835629-63-5

Basic information

• Product Name: 1,2-bis(4-hydroxyphenyl)diselane
• Synonyms: 1,2-bis(4-hydroxyphenyl)diselane
• CAS NO: 835629-63-5
• Molecular Weight: 344.13
• Mol File: 835629-63-5.mol

Chemical Properties

• CAS DataBase Reference: 1,2-bis(4-hydroxyphenyl)diselane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-bis(4-hydroxyphenyl)diselane(835629-63-5)
• EPA Substance Registry System: 1,2-bis(4-hydroxyphenyl)diselane(835629-63-5)

Safety Data

• Hazardous Substances Data: 835629-63-5(Hazardous Substances Data)

Upstream product

• 244047-83-4 4-Hydroxy-1-hydroseleno-benzol 
• 7722-84-1 dihydrogen peroxide 
• 22216-66-6 bis(4-methoxyphenyl)selenide 
• 540-38-5 p-Iodophenol 
• 106-41-2 4-bromo-phenol 
• 61629-31-0 acetic acid-(4-selenocyanato-phenyl ester) 

Downstream Products

• 858854-35-0 bis-(4-acetoxy-phenyl)-diselenide 

Relevant articles and documents

Rhodium-Catalyzed Enantioselective Hydroselenation of Heterobicyclic Alkenes

A highly efficient Rh(I)/(S)-xyl-Binap catalytic system is developed for the asymmetric hydroselenation of various nonpolar olefins with diselenides. Under these mild reaction conditions, a wide range of heterobicyclic alkenes give selenol-incorporated adducts in excellent enantioselectivities (up to 97%) along with high yields (up to 96%) by overcoming self-promoted racemic hydroselenation. The strategy is also applied for kinetic resolution of unsymmetric oxabenzonorbornadiene.

Synthesis of bis(4-hydroxyphenyl) selenide and epoxide and acrylate monomers on this basis

Reaction of SeCl2 with PhOH has afforded bis(4-hydroxyphenyl) selenide, whose treatment with epichlorohydrin provides a diepoxide that is transformed in bisacrylate and further in tetraacrylate via opening of the epoxide rings with acrylic acid followed by acylation with acryloyl chloride.

An investigation of in vitro cytotoxicity and apoptotic potential of aromatic diselenides

A target synthesis of a library of symmetric aromatic diselenides was attempted with the aim of generating anticancer lead compounds. Out of thirteen screened molecules (1-13) against a panel of human cancer cell lines, compound 8 exhibited highest cell growth inhibition in Human leukemia HL-60 cells with IC50 value of 8 μM. Compound 8 had a good pro-apoptotic potential as evidenced from several apoptotic protocols like DNA cell cycle analysis and monitoring of apoptotic bodies formation using phase contrast and nuclear microscopy with Hoechst 33,258. Also, 8 significantly inhibits S phase of the cell cycle and eventually trigger apoptosis in HL-60 cells through mitochondrial dependent pathway substantiated by the loss of mitochondrial potential. A theoretical investigation of DNA binding ability of 8 showed that it selectively bind to minor groove of DNA, where it is stabilized by hydrogen bonding and hydrophobic interactions.