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Vidarabine

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Identification
Molecular formula
C10H7N5O4
CAS number
5536-17-4
IUPAC name
4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol
State
State

Vidarabine is in its solid state at room temperature and is often handled as a powder.

Melting point (Celsius)
234.00
Melting point (Kelvin)
507.15
Boiling point (Celsius)
883.15
Boiling point (Kelvin)
1 156.30
General information
Molecular weight
267.27g/mol
Molar mass
267.2660g/mol
Density
1.5950g/cm3
Appearence

Vidarabine typically appears as a white to off-white crystalline powder. It can may exhibit varying granular characteristics depending on its preparation.

Comment on solubility

Solubility of 4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol

The solubility of the compound 4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol, with the chemical formula C10H7N5O4, is influenced by its unique structural characteristics. Here are some key considerations:

  • Polarity: The presence of multiple functional groups such as amino (–NH2) and hydroxymethyl (–CH2OH) increases the polarity of the molecule, enhancing its potential for solubility in polar solvents, particularly water.
  • Hydrogen Bonding: The hydroxymethyl and amino groups can form hydrogen bonds, which can significantly contribute to the solubility in aqueous solutions.
  • Amine Groups: The dimethylamino group can further facilitate solubility through interactions with polar solvents, potentially leading to a higher solubility compared to similar compounds lacking these groups.
  • Effect of pH: Changes in pH can impact the protonation states of the amino groups, which could affect solubility in different environments, either increasing or decreasing it.

Overall, while exact solubility data for this specific compound may not be readily available, it is reasonable to expect that its polar and multifunctional nature would translate into a moderate to high solubility in polar solvents, particularly water. As noted, **"solubility is often dictated by molecular interactions"**, and understanding these interactions is key to predicting how this compound will behave in various solutions.

Interesting facts

Interesting Facts about 4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol

This intriguing compound, often referred to in shorthand as a purine derivative, has garnered considerable interest in the field of medicinal chemistry due to its unique structure and potential applications:

  • Purine Base Connection: As a purine derivative, this compound has structural similarities to DNA and RNA bases, making it essential in the study of nucleic acids and their analogs.
  • Biological Activity: Compounds that contain purine structures are often involved in various biological processes, including cell signaling, energy transfer (as seen in ATP), and important interactions in cellular metabolism.
  • Potential Therapeutic Applications: Research suggests that modifications to purine structures can lead to anti-cancer and antiviral agents, hence this compound could serve as a lead in drug design.
  • Dimethylamino Group Impact: The presence of the dimethylamino group is significant, as it could affect the compound's solubility and permeability, crucial for pharmacokinetics.
  • Hydroxymethyl Tetrahydrofuran: The incorporation of a hydroxymethyl group and a tetrahydrofuran ring not only adds to the compound's complexity but also suggests potential for interaction with various biological targets.

In summary, 4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol is more than just a chemical entity; it represents a crucial intersection of chemistry and biology with the potential for significant contributions to therapeutic development. As one researcher aptly stated, “the key to unlocking future therapies often lies within the tiny structures of purine derivatives.”

Synonyms
ARDMA
Aminonucleoside puromycin
NSC3056
NSC 3056
SAN
Puromycin aminonucleoside?
TimTec1_004068
CHEMBL4098422
DTXSID70859027
HMS1545I20
BCP17097
AKOS024282527
SY076324
3'-amino-3'-deoxy-n,n-dimethyl-adenosine
NS00020099
ARDMA; NSC 3056; SAN; Stylomycin aminonucleoside
BRD-A01606679-001-01-8
9-(3-amino-3-deoxypentofuranosyl)-N,N-dimethyl-9H-purin-6-amine