497262-13-2

Basic information

• Product Name: bis(2,5-dioxopyrrolidin-1-yl) 2,2'-disulfanediyldibenzoate
• Synonyms: bis(2,5-dioxopyrrolidin-1-yl) 2,2'-disulfanediyldibenzoate;bis(2,5-dioxopyrrolidin-1-yl) 9-(azidomethyl)heptadecanedioate
• CAS NO: 497262-13-2
• Molecular Formula: C₂₂H₁₆N₂O₈S₂
• Molecular Weight: 500.50104
• Mol File: 497262-13-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: bis(2,5-dioxopyrrolidin-1-yl) 2,2'-disulfanediyldibenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: bis(2,5-dioxopyrrolidin-1-yl) 2,2'-disulfanediyldibenzoate(497262-13-2)
• EPA Substance Registry System: bis(2,5-dioxopyrrolidin-1-yl) 2,2'-disulfanediyldibenzoate(497262-13-2)

Safety Data

• Hazardous Substances Data: 497262-13-2(Hazardous Substances Data)

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 119-80-2 2,2'-dithiobenzoic acid 

Downstream Products

• 252898-12-7 N,N'-(2,2'-dithiobisbenzoyl)-bisglycinimide 
• 143467-53-2 2,2'-Dithio-bis 
• 98051-90-2 2,2'-dithiobisbenzamide> 
• 713098-67-0 C₂₀H₂₂N₄O₄S₂ 
• 712351-43-4 C₂₄H₃₀N₄O₄S₂ 
• 219309-96-3 C₂₆H₃₄N₄O₄S₂ 
• 252898-24-1 3-[2-(5-bromo-pentanoylsulfanyl)-benzoylamino]-propionic acid tert-butyl ester 

Relevant articles and documents

Optimization of unique, uncharged thioesters as inhibitors of HIV replication

Synthesis and antiviral activity of uncharged thioesters is described. A combinatorial chemistry approach was employed to prepare a restricted library of N-substituted S-acyl-2-mercaptobenzamide thioesters. It was shown that many members of this chemotype display anti-HIV activity via their ability to interact with HIV-1, HIV-2, SIV-infected cells, cell-free virus, and chronically and latently infected cells in a manner consistent with targeting of the highly conserved HIV-1 NCp7 zinc fingers. Compounds were initially screened using two different in vitro antiviral assays and evaluated for stability in neutral buffer containing 10% pooled human serum using a spectrophotometric assay. These data revealed that there was no significant correlation between thioester stability and antiviral activity, however, a slight inverse correlation between serum stability and virucidal activity was noted. Based on the virucidal capability and the ability to select lead compounds to inhibit virus expression from latently infected TNFα-induced U1 cells, we next determined if these compounds could prevent HIV cell-to-cell transmission. Several thioesters demonstrated potent inhibition of HIV cell-to-cell transmission with EC 50 values in the 80-100 nM range. Thus, we have optimized a series of restricted thioesters and provided evidence that serum stability is not required for antiviral activity. Moreover, selected compounds show potential for development as topical microbicides.

Benzamide-based thiolcarbamates: A new class of HIV-1 NCp7 inhibitors

The HIV-1 nucleocapsid protein NCp7, which contains two highly conserved zinc fingers, is being used as a novel target for AIDS therapy due to its pivotal role in viral replication and its mutationally intolerant nature. Herein we report a new class of NC