2’-Deoxy-3’,5’-di-O-benzoyl-2’,2’-difluorocytidine

• CAT Number: R008574
• CAS Number: 134790-39-9
• Molecular Formula: C₂₃H₁₉F₂N₃O₆
• Molecular Weight: 471.41
• Purity: ≥95%
• Synonyms: 2’-Deoxy-2’,2’-difluoro-3’,5’-bis-O-benzoylcytidine
• Storage: Store at -20°C
• IUPAC Name: [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-benzoyloxy-4,4-difluorooxolan-2-yl]methyl benzoate
• InChI: InChI=1S/C23H19F2N3O6/c24-23(25)18(34-20(30)15-9-5-2-6-10-15)16(13-32-19(29)14-7-3-1-4-8-14)33-21(23)28-12-11-17(26)27-22(28)31/h1-12,16,18,21H,13H2,(H2,26,27,31)/t16-,18-,21-/m1/s1
• InChIKey: ZPUUYUUQQGBHBU-HGHGUNKESA-N
• SMILES: C1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)N3C=CC(=NC3=O)N)(F)F)OC(=O)C4=CC=CC=C4

2’-Deoxy-3’,5’-di-O-benzoyl-2’,2’-difluorocytidine (CAS 134790-39-9) is an intermediate of gemcitabine with antitumor properties.

Reference

1.Abbruzzese, James L., et al. "A phase I clinical, plasma, and cellular pharmacology study of gemcitabine." Journal of Clinical Oncology 9.3 (1991): 491-498.
2.Hertel, Larry W., et al. "Evaluation of the antitumor activity of gemcitabine (2′, 2′-difluoro-2′-deoxycytidine)." Cancer research 50.14 (1990): 4417-4422.
3.van Haperen, Veronique WT Ruiz, et al. "2′, 2′-Difluoro-deoxycytidine (gemcitabine) incorporation into RNA and DNA of tumour cell lines." Biochemical pharmacology 46.4 (1993): 762-766.