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Adefovir

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Identification
Molecular formula
C10H15N5O4F
CAS number
106941-25-7
IUPAC name
[5-(6-amino-2-fluoro-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
State
State

Adefovir is commonly found in a solid state as a crystalline powder at room temperature.

Melting point (Celsius)
278.00
Melting point (Kelvin)
551.15
Boiling point (Celsius)
180.00
Boiling point (Kelvin)
453.15
General information
Molecular weight
273.20g/mol
Molar mass
273.1990g/mol
Density
1.9800g/cm3
Appearence

Adefovir appears as a white to off-white crystalline powder. It is typically odorless and hygroscopic in nature, meaning it tends to absorb moisture from the air.

Comment on solubility

Solubility of [5-(6-amino-2-fluoro-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

The solubility of the compound [5-(6-amino-2-fluoro-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate (C10H15N5O4F) is influenced by several factors including its structural characteristics and the nature of its functional groups. Here are several key points regarding its solubility:

  • Polarity: The presence of multiple hydroxyl groups contributes to a polar nature, enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The –OH groups may form hydrogen bonds with water molecules, which typically increases solubility.
  • Functional Groups: The phosphate group (-PO42-) also indicates potential for high solubility, as phosphates are generally soluble in aqueous solutions.
  • Fluorine Influence: The inclusion of a fluorine atom can affect the compound's overall solubility profile, potentially increasing hydrophobic character.

Overall, the combination of polar and functional groups suggests that this compound is likely to be soluble in aqueous solutions, although detailed experimental data would be required to quantify its solubility accurately. Increasing the temperature may enhance solubility, as is common with many compounds.

Interesting facts

Interesting Facts About [5-(6-amino-2-fluoro-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

This fascinating compound belongs to a class of molecules known for their biological significance and potential applications in medicinal chemistry. Its structure reveals intricate relationships between purine, a vital component of nucleic acids, and a unique tetrahydrofuran moiety, which suggests potential interactions with biological systems.

Key Features

  • Biological Importance: The presence of the purine base highlights this compound's possible roles in nucleic acid metabolism or as an analog of nucleotides.
  • Potential Medicinal Applications: Compounds like this are often studied for their anti-cancer and anti-viral properties, as their structural resemblance to nucleotides allows them to interfere with nucleic acid synthesis.
  • Fluorine Substitution: The incorporation of fluorine can enhance metabolic stability and alter the lipophilicity of the compound, potentially leading to improved bioavailability.

Furthermore, the phosphate group in its structure is crucial for enhancing solubility and facilitating interaction with biological targets. As emphasized in the realm of drug design, “*the right functional groups can dictate a compound’s fate within the body*.” This structural characteristic is essential for pharmacodynamics, influencing how well the compound can reach and affect its target.

As scientists continue exploring the roles of such compounds, they stand at the forefront of potential therapeutic developments. With ongoing research, we may uncover new facets of this compound that could one day lead to breakthroughs in treating various diseases.

Synonyms
2-fluoro-9-(5-o-phosphonopentofuranosyl)-9h-purin-6-amine
FAMP
Fludarabine Phosphate (Fludara)
Fludura
NSC312887
9H-Purin-6-amine, 2-fluoro-9-(5-O-phosphono-.beta.-D-arabinofuranosyl)-
NSC 312887
NSC 328002
[5-(6-amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid
Fludara (Berlex)
Fluclarabine phosphate
SCHEMBL1650192
9-.beta.-D-Arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen phosphate)
CHEMBL1965242
DTXSID80860982
GIUYCYHIANZCFB-UHFFFAOYSA-N
HMS3654F05
{[(2R,3S,4R,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
STL452901
STL452969
NCI60_002698
DB-050430
NS00008397
AB01273950-01
2-Fluoroadenine 9-b-D-arabinofuranoside 5'-monophosphate
9-.beta.-Arabinofuranosyl-2-fluoroadenine-5'-phosphate
Z2736093605
9-.beta.-D-Arabinofuranosyl-2-fluoroadenine 5'-monophosphate
2-Fluoro-9-(5-O-phosphono-.beta.-D-arabinofuranosyl)-9H-purin-6-amine
2-fluoro-9-(5-O-phosphonopentofuranosyl)-1,9-dihydro-6H-purin-6-imine
((2R,3S,4S)-5-(6-amino-2-fluoro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate