2'-Deoxy-2'-fluoro-N2-isobutyrylguanosine

Basic Information

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CAS Number

80681-25-0

Molecular Formula

C14H18FN5O5

Molecular Weight

355.33 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 Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Physical State

White to Yellow Solid

Density

1.78±0.1 g/cm3 (20 ºC 760 Torr),

SMILES

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OC[C@@H]1[C@H]([C@@H](F)[C@H](N2C=NC3=C2N=C(NC(C(C)C)=O)NC3=O)O1)O

InChI

InChI=1S/C14H18FN5O5/c1-5(2)11(23)18-14-17-10-8(12(24)19-14)16-4-20(10)13-7(15)9(22)6(3-21)25-13/h4-7,9,13,21-22H,3H2,1-2H3,(H2,17,18,19,23,24)/t6-,7-,9-,13-/m1/s1

InChIKey

SLHADUUWJSVYGQ-HTFXMJNNSA-N

LogP

-0.6971999999999995

Topological Polar Surface Area

142.35999999999999 Å²

Hydrogen Bond Donor/Acceptor

4 / 10

Complexity

588

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H320 Causes eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

N2-Isobutyryl-2'-Fluoro-2'-deoxyguanosine
Guanosine, 2'-deoxy-2'-fluoro-N-(2-methyl-1-oxopropyl)-
N2-isobutyryl-2'-deoxy-2'-fluoroguanosine
2'-Deoxy-2'-fluoro-N-(2-methyl-1-oxopropyl)guanosine
N-(9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide
HG1076
2'-Deoxy-N2-isobutyryl-2'-fluoroguanosine

MDL Number

MFCD15145246

FAQ

What are the physical and chemical properties of 2'-Deoxy-2'-fluoro-N2-isobutyrylguanosine (CAS: 80681-25-0)?

2'-Deoxy-2'-fluoro-N2-isobutyrylguanosine (CAS: 80681-25-0) is a nucleoside derivative. It is a white or off-white crystalline solid with a high molecular weight of approximately 486.2 g/mol. The compound is poorly soluble in water and organic solvents. It exhibits limited reactivity under normal conditions but may undergo hydrolysis in basic solutions. The compound has good stability under acidic conditions.

How is 2'-Deoxy-2'-fluoro-N2-isobutyrylguanosine (CAS: 80681-25-0) typically synthesized?

2'-Deoxy-2'-fluoro-N2-isobutyrylguanosine is typically synthesized via a multi-step process involving the isobutyrylation of guanosine-2'-phosphate followed by deprotection and fluorination. Commonly used solvents include dichloromethane and acetonitrile. The synthesis involves the use of isobutyryl chloride and hydrogen fluoride as reagents. Yield and selectivity are generally high, with a yield of about 70-80%.

What industries use 2'-Deoxy-2'-fluoro-N2-isobutyrylguanosine (CAS: 80681-25-0)?

2'-Deoxy-2'-fluoro-N2-isobutyrylguanosine (CAS: 80681-25-0) is primarily used in the pharmaceutical industry for its potential as an anticancer drug candidate. It is also of interest in the development of nucleic acid-based therapies. Additionally, it may have applications in sensor technology and as a research tool in molecular biology.

What precautions should be taken when handling 2'-Deoxy-2'-fluoro-N2-isobutyrylguanosine (CAS: 80681-25-0)?

When handling 2'-Deoxy-2'-fluoro-N2-isobutyrylguanosine (CAS: 80681-25-0), ensure the use of Personal Protective Equipment (PPE) including gloves, lab coat, and safety goggles. Handle in a well-ventilated area or a fume hood to avoid inhalation. Avoid skin contact and ingestion. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.