ChemicalBook > CAS DataBase List > 2'-Deoxy-2'-fluoroguanosine

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
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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
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Safety

HS Code 
2934999090
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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.

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N-Bromosuccinimide Price

Alfa Aesar
Product number
J64055
Product name
2'-Fluoro-2'-deoxyguanosine
Purity
99%
Packaging
250mg
Price
$32.65
Updated
2024/03/01
Alfa Aesar
Product number
J64055
Product name
2'-Fluoro-2'-deoxyguanosine, 99%
Packaging
1g
Price
$117.65
Updated
2024/03/01
TRC
Product number
D235125
Product name
2''-Deoxy-2''-fluoroguanosine
Packaging
250mg
Price
$140
Updated
2021/12/16
Biosynth Carbosynth
Product number
ND02828
Product name
2'-Deoxy-2'-fluoroguanosine
Packaging
2g
Price
$170
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
56441
Product name
2??-Deoxy-2??-fluoroguanosine
Packaging
500mg
Price
$190
Updated
2021/12/16
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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 Suppliers

Zhengzhou First biochem technology Co.,Ltd.
Tel
0371-68865717 13213090566
Email
firstbio@126.com
Country
China
ProdList
15
Advantage
58
Zhejiang Huida Biotech Co., LTD
Tel
0571-89903882 13626641628
Email
jiangnan@huidabiotech.com
Country
China
ProdList
3656
Advantage
58
Hefei Huana Biomedical Technology Co.,Ltd
Tel
17333066501
Email
shengwen.fang@huanaok.com.cn
Country
China
ProdList
95
Advantage
58
Hangzhou Huiyi Biotechnology Co., LTD
Tel
0571-89918262 13357170655
Email
chenlingwei@hizyme.com
Country
China
ProdList
284
Advantage
58
HeFei ShenShen Medical Technology Co.,Ltd
Tel
15375050680; 15375050680
Email
gdz2.71828@163.com
Country
China
ProdList
17
Advantage
58
Suzhou Heshengyuan Biopharmaceutical Technology Co., Ltd
Tel
13918488572 13918488572
Email
he_wei_ryan@synorbio.com
Country
China
ProdList
53
Advantage
58
Allbiosyn Biotechnology Co.,LTD
Tel
18666985712
Email
info@allbiosyn.com
Country
China
ProdList
285
Advantage
58
Xinxiang Yicheng Biotechnology Co.,LTD
Tel
0373-6014999 18937330588
Email
xxycswsale@163.com
Country
China
ProdList
69
Advantage
58
Shanghai shuodian Biotechnology Co., Ltd
Tel
18221553137
Email
ddwuyu@126.com
Country
China
ProdList
823
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
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View Lastest Price from 2'-Deoxy-2'-fluoroguanosine manufacturers

Hefei Huana Biomedical Technology Co.,Ltd.
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
Yunbio Tech Co.,Ltd.
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
Zhejiang Hengkang Pharmaceutical Co., Ltd.
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

78842-13-4, 2'-Deoxy-2'-fluoroguanosineRelated Search:


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  • Nucleosides
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