1030-27-9

Usage

Uses

Used in Pharmaceutical Applications:
4-(Dimethylamino)chalcone is used as an anticancer agent for its ability to inhibit the growth of cancer cells, making it a candidate for further research and development in oncology.
Used in Antioxidant and Anti-Inflammatory Applications:
4-(DIMETHYLAMINO)CHALCONE is utilized for its antioxidant and anti-inflammatory properties, which can be beneficial in the treatment of various diseases and conditions where oxidative stress and inflammation play a role.
Used in Bioimaging Applications:
4-(Dimethylamino)chalcone is used as a fluorescent dye in bioimaging, allowing for the visualization of biological processes and structures at the cellular and molecular levels, which is crucial for research and diagnostics in life sciences.
Used in Research and Development:
In the scientific community, 4-(Dimethylamino)chalcone is used as a subject of study for its potential applications in various fields, including but not limited to, cancer research, inflammation management, and imaging techniques.

InChI:InChI=1/C17H17NO/c1-18(2)16-11-8-14(9-12-16)10-13-17(19)15-6-4-3-5-7-15/h3-13H,1-2H3/b13-10+

Upstream product

• 100-52-7 benzaldehyde 
• 2124-31-4 4'-dimethylaminoacetophenone 
• 22535-03-1 phenylacetyl bromide 
• 121-69-7 N,N-dimethyl-aniline 
• 583-06-2 3-benzoylacrylic acid 
• 28611-39-4 4-(dimethylamino)benzene-boronic acid 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 108-46-3 recorcinol 
• 42350-78-7 (2-oxo-2-phenylethyl)triphenylarsonium bromide 
• 70-11-1 α-bromoacetophenone 
• 98-86-2 acetophenone 
• 72758-79-3 3c-(4-dimethylamino-phenyl)-1-phenyl-propenone 
• 50-00-0 formaldehyd 

Downstream Products

• 102559-30-8 ethyl 2-oxo-6-(4-N,N-dimethylaminophenyl)-4-phenyl-3-cyclohexene-1-carboxylate 
• 145388-16-5 3-(4-N,N-dimethylphenyl)-1-phenyl-3-phenylsulphanylpropan-1-one 
• 862201-26-1 3-[4-(dimethylamino)phenyl]-4-nitro-1-phenylbutan-1-one 
• 102666-39-7 [1-(4-dimethylamino-phenyl)-3-oxo-3-phenyl-propyl]-malonic acid diethyl ester 
• 58122-02-4 3-(4-(dimethylamino)phenyl)-1-phenylpropan-1-one 
• 74767-51-4 [(1R,2R)-2-Benzoyl-3-(4-dimethylamino-phenyl)-cyclopropyl]-phenyl-methanone 
• 29312-59-2 4-(2,6-diphenylpyridin-4-yl)-N,N-dimethylaniline 
• 1204687-34-2 C₂₉H₂₇N₅ 
• 19739-12-9 2,3-dibromo-3-(4-dimethylamino-phenyl)-1-phenyl-propan-1-one 

Relevant academic research and scientific papers

Studies of solvation of ketocyanine dyes in homogeneous and heterogeneous media by UV/Vis spectroscopic method

Solvation characteristics of ketocyanine dyes (I-VI) have been investigated in pure solvents and heterogeneous media by absorption and fluorescence studies. The dyes are good reporters of solvent polarity. In protic solvents they exist as equilibrium mixt

Synthesis and inhibitory activity of dimethylamino-chalcone derivatives on the induction of nitric oxide synthase

A series of nine dimethylamino-chalcone derivatives (1,3-diaryl-propenones) was synthesized and screened as potential inhibitors of NO and PGE2 production in the RAW 264.7 macrophage cell line. 4-Dimethylamino-2′,5′-dimethoxychalcone (6) was fo

Synthesis, Crystal Structure, and Photophysical Properties of 4-(4-(Dimethylamino)phenyl)-6-phenylpyrimidin-2-amine

The pyrimidine core is present in a wide variety of compounds that show interesting fluorescent properties and have been used as pigments and dyes. In this research, we synthesized 4-(4-(dimethylamino)phenyl)-6-phenylpyrimidin-2-amine (compound 9) from ch

Synthesis and antidepressant activity of some 1,3,5-triphenyl-2-pyrazolines and 3-(2″-hydroxy naphthalen-1″-yl)-1,5-diphenyl-2-pyrazolines

Five new 1,3,5-triphenyl-2-pyrazolines were synthesised by reacting 1,3-diphenyl-2-propene-1-one with phenyl hydrazine hydrochloride and another five new 3-(2″-hydroxy naphthalen-1″-yl)-1,5-diphenyl-2-pyrazolines were synthesised by reacting 1-(2′-hydroxy

Anchoring pyrazolines on a 2,2′:6′,2″-terpyridine backbone

Introducing pyrazoline derivatives into the classical 2,2′:6′,2″-terpyridine (2,2′:6′,2″-tpy) backbone leads to the synthesis of a new class of compounds, 4′-pyrazolinyl-2,2′:6′,2″-tpys. Six such derivatives bearing differently substituted pyrazolines hav

