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Zidovudine

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Identification
Molecular formula
C10H13N5O4
CAS number
30516-87-1
IUPAC name
2-[[5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-6-(1,2-dihydroxyethyl)-4,5-dihydroxy-tetrahydropyran-2-carboxylic acid
State
State

At room temperature, Zidovudine is a solid. It is usually supplied in the form of capsules or tablets for medical use.

Melting point (Celsius)
125.00
Melting point (Kelvin)
398.15
Boiling point (Celsius)
199.50
Boiling point (Kelvin)
472.65
General information
Molecular weight
267.24g/mol
Molar mass
267.2440g/mol
Density
1.6600g/cm3
Appearence

Zidovudine typically appears as a white to off-white crystalline powder. It is highly soluble in water and slightly soluble in alcohols.

Comment on solubility

Solubility of 2-[[5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-6-(1,2-dihydroxyethyl)-4,5-dihydroxy-tetrahydropyran-2-carboxylic acid (C10H13N5O4)

This complex compound exhibits solubility characteristics that are influenced by its multifaceted structure. Its solubility can often be categorized by the following factors:

  • Polarity: The presence of multiple hydroxyl (–OH) and amino (–NH2) groups enhances its polarity, which typically increases solubility in polar solvents such as water.
  • Functional Groups: The various functional groups present (like carboxylic acids and amines) suggest that this compound can engage in hydrogen bonding, further aiding its solubility.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules makes it more likely to dissolve when exposed to aqueous environments.

However, determining an exact solubility value can be challenging without empirical data. The solubility of such a compound is often described as:

  • Moderate to high in aqueous solutions, thanks to its hydrophilic nature.
  • Often poorly soluble in organic solvents unless they also contain polar functionalities.

In conclusion, while theoretical predictions about solubility can guide expectations, experimental determination is essential to quantify the solubility of this intricate chemical structure. In practical applications, knowing its solubility in relevant solvents is crucial for effective use in formulations and reactions.

Interesting facts

Interesting Facts about 2-[[5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-6-(1,2-dihydroxyethyl)-4,5-dihydroxy-tetrahydropyran-2-carboxylic acid

This intriguing compound possesses a complex structure that is noteworthy for its biological importance and potential applications in pharmacology. Here are some interesting insights into this multifaceted molecule:

  • Biological Activity: The compound exhibits characteristics that can interact with various biological systems, hinting at possible roles in anti-cancer or antibiotic therapies.
  • Pyrimidine Influence: The presence of a pyrimidine ring suggests that it may interfere with nucleic acid synthesis or function, a common target for drug discovery.
  • Hydroxyl Groups: The multiple hydroxyl functional groups present in its structure contribute to its polarity and solubility, enhancing its reactivity and interactions with other biomolecules.
  • Phosphoryl Group: The phosphoryl (-PO3) moiety is vital in various biochemical processes, particularly in energy transfer. It may suggest roles in enzyme activity regulation.
  • Carboxylic Acid Moiety: The inclusion of a carboxylic acid group implies that this compound could act as a weak acid, potentially influencing its biological activity through protonation states at physiological pH.

Overall, the complexity and variety of functional groups within its structure represent a promising lead in the field of medicinal chemistry. As highlighted by chemists, "the more intricate the structure, the more profound the potential." The ongoing study and synthesis of such compounds may yield groundbreaking therapeutic discoveries.