1030-27-9

Basic information

• Product Name: 4-(DIMETHYLAMINO)CHALCONE
• Synonyms: 4-(DIMETHYLAMINO)CHALCONE;3-[4-(DIMETHYLAMINO)PHENYL]-1-PHENYLPROP-2-EN-1-ONE;dimethylaminochalcone;2-Propen-1-one, 3-(4-(dimethylamino)phenyl)-1-phenyl- (9ci);4-(Dimethylamino)benzalacetophenone;Ai3-22121;Ccris 2223;Chalcone, 4-(dimethylamino)- (8ci)
• CAS NO: 1030-27-9
• Molecular Formula: C₁₇H₁₇NO
• Molecular Weight: 251.32
• Product Categories: Chalcones
• Mol File: 1030-27-9.mol
• Article Data: 66

Chemical Properties

• Melting Point: 113-114 °C
• Boiling Point: 415.8 °C at 760 mmHg
• Flash Point: 161.3 °C
• Appearance: /
• Density: 1.103 g/cm³
• Vapor Pressure: 4.02E-07mmHg at 25°C
• Refractive Index: 1.633
• PKA: 4.92±0.24(Predicted)
• CAS DataBase Reference: 4-(DIMETHYLAMINO)CHALCONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(DIMETHYLAMINO)CHALCONE(1030-27-9)
• EPA Substance Registry System: 4-(DIMETHYLAMINO)CHALCONE(1030-27-9)

Safety Data

• Hazardous Substances Data: 1030-27-9(Hazardous Substances Data)

Usage

General Description

4-(Dimethylamino)chalcone is a chemical compound with the formula C17H17NO. It is a chalcone derivative, which is a type of flavonoid and a precursor to the formation of flavonoids. 4-(DIMETHYLAMINO)CHALCONE has been studied for its potential pharmaceutical applications, particularly its ability to inhibit the growth of cancer cells. It has also been examined for its antioxidant and anti-inflammatory properties. Additionally, 4-(dimethylamino)chalcone has been investigated for its potential as a fluorescent dye for bioimaging applications. Overall, this chemical compound shows promise for a variety of biomedical and scientific applications.

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

• 50-00-0 formaldehyd 
• 1222-98-6 4-nitrochalcone 
• 98-86-2 acetophenone 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 1552-96-1 p-dimethylaminocinnamic acid 
• 71-43-2 benzene 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 108-46-3 recorcinol 
• 583-06-2 3-benzoylacrylic acid 
• 28611-39-4 4-(dimethylamino)benzene-boronic acid 
• 121-69-7 N,N-dimethyl-aniline 
• 42350-78-7 (2-oxo-2-phenylethyl)triphenylarsonium bromide 
• 70-11-1 α-bromoacetophenone 
• 72758-79-3 3c-(4-dimethylamino-phenyl)-1-phenyl-propenone 

Downstream Products

• 96331-59-8 7-phenyl-2-thioxopyrido[2,3-d]pyrimidin-4-one 
• 866409-65-6 3-(4-dimethylaminophenyl)-2-nitro-5-oxo-5-phenylpentanoic acid ethyl ester 
• 1042682-13-2 3-[4-(dimethylamino)phenyl]-4-fluoro-1-phenyl-5,5-bis(phenylsulfonyl)butan-2-one 
• 1204687-34-2 C₂₉H₂₇N₅ 
• 1296863-65-4 4,4,4-tribromo-3-(4-(dimethylamino)phenyl)-1-phenylbutan-1-one 
• 108126-23-4 2-(4-(dimethylamino)phenyl)-4-oxo-4-phenylbutanenitrile 
• 1620198-63-1 2-(4-(dimethylamino)phenyl)-N,N-dimethyl-4-oxo-4-phenylbutanamide 

Relevant articles and documents

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, 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

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

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

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.

Palladium-catalyzed decarboxylative arylation of benzoylacrylic acids toward the synthesis of chalcones

It has been found that readily available 3-benzoylacrylic acids undergo palladium-catalyzed decarboxylative arylation with arylboronic acids in the presence of a copper salt oxidant to produce chalcone derivatives. The decarboxylative arylation could also be achieved using aryl halides as the alternative aryl source to expand the applicable scope.

Borane-Catalyzed, Chemoselective Reduction and Hydrofunctionalization of Enones Enabled by B-O Transborylation

The use of stoichiometric organoborane reductants in organic synthesis is well established. Here these reagents have been rendered catalytic through an isodesmic B-O/B-H transborylation applied in the borane-catalyzed, chemoselective alkene reduction and formal hydrofunctionalization of enones. The reaction was found to proceed by a 1,4-hydroboration of the enone and B-O/B-H transborylation with HBpin, enabling catalyst turnover. Single-turnover and isotopic labeling experiments supported the proposed mechanism of catalysis with 1,4-hydroboration and B-O/B-H transborylation as key steps.

Synthesis, characterization and biological evaluation of new 3,5-disubstituted-pyrazoline derivatives as potential anti-Mycobacterium tuberculosis H37Ra compounds

A total of fourteen pyrazoline derivatives were synthesized through cyclo-condensation reactions by chalcone derivatives with different types of semicarbazide. These compounds were characterized by IR, 1D-NMR (1H, 13C and Distortionless Enhancement by Polarization Transfer-DEPT-135) and 2D-NMR (COSY, HSQC and HMBC) as well as mass spectroscopy analysis (HRMS). The synthesized compounds were tested for their antituberculosis activity against Mycobacterium tuberculosis H37Ra in vitro. Based on this activity, compound 4a showed the most potent inhibitory activity, with a minimum inhibitory concentration (MIC) value of 17 μM. In addition, six other synthesized compounds, 5a and 5c–5g, exhibited moderate activity, with MIC ranges between 60 μM to 140 μM. Compound 4a showed good bactericidal activity with a minimum bactericidal concentration (MBC) value of 34 μM against Mycobacterium tuberculosis H37Ra. Molecular docking studies for compound 4a on alpha-sterol demethylase was done to understand and explore ligand– receptor interactions, and to hypothesize potential refinements for the compound.