105330-91-4

Upstream product

• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 80646-61-3 (4-Methyl-6-trimethylsilanyloxy-[1,3,5]triazin-2-yl)-trimethylsilanyl-amine 
• 21823-89-2 2,3,5-tri-O-benzoyl-β-D-ribosyl isocyanate 
• 189129-04-2 C₃₀H₂₆N₄O₈ 
• 189131-47-3 N-(acetylamidino)-N'-(2,3,5-tri-O-benzoyl-β-D-ribosyl)urea 
• 189129-08-6 C₃₀H₂₆N₄O₈ 
• 5991-01-5 2,3,5-(tri-O-benzoyl)-D-ribofuranosyl chloride 

Downstream Products

• 16352-06-0 6-methyl-5-azacytosine 
• 62374-52-1 2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl 2,3,5-tri-O-benzoyl-β-D-ribofuranoside 
• 67525-66-0 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 189129-04-2 C₃₀H₂₆N₄O₈ 
• 22224-41-5 1,3,5-tri-O-benzoyl-α-D-ribofuranoside 

Relevant academic research and scientific papers

Synthesis and antiproliferative activities of 5-azacytidine analogues in human leukemia cells

Twenty-six 5-azacytidine analogues have been synthesized, including 4-amino-6-alkyl-1-pyranosyl/ribofuranosyl-1,3,5-triazin-2(1H)-ones 1a-j, 6-amino-4-alkyl/aryl-1-pyranosyl/ribofuranosyl-1,3,5-triazin-2(1H)-ones 2a-f and 4-amino-6-alkyl-1,3,5-triazin-2-yl-1-thio-pyranosides/ribofuranosides 3a-j. The antiproliferative activities of these synthetic analogues were investigated in human leukemia HL-60 cells. Ribofuranosyl S-nucleoside 3a, a bioisostere of 5-azacytidine, had a similar antiproliferative ability as that of the latter. Introduction of a methyl at the 6 position of 5-azacytidine and/or replacement of the ribofuranosyl moiety with pyranosyl sugars or disaccharides significantly decreased the antiproliferative activities of the 5-azacytidine derivatives. Several compounds with the replacement of pyranosyl sugars enhanced all-trans retinoic acid-induced differentiation ability in human leukemia HL-60 cells.

6-Methyl-5-azacytidine - Synthesis, conformational properties and biological activity. A comparison of molecular conformation with 5- azacytidine

The title compound was prepared by the isocyanate procedure and the trimethylsilyl method. The measurement of 1H NMR spectrum of 6-methyl-5- azacytidine (1) revealed a preference of γ(t) (46%) rotamer around C(5')- C(4') bond, a predominance of N conformation of the ribose ring (K(eq) 0.33) and a preference of syn conformation around the C-N glycosyl bond. An analogous measurement of 5-azacytidine has shown a preference of γ+ (60%) rotamer around the C(5')-C(4') bond, a predominance of N conformation of the fibose ring (K(eq) 0.41) and a preference of anti conformation around the C- N glycosyl bond 6-Methyl-5-azacytidine (1) inhibits the growth of bacteria E coli to the extent of 85% at 4000 μM concentration and the growth of LoVo/L, a human colon carcinoma cell line, to the extent of 30% at 100 μM concentration but did not inhibit L1210 cells at ≤ 100 μM concentration 6- Methyl-5-azacytidine (1) exhibited no in vitro antiviral activity at ≤ 1 μM concentration.