1211521-60-6

Basic information

• Product Name: 2-bromo-5-(1,1-difluoroethyl)pyridine
• CAS NO: 1211521-60-6
• Molecular Weight: 222.032
• Mol File: 1211521-60-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-bromo-5-(1,1-difluoroethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-5-(1,1-difluoroethyl)pyridine(1211521-60-6)
• EPA Substance Registry System: 2-bromo-5-(1,1-difluoroethyl)pyridine(1211521-60-6)

Safety Data

• Hazardous Substances Data: 1211521-60-6(Hazardous Substances Data)

Upstream product

• 139042-59-4 1-(6-bromopyridin-3-yl)ethanone 
• 202289-38-1 (bis-(2-methoxyethyl)amino)sulfur trufluoride 

Relevant articles and documents

Scalable Approach to Fluorinated Heterocycles with Sulfur Tetrafluoride (SF4)

A general approach to fluorinated (hetero)aromatic derivatives is elaborated. The key reaction is a deoxofluorination of substituted acetophenones with sulfur tetrafluoride (SF4). In contrast to previous deoxofluorination methods, this transformation is fast, scalable (up to 70 g), and high-yielding. More than 100 novel or previously hardly accessible fluorinated heterocycles, interesting for medicinal chemistry and agrochemistry, were synthesized.

Original 2-(3-Alkoxy-1 H -pyrazol-1-yl)azines Inhibitors of Human Dihydroorotate Dehydrogenase (DHODH)

Following our discovery of human dihydroorotate dehydrogenase (DHODH) inhibition by 2-(3-alkoxy-1H-pyrazol-1-yl)pyrimidine derivatives as well as 2-(4-benzyl-3-ethoxy-5-methyl-1H-pyrazol-1-yl)-5-methylpyridine, we describe here the syntheses and evaluation of an array of azine-bearing analogues. As in our previous report, the structure-activity study of this series of human DHODH inhibitors was based on a phenotypic assay measuring measles virus replication. Among other inhibitors, this round of syntheses and biological evaluation iteration led to the highly active 5-cyclopropyl-2-(4-(2,6-difluorophenoxy)-3-isopropoxy-5-methyl-1H-pyrazol-1-yl)-3-fluoropyridine. Inhibition of DHODH by this compound was confirmed in an array of in vitro assays, including enzymatic tests and cell-based assays for viral replication and cellular growth. This molecule was found to be more active than the known inhibitors of DHODH, brequinar and teriflunomide, thus opening perspectives for its use as a tool or for the design of an original series of immunosuppressive agent. Moreover, because other series of inhibitors of human DHODH have been found to also affect Plasmodium falciparum DHODH, all the compounds were assayed for their effect on P. falciparum growth. However, the modest in vitro inhibition solely observed for two compounds did not correlate with their inhibition of P. falciparum DHODH.