399-06-4

Basic information

• Product Name: 4,4,4-Trifluoro-1-(pyridine-4-yl)butane-1,3-dione
• Synonyms: 4,4,4-TRIFLUORO-1-PYRIDIN-4-YL-BUTANE-1,3-DIONE;4,4,4-TRIFLUORO-1-(PYRIDINE-4-YL)BUTANE-1,3-DIONE;AKOS MSC-0358;4,4,4-Trifluoro-1-(pyridine-4-yl)-1,3-butanedione
• CAS NO: 399-06-4
• Molecular Formula: C₉H₆F₃NO₂
• Molecular Weight: 217.14
• Mol File: 399-06-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 213-214°C
• Boiling Point: 269.5 °C at 760 mmHg
• Flash Point: 116.8 °C
• Appearance: /
• Density: 1.351g/cm³
• Vapor Pressure: 0.00504mmHg at 25°C
• Refractive Index: 1.501
• PKA: 2.28±0.25(Predicted)
• CAS DataBase Reference: 4,4,4-Trifluoro-1-(pyridine-4-yl)butane-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,4-Trifluoro-1-(pyridine-4-yl)butane-1,3-dione(399-06-4)
• EPA Substance Registry System: 4,4,4-Trifluoro-1-(pyridine-4-yl)butane-1,3-dione(399-06-4)

Safety Data

• Hazardous Substances Data: 399-06-4(Hazardous Substances Data)

Usage

General Description

4,4,4-Trifluoro-1-(pyridine-4-yl)butane-1,3-dione is a chemical compound that belongs to the class of organofluorine compounds. It is a fluorinated derivative of pyridine and butane-1,3-dione. 4,4,4-Trifluoro-1-(pyridine-4-yl)butane-1,3-dione is used in organic synthesis and pharmaceutical research due to its potential as a building block for various functionalized molecules. Its properties and structure make it a valuable intermediate in the production of pharmaceuticals and agrochemicals. Additionally, it is used as a reagent in the preparation of other fluorinated organic compounds, which are widely employed in the development of advanced materials and medicinal chemistry.

InChI:InChI=1/C9H6F3NO2/c10-9(11,12)8(15)5-7(14)6-1-3-13-4-2-6/h1-5,14H/b7-5-

Upstream product

• 1122-54-9 methyl (4-pyridyl) ketone 
• 383-63-1 ethyl trifluoroacetate, 
• 124-41-4 sodium methylate 

Downstream Products

• 503149-09-5 1-benzyl-4-(3-trifluoromethyl-1-phenyl-5-pyrazolyl)-1,2,3,6-tetrahydropyridine 
• 503149-11-9 1-(3-trifluoromethyl-1-phenyl-1H-pyrazol-5-yl)piperidine 
• 1148055-43-9 C₁₆H₁₂F₃N₃OS 
• 503149-14-2 3-{(2S,4S)-1-tert-butoxycarbonyl-4-[4-(3-trifluoromethyl-1-phenyl-5-pyrazolyl)piperidino]-2-pyrrolidinylcarbonyl}-1,3-thiazolidine 
• 503149-06-2 4-(3-trifluoromethyl-1-phenyl-1H-pyrazol-5-yl)pyridine 
• 188816-92-4 1-(4-aminosulfonylphenyl)-5-(pyridin-4-yl)-3-trifluoromethyl-1H-pyrazole 

Relevant articles and documents

Substituent regulated photoluminescent thermochromism in a rare type of octahedral Cu4I4 clusters

A series of Cu4I4 clusters (1-5) supported by two pyrazolate-type zwitterionic ligands N-methyl-[4-(5-R-pyrazolyl)]pyridinium (1: R = tert-butyl; 2: R = trifluoromethyl; 3, 4, 5: R = phenyl) have been prepared and fully characterized

Pyrazolo[1,5a]pyrimidines as a new class of FUSE binding protein 1 (FUBP1) inhibitors

The transcriptional regulator FUSE binding protein 1 (FUBP1) is aberrantly upregulated in various malignancies, fulfilling its oncogenic role by the deregulation of critical genes involved in cell cycle control and apoptosis regulation. Thus, the pharmaceutical inhibition of this protein would represent an encouraging novel targeted chemotherapy. Here, we demonstrate the identification and initial optimization of a pyrazolo[1,5a]pyrimidine-based FUBP1 inhibitor derived from medium throughput screening, which interferes with the binding of FUBP1 to its single stranded target DNA FUSE. We were able to generate a new class of FUBP1 interfering molecules with in vitro and biological activity. In biophysical assays, we could show that our best inhibitor, compound 6, potently inhibits the binding of FUBP1 to the FUSE sequence with an IC50value of 11.0 μM. Furthermore, hepatocellular carcinoma cells exhibited sensitivity towards the treatment with compound 6, resulting in reduced cell expansion and induction of cell death. Finally, we provide insights into the corresponding SAR landscape, leading to a prospective enhancement in potency and cellular efficacy.

Synthesis and anti-microbial activity of some new fluorinated 1H-pyrazoles

Several new trifluoromethyl-1H-pyrazoles were prepared by reaction of hydrazine monohydrate with 1,3-diketones. Their structures were confirmed by elemental analysis, IR, 1H NMR and EI-MS spectroscopy. The anti-microbial activities of the newly synthesized compounds were examined by disc diffusion method against Escherichia coli, Staphylococcus aureus, Pyricularia oryzae and Rhizoctnia solani. All the trifluoromethyl-1H-pyrazoles exhibited a certain degree of anti-bacterial and anti-fungal activities.