Zidovudine

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Identification

Molecular formula
C10H13N5O4
CAS Number
30516-87-1
IUPAC Name
(2R,4S,5R,6R)-5-acetamido-2-[[(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-4-hydroxy-6-(1,2,3-trihydroxypropyl)tetrahydropyran-2-carboxylic acid
Molecular Weight
267.24g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.5700g/cm3
Synonyms
Cmp-nana
Interesting facts

Exploring (2R,4S,5R,6R)-5-acetamido-2-[[(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-4-hydroxy-6-(1,2,3-trihydroxypropyl)tetrahydropyran-2-carboxylic acid

This fascinating compound holds a significant place in medicinal chemistry due to its complex structure and versatile functionality. As a prodrug, it showcases the intricate interplay between structural modification and biological activity. Here are some intriguing aspects of this compound:

  • Structural Complexity: Its multi-ring structure and various functional groups, including hydroxyl, acetamido, and phosphoryl moieties, are emblematic of the compound's potential for diverse biological interactions.
  • Biological Relevance: This compound exhibits significant pharmacological properties, making it a candidate for therapeutic applications, particularly in the fields of antiviral and anticancer research.
  • Chirality: The presence of several chiral centers contributes to its enantioselectivity, which is crucial for optimal biological activity. The specific stereochemistry may influence the compound’s efficacy and safety profile.
  • Legacy in Research: Compounds of this class have guided numerous studies exploring metabolic pathways, enhancing our understanding of drug metabolism and mechanism of action.

As stated in the words of renowned chemist Linus Pauling, “The best way to have a good idea is to have lots of ideas.” This encapsulates the ongoing exploration of such compounds, where even subtle changes in structure can lead to groundbreaking advancements in pharmaceuticals. The journey of synthesizing and studying compounds like this underscores the creativity and innovation inherent in the field of chemistry.

Furthermore, the intricate design of this compound facilitates discussions on the importance of synthetic pathways and how they can be optimized for increased efficiency in drug development. Researchers continue to unravel its properties, striving to unlock new frontiers in therapeutic interventions.

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