5432-53-1

Basic information

• Product Name: 4-(4-DIMETHYLAMINO-PHENYL)-BUT-3-EN-2-ONE
• Synonyms: 4-(4-DIMETHYLAMINO-PHENYL)-BUT-3-EN-2-ONE;4-(4-N,N-Dimethylaminophenyl)but-3-en-2-one;1-(4-DIMETHYLAMINOPHENYL)BUT-1-EN-3-ONE
• CAS NO: 5432-53-1
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.25
• Mol File: 5432-53-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 234-235 °C
• Boiling Point: 340.6 °C at 760 mmHg
• Flash Point: 132.6 °C
• Appearance: /
• Density: 1.039 g/cm³
• Vapor Pressure: 8.53E-05mmHg at 25°C
• Refractive Index: 1.586
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.88±0.24(Predicted)
• CAS DataBase Reference: 4-(4-DIMETHYLAMINO-PHENYL)-BUT-3-EN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-DIMETHYLAMINO-PHENYL)-BUT-3-EN-2-ONE(5432-53-1)
• EPA Substance Registry System: 4-(4-DIMETHYLAMINO-PHENYL)-BUT-3-EN-2-ONE(5432-53-1)

Safety Data

• Hazardous Substances Data: 5432-53-1(Hazardous Substances Data)

Usage

General Description

4-(4-Dimethylamino-phenyl)-but-3-en-2-one, also known as Rhodanine Stains Ultra, Rhodanine TSA Plus, or Rhodanine Bulk Kit, is a chemical compound that belongs to the group of Stilbenes and Derivatives. Its molecular formula is C12H15NO and it carries a molar mass of 189.255 g/mol. The compound is generally used in the field of biochemistry as it is a reliable staining agent in the detection of copper residues. It is also used in fluorescence microscopy. It usually appears as a brownish-yellow powder and should be stored in a cool, dry place away from light. As with many chemicals, caution should be exercised when handling this substance to avoid irritation or harmful effects if ingested or inhaled.

InChI:InChI=1/C12H15NO/c1-10(14)4-5-11-6-8-12(9-7-11)13(2)3/h4-9H,1-3H3/b5-4+

Upstream product

• 123-75-1 pyrrolidine 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 100573-07-7 C₁₅H₂₁LiN₂OSi 
• 100573-48-6 (E)-4-(4-Dimethylamino-phenyl)-2-trimethylsilanyloxy-but-3-enenitrile 
• 20432-35-3 3-(4-dimethylamino-phenyl)-propenal 
• 100573-13-5 4-<4-(Dimethylamino)phenyl>-2-methyl-2-(trimethylsiloxy)-3-butennitril 
• 67-64-1 acetone 
• 64-17-5 ethanol 

Downstream Products

• 93817-55-1 (1E,4E)-1-(4-(dimethylamino)phenyl)-5-(furan-2-yl)penta-1,4-dien-3-one 
• 108135-89-3 2-(4-dimethylamino-trans-styryl)-quinoline-4-carboxylic acid 
• 6597-45-1 1-(4-Dimethylamino-phenyl)-5-(4-nitro-phenyl)-penta-1,4-dien-3-on 
• 6673-14-9 1,5-bis-(4-dimethylamino-phenyl)-penta-1,4-dien-3-one 
• 861316-02-1 2-(4-dimethylamino-phenyl)-4-hydroxy-4-methyl-6-oxo-cyclohexanecarboxylic acid ethyl ester 
• 1392441-58-5 (R)-diisopropyl 2-[1-(4-dimethylaminophenyl)-3-oxobutyl]malonate 
• 1482518-14-8 C₁₇H₁₇N₃OS 

Relevant articles and documents

Evaluation of sulphonamide derivatives acting as inhibitors of human carbonic anhydrase isoforms I, II and Mycobacterium tuberculosis β-class enzyme Rv3273

A series of novel sulphonamide derivatives was obtained from sulphanilamide which was N4-alkylated with ethyl bromoacetate followed by reaction with hydrazine hydrate. The hydrazide obtained was further reacted with various aromatic aldehydes. The novel sulphonamides were characterised by infrared, mass spectrometry, 1H- and 13C-NMR and purity was determined by high-performance liquid chromatography (HPLC). Human (h) carbonic anhydrase (CA, EC 4.2.1.1) isoforms hCA I and II and Mycobacterium tuberculosis β-CA encoded by the gene Rv3273 (mtCA 3) inhibition activity was investigated with the synthesised compounds which showed promising inhibition. The KIs were in the range of 54.6 nM–1.8 μM against hCA I, in the range of 32.1 nM–5.5 μM against hCA II and of 127 nM–2.12 μM against mtCA 3.

Cu(OAc)2/TFA-promoted formal [3 + 3] cycloaddition/oxidation of enamines and enones for synthesis of multisubstituted aromatic amines

New strategies for the oxidative cycloaddition of enones with enamines are developed. These cycloaddition reactions directly afford substituted aromatic amines, which are important in organic chemistry, in moderate to good yield. Cu(OAc)2/TFA is shown to be essential to achieve high reaction efficiency.

An efficient synthesis of bio-active fluorescent benzylidine tetralones

Benzylidine tetralones have been synthesized in excellent yields in PEG 600 at room temperature and short time periods. The synthesized compounds are found to have antibacterial activity towards both gram-positive and gram-negative bacteria. The N, N-dialkyl substituted benzylidine tetralones are found to possess fluorescent properties.