774-41-4

Upstream product

• 50618-02-5 trans-β-methyl-4-methoxystyrene oxide 
• 3462-97-3 (4-methoxybenzyl)triphenylphosphonium bromide 
• 122-84-9 4-methoxybenzyl methyl ketone 
• 4693-91-8 4-methoxyphenyl-acetic chloride 
• 20772-13-8 1-bromo-3-(4-methoxyphenyl)-2-propanone 
• 186581-53-3 diazomethane 

Downstream Products

• 1025476-47-4 (Z)-ethyl 1-(4-methoxyphenyl)-2-oxopropyl 1-naphthyldithioimidocarbonate 
• 1135586-56-9 1-(4-methoxyphenyl)-1-(pyrrolidin-1-yl)propan-2-one 
• 1177265-39-2 1-(4-methoxyphenyl)-1-thiocyanatopropan-2-one 

Relevant academic research and scientific papers

Development and evaluation of ST-1829 based on 5-benzylidene-2-phenylthiazolones as promising agent for anti-leukotriene therapy

Different inflammatory diseases and allergic reactions are mediated by leukotrienes, which arise from the oxygenation of arachidonic acid catalyzed by 5-lipoxygenase (5-LO). One promising approach for an effective anti-leukotriene therapy is the inhibition of this key enzyme. This study presents the synthesis and development of a potent and direct 5-LO inhibitor based on the well characterized 5-benzylidene-2-phenylthiazolone C06, whose further pharmacological investigation was precluded due to its low solubility. Through optimization of C06, evaluation of structure-activity relationships including profound assessment of the thiazolone core and consideration of the solubility, the 5-benzyl-2-phenyl-4-hydroxythiazoles represented by 46 (ST-1829, 5-(4-chlorobenzyl)-2-p-tolylthiazol-4-ol) were developed. Compound 46 showed an improved 5-LO inhibitory activity in cell-based (ICinf50/inf values 0.141/4M) and cell-free assays (ICinf50/inf values 0.03 1/4M) as well as a prominent enhanced solubility. Furthermore, it kept its promising inhibitory potency in the presence of blood serum, excluding excessive binding to serum proteins. These facts combined with the non-cytotoxic profile mark a major step towards an effective anti-inflammatory therapy.

Visible light-mediated oxidative quenching reaction to electron-rich epoxides: Highly regioselective synthesis of α-bromo (di)ketones and mechanism study

A novel and simple procedure was developed for the regioselective synthesis of α-bromo (di)ketones from electron-rich epoxides via visible light photoredox catalysis. Through optimization of solvent and light source, the reaction can be rapidly achieved under mild conditions. Moreover, the possible reaction mechanism was proposed and further supported by control experiments.