Skip to main content

Zidovudine (AZT)

ADVERTISEMENT
Identification
Molecular formula
C10H13N5O4P
CAS number
30516-87-1
IUPAC name
[5-[(5-amino-2,4-dioxo-1H-pyrimidin-6-yl)amino]-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
State
State

At room temperature, zidovudine is a solid. It is often administered in this state in the form of tablets or capsules.

Melting point (Celsius)
123.00
Melting point (Kelvin)
396.15
Boiling point (Celsius)
515.40
Boiling point (Kelvin)
788.60
General information
Molecular weight
267.24g/mol
Molar mass
267.2420g/mol
Density
1.5940g/cm3
Appearence

Zidovudine typically appears as a white to beige, odorless, crystalline powder. It is commonly found in solid form when used pharmaceutically, often in the form of capsules or tablets for oral administration.

Comment on solubility

Solubility of [5-[(5-amino-2,4-dioxo-1H-pyrimidin-6-yl)amino]-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

The compound [5-[(5-amino-2,4-dioxo-1H-pyrimidin-6-yl)amino]-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate, with the chemical formula C10H13N5O4P, presents intriguing solubility characteristics that are important in various chemical and biological contexts.

Generally speaking, the solubility of this compound can be influenced by several factors:

  • Polarity: The presence of multiple functional groups, including amino and hydroxyl groups, typically increases the polarity, which can enhance solubility in polar solvents like water.
  • Hydrogen Bonding: The structure allows potential for strong hydrogen bonding interactions with solvents. This property often leads to increased solubility.
  • pH Sensitivity: The compound may exhibit varying solubility in different pH environments due to protonation or deprotonation of functional groups, especially considering the phosphate group.
  • Solvent Choice: While it may be soluble in water, leading organic solvents or ionic liquids could further assist in dissolving the compound due to their tailored interactions with the functional groups.

As a general observation, most phosphates tend to be soluble in acidic conditions, which is essential for applications in biochemical settings. Thus, a further exploration of conditions affecting the solubility of this substance remains necessary for its practical applications.

Interesting facts

Interesting Facts about 5-[(5-amino-2,4-dioxo-1H-pyrimidin-6-yl)amino]-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

This intriguing compound, commonly known for its role in biochemical processes, brings together the worlds of organic chemistry and biochemistry in a fascinating way. Let's explore some remarkable aspects of this compound:

  • Structural Complexity: The molecule features a unique tetrahydrofuran ring, which contributes to its interesting geometrical and electronic properties. This makes it a potential candidate for diverse chemical reactions and applications.
  • Biological Significance: The presence of the pyrimidine ring suggests that this compound may play a role in biological systems, particularly in nucleic acids or as a precursor to essential biomolecules.
  • Phosphorylation: The dihydrogen phosphate group in the structure indicates potential for biological activity, particularly in processes like phosphorylation, which is crucial in regulating cellular functions.
  • Versatile Applications: Given its unique architecture, this compound could be explored for uses in pharmaceuticals, especially in the development of targeted therapies or as a biochemical probe.
  • Synthetic Pathways: The synthesis of such a complex molecule often involves multiple steps, which can include strategic protection-deprotection strategies on functional groups to preserve the integrity of the desired structure.

As a scientist or chemistry student, delving into compounds like this can offer insights into both the amazing world of organic synthesis and the intricate dance of molecules in life processes. With continued research, compounds with similar structures may unlock new avenues in medicine and biotechnology.