848142-75-6

Upstream product

• 2926-29-6 Langlois reagent 
• 120455-06-3 5-methoxy-2-(4-methoxyphenyl)-2H-indazole 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 19614-12-1 2-bromo-5-methoxybenzyl bromide 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 848142-58-5 3-bromo-5-methoxy-2-(4-methoxyphenyl)-2H-indazole 
• 848142-46-1 N-(2-bromo-5-methoxybenzyl)-N-(4-methoxyphenyl)hydrazine 

Relevant academic research and scientific papers

Metal-Free Trifluoromethylation of Indazoles

A simple and efficient tert-butyl hydroperoxide-mediated direct trifluoromethylation of indazoles using sodium trifluoromethanesulfinate has been developed under metal-free conditions. A library of trifluoromethylated products with broad functionalities has been synthesized with moderate to good yields. A radical mechanistic pathway has been proposed for the present protocol.

Electrochemically mediated trifluoromethylation of 2H-indazole derivatives using CF3SO2Na

An environmentally friendly method of electrochemical mediated regioselective C-3 trifluoromethylation of 2H-indazole by employing CF3SO2Na as the CF3 source was described. This reaction tolerated various functional groups and provided C[sbnd]H trifluoromethylated products in moderate to good yields under transition metal-free and oxidant-free reaction conditions. Mechanism experiments showed that a radical process might be involved in this transformation.

Indazole estrogens: Highly selective ligands for the estrogen receptor β

The estrogen receptors, ERα and ERβ, are important pharmaceutical targets. To develop ERβ-selective ligands, we synthesized a series of nonsteroidal compounds having a phenyl-2H-indazole core with different groups at C-3. Several of these show high affinity and good ERβ selectivity, especially those with polar and/or polarizable substituents at this site (halogen, CF3, nitrile); the best compounds have affinities for ERβ comparable to estradiol, with ERβ affinity selectivity >100. This potency and ERβ selectivity is also seen in cell-based transcriptional assays, where several compounds showed ERβ efficacies equivalent to that of estradiol with ERβ potency selectivities of 100. These compounds might prove useful as selective pharmacological probes to study the biological actions of estrogens mediated through ERβ, and they might lead to the development of useful pharmaceuticals. These findings also contribute to an evolving pharmacophore that characterizes certain nonsteroidal ligands having high ERβ subtype affinity and potency selectivity.