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Vidarabine

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Identification
Molecular formula
C10H11N5O4
CAS number
5536-17-4
IUPAC name
5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxy-3,4,5-trimethyl-tetrahydrofuran-3-ol
State
State

At room temperature, Vidarabine is a solid. It is quite stable and found in crystalline form for pharmaceutical applications.

Melting point (Celsius)
248.00
Melting point (Kelvin)
521.15
Boiling point (Celsius)
545.00
Boiling point (Kelvin)
818.15
General information
Molecular weight
267.27g/mol
Molar mass
267.2740g/mol
Density
1.5700g/cm3
Appearence

Vidarabine typically presents as a white to off-white crystalline powder. It is odorless and has a bitter taste.

Comment on solubility

Solubility of 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxy-3,4,5-trimethyl-tetrahydrofuran-3-ol

The compound 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxy-3,4,5-trimethyl-tetrahydrofuran-3-ol (C10H11N5O4) exhibits notable characteristics regarding its solubility. Given its unique structure, we can analyze its behavior in various solvents:

  • Polarity: The presence of multiple functional groups, including hydroxymethyl and methoxy, suggests a potential for moderate to high polarity.
  • Solvent Interaction: This compound may readily dissolve in polar solvents, such as:
    • Water
    • Alcohol-based solvents (e.g., ethanol, methanol)
  • Non-Polar Solubility: Conversely, solubility in non-polar solvents (e.g., hexane, toluene) is expected to be limited due to the lack of hydrophobic character.

As a general principle, compounds rich in polar functional groups such as amines and hydroxyls tend to have increased solubility in water, aligning with the principles of “like dissolves like.” Specifically for this compound, it could be said that:

  1. The larger number of polar groups enhances hydrogen bonding potential.
  2. This suggests improved interaction with water molecules.

In conclusion, while the solubility of 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxy-3,4,5-trimethyl-tetrahydrofuran-3-ol in polar solvents is advantageous for applications in biological or chemical settings, its limited solubility in non-polar mediums could pose challenges in specific formulations.

Interesting facts

Interesting Facts about 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxy-3,4,5-trimethyl-tetrahydrofuran-3-ol

This compound is a fascinating example of a complex organic molecule that combines elements of both purine chemistry and tetrahydrofuran structures. Here are some key points that highlight its significance:

  • Purine Backbone: The presence of a purine derivative, specifically the 6-aminopurine moiety, indicates its potential relevance in biological processes, particularly in nucleic acid metabolism and molecular biology.
  • Hydroxymethyl and Methoxy Groups: The incorporation of hydroxymethyl and methoxy functional groups enhances the compound's polarity, which can affect its interactions with cellular components, potentially influencing bioactivity.
  • Tetrahydrofuran Ring: The tetrahydrofuran ring, a six-membered ring with five carbon atoms and one oxygen atom, is significant in organic synthesis and may provide unique reactivity due to its cyclic structure.
  • Biological Potential: Due to its structural features, this compound may exhibit pharmacological properties, making it a candidate for further investigation in drug development.
  • Research Applications: Compounds with such intricate structures are often explored in medicinal chemistry, materials science, and synthetic organic chemistry, opening pathways for innovative applications.

The investigation of 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxy-3,4,5-trimethyl-tetrahydrofuran-3-ol and its derivatives could lead to exciting advancements in the fields of biochemistry and pharmacology. As scientists delve deeper into its properties, we stand on the brink of uncovering new therapeutic agents and understanding the fundamental mechanisms of life at the molecular level.