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6-Methyl-mercaptopurine riboside

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Identification
Molecular formula
C11H14N4O4S
CAS number
342-76-7
IUPAC name
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methylsulfanylpurin-9-yl)tetrahydrofuran-3,4-diol
State
State

At room temperature, 6-Methyl-mercaptopurine riboside is a solid compound. It is stable under normal temperatures and pressures, and is known for its use in pharmaceutical formulations.

Melting point (Celsius)
220.50
Melting point (Kelvin)
493.65
Boiling point (Celsius)
532.85
Boiling point (Kelvin)
806.00
General information
Molecular weight
316.36g/mol
Molar mass
316.3570g/mol
Density
1.8700g/cm3
Appearence

6-Methyl-mercaptopurine riboside appears as a white to off-white crystalline powder. It is not known to have any distinct odor and is typically supplied in a dry form to ensure stability.

Comment on solubility

Solubility of (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methylsulfanylpurin-9-yl)tetrahydrofuran-3,4-diol

The solubility of the compound (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methylsulfanylpurin-9-yl)tetrahydrofuran-3,4-diol is influenced by its complex structure and functional groups. Understanding its solubility is crucial for applications in pharmaceuticals and biochemistry. Here are some key points regarding its solubility:

  • Hydrophilic Characteristics: The presence of hydroxymethyl and diol groups typically enhances solubility in water, as these polar groups can interact favorably with water molecules.
  • Structural Features: The tetrahydrofuran ring is known for its solvating properties, which may further promote solubility in organic solvents.
  • Potential for Solvent Interaction: Solubility can vary significantly between different solvents. This compound may show varied solubility in alcohols, ethers, or even dimethyl sulfoxide (DMSO).
  • pH Dependency: In aqueous environments, the solubility might also be pH-dependent due to the ionization of hydroxyl groups, affecting interactions with solvent molecules.

In conclusion, while the intricate structure of this compound hints at favorable solubility in polar solvents, experimental studies are essential to quantify this characteristic accurately. As noted, "the behavior of chemical compounds in solution can reveal much about their potential applications and interactions." Understanding solubility is not just a matter of chemical composition, but rather a holistic view of how different forces interact in various environments.

Interesting facts

Exploring (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methylsulfanylpurin-9-yl)tetrahydrofuran-3,4-diol

This intriguing compound, frequently referenced in the realms of biochemistry and medicinal chemistry, demonstrates several fascinating characteristics:

  • Synthetic Versatility: This compound serves as a building block for synthesizing complex pharmaceuticals. The unique tetrahydrofuran ring structure allows for various modifications, enabling chemists to tailor its properties for specific applications.
  • Biological Activity: The presence of a purine moiety suggests potential interactions with biological targets, particularly in nucleic acid metabolism. Compounds with a similar purine structure have been noted for their roles in cellular processes, which may make this compound valuable in therapeutic contexts.
  • Natural Inspiration: Compounds like this one can mimic natural biological molecules, enhancing their effectiveness. For instance, the incorporation of hydroxymethyl groups can influence the bioavailability and efficacy of drugs derived from this compound.
  • Wide-ranging Applications: From potential antioxidants to agents in cancer therapy, derivatives of compounds like this have shown promise in a variety of fields such as pharmacology, and biotechnology. Research continues to uncover their utility across different areas.

In the words of renowned chemist R. B. L. Dufour, "The complexity of nature often provides the most elegant solutions.” This compound stands as a testament to that belief, showcasing how intricate structures can lead to remarkable functions.

As ongoing studies delve into the compound's reactivity and biological implications, it remains a subject of interest for chemists aiming to unlock its full potential. Understanding its properties can pave the way for innovative treatments and deeper insight into biochemical pathways.

Synonyms
6-Methylmercaptopurine riboside
342-69-8
METHYLTHIOINOSINE
6-Methylthiopurine riboside
MMPR
Me6MPR
6-Methyl MP riboside
6-Methyl MP-riboside
6-Methylthioinosine
Methylmercaptopurine riboside
6-Methylmercaptopurine ribonucleoside
6-MMPR
6-(Methylthio)purine ribonucleoside
Inosine, 6-S-methyl-6-thio-
6-S-methyl-6-thioinosine
6-Methyl-9-ribofuranosylpurine-6-thiol
UNII-Y5G39SHR0V
EINECS 206-442-2
BRN 0042871
(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-(methylthio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol
6-(Methylthio)-9-beta-D-ribofuranosyl-9H-purine
CHEBI:44081
AI3-50295
2-HYDROXYMETHYL-5-(6-METHYLSULFANYL-PURIN-9-YL)-TETRAHYDRO-FURAN-3,4-DIOL
9H-Purine, 6-(methylthio)-9beta-D-ribofuranosyl-
Y5G39SHR0V
6-(methylsulfanyl)-9-beta-D-ribofuranosyl-9H-purine
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methylsulfanylpurin-9-yl)oxolane-3,4-diol
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(methylsulfanyl)-9H-purin-9-yl]oxolane-3,4-diol
6-Methylmercaptopurine-riboside
CHEMBL388931
DTXSID5030454
NCI-C04784
Inosine, 6-(methylthio)-
4-26-00-01992 (Beilstein Handbook Reference)
MFCD00022826
NSC-40774
NSC-49555
SQ-21977
6-Methylmercapto-9-(b-D-ribofuranosyl)purine
SQ 21977
Purine-6-thiol, 6-methyl-9-ribofuranosyl-
NSC 40774
beta-D-Ribosyl-6-methylthiopurine
6-(methylthio) inosine
6-METHYLMERCAPTOPURINERIBOSIDE
6 Methylthiopurine Riboside
Riboside, 6-Methylthiopurine
NSC40774
6 Methylmercaptopurine Riboside
Riboside, 6-Methylmercaptopurine
9H-Purine, 6-(methylthio)-9-beta-D-ribofuranosyl-
SQ 21,977
6MMPr
S-methyl-6-thioinosine
9H-Purine, 6-(methylthio)-9-beta-D-ribofuranosyl-, dihydrate
9-BETA-D-RIBOFURANOSYL-6-METHYLTHIOPURINE
SCHEMBL672035
DTXCID3010454
ZDRFDHHANOYUTE-IOSLPCCCSA-N
BDBM50412071
AKOS027320756
DB02896
NM06304
6-methyl-9-ribofuranosyl-purine-6-thiol
purine-6-thiol,6-methyl-9-ribofuranosyl
BS-28037
G76692
6-(Methylthio)-9beta-D-ribofuranosyl-9H-purine
6-Methylmercapto-9-(beta-D-ribofuranosyl) purine
9H-purine, 6-(methylthio)-9beta-D-ribofuranosyl
6-(METHYLTHIO)-9-BETA-D-RIBOFURANOSYLPURINE
9H-Purine, 6-(methylthio-9-beta-D-ribofuranosyl-
Q27093868
6-(METHYLMERCAPTO)-9-(BETA-D-RIBOFURANOSYL)PURINE
9H-Purine, 6-(methylthio)-9-beta-D-ribofuranosyl-(8CI 9CI)
9H-Purine, 6-(methylthio)-9-.beta.-D-ribofuranosyl-(8CI 9CI)
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-methylsulfanylpurin-9-yl)tetrahydrofuran-3,4-diol