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
- Molecular Weight:
- 285.23
- MDL Number:
- MFCD00923832
- MOL File:
- 78842-13-4.mol
- MSDS File:
- SDS
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
Risk and Safety Statements
Symbol(GHS) | GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H302-H315-H319-H335 |
Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a |
HS Code | 2934999090 |
2'-Deoxy-2'-fluoroguanosine price More Price(26)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Alfa Aesar | J64055 | 2'-Fluoro-2'-deoxyguanosine 99% | 78842-13-4 | 250mg | $32.65 | 2024-03-01 | Buy |
Alfa Aesar | J64055 | 2'-Fluoro-2'-deoxyguanosine, 99% | 78842-13-4 | 1g | $117.65 | 2024-03-01 | Buy |
TRC | D235125 | 2''-Deoxy-2''-fluoroguanosine | 78842-13-4 | 250mg | $140 | 2021-12-16 | Buy |
Biosynth Carbosynth | ND02828 | 2'-Deoxy-2'-fluoroguanosine | 78842-13-4 | 2g | $170 | 2021-12-16 | Buy |
Medical Isotopes, Inc. | 56441 | 2??-Deoxy-2??-fluoroguanosine | 78842-13-4 | 500mg | $190 | 2021-12-16 | Buy |
2'-Deoxy-2'-fluoroguanosine Chemical Properties,Uses,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
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Yunbio Tech Co.,Ltd. | +86-010-60605551 +86-18046518538 | yunbiochem@126.com | China | 321 | 58 |
Allbiosyn Biotechnology Co.,Ltd. | +8618666985712 | info@allbiosyn.com | China | 286 | 58 |
Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29798 | 60 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21667 | 55 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29888 | 58 |
Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 10311 | 58 |
Nanjing Baifuli Technology Co., Ltd. | +86-15335185688 | sales@unisyn.cn | CHINA | 332 | 58 |
Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22968 | 58 |
BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | sales@chemdad.com | China | 39916 | 58 |
View Lastest Price from 2'-Deoxy-2'-fluoroguanosine manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-08-08 | 2'-Deoxy-2'-fluoroguanosine
78842-13-4
|
US $0.00 / g | 100g | ≥98%(HPLC) | 20t | Hefei Huana Biomedical Technology Co.,Ltd. | ||
2024-08-07 | 2'-Deoxy-2'-fluoroguanosine
78842-13-4
|
US $0.00-0.00 / KG | 1KG | 98% | 300KGS | Yunbio Tech Co.,Ltd. | ||
2023-04-04 | 2'-Deoxy-2'-fluoroguanosine
78842-13-4
|
US $0.00-0.00 / kg | 1kg | 98% | 500kg per month | Zhejiang Hengkang Pharmaceutical Co., Ltd. |
- 2'-Deoxy-2'-fluoroguanosine
78842-13-4
- US $0.00 / g
- ≥98%(HPLC)
- Hefei Huana Biomedical Technology Co.,Ltd.
- 2'-Deoxy-2'-fluoroguanosine
78842-13-4
- US $0.00-0.00 / KG
- 98%
- Yunbio Tech Co.,Ltd.
- 2'-Deoxy-2'-fluoroguanosine
78842-13-4
- US $0.00-0.00 / kg
- 98%
- Zhejiang Hengkang Pharmaceutical Co., Ltd.