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Zidovudine

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

At room temperature, Zidovudine typically exists as a solid. This property is advantageous for its formulation into tablets and other solid dosage forms, which are common in pharmaceutical applications.

Melting point (Celsius)
123.00
Melting point (Kelvin)
396.15
Boiling point (Celsius)
336.70
Boiling point (Kelvin)
609.85
General information
Molecular weight
267.24g/mol
Molar mass
267.2410g/mol
Density
1.5900g/cm3
Appearence

Zidovudine typically appears as a white to off-white crystalline powder. It is sparingly soluble in water, which gives it a certain degree of stability for pharmaceutical preparations.

Comment on solubility

Solubility of 5-acetamido-6-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4-dihydroxy-tetrahydropyran-2-carboxylic acid

The solubility of the compound with the chemical formula C10H13N5O4 is an intriguing aspect that deserves attention. This compound contains multiple functional groups, which can significantly influence its solubility properties.

Key Factors Affecting Solubility:

  • Polarity: The presence of hydroxyl (-OH) groups generally increases the polarity of a compound, leading to improved solubility in polar solvents such as water.
  • Functional Groups: The acetamido and phosphoryl groups may also contribute to its interaction with solvents. They can form hydrogen bonds, enhancing solubility in aqueous solutions.
  • Molecular Structure: The compact structure along with the dihydroxy and dioxopyrimidine moieties may either improve or hinder solubility based on steric effects and intramolecular interactions.
  • pH Dependency: This compound's solubility can vary with pH, as ionic forms may become more soluble in certain acidic or basic environments.

As a general observation, compounds of this nature tend to exhibit higher solubility in aqueous environments due to their ability to engage in polar interactions and hydrogen bonding. However, specific solubility data would require experimental determination to accurately define its behavior under various solvent conditions.

Interesting facts

Interesting Facts about 5-Acetamido-6-[[[5-(2,4-Dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4-dihydroxy-tetrahydropyran-2-carboxylic Acid

5-Acetamido-6-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4-dihydroxy-tetrahydropyran-2-carboxylic acid is a complex organic molecule that stands out for several reasons:

  • Diverse Functional Groups: This compound features multiple functional groups, including acetamido, hydroxy, and phosphoryl. Each of these groups contributes to the compound’s reactivity and potential applications in medicinal chemistry.
  • Pyrimidine Component: The presence of a pyrimidine moiety highlights its potential use in pharmaceutical applications, particularly in the design of drugs targeting nucleic acid processes, reflecting the intersection of organic and medicinal chemistry.
  • Natural Product Inspiration: The structural complexity may be reminiscent of natural products or biologically active derivatives, prompting interest in its role or mimicry in biological systems.
  • Potential Applications: Given its intricate structure, this compound could serve as a prototype for developing new therapeutic agents, especially in the field of oncology, due to the presence of both sugar and heterocyclic components.
  • Research Opportunities: The multifaceted nature of this compound opens avenues for research in synthesis techniques and biosynthesis, as well as exploration into its pharmacological properties.

As chemists delve deeper into the character and properties of 5-Acetamido-6-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4-dihydroxy-tetrahydropyran-2-carboxylic acid, they are reminded of Albert Einstein's quote: "The important thing is not to stop questioning. Curiosity has its own reason for existence." This sentiment underlines the scientific journey of discovery surrounding this remarkable compound.