166411-41-2

Basic information

• Product Name: 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose
• Synonyms: 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose
• CAS NO: 166411-41-2
• Molecular Weight: 460.508
• Mol File: 166411-41-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose(166411-41-2)
• EPA Substance Registry System: 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose(166411-41-2)

Safety Data

• Hazardous Substances Data: 166411-41-2(Hazardous Substances Data)

Upstream product

• 114861-22-2 1,2-O-isopropylidene-α-L-xylofuranose 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 166411-39-8 5-O-benzoyl-1,2-O-isopropylidene-7α-L-xylofuranose 
• 98-88-4 benzoyl chloride 
• 41546-31-0 L-xylose 
• 166411-40-1 5-O-benzoyl-1,2-O-isopropylidene-α-L-erythro-pentofuranose-3-ulose 

Downstream Products

• 169823-50-1 Benzoic acid (2R,4S,5S)-4-acetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 255818-76-9 2-isobutyrylamino-6-chloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-L-threo-pentofuranosyl)purine 
• 255818-77-0 2-isobutyrylamino-6-chloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-α-L-threo-pentofuranosyl)purine 
• 255818-50-9 5-iodo-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-L-threo-pentofuranosyl)uracil 
• 255818-51-0 5-iodo-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-α-L-threo-pentofuranosyl)uracil 
• 255818-56-5 5-iodo-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-L-threo-pentofuranosyl)cytosine 
• 186648-63-5 5-fluoro-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-L-threo-pentofuranosyl)uracil 
• 255818-47-4 5-fluoro-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-α-L-threo-pentofuranosyl)uracil 
• 255818-48-5 5-bromo-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-L-threo-pentofuranosyl)uracil 
• 255818-49-6 5-bromo-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-α-L-threo-pentofuranosyl)uracil 
• 255818-54-3 5-fluoro-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-L-threo-pentofuranosyl)cytosine 
• 255818-58-7 5-chloro-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-L-threo-pentofuranosyl)cytosine 
• 255818-55-4 5-bromo-1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-L-threo-pentofuranosyl)cytosine 
• 255818-59-8 1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-L-threo-pentofuranosyl)thymine 

Relevant articles and documents

Monocyclic L-nucleosides with type 1 cytokine-inducing activity

A series of 1,2,4-triazole L-nucleosides were synthesized and evaluated for their ability to stimulate type i cytokine production by activated human T cells in direct comparison to the known active agent ribavirin. Among the compounds prepared, 1-β-L-ribofuranosyl-1,2,4-triazole-3-carboxamide (5, ICN 17261) was found to be the most uniformly potent compound. Conversion of the 3-carboxamide group of 5 to a carboxamidine functionality resulted in 1-β-L- ribofuranosyl-1,2,4-triazole-3-carboxamidine hydrochloride (10), which induced cytokine levels comparable to 5 for two of the three type 1 cytokines examined. Modification of the carbohydrate moiety of 5 provided compounds of reduced activity. Significantly, ICN 17261 offers interesting immunomodulatory potential for the treatment of diseases where type I cytokines play an important role.

Synthesis of 2',3'-dideoxy-2'-fluoro-L-threo-pentofuranosyl nucleosides as potential antiviral agents

A series of 2',3'-dideoxy-2'-fluoro-L-threo-pentofuranosyl nucleosides has been synthesized as potential antiviral agents. The synthesized compounds were evaluated against HIV-1, HBV, HSV-1, and HSV-2. Among the synthesized analogues, only the cytosine derivative showed moderate antiviral activity against HIV and HBV.