancer cell signaling and proliferation pathways makes it a valuable compound in the development of new cancer therapies.

InChI:InChI=1/C14H12OS/c1-11-4-6-12(7-5-11)14(15)9-8-13-3-2-10-16-13/h2-10H,1H3/b9-8+

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 122-00-9 para-methylacetophenone 

Downstream Products

• 654674-60-9 3-(thiophen-2-yl)-1-(p-tolyl)propan-1-one 
• 1428979-26-3 1-tert-butyl-5-(thiophene-2-yl)-3-(p-tolyl)-1H-pyrazole 
• 1428979-06-9 (E)-1-(tert-butyl)-2-((E)-3-(thiophene-2-yl)-1-(p-tolyl)allylidene)hydrazine 
• 1428979-25-2 1-(4-bromophenyl)-5-(thiophene-2-yl)-3-(p-tolyl)-1H-pyrazole 
• 1428979-05-8 (E)-1-(4-bromophenyl)-2-((E)-3-(thiophene-2-yl)-1-(p-tolyl)allylidene)hydrazine 
• 1428979-24-1 4-(5-(thiophene-2-yl)-3-(p-tolyl)-1H-pyrazol-1-yl)benzonitrile 
• 1428979-04-7 4-((E)-2-((E)-3-(thiophene-2-yl)-1-(p-tolyl)allylidene)hydrazinyl)benzonitrile 
• 1184830-99-6 1-phenyl-5-(thiophene-2-yl)-3-(p-tolyl)-1H-pyrazole 
• 1428979-03-6 (E)-1-phenyl-2-((E)-3-(thiophene-2-yl)-1-(p-tolyl)allylidene)hydrazine 
• 1386394-37-1 2-(3-(4-methylphenyl)-5-(thiophen-2-yl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one 
• 929408-94-6 4-(4-methoxyphenyl)-2-(5-(thiophen-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazole 
• 929468-09-7 4-phenyl-2-(5-(thiophen-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazole 
• 1019177-62-8 C₁₅H₁₅N₃S₂ 
• 1380402-86-7 4-methyl-N-((E)-3-(thiophen-2-yl)-1-(p-tolyl)allylidene)benzenesulfonamide 

Relevant articles and documents

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

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.

Transition-Metal-Free Synthesis of Homo- and Hetero-1,2,4-Triaryl Benzenes by an Unexpected Base-Promoted Dearylative Pathway

An unprecedented approach for the synthesis of homo- and hetero-1,2,4-triaryl benzenes has been developed using a simple base-mediated reaction of either α-aryl cinnamyl alcohols or α,γ-di-aryl propanones. The salient feature of this strategy involves the sequential hydride transfer, regiospecific condensation, regiospecific dearylation, and aromatization under metal-free reaction conditions. The synthesis of unsymmetrically substituted triphenylenes by oxidative coupling of the synthesized 1,2,4-triaryl benzenes has also been demonstrated.

Synthesis, biological evaluation and 3D-QSAR study of novel 4,5-dihydro-1H-pyrazole thiazole derivatives as BRAFV600E inhibitors

Many reports implied that the BRAF serine/threonine kinase was mutated in various types of human tumors, which were related with cell growth, survival and differentiation. To provide new therapeutic opportunities, a series of novel 4,5-dihydro-1H-pyrazole

Evaluation of silica-H2SO4 as an efficient heterogeneous catalyst for the synthesis of chalcones

We report an efficient silica-H2SO4 mediated synthesis of a variety of chalcones that afforded the targeted compounds in very good yield compared to base catalyzed solvent free conditions as well as acid or base catalyzed refluxing conditions.

Discovery and modification of sulfur-containing heterocyclic pyrazoline derivatives as potential novel class of β-ketoacyl-acyl carrier protein synthase III (FabH) inhibitors

A series of sulfur-containing heterocyclic pyrazoline derivatives (C1-C18; D1-D9) have been synthesized and purified (all are new except one) to screen for FabH inhibitory activity. Compound C14 showed the most potent biological activity against Escherich

Synthesis and anti-bacterial activity of some heterocyclic chalcone derivatives bearing thiofuran, furan, and quinoline moieties

36 Novel heterocyclic chalcone derivatives were synthesized and tested for their anti-bacterial activity. Some compounds presented good anti-microbial activities against Gram-positive bacteria (including the multidrug-resistant clinical isolates). This cl

Studies on the nuclear magnetic resonance spectra of (E)-1-Aryl-3-(2- and 3-thienyl)-2-propenones and unique observation of 4J and 5J coupling in their 1H-1H COSY

1H and 13C NMR spectra of series of (E)-1-aryl-(2- and 3-thienyl)-2-propenones, that are aldol condensation products between 2- and 3-thiophenecarbaldehydes and m- and p-substituted acetophenones, were examined to make complete assig

Substituent chemical shifts of (E)-1-aryl-3-thienylpropen-1-ones

Substituent chemical shifts were examined for the 2- and 3-thiophene derivatives of chalcone and compared to the thiophene series of derivatives with the phenyl series. The chemical shift values for the α-carbons of the enones showed and inverse correlation with the Hammett σ values, but the correlation coefficients were moderate (r = 0.836 - 0.878). On the other hand, the β-carbons showed a normal correlation with excellent correlation coefficients (r = 0.994). The absolute magnitude of the p values for the α-carbon are about half of those of the β-carbon. The observation may be the result of a through-space transition of the electronic effect of the substituents in addition to the through bond transition.

Studies of Substituent Effects by Carbon-13 NMR Spectroscopy. Thiophene and Furan Chalcone Analogues

13C NMR spectra of 39 thiophene and furan chalcone analogues in CDCl3 solutions are reported.The effect of substituents on the 13C chemical shifts in the phenyl and in the 5-membered rings is discussed. 13C NMR shifts are correlated with Hammett parameter