2'-Deoxy-2'-fluoroguanosine

Modify Date: 2026-07-07 09:25:08

2'-Deoxy-2'-fluoroguanosine Structure
2'-Deoxy-2'-fluoroguanosine structure
Common Name 2'-Deoxy-2'-fluoroguanosine
CAS Number 103884-98-6 Molecular Weight 285.23
Density 2.2±0.1 g/cm3 Boiling Point 726.1ºC
Molecular Formula C10H12FN5O4 Melting Point N/A
MSDS N/A Flash Point 392.9ºC

 Use of 2'-Deoxy-2'-fluoroguanosine


2-Amino-9-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,9-dihydro-6H-purin-6-one (9-β-D-[2'-Fluoro-2'-deoxy-arabinofuranosyl]-guanin) is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
Synonym More Synonyms

 2'-Deoxy-2'-fluoroguanosine Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description 2-Amino-9-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,9-dihydro-6H-purin-6-one (9-β-D-[2'-Fluoro-2'-deoxy-arabinofuranosyl]-guanin) is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].
Related Catalog
References

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.  

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 2.2±0.1 g/cm3
Boiling Point 726.1ºC
Molecular Formula C10H12FN5O4
Molecular Weight 285.23
Flash Point 392.9ºC
Exact Mass 285.087341
PSA 139.28000
LogP -0.53
Vapour Pressure 3.94E-22mmHg at 25°C
Index of Refraction 1.876
InChIKey UXUZARPLRQRNNX-UHFFFAOYSA-N
SMILES Nc1nc2c(ncn2C2OC(CO)C(O)C2F)c(=O)[nH]1

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UP0789000
CHEMICAL NAME :
6H-Purin-6-one, 2-amino-9-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)- 1,9-dihydro-
CAS REGISTRY NUMBER :
103884-98-6
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C10-H12-F-N5-O4
MOLECULAR WEIGHT :
285.27

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - mouse Leukocyte
DOSE/DURATION :
50 umol/L
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 29,2389,1986

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

 2'-Deoxy-2'-fluoroguanosineBioassay

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This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Compound was tested for its ability to inhibit the incorporation of [3H]dThd into DNA...
Source: ChEMBL
Target: L1210
External Id: CHEMBL701050
Name: Cytotoxicity was evaluated by measuring the inhibition of HSV replication in vero cel...
Source: ChEMBL
Target: Vero
External Id: CHEMBL820065
Name: Concentration required to inhibit HSV-1 strain KOS cytopathic effect by 50% was measu...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL694043
Name: Inhibition of DNA synthesis in L1210 cells by the compound was determined the reduced...
Source: ChEMBL
Target: L1210
External Id: CHEMBL704582
Name: Inhibition of DNA synthesis in L1210 cells by the compound was determined the reduced...
Source: ChEMBL
Target: L1210
External Id: CHEMBL704581
Name: Inhibition of protein synthesis in L1210 cells by the compound was determined the red...
Source: ChEMBL
Target: L1210
External Id: CHEMBL704583
Name: Inhibition of RNA synthesis in L1210 cells by the compound was determined the reduced...
Source: ChEMBL
Target: L1210
External Id: CHEMBL873013
Name: Concentration required to inhibit HSV-2 strain 186 cytopathic effect by 50% was measu...
Source: ChEMBL
Target: Human alphaherpesvirus 2
External Id: CHEMBL689430
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1

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

2-Amino-9-(2-deoxy-2-fluoro-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one
2'-Deoxy-2'-fluoroguanosine

 2'-Deoxy-2'-fluoroguanosine | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the CAS number of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one?
A: CAS number of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one is 103884-98-6.
Q: What English synonyms does 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one have?
A: English synonyms of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one: 2-Amino-9-(2-deoxy-2-fluoro-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one, 2'-Deoxy-2'-fluoroguanosine.
Q: What is the English name of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one?
A: The English name of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one is 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one.
Q: What is the SMILES notation of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one?
A: SMILES notation of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one is Nc1nc2c(ncn2C2OC(CO)C(O)C2F)c(=O)[nH]1.
Q: What is the boiling point of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one?
A: Boiling point of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one is 726.1ºC.
Q: What is the InChIKey of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one?
A: InChIKey of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one is UXUZARPLRQRNNX-UHFFFAOYSA-N.
Q: What is the molecular weight of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one?
A: Molecular weight of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one is 285.23.
Q: What is the polar surface area (PSA) of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one?
A: Polar surface area (PSA) of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one is 139.28000.
Q: What is the molecular formula of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one?
A: Molecular formula of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one is C10H12FN5O4.
Q: What is the LogP of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one?
A: LogP of 2-amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one is -0.53.

 2'-Deoxy-2'-fluoroguanosinefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
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