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Zidovudine

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

At room temperature, Zidovudine is in a solid state, typically in the form of a crystalline powder. It is stable under normal temperature and pressure conditions.

Melting point (Celsius)
123.00
Melting point (Kelvin)
396.00
Boiling point (Celsius)
287.50
Boiling point (Kelvin)
560.60
General information
Molecular weight
267.24g/mol
Molar mass
267.2420g/mol
Density
1.4791g/cm3
Appearence

Zidovudine is a white to beige, crystalline powder. It has no significant odor and is generally considered to have a bitter taste.

Comment on solubility

Solubility of 2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoic acid (C10H13N5O4)

The solubility of complex compounds such as 2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoic acid is often influenced by various factors:

  • Polarity: The presence of both hydrophilic (e.g., hydroxyl groups) and hydrophobic (e.g., acetamido) regions can lead to moderate solubility in polar solvents like water.
  • pH Levels: The carboxylic acid functional group may enhance solubility at higher pH levels where it remains deprotonated and more ionic.
  • Temperature: An increase in temperature generally increases solubility; hence, the compound may exhibit higher solubility in warm solutions.

Due to its intricate structure, one might find that it has limited solubility in organic solvents, while being relatively more soluble in aqueous environments, especially under conditions where intermolecular interactions can occur. In conclusion, understanding the solubility behavior of this compound is crucial for applications in pharmaceuticals and biochemical research.

Interesting facts

Interesting Facts about 2-[2-[3-Acetamido-2-[[[5-(2,4-Dioxopyrimidin-1-yl)-3,4-Dihydroxy-Tetrahydrofuran-2-yl]Methoxy-Hydroxy-Phosphoryl]Oxy-Hydroxy-Phosphoryl]Oxy-5-Hydroxy-6-(Hydroxymethyl)Tetrahydropyran-4-yl]Oxypropanoylamino]Propanoic Acid

This complex compound represents a fascinating intersection of chemistry and biochemistry, showcasing the intricate structures that can emerge from the condensation of various functional groups. Here are some engaging aspects worth noting:

  • Anticancer Potential: The presence of the dioxopyrimidinyl group in its structure hints at possible applications in oncology. Compounds containing similar structures are often researched for their ability to inhibit cancer cell proliferation.
  • Phosphorylation Sites: This molecule contains multiple hydroxy-phosphoryl groups, which are crucial in cellular signaling processes. Phosphorylation is a key mechanism that regulates protein function and activity, making this compound potentially significant in biochemical studies.
  • Multi-Functional Roles: The acetamido and hydroxy groups contribute to the compound's versatility. These functionalities may facilitate interactions with biological molecules, easing pathways for drug delivery or enzyme inhibition.
  • Synthetic Challenges: The synthesis of such a compound may present considerable challenges due to the complexity of its structure. Each step requires careful control of reaction conditions, and the potential for regio- or stereoisomer formation necessitates advanced synthetic techniques.
  • Potential Research Avenues: Due to its intricate design, this compound could lead to discoveries in medicinal chemistry and pharmacology. Researchers might explore its interactions with biomolecules, exploring whether it can serve as a scaffold for new therapeutics.

As a student or scientist venturing into the world of chemical compounds, recognizing the implications of such intricate designs can pave the way for groundbreaking innovations in medicine and material science.

Synonyms
PD042952