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Zidovudine

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Identification
Molecular formula
C10H13N5O4P
CAS number
30516-87-1
IUPAC name
[5-(4-amino-5-methyl-2-oxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
State
State

At room temperature, Zidovudine is typically in a solid state. It occurs as a crystalline powder which is stable under normal conditions of storage and use.

Melting point (Celsius)
123.00
Melting point (Kelvin)
396.15
Boiling point (Celsius)
220.00
Boiling point (Kelvin)
493.15
General information
Molecular weight
267.24g/mol
Molar mass
267.2410g/mol
Density
1.5600g/cm3
Appearence

Zidovudine appears as a white to off-white crystalline powder. It is typically odorless and has a slightly bitter taste. Its crystallinity can vary based on the method of preparation and purity.

Comment on solubility

Solubility Insights

The compound [5-(4-amino-5-methyl-2-oxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate, with the chemical formula C10H13N5O4P, presents intriguing solubility characteristics that merit attention. Understanding solubility is crucial for various applications, including pharmaceuticals and biochemical processes.

Factors Influencing Solubility

Several factors can influence the solubility of this compound:

  • Polarity: The presence of polar functional groups, such as the phosphate group (-O2P) and hydroxyl (-OH), tends to enhance solubility in polar solvents like water.
  • Hydrogen Bonding: The ability of the compound to participate in hydrogen bonding can significantly improve its solubility in organic solvents.
  • Temperature: Generally, an increase in temperature can lead to enhanced solubility, allowing more of the compound to dissolve.
  • pH Levels: The ionization of the phosphate group may vary with pH, which can also affect solubility.

Expected Behavior

Based on structural analysis, one might expect the compound to exhibit:

  • Moderate solubility in water: Due to the polar nature of its functional groups.
  • Enhanced solubility in organic solvents: Such as ethanol and DMSO due to its organic scaffolding.

In summary, while solubility can vary based on specific environmental conditions, the overall profile for [5-(4-amino-5-methyl-2-oxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate indicates favorable attributes that could be beneficial in various chemical applications. Further experimental determination is necessary to provide exact solubility values.

Interesting facts

Interesting Facts about [5-(4-amino-5-methyl-2-oxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

This fascinating compound presents a rich assortment of features that make it noteworthy in the realm of chemistry, particularly in medicinal chemistry and pharmacology. Here are some intriguing facts:

  • Pharmaceutical Highlights: This compound is derived from the classical framework of pyrimidine—an essential structure in many pharmaceuticals. Its modifications promote various biological activities, making it valuable in drug design.
  • Dual Role: Not only does it contain a pyrimidine component, but it also integrates a tetrahydrofuran ring. This unique combination may enhance its pharmacological properties, contributing to its bioactivity and stability.
  • Functional Groups: The compound features multiple functional groups, including:
    • Amino group (NH2) which is key for biological interactions
    • Hydroxyl group (OH), enhancing solubility and reactivity
    • Dihydrogen phosphate, a common moiety that can affect cellular mechanisms
  • Research Applications: Scientists are exploring this compound's potential in therapeutic interventions, particularly for disorders related to nucleic acid metabolism given the presence of the pyrimidine base.
  • Quote to Remember: As noted in the field of medicinal chemistry, “The intricacies of molecular design can lead to breakthroughs in treatments and technologies; every atom counts.”

Understanding compounds like this one is paramount for chemists and pharmacologists as they explore innovative solutions for complex health challenges. Its comprehensive structure invites ongoing research and discovery, potentially paving the way for novel therapeutic agents.

Synonyms
{[(2R,3S,5R)-5-(4-amino-5-methyl-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid