59345-48-1

Upstream product

• 645-96-5 Benzeneselenol 
• 79-22-1 methyl chloroformate 
• 67-64-1 acetone 
• 31469-15-5 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene 
• 120166-46-3 1-chloro-1-ethoxy-2-(phenylseleno)ethane 
• 68253-31-6 (2R,3S)-2-Chloro-3-phenylselanyl-tetrahydro-pyran 
• 2589-57-3 dimethyl 2,2'-azobis(isobutyrate) 
• 1666-13-3 diphenyl diselenide 
• 23426-63-3 2-bromo-2-methylpropionic acid methyl ester 
• 5707-04-0 Phenylselenyl chloride 

Relevant academic research and scientific papers

CAPTO-DATIVE SUBSTITUENT EFFECTS XIII. C4-BRIDGED RADICAL DIMERISATION WITH α-PHENYLSELENOACRYLIC ACID DERIVATIVES

Several capto-dative olefins containing the phenylselenenyl group have been obtained via selenenyl halide addition to acrylic derivatives followed by halide elimination.Some of the olefins efficiently trap the radicals formed from azobisisobutyronitrile (

Discovery of phenylselenoether-hydantoin hybrids as ABCB1 efflux pump modulating agents with cytotoxic and antiproliferative actions in resistant T-lymphoma

Multidrug resistance (MDR) in cancer cells is a crucial aspect to consider for a successful cancer therapy. P-gp/ABCB1, a member of ABC transporters, is involved in the main tumour MDR mechanism, responsible for the efflux of drugs and cytotoxic substances. Herein, we describe a discovery of potent selenium-containing ABCB1 MDR efflux pump modulators with promising anticancer activity. On three groups of selenoethers comprehensive studies in terms of design, synthesis, and biological assays, including an insight into cellular mechanisms of anticancer action as well as an ADMET-screening in vitro were performed, followed by in-depth SAR analysis. Among the investigated new phenylselenoether hybrids, four compounds showed significant cytotoxic and anti-proliferative effects, in particular, in resistant cancer cells. Hydantoin derivatives (5–7) were significantly more effective than the reference inhibitor verapamil (up to 2.6-fold at a 10-fold lower concentration) modulating ABCB1-efflux pump, also possessing a good drug-drug interaction profile. The best compound (6) was further evaluated in human JURKAT T-lymphocytic cancer cells for its impact on cell proliferation rate. Mechanistically, the expression of cyclin D1, an enhancer of the cell cycle, decreases, while p53, an inhibitor of cell proliferation, was up-regulated upon the treatment with compound 6 alone or in combination with the chemotherapeutic agent doxorubicin. In summary, a new chemical space of highly active selenium-containing anticancer agents has been discovered, with a new lead compound 6 that warrants more in-depth biological evaluation and further pharmacomodulation.

ALKENE CARBOSULPHENYLATION AND CARBOSELENYLATION: THE USE OF ALLYLTRIMETHYLSILANE AND O-SILYLATED ENOLATES.

Allyltrimethylsilane, as well as O-silylated enolates, can be alkylated by the PhSCl adducts of alkenes and vinyl ethers (1, X=SPh); the PhSeCl analogues (1, X=SePh), however, are less useful for alkylation purposes due to competing nucleophilic attack at selenium.