2'-Deoxy-2'-fluoroguanosine
- Product Name
- 2'-Deoxy-2'-fluoroguanosine
- CAS No.
- 78842-13-4
- Chemical Name
- 2'-Deoxy-2'-fluoroguanosine
- Synonyms
- 2'-F-G;2'-FdG;2'-F-2'-dG;2'-F-2'-dG;Guanosine Impurity 9;2'-F-2'-deoxyguanosine;2'-F-2'-deoxyguanosine;2'-Deoxy-2'-fuoroguanosine;2'-deoxy-2'-fluoroguanosine;2'-Fluoro-2'-deoxyguanosine
- 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 word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- J64055
- Product name
- 2'-Fluoro-2'-deoxyguanosine
- Purity
- 99%
- Packaging
- 250mg
- Price
- $32.65
- Updated
- 2024/03/01
- Product number
- J64055
- Product name
- 2'-Fluoro-2'-deoxyguanosine, 99%
- Packaging
- 1g
- Price
- $117.65
- Updated
- 2024/03/01
- Product number
- D235125
- Product name
- 2''-Deoxy-2''-fluoroguanosine
- Packaging
- 250mg
- Price
- $140
- Updated
- 2021/12/16
- Product number
- ND02828
- Product name
- 2'-Deoxy-2'-fluoroguanosine
- Packaging
- 2g
- Price
- $170
- Updated
- 2021/12/16
- Product number
- 56441
- Product name
- 2??-Deoxy-2??-fluoroguanosine
- Packaging
- 500mg
- Price
- $190
- Updated
- 2021/12/16
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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View Lastest Price from 2'-Deoxy-2'-fluoroguanosine manufacturers
- Product
- 2'-Deoxy-2'-fluoroguanosine 78842-13-4
- Price
- US $0.00/g
- Min. Order
- 100g
- Purity
- ≥98%(HPLC)
- Supply Ability
- 20t
- Release date
- 2023-05-11
- Product
- 2'-Deoxy-2'-fluoroguanosine 78842-13-4
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 300KGS
- Release date
- 2023-03-04
- Product
- 2'-Deoxy-2'-fluoroguanosine 78842-13-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 500kg per month
- Release date
- 2022-12-27