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6-Mercaptopurine

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Identification
Molecular formula
C5H4N4OS
CAS number
50-44-2
IUPAC name
6-sulfanyl-3,7-dihydropurin-2-one
State
State

At room temperature, 6-Mercaptopurine is in a solid state. It exists primarily as a powder or crystalline solid, which is a typical form used in medical applications. Due to its low solubility in water, it generally remains in solid form under standard conditions.

Melting point (Celsius)
313.00
Melting point (Kelvin)
586.15
Boiling point (Celsius)
192.00
Boiling point (Kelvin)
465.15
General information
Molecular weight
152.18g/mol
Molar mass
152.1770g/mol
Density
2.3000g/cm3
Appearence

6-Mercaptopurine is typically a yellow crystalline powder. The compound's color ranges from pale yellow to yellow, and it can appear as a fine powder or in crystalline form. It is practically insoluble in water and dissolves slightly in alcohol, which reflects its pharmaceutical applications primarily in crystalline format.

Comment on solubility

Solubility of 6-Sulfanyl-3,7-dihydropurin-2-one

6-Sulfanyl-3,7-dihydropurin-2-one, also known as a derivative of purine, exhibits specific solubility characteristics that are worth exploring. The solubility of this compound can be influenced by a variety of factors, including:

  • Polarity: The presence of the sulfanyl (-SH) group contributes to the overall polarity of the molecule, often enhancing solubility in polar solvents such as water.
  • pH Levels: The solubility can be significantly affected by the pH of the solvent, with higher solubility typically observed at more acidic conditions due to potential protonation of functional groups.
  • Temperature: Increasing the temperature generally increases solubility; thus, this compound may dissolve better in warm solutions compared to cold ones.
  • Salts Formation: In some cases, the formation of salts with acidic or basic counterions can further enhance solubility.

It is essential to note that solubility data may vary based on the presence of other components in solution. As stated, "A compound's solubility is a reflection of its chemical nature and the environment in which it is placed." Therefore, experimental conditions should always be considered when assessing solubility.

For practical applications, understanding the solubility of 6-sulfanyl-3,7-dihydropurin-2-one is crucial, particularly in drug formulation where effective bioavailability is often linked to solubility characteristics.

Interesting facts

Interesting Facts about 6-Sulfanyl-3,7-dihydropurin-2-one

6-Sulfanyl-3,7-dihydropurin-2-one, often associated with nucleobase chemistry, is a fascinating compound within the purine family. Here are some intriguing aspects of this compound:

  • Biological Significance: This compound plays a critical role in various biological systems. It is a derivative of purine, which is a fundamental building block of nucleic acids such as DNA and RNA.
  • Pharmacological Applications: Research indicates that derivatives of this compound show potential in drug development, especially in treating conditions associated with metabolic disorders.
  • Synthesis Pathways: The synthetic routes to obtain 6-sulfanyl-3,7-dihydropurin-2-one often involve multi-step processes. Understanding these pathways can provide insights into creating related compounds with enhanced properties.
  • Structure-Activity Relationship: Studying this compound's structure helps chemists understand how modifications can enhance its biological activity, providing valuable information for drug design.
  • Research Frontier: Ongoing research surrounding this compound includes its role in the regulation of purine metabolism, revealing its importance in cellular functions.

The exploration of 6-sulfanyl-3,7-dihydropurin-2-one underscores the interconnectedness of chemistry, biology, and medicine, showcasing how even small changes at the molecular level can lead to vast differences in biological activity.