95755-75-2

Upstream product

• 102919-77-7 Acetic acid 1-methyl-2-(4-phenoxy-phenoxy)-ethyl ester 
• 831-82-3 4-Phenoxyphenol 
• 15448-47-2 (R)-propylene oxide 

Relevant academic research and scientific papers

Design and synthesis of aryloxyethyl thiocyanate derivatives as potent inhibitors of Trypanosoma cruzi proliferation

As a part of our project directed at the search of new chemotherapeutic agents against American trypanosomiasis (Chagas' disease), several drugs possessing the 4-phenoxyphenoxy skeleton and other closely related structures employing the thiocyanate moiety as polar end group were designed, synthesized, and evaluated as antiproliferative agents against Trypanosoma cruzi, the parasite responsible for this disease. These thiocyanate analogues were envisioned bearing in mind the potent activity shown by 4- phenoxyphenoxyethyl thiocyanate (compound 8) taken as lead drug. This compound had previously proved to be an extremely active growth inhibitor against T. cruzi with IC50 values ranging from the very low micromolar level in epimastigotes to the low nanomolar level in the intracellular form of the parasite. Of the designed compounds, the ethyl thiocyanate drugs connected to nonpolar skeletons, namely, arylthio, 2,4-dichlorophenoxy, ortho-substituted aryloxy, and 2-methyl-4-phenoxyphenoxy (compounds 15, 34, 47, 52, 72, respectively), were shown to be very potent antireplicative agents against T. cruzi. On the other hand, conformationally restricted analogues as well as branched derivatives at the aliphatic side chain were shown to be moderately active against T. cruzi growth. The biological activity of drugs bearing the thiocyanate group correlated quite well with the activity exhibited by their normal precursors, the tetrahydropyranyl ether derivatives, when bonded to the same nonpolar skeleton. Compounds having the tetrahydropyranyl moiety as polar end were proportionally much less active than sulfur-containing derivatives in all cases. Drugs 47 and 72 also resulted to be very active against the amastigote form of the parasite growing in myoblasts; however, they were slightly less active than the lead drug 8. On the other hand, compounds 34 and 52 were almost devoid of activity against myoblasts. Surprisingly, the dithio derivative 15 was toxic for myoblasts.

Studies on hydrolysis of chiral, achiral and racemic alcohol esters with Pseudomonas cepacia lipase: mechanism of stereospecificity of the enzyme

Steady-state kinetics of Pseudomonas cepacia lipase-catalysed hydrolysis of five analogues chiral and achiral substrates, i.e. (R)- and (S)-1-methyl-2-(4-phenoxyphenoxy)ethyl acetates (R)- and (S)-1a, (R)- and (S)-2-methyl-2-(4-phenoxyphenoxy)ethyl acetat

PREPARATION OF OPTICALLY ACTIVE SECONDARY ALCOHOLS BY COMBINATION OF ENZYMATIC HYDROLYSIS AND CHEMICAL TRANSFORMATION

Several kinds of optically active secondary alcohols (S)-2, which are important intermediates of bioactive compounds, were prepared from the corresponding racemic acetate (+/-)-1 in high chemical and optical yields by combination of enzymatic hydrolysis and chemical transformation.