6673-14-9

Basic information

• Product Name: 1,5-BIS(4-DIMETHYLAMINOPHENYL)-1,4-PENTADIEN-3-ONE
• Synonyms: TIMTEC-BB SBB007957;NSC 156579;NSC 636680;TRANS DPPO;4,4'-BIS(DIMETHYLAMINO)DIBENZALACETONE;1,3-BIS(P-DIMETHYLAMINOBENZYLIDENE)ACETONE;1,3-BIS(4-DIMETHYLAMINOBENZYLIDENE)ACETONE;1,5-BIS[P-(DIMETHYLAMINO)PHENYL]-1,4-PENTADIEN-3-ONE
• CAS NO: 6673-14-9
• Molecular Formula: C₂₁H₂₄N₂O
• Molecular Weight: 320.43
• Mol File: 6673-14-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 522.6°C at 760 mmHg
• Flash Point: 229°C
• Appearance: /
• Density: 1.109g/cm³
• Vapor Pressure: 5.11E-11mmHg at 25°C
• Refractive Index: 1.656
• CAS DataBase Reference: 1,5-BIS(4-DIMETHYLAMINOPHENYL)-1,4-PENTADIEN-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-BIS(4-DIMETHYLAMINOPHENYL)-1,4-PENTADIEN-3-ONE(6673-14-9)
• EPA Substance Registry System: 1,5-BIS(4-DIMETHYLAMINOPHENYL)-1,4-PENTADIEN-3-ONE(6673-14-9)

Safety Data

• Hazardous Substances Data: 6673-14-9(Hazardous Substances Data)

Usage

General Description

1,5-BIS(4-DIMETHYLAMINOPHENYL)-1,4-PENTADIEN-3-ONE is a chemical compound with the formula C24H28N2O. It is a fluorescent molecule that is commonly used in organic chemistry and materials science as a fluorescent probe and as a building block in the synthesis of various organic compounds. 1,5-BIS(4-DIMETHYLAMINOPHENYL)-1,4-PENTADIEN-3-ONE is known for its unique optical properties, making it useful in a wide range of applications including in the development of sensors, imaging agents, and OLED materials. 1,5-BIS(4-DIMETHYLAMINOPHENYL)-1,4-PENTADIEN-3-ONE has also been studied for its potential use in the field of biotechnology, particularly in the development of new fluorescent labels for biomolecules and as a tool for studying biological processes at the molecular level.

InChI:InChI=1/C21H24N2O/c1-22(2)19-11-5-17(6-12-19)9-15-21(24)16-10-18-7-13-20(14-8-18)23(3)4/h5-16H,1-4H3/b15-9+,16-10+

Upstream product

• 5432-53-1 4-p-dimethylaminophenyl-3-buten-2-one 
• 112-02-7 cetyltrimethylammonium chloride 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 67-64-1 acetone 

Downstream Products

• 2564-18-3 1-phenyl-3-((dimethylamino)styryl)-5-((dimethylamino)phenyl)-2-pyrazoline 
• 202471-52-1 2,6-Bis-(4-dimethylamino-phenyl)-4-oxo-cyclohexane-1,1-dicarboxylic acid dimethyl ester 
• 210429-29-1 C₂₅H₃₁N₇O₃ 
• 210429-43-9 C₂₅H₃₀N₆O₄ 
• 210429-18-8 6,10-Bis-(4-dimethylamino-phenyl)-2,3-diaza-spiro[4.5]decane-1,4,8-trione 
• 210429-20-2 6,10-Bis-(4-dimethylamino-phenyl)-2-oxa-3-aza-spiro[4.5]decane-1,4,8-trione 
• 3418-96-0 1,5-Bis-<4-dimethylamino-phenyl>-pentadien-(1,3) 
• 114563-77-8 C₃₀H₃₁N₃ 
• 122252-46-4 bis (4-p-dimethylaminophenyl-2-pytazolin-3-yl) ketone 

Relevant articles and documents

In vitro and in silico growth inhibitory, anti-ovarian & anti-lung carcinoma effects of 1,5 diarylpenta-1,4-dien-3-one as synthetically modified curcumin analogue

The synthesized 1,5 diarylpenta-1,4-dien-3-one derivatives (compounds 1-6) as synthetic curcumin analogues were tested for their potential anticancer activity against human ovarian and lung adenocarcinoma cells. The absorption, distribution, metabolism, excretion, and toxicity (ADMET/pharmacokinetic) parameters of all the compounds were predicted by admetSAR software. The pharmacokinetics, pharmacodynamics and bioactivity scores properties based on Lipinski rule and Ghose filter, calculated with the help of Molinspiration and ChemDraw. Molecular docking evaluation of all the compounds was also performed by using AutoDock Vina and iGEMDOCK against three most common human anticancer targets; epidermal growth factor receptor (EGFR), heat shock protein (Hsp 90-α), and vascular endothelial growth factor receptor-2 (VEGFR2). The obtained results were compared with the reference compound 7 and drugs 8-10 (7: GO-035; 8: Quinazolin; 9: Naquotinib and 10: Ribofuranuronamide). Finding indicates, all the compounds were potentially interacting with VEGFR2 through the average –9.1 binding energy (BE) with closer contact 1H-NMR). In vitro anti-proliferative activity was tested via MTT method against human ovarian carcinoma (PA-1) and human lung adenocarcinoma (A549) cells and further screened for apoptotic parameters such as nuclear fragmentation and ROS generation. Compound 4 exhibits good dose-dependent anti-proliferative activity (IC50 73 and 79.7 μM) against human ovarian carcinoma and human lung adenocarcinoma, respectively. Communicated by Ramaswamy H. Sarma.

Sulfamic acid: An efficient, cost-effective and green catalyst for crossed-aldol condensation of ketones with aromatic aldehydes under solvent-free

Aromatic aldehydes undergo crossed-aldol condensation with ketones in the presence of catalytic amount of sulfamic acid (SA) to afford the corresponding α, β-unsaturated aldol products under solvent-free conditions in good to high yields at 45-80 °C.

Curcumin analogs with anti-tumor and anti-angiogenic properties

The present invention is directed to curcumin analogs exhibiting anti-tumor and anti-angiogenic properties, pharmaceutical formulations including such compounds and methods of using such compounds.