53244-91-0

Upstream product

• 3321-92-4 1-(3,5-dichloro-2-hydroxyphenyl)-ethanone 
• 98993-81-8 ω-Brom-2-acetoxy-3,5-dichlor-acetophenon 

Downstream Products

• 146305-10-4 diethyl-dithiocarbamic acid 2-(3,5-dichloro-2-hydroxy-phenyl)-2-oxo-ethyl ester 
• 87669-75-8 2-Hydroxy-3,5-dichlorophenacyl-N,N-dimethyldithiocarbamate 

Relevant academic research and scientific papers

MeONH 2·hCl-Mediated α-Methylenation/Conjugate Addition of α-Sulfonylo-Hydroxyacetophenones with Methyl Sulfoxides: Route to 3-Sulfonylchroman-4-ones

A novel and efficient route for the synthesis of 3-sulfonylchroman-4-ones from α-sulfonyl o -hydroxyacetophenones with methyl sulfoxides via a MeONH 2·HCl-mediated sequential methylenation/ conjugate addition is described. Plausible reaction mechanisms are proposed and discussed. Various reaction conditions for this novel, one-pot, environmentally friendly conversion were investigated.

Synthesis and structure-activity relationship of aminoarylthiazole derivatives as correctors of the chloride transport defect in cystic fibrosis

Abstract The cystic fibrosis transmembrane conductance regulator (CFTR) is a chloride channel present in the membrane of epithelial cells. Mutations affecting the CFTR gene cause cystic fibrosis (CF), a multi-organ severe disease. The most common CF mutation, F508del, impairs the processing and activity (gating) of CFTR protein. Other mutations, like G551D, only cause a gating defect. Processing and gating defects can be targeted by small molecules called generically correctors and potentiators, respectively. Aminoarylthiazoles (AATs) represent an interesting class of compounds that includes molecules with dual activity, as correctors and potentiators. With the aim to improve the activity profile of AATs, we have now designed and synthesized a library of novel compounds in order to establish an initial SAR that may provide indications about the chemical groups that are beneficial or detrimental for rescue activity. The new compounds were tested as correctors and potentiators in CFBE41o-expressing F508del-CFTR using a functional assay. A dual active compound, AAT-4a, characterized by improved efficacy and marked synergy when combined with the corrector VX-809 has been identified. Moreover, by computational methods, a possible binding site for AATs in nucleotide binding domain NBD1 has been detected. These results will direct the synthesis of new analogues with possibly improved activity.

SOME 2-BENZENESULFONYLOXY-3,5-DICHLOROPHENACYL-N,N-DIALKYLDITHIOCARBAMATES AND RELATED COMPOUNDS AS POTENTIAL PESTICIDES

A good yield synthesis of 3,5-dichloro-2-hydroxyphenacyl-N,N-dialkyldithiocarbamats (5a, b) (useful synthons for obtaining new pesticides) consists in bromination of 3',5'-dichloro-2'-hydroxyacetophenone (1) reaction with sodium N,N-dialkyldithiocarbamates (3a, b) and benzene-sulphonyl chloride. A similar reaction was performed with 8-acyl-7-hydroxy-4-methylcoumarin (6a, b) to afford the new dithiocarbamates of the bromine containing coumarins (10f-j).