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2'-Deoxy-2'-fluoroguanosine

2'-Deoxy-2'-fluoroguanosine Structure
2'-Deoxy-2'-fluoroguanosine
  • CAS No.78842-13-4
  • Chemical Name:2'-Deoxy-2'-fluoroguanosine
  • CBNumber:CB51231453
  • Molecular Formula:C10H12FN5O4
  • Formula Weight:285.23
  • MOL File:78842-13-4.mol
2'-Deoxy-2'-fluoroguanosine Property
  • Melting point 262-264 °C(Solv: water (7732-18-5))
  • Density 2.17±0.1 g/cm3(Predicted)
  • storage temp. 2-8°C(protect from light)
  • solubility DMSO : 50 mg/mL (175.30 mM)
  • pka 9?+-.0.20(Predicted)
  • form Powder
  • color White to Off-white
  • InChI InChI=1S/C10H12FN5O4/c11-4-6(18)3(1-17)20-9(4)16-2-13-5-7(16)14-10(12)15-8(5)19/h2-4,6,9,17-18H,1H2,(H3,12,14,15,19)/t3-,4-,6-,9-/m1/s1
  • InChIKey UXUZARPLRQRNNX-DXTOWSMRSA-N
  • SMILES OC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)N)=O)N=C2)[C@H](F)[C@@H]1O
Safety
  • HS Code  :2934999090
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H302-H315-H319-H335
  • Precautionary statements P261-P280a-P304+P340-P305+P351+P338-P405-P501a

2'-Deoxy-2'-fluoroguanosine Chemical Properties,Usage,Production

  • Uses 2''-Deoxy-2''-fluoroguanosine, can be used as powerful tool for structural manipulation of G-quadruplexes. It is also a influenza viral polymerase inhibitor like Ribavirin (R414475), used as a antiviral drug against avian (H5N1) influenza virus.
  • Definition 2'-Deoxy-2'-fluoroguanosine is an analog of guanosine that inhibits the viral life cycle. It is a competitive inhibitor of the viral transcriptase enzyme, which prevents RNA synthesis and subsequent protein synthesis. 2'-Deoxy-2'-fluoroguanosine has been shown to inhibit the growth of wild-type viruses in cell culture and to be effective against resistant mutants in cell culture. This drug has also been shown to inhibit the replication of herpes simplex virus type 1 (HSV-1) and influenza virus type A/WSN/33 (H1N1) in cell culture, as well as inhibiting the production of rna from these viruses.
  • Synthesis The synthesis of 2'-deoxy-2'-fluoroguanosine was accomplished using tetraisopropyldisiloxanyl (TPDS) protected 9-beta-D-arabinofuranosylguanine as starting material, and conversion to the intermediate diisobutyryl-arabinofuranosylguanosine. Deprotection of the TPDS group, was followed by protection of the hydroxyl group with THP to give diisobutyryl di-THP protected arabinofuranosylguanine. Selective O-deacylation and triflation was followed by treatment of the crude product with fluoride, then deprotection of the THP groups.
  • References [1] M. Ikehara, J. Imura. “Studies on Nucleosides and Nucleotides. LXXXVII. Purine Cyclonucleosides. XLII. Synthesis of 2’-Deoxy-2’-fluoroguanosine.” Chemical & pharmaceutical bulletin 22 1 (1981): 1034–1038.
    [2] G V Zaitseva. “Chemical and enzymatic synthesis and antiviral properties of 2’-deoxy-2’-fluoroguanosine.” Nucleosides & nucleotides 18 4–5 (1999): 687–8.
    [3] M Tisdale. “Inhibition of influenza virus transcription by 2’-deoxy-2’-fluoroguanosine.” Antimicrobial Agents and Chemotherapy 39 11 (1995): 2454–8.
2'-Deoxy-2'-fluoroguanosine Preparation Products And Raw materials
Raw materials
Preparation Products
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2'-Deoxy-2'-fluoroguanosine Spectrum
78842-13-4, 2'-Deoxy-2'-fluoroguanosineRelated Search:
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  • Modified（deoxy）nucleoside
  • Nucleosides
  • 化工中间体
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  • mRNA体外合成核心原料-Nucleosides
  • 2‘-脱氧氟代修饰类
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  • 核酸
  • 78842-23-4
  • 2'-脱氧-2'-氟鸟苷,10 MM DMSO 溶液
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  • 2'-FLUORO -2'-DEOXYGUANOSINE2'-脱氧-2'-氟鸟苷
  • 2'-脱氧-2'-氟鸟苷2'-DEOXY-2'-FLUOROGUANOSINE
  • 2'-氟-2'-脱氧鸟苷(2'-F-DG)
  • 2-氨基-9-((2R,3R,4R,5R)-3-氟-4-羟基-5-(羟甲基)四氢呋喃-2-基)-1H-嘌呤-6(9H)-酮
  • 2'-脱氧-2'-氟鸟苷 (CAS 78842-13-4)
  • 2'-氟-2'-脱氧鸟苷(2'-F-2'-DG)
  • 2'-脱氧-2'-氟鸟苷
  • 2'-氟脱氧鸟苷
  • 2'-氟-2'-脱氧鸟苷
  • 78842-13-4
  • 2′-Deoxy-2′-fluoroguanosine, 10 mM in DMSO
  • 2'-Fluoro-2'-dG
  • Guanosine Impurity 9
  • 2'-Deoxy-2'-fuoroguanosine
  • 2'-Fluoro-2'-deoxyguanosine
  • 2'-Fluoro-2'-Deoxyguanosine (FdG)
  • 2-Amino-9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,9-dihydro-6H-purin-6-one
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  • 2'-F-2'-deoxyguanosine
  • 2'-F-G
  • 2'-Deoxy-2'-fluoroguanosine USP/EP/BP
  • 2-amino-9-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
  • Guanosine,2'-deoxy-2'-fluoro-
  • 2'-F-2'-dG
  • 2'-Fluoro -2'-deoxyguanosine
  • 2'-FdG
  • 2'-deoxy-2'-fluoroguanosine

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