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Zidovudine

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Identification
Molecular formula
C10H13ClN5O4
CAS number
30516-87-1
IUPAC name
4-amino-1-[5-(chloromethyl)-3,4-dihydroxy-tetrahydrofuran-2-yl]pyrimidin-2-one
State
State

Zidovudine is typically available as a solid at room temperature, often in the form of a crystalline powder.

Melting point (Celsius)
125.00
Melting point (Kelvin)
398.10
Boiling point (Celsius)
575.10
Boiling point (Kelvin)
848.30
General information
Molecular weight
267.19g/mol
Molar mass
267.2420g/mol
Density
1.6800g/cm3
Appearence

Zidovudine appears as a white to off-white crystalline powder that is odorless. It is soluble in water and slightly soluble in alcohol.

Comment on solubility

Solubility of 4-amino-1-[5-(chloromethyl)-3,4-dihydroxy-tetrahydrofuran-2-yl]pyrimidin-2-one

The solubility of the compound 4-amino-1-[5-(chloromethyl)-3,4-dihydroxy-tetrahydrofuran-2-yl]pyrimidin-2-one (C10H13ClN5O4) is notably affected by several factors:

  • Polarity: With the presence of hydroxyl (-OH) groups, this compound exhibits polar characteristics, potentially leading to good solubility in polar solvents like water.
  • Chloromethyl substitution: The chloromethyl group may influence solubility, creating a dynamic where solubility can vary depending on the solvent system used.
  • Temperature: As with many compounds, increasing temperature tends to enhance solubility, which can be especially significant for solids.
  • pH levels: The solubility could also vary with changes in pH, particularly affected by the amino group, which can accept protons and alter solubility in acidic or basic environments.

Overall, the specific solubility profile of C10H13ClN5O4 should be experimentally determined under various conditions to fully understand its behavior in solution and how it interacts with different solvents.

Interesting facts

Interesting Facts about 4-amino-1-[5-(chloromethyl)-3,4-dihydroxy-tetrahydrofuran-2-yl]pyrimidin-2-one

The compound 4-amino-1-[5-(chloromethyl)-3,4-dihydroxy-tetrahydrofuran-2-yl]pyrimidin-2-one is a fascinating member of the pyrimidine family, known for its diverse applications in medicinal chemistry. Here are some compelling facets of this intriguing molecule:

  • Bioactivity: This compound exhibits potential antiviral and antibacterial properties. Its unique structure allows it to interact with biological targets, making it a candidate for further research in drug development.
  • Synthetic Pathways: Synthetic routes leading to this compound often involve multi-step reactions that can be insightful for chemistry students exploring the synthesis of heterocyclic compounds.
  • Structure-Activity Relationship: The presence of the chloromethyl and dihydroxy groups significantly influences its biological activity. Understanding how these modifications affect potency is essential in medicinal chemistry.
  • Research Potential: There is ongoing research into the derivatives of this compound, seeking to enhance its efficacy and reduce potential side effects. It’s a prime example of how small changes in chemical structure can yield significant variations in biological response.
  • Literature Reference: The exploration of similar compounds can be traced back in scientific literature, highlighting their relevance in drug discovery. References to related studies provide a rich backdrop for understanding the continuing interest in pyrimidine derivatives.

As a part of a larger class of pharmaceuticals, this compound underscores the synergy between structure and activity in drug design. With its diverse applications and ongoing investigational studies, 4-amino-1-[5-(chloromethyl)-3,4-dihydroxy-tetrahydrofuran-2-yl]pyrimidin-2-one serves as a notable example for both researchers and students in the field of chemistry.

Synonyms
MLS003115947
32659-31-7
2(1H)-Pyrimidinone, 4-amino-1-(5-chloro-5-deoxy-.beta.-D-arabinofuranosyl)-
NSC318799
SCHEMBL6686648
CHEMBL2357771
SCHEMBL14577673
DTXSID10954363
4-amino-1-[5-(chloromethyl)-3,4-dihydroxyoxolan-2-yl]pyrimidin-2-one
NSC-318799
SMR001831509
DB-229015
1-(5-Chloro-5-deoxypentofuranosyl)-4-imino-1,4-dihydropyrimidin-2-ol