172256-62-1

Basic information

• Product Name: 1,2-bis(3,5-dimethylphenyl)diselane
• Synonyms: 1,2-bis(3,5-dimethylphenyl)diselane
• CAS NO: 172256-62-1
• Molecular Weight: 368.239
• Mol File: 172256-62-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,2-bis(3,5-dimethylphenyl)diselane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-bis(3,5-dimethylphenyl)diselane(172256-62-1)
• EPA Substance Registry System: 1,2-bis(3,5-dimethylphenyl)diselane(172256-62-1)

Safety Data

• Hazardous Substances Data: 172256-62-1(Hazardous Substances Data)

Upstream product

• 22445-41-6 3,5-dimethylphenyl iodide 
• 556-96-7 5-bromo-1,3-xylene 
• 108-69-0 3,5-dimethylaminoaniline 
• 183137-77-1 3,5-dimethylphenyl selenocyanate 

Downstream Products

• 172255-96-8 6-[(3,5-dimethylphenyl)selenenyl]-1-(ethoxymethyl)-5-isopropyl-2-thiouracil 
• 172255-94-6 1-[(benzyloxy)methyl]-6-[(3,5-dimethylphenyl)selenenyl]-5-ethyl-2-thiouracil 
• 172256-00-7 1-[(benzyloxy)methyl]-6-[(3,5-dimethylphenyl)selenenyl]-5-isopropyl-2-thiouracil 
• 172256-05-2 1-[(benzyloxy)methyl]-6-[(3,5-dimethylphenyl)selenenyl]-5-ethyluracil 
• 172256-02-9 6-(3,5-Dimethyl-phenylselanyl)-1-ethoxymethyl-5-ethyl-1H-pyrimidine-2,4-dione 

Relevant articles and documents

Lead optimization generates selenium-containing miconazole CYP51 inhibitors with improved pharmacological profile for the treatment of fungal infections

A series of selenium-containing miconazole derivatives were identified as potent antifungal drugs in our previous study. Representative compound A03 (MIC = 0.01 μg/mL against C.alb. 5314) proved efficacious in inhibiting the growth of fungal pathogens. However, further study showed lead compound A03 exhibited potential hemolysis, significant cytotoxic effect and unfavorable metabolic stability and was therefore modified to overcome these drawbacks. In this article, the further optimization of selenium-containing miconazole derivatives resulted in the discovery of similarly potent compound B17 (MIC = 0.02 μg/mL against C.alb. 5314), exhibiting a superior pharmacological profile with decreased rate of metabolism, cytotoxic effect and hemolysis. Furthermore, compound B17 showed fungicidal activity against Candida albicans and significant effects on the treatment of resistant Candida albicans infections. Meanwhile, compound B17 not only could reduce the ergosterol biosynthesis pathway by inhibiting CYP51, but also inhibited biofilm formation. More importantly, compound B17 also shows promising in vivo efficacy after intraperitoneal injection and the PK study of compound B17 was evaluated. In addition, molecular docking studies provide a model for the interaction between the compound B17 and the CYP51 protein. Overall, we believe that these selenium-containing miconazole compounds can be further developed for the potential treatment of fungal infections.

Enantioselective Synthesis of Quaternary α-Amino Acids Enabled by the Versatility of the Phenylselenonyl Group

A novel Cinchona alkaloid-catalyzed enantioselective conjugate addition of α-alkyl substituted α-nitroacetates to phenyl vinyl selenone was developed. The resulting enantio-enriched α,α-dialkyl substituted α-nitroacetates were subsequently converted to various cyclic and acyclic quaternary α-amino acids, taking advantage of the rich functionalities of the resulting Michael adducts. Novel protocols allowing chemoselective reduction of phenyl selenone to phenyl selenide and reduction of alkyl phenyl selenones to alkanes are also reported.

Synthesis and anti-HIV-1 activity of a series of 1-(alkoxymethyl)-5-alkyl-6-(arylselenenyl)uracils and -2-thiouracils

A series of 1-(alkoxymethyl)-5-alkyl-6-(phenylselenenyl)uracils and -2-thiouracils modified at the 3- and/or 5-posiuon of the C-6 phenylselenenyl ring with methyl or fluoro substituent has been synthesized and tested for their ability to inhibit HIV-1 rep