3'-Deoxy-3'-fluoroguanosine

Basic Information

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CAS Number

123402-21-1

Molecular Formula

C10H12FN5O4

Molecular Weight

285.24 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

289-291 ºC

Boiling Point

726.1°Cat760mmHg

Flash Point

392.9°C

Refractive Index

1.876

SMILES

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C1=NC2=C(N1C3C(C(C(O3)CO)F)O)N=C(NC2=O)N

InChI

InChI=1S/C10H12FN5O4/c11-4-3(1-17)20-9(6(4)18)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

VDOWHLFGBWKXJC-DXTOWSMRSA-N

LogP

-1.709499999999999

Topological Polar Surface Area

139.28000000000003 Å²

Hydrogen Bond Donor/Acceptor

5 / 9

Complexity

449

Synonyms & References

English

BDBM50144938
AC-32289
2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3H-purin-6-one
2-Amino-9-((2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one
3??-Deoxy-3??-fluoroguanosine
2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-purin-6-one
2-Amino-9-((2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
MFCD09263707
CHEMBL420751
3'-fluoro-3'-deoxyguanosine
SCHEMBL1737325
Guanosine, 3'-deoxy-3'-fluoro-
3fluoro-3deoxyguanosine
9-[3-Deoxy-3-C-fluoro-beta-D-rbiofuranosyl]guanine
AS-60089
3-Deoxy-3-fluoroguanosine
CS-0186548
2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
123402-21-1
AKOS022180601
A805067
DTXSID10154008
F12908
3'-Deoxy-3'-fluoroguanosine
2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
2-AMINO-9-[(2R,3S,4S,5R)-4-FLUORO-3-HYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-1H-PURIN-6-ONE
3-fluoro-3deoxyguanosine
Guanosine,3'-deoxy-3'-fluoro- (9CI)
2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)-2-oxolanyl]-3H-purin-6-one
3'-Fluoro-3'-deoxyguanosine
Aids001160

MDL Number

MFCD09263707

FAQ

What are the physical and chemical properties of 3'-Deoxy-3'-fluoroguanosine (CAS: 123402-21-1)?

3'-Deoxy-3'-fluoroguanosine (CAS: 123402-21-1) is a white to off-white crystalline powder with a molecular weight of approximately 318.12 g/mol. It is slightly soluble in water and ethanol. The compound exhibits moderate reactivity, particularly in the presence of nucleases, which can lead to degradation. It is stable under acidic and basic conditions but is sensitive to heat and light.

How is 3'-Deoxy-3'-fluoroguanosine (CAS: 123402-21-1) typically synthesized?

3'-Deoxy-3'-fluoroguanosine (CAS: 123402-21-1) is typically synthesized by fluorination of deoxyguanosine followed by deprotection of the 3'-hydroxyl group. Commonly used fluorinating agents include N-fluorobenzenesulfonate (NFSO3F) and N-fluoropropylsulfonate (NFPS). The reaction is typically performed in the presence of a solvent such as dichloromethane or acetonitrile. The product is then purified by recrystallization or chromatography.

What industries use 3'-Deoxy-3'-fluoroguanosine (CAS: 123402-21-1)?

3'-Deoxy-3'-fluoroguanosine (CAS: 123402-21-1) is primarily used in the pharmaceutical industry. It serves as a building block for the synthesis of nucleoside analogs used in antiviral and anticancer therapies. It may also find applications in polymer synthesis and as a component in certain sensors and semiconductors, although its use in these areas is less common.

What precautions should be taken when handling 3'-Deoxy-3'-fluoroguanosine (CAS: 123402-21-1)?

When handling 3'-Deoxy-3'-fluoroguanosine (CAS: 123402-21-1), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored under nitrogen to prevent oxidation and degradation. It should be kept away from heat and light sources. In case of a spill, it should be cleaned up promptly using appropriate absorbent materials. Always refer to the safety data sheet (SDS) for detailed handling and disposal instructions.