245747-08-4

Basic information

• Product Name: Pyr6
• Synonyms: Pyr6;N-{4-[3,5-Bis(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}-3-fluoroisonicotinamide
• CAS NO: 245747-08-4
• Molecular Formula: C17H9F7N4O
• Molecular Weight: 418.2683824
• Mol File: 245747-08-4.mol

Chemical Properties

• Melting Point: 162-163 °C
• Boiling Point: 368.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.52±0.1 g/cm3(Predicted)
• PKA: 9.85±0.70(Predicted)
• CAS DataBase Reference: Pyr6(CAS DataBase Reference)
• NIST Chemistry Reference: Pyr6(245747-08-4)
• EPA Substance Registry System: Pyr6(245747-08-4)

Safety Data

• Hazardous Substances Data: 245747-08-4(Hazardous Substances Data)

Usage

Uses

Used in Biological Research:
Pyr6 is used as a fluorescent dye for staining cells and tissues, facilitating their visualization and analysis under fluorescent microscopy. This application aids researchers in studying cellular structures and functions.
Used in Drug Discovery:
Pyr6 is used as a selective inhibitor of TRPM4 channels, which are implicated in various physiological processes. Its ability to modulate these channels makes Pyr6 a valuable tool in the development of therapeutic agents targeting TRPM4-related conditions.
Used in Medical Diagnostics:
Pyr6 is used as a diagnostic agent in the identification and analysis of cells and tissues, particularly in the context of diseases and conditions associated with TRPM4 channel dysregulation.
Used in Antimicrobial Applications:
Pyr6 is used as an antifungal and antibacterial agent, leveraging its potential to combat microbial infections, which is particularly beneficial in the development of new antimicrobial therapies.

Upstream product

• 393-53-3 3-fluoroisonicotinic acid 
• 123066-64-8 4-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl] aniline 
• 903592-75-6 3-fluoropyridine-4-carbonyl chloride 
• 1522-22-1 1,1,1,5,5,5-hexafluoroacetylacetone 
• 123066-63-7 1-(4-nitrophenyl)-3,5-bis(trifluoromethyl)-1H-pyrazole 
• 100-16-3 4-nitrophenylhydrazone 
• 1694-30-0 1,1,1,5,5,5-hexafluoro-4-hydroxy-pent-3-en-2-one 
• 636-99-7 4-nitrophenylhydrazine hydrochloride 

Relevant articles and documents

Microwave-assisted and continuous flow multistep synthesis of 4-(pyrazol-1-yl)carboxanilides

A series of 4-(pyrazol-1-yl)carboxanilides active as inhibitors of canonical transient receptor potential channels were synthesized in an efficient three-step protocol using controlled microwave heating. The general synthetic strategy involves condensation of 4-nitrophenylhydrazine with appropriate 1,3-dicarbonyl building blocks, followed by reduction of the nitro group to the amine, which is then amidated with carboxylic acids. Compared to the conventional protocol a dramatic reduction in overall processing time from ～2 days to a few minutes was achieved, accompanied by significantly improved product yields. In addition, the first two steps in the synthetic pathway were also performed under continuous flow conditions providing similar isolated product yields. As an alternative to the three-step protocol, a novel two-step route to the desired 4-(pyrazol-1-yl)carboxanilides was devised involving condensation of 4-bromophenylhydrazine with appropriate 1,3-dicarbonyl building blocks, followed by Pd-catalyzed Buchwald-Hartwig amidation with carboxylic acid amides.

AZOLE INHIBITORS OF CYTOKINE PRODUCTION

Compounds having the formula are useful for treating diseases that are prevented by or ameliorated with Interleukin-2, Interleukin-4, or Interleukin-5 production inhibitors.

3,5-Bis(trifluoromethyl)pyrazoles: A novel class of NFAT transcription factor regulator

A series of bis(trifiuoromethyl)pyrazoles (BTPs) has been found to be a novel inhibitor of cytokine production. Identified initially as inhibitors of IL-2 synthesis, the BTPs have been optimized in this regard and even inhibit IL-2 production with a 10-fold enhancement over cyclosporine in an ex vivo assay. Additionally, the BTPs show inhibition of IL-4, IL-5, IL-8, and eotaxin production. Unlike the IL-2 inhibitors, cyclosporine and FK506, the BTPs do not directly inhibit the dephosphorylation of NFAT by calcineurin.