Synthesis and biological activity of 4-aryl-3-benzoyl-5- phenylspiro[pyrrolidine-2.3′-indolin]-2′-one derivatives as novel potent inhibitors of advanced glycation end product

Diabetic complications and their detrimental effects caused by sugar derived substances, have been the serious issue for the last few years and have yet not been fully combated. The key point of the present study is to synthesize some newer chemical entities which can eradicate such ailments to the maximum possible extent. So with this aim synthesis of some biologically interesting spiro-indolone-pyrrolidine derivatives was accomplished by 1,3-dipolar cycloaddition reaction of azomethine ylide 6 generated in situ from isatin and benzyl amine with the substituted α,β-unsaturated carbonyl compounds 3 as dipolarophile, leading to the formation of new 4-aryl-3-benzoyl-5- phenylspiro[pyrrolidine-2.3′-indolin]-2′-one derivatives 7 stereoselectively in excellent yields. The synthesized compounds have been screened for their advanced glycation end (AGE) product formation inhibitory activity on the basis of their ability to inhibit the formation of AGEs in the bovine serum albumin (BSA)-glucose assay and have been found to exhibit significant activity against AGE formation.

Nonlinear optical studies and structure-activity relationship of chalcone derivatives with in silico insights

Nine chalcones were prepared via Claisen-Schmidt condensation, and characterized by UV–vis, IR1H NMR13C NMR and mass spectrometry. One of the representative member 4-NDM-TC has been studied via single crystal XRD and the TGA/DTA tech

Synthesis of chalcones with antiproliferative activity on the SH-SY5Y neuroblastoma cell line: Quantitative Structure–Activity Relationship Models

Chalcones are a group of molecules with a broad spectrum of biological activities, being especially appealing for their antiproliferative effects on several cancer cell lines. For this reason, we synthesized 23 chalcones with good to excellent yields and assessed their effect on the viability of the SH-SY5Y neuroblastoma cell line and on primary human fibroblasts. The results indicated that 18 of these compounds were more active than 5-fluorouracil in the cancer cell line and one of them was more selective than this reference drug. To identify structural features related to the antiproliferative activity of these compounds, as well as, the selectivity on the cancer cell line, a 2D-QSAR analysis was performed. The QSAR model (q2 = 0.803; r2 = 0.836) showed that lipophilicity (CLogP) is the most important factor to increase their cytotoxicity on the cancer cell line. On the other hand, the selectivity QSAR model (q2 = 0.917; r2 = 0.916) showed that changes in the Mulliken’s charge of the carbonyl group and at the C4’ position in the chalcone core can increase the selectivity for SH-SY5Y cell line compared to normal fibroblasts.

α-Trifluoromethyl Chalcones as Potent Anticancer Agents for Androgen Receptor-Independent Prostate Cancer

α-Trifluoromethyl chalcones were prepared and evaluated for their antiproliferative activities against androgen-independent prostate cancer cell lines as well as five additional types of human tumor cell lines. The most potent chalcone 5 showed superior antitumor activity in vivo with both oral and intraperitoneal administration at 3 mg/kg. Cell-based mechanism of action studies demonstrated that 5 induced cell accumulation at sub-G1 and G2/M phases without interfering with microtubule polymerization. Furthermore, several cancer cell growth-related proteins were identified by using chalcone 5 as a bait for the affinity purification of binding proteins.

Effect of Donor-Acceptor Coupling on TICT Dynamics in the Excited States of Two Dimethylamine Substituted Chalcones

Significant effect of coupling between the electron donor and acceptor groups in intramolecular charge transfer (ICT) dynamics has been demonstrated by comparing the photophysical properties of two isomeric N,N-dimethylaminochalcone derivatives (namely, DMAC-A and DMAC-B). In the case of the DMAC-B molecule, the distance between the donor (N,N-dimethylaniline or DMA) and the acceptor (carbonyl) groups is larger by one ethylene unit as compared to that in the case of DMAC-A. The excited singlet (S1) states of both the isomers have strong ICT character but their photophysical properties are remarkably different. In polar solvents, fluorescence quantum yields (and the lifetimes of the S1 state) of DMAC-A are more than 2 orders of magnitude lower (and shorter) than those of DMAC-B. Remarkable differences in the photophysical properties of these two isomers arise due to occurrence of the ultrafast twisting of the DMA group (or the TICT process) during the course of deactivation of the S1 state of the DMAC-A molecule, but not in the case of DMAC-B. In the later case, because of the presence of a large energy barrier along the twisting coordinate(s), TICT is not a feasible process, and hence, the S1 state of DMAC-B has the planar ICT structure. In the DMAC-A molecule, the strength of coupling between the donor and acceptor groups is relatively stronger because of a shorter distance between these groups. Femtosecond transient absorption spectroscopic measurements and DFT/TDDFT calculations have been adopted to establish the above aspects of the relaxation dynamics of the S1 states of these two isomeric chalcones.