Nucleosides of 2-azapurines. 7 H-Imidazo[4,5-d]-1,2,3-triazines. 2.
A number of nucleosides of 2-azaadenine (4-amino-7H-imidazo[4,5-d]-1,2,3-triazine) were prepared by a previously described route, and some of these were deaminated by means of adenosine deaminase. Alternatively, nucleosides of 2-azahypoxanthine (7H-imidazo[4,5-d]-1,2,3-triazin-4(3h)-one) were prepared from hypoxanthine nucleosides by a 2-azahypoxanthine (7H imidazo[4,5]-1,2,3-triazin-4(3H)-one) were prepared from hypoxanthine nucleosides by a ring-opening and reclosure sequence. The cytotoxicity of these compounds to human epidermoid carcinoma No. 2 cells in culture and to certain resistant sublines thereof was determined. 2-Azaadenine nucleosides chan be metabolized to nucleotides, the cytotoxic agents, by two pathways, but the activity of the 2-azahypoxanthine nucleosides appears to result only from cleavage back to 2-azahypoxanthine.
D001372:Aza Compounds / Q000138:chemical synthesis* / Q000627:therapeutic use; D002294:Carcinoma, Squamous Cell; D002460:Cell Line; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis / Q000627:therapeutic use; D007822:Laryngeal Neoplasms; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000627:therapeutic use; D014227:Triazines / Q000138:chemical synthesis* / Q000627:therapeutic use
D001372:Aza Compounds; D007093:Imidazoles; D011684:Purine Nucleosides; D014227:Triazines