74247-53-3

Usage

Uses

Used in Pharmaceutical Industry:
2,3,4,5,6-penta-O-acetyl-1-S-methyl-1-thio-1-C-(6-thioxo-3,6-dihydro-9H-purin-9-yl)hexitol is used as a potential antiviral agent for its ability to interact with purine-based compounds, which may be significant in the treatment of viral infections. Its unique structure, including acetyl and thio groups, contributes to its stability and bioavailability, making it a valuable compound for further research and development in pharmaceutical applications.
Used in Drug Development:
In the field of drug development, 2,3,4,5,6-penta-O-acetyl-1-S-methyl-1-thio-1-C-(6-thioxo-3,6-dihydro-9H-purin-9-yl)hexitol serves as a promising candidate for the creation of new antiviral medications. Its potential to target specific viral mechanisms, combined with its enhanced stability and bioavailability, positions it as a key molecule for exploration in medicinal chemistry and virology research.

Upstream product

• 74247-51-1 2,3,4,5,6-penta-O-acetyl-1-(6-chloropurin-9-yl)-1-S-methyl-1-thio-D-glycero-D-ido-hexitol 
• 17356-08-0 thiourea 

Downstream Products

• 74247-54-4 1-(1,6-dihydro-6-thioxopurin-9-yl)-1-S-methyl-1-thio-D-glycero-D-ido-hexitol 
• 74247-55-5 1-S-methyl-1-(6-methylthiopurin-9-yl)-1-thio-D-glycero-D-ido-hexitol 

Relevant academic research and scientific papers

ACYCLIC-SUGAR PURINE NUCLEOSIDES DERIVED FROM D-GLUCOSE: STEREOCHEMICAL CORRELATIONS IN ACYCLIC-SUGAR DERIVATIVES UNEQUALLY SUBSTITUTED AT C1

Condensation of 2,3,4,5,6-penta-O-acetyl-1-bromo-1-S-methyl-1-thio-D-glucitol (1) with 6-chloro-9-(chloromercuri)purine gave 49percent of crystalline, levorotatory (1S)-2,3,4,5,6-penta-O-acetyl-1-(6-chloropurin-9-yl)-1-S-methyl-1-thio-D-glucitol (3), together with a smaller proportion of the syrupy, dextrorotatory (1R) isomer.Thiourea converted 3 into its 6-mercaptopurine analog, whose O-deacetylated derivative could be S-methylated to the corresponding 6-(methylthio)purin-9-yl analog: all compounds in this sequence were crystalline and were the pure (1S) isomers, as were the corresponding 1'-S-ethyl derivatives prepared by a similar route.Crystal-structure analysis of the O-deacetylated derivative of the 1'-S-ethyl analog of 3 established the relative stereochemistry of the ethyltio group, permitting assignment of the (1S) absolute stereochemistry to this compound and thus to all compounds in the sequence starting from 1, including the previously described, crystalline, levorotatory 1-(1,6-dihydro-6-thioxopurin-9-yl)-1-S-ethyl-1-thio-D-glucitol, whose chirality at C-1 had not hitherto been established.The close similarity of the chiroptical properties of the crystalline 1'-S-methyl derivatives to those of their 1'-S-ethyl counterparts permitted firm attribution of (1S) chirality to the former series also.Conformational studies showed that all of the derivatives have the sugar chain in a non-extended (sickle) conformation.