197648-59-2

Upstream product

• 1904-98-9 2,6-diaminopurine 
• 189748-60-5 Acetic acid (3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-thiophen-2-yl ester 

Downstream Products

• 197648-61-6 9-(5-O-acetyl-3-O-benzyl-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2-fluoroadenine 
• 197648-60-5 9-(5-O-acetyl-3-O-benzyl-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2,6-diaminopurine 
• 197648-62-7 9-(3-O-benzyl-2-deoxy-2-fluoro-4-thio-α-D-arabino-pentofuranosyl)-2-fluoroadenine 
• 197648-63-8 9-(3-O-benzyl-2-deoxy-2-fluoro-4-thio-β-D-arabino-pentofuranosyl)-2-fluoroadenine 

Relevant academic research and scientific papers

9-(2-deoxy-2-fluoro-4-thio-beta-D-arabinofuranosyl)purine derivatives

The present invention relates to 9-(2-deoxy-2-fluoro-4-thio-beta-D-arabinofuranosyl)purine derivatives having antiviral activity, represented by formula [I]: STR1 wherein B represents a base selected from the group consisting of purine, azapurine and deazapurine, which may be substituted with halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, amino, alkylamino, hydroxyl, hydroxyamino, aminoxy, alkoxy, mercapto, alkylmercapto, aryl, aryloxy or cyano; and R represents a hydrogen atom or a phosphoric acid residue, and to a process for the production and use thereof.

Synthesis and biological activities of 2'-deoxy-2'-fluoro-4'-thioarabinofuranosylpyrimidine and -purine nucleosides

As part of our ongoing investigation of the synthesis of biologically interesting 2'-modified-4'-thionucleosides, we synthesized 2'-deoxy-2'-fluoro-4'-thioarabinofuranosylpyrimidine and -purine nucleosides, and evaluated their antiviral and antitumor activities. In the pyrimidine series, β-anomers of 5-ethyluracil, 5-iodouracil, 5-chloroethyluracil, and 5-iodocytosine derivatives showed potent and selective anti-HSV-1 and HSV-2 activities in vitro. In the purine series, guanine and 2,6-diaminopurine derivatives showed prominent antiviral activities with slight cytotoxicity. On the other hand, the 5-fluorocytosine derivative (5F-4'-thioFAC) showed potent antitumor activity against both leukemia and solid tumor. Its antitumor spectrum against 14 human solid tumor and one leukemic cell lines was compared with that of 4'-thioFAC. The results showed that 5F-4'-thioFAC had an antitumor spectrum similar to that of 4'-thioFAC. However, 5F-4'-thioFAC was about 10 times less active than 4'-thioFAC. Copyright (C) 2000 Elsevier Science Ltd.