ChemicalBook > Product Catalog >Biochemical Engineering >Nucleoside drugs >Deoxynucleotides and their analogs >2'-Deoxy-2'-fluoroguanosine

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

MOL File:: 78842-13-4.mol

MSDS File:: SDS

Modify Date:: 2024/7/19 16:08:26

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2'-Deoxy-2'-fluoroguanosine Properties

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 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

Guanosine, 2',3'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]- (9CI) N2-Isobutyryl-2'-Fluoro-2'-deoxyguanosine

Preparation Products

2'-Deoxy-2'-fluoroguanosine Suppliers

Global( 185)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
A.J Chemicals	91-9810153283	New Delhi, India	6124	58	Inquiry
CLEARSYNTH LABS LTD.	+91-22-45045900	Hyderabad, India	6351	58	Inquiry
Yunbio Tech Co.,Ltd.	+86-010-60605551 +86-18046518538	China	321	58	Inquiry
Allbiosyn Biotechnology Co.,Ltd.	+8618666985712	China	286	58	Inquiry
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	China	29798	60	Inquiry
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	China	21667	55	Inquiry
career henan chemical co	+86-0371-86658258 +8613203830695	China	29888	58	Inquiry
Shenzhen Nexconn Pharmatechs Ltd	+86-755-89396905 +86-15013857715	China	10311	58	Inquiry
BOC Sciences	+1-631-485-4226	United States	19553	58	Inquiry
Chongqing Chemdad Co., Ltd	+86-023-6139-8061 +86-86-13650506873	China	39916	58	Inquiry

Supplier	Advantage
A.J Chemicals	58
CLEARSYNTH LABS LTD.	58
Yunbio Tech Co.,Ltd.	58
Allbiosyn Biotechnology Co.,Ltd.	58
Capot Chemical Co.,Ltd.	60
Henan Tianfu Chemical Co.,Ltd.	55
career henan chemical co	58
Shenzhen Nexconn Pharmatechs Ltd	58
BOC Sciences	58
Chongqing Chemdad Co., Ltd	58

2'-Deoxy-2'-fluoroguanosine Spectrum

2'-Deoxy-2'-fluoroguanosine(78842-13-4)¹HNMR

78842-13-4(2'-Deoxy-2'-fluoroguanosine)Related Search:

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FDG 2'-Deoxy-2'-fluoroguanosine

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2'-deoxy-2'-fluoroguanosine 2'-FdG 2'-Fluoro -2'-deoxyguanosine 2'-F-2'-dG Guanosine,2'-deoxy-2'-fluoro- 2-amino-9-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one 2'-Deoxy-2'-fluoroguanosine USP/EP/BP 2'-F-G 2'-F-2'-deoxyguanosine nucleoside,strains,tract,Influenza Virus,Inhibitor,analog,fever,nasal,inhibit,virus,influenza,upper,2′Deoxy2′fluoroguanosine,2′ Deoxy 2′ fluoroguanosine,respiratory,inflammation 2-Amino-9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,9-dihydro-6H-purin-6-one Guanosine Impurity 9 2'-Fluoro-2'-Deoxyguanosine (FdG) 2'-Fluoro-2'-deoxyguanosine 2'-Deoxy-2'-fluoroguanosine 2'-Deoxy-2'-fuoroguanosine 2'-F-2'-deoxyguanosine 2'-F-2'-dG 78842-13-4 78842-23-4 Nucleosides Modified（deoxy）nucleoside Nucleosides-2'-F Nucleosides