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Acarbose

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Identification
Molecular formula
C25H43NO18
CAS number
56180-94-0
IUPAC name
(1R,5R,6R,7S,9R,11S,13S,14S)-3-amino-14-(hydroxymethyl)-8,10-dioxa-2,4-diazatetracyclo[7.3.1.17,11.01,6]tetradec-3-ene-5,9,12,13,14-pentol
State
State

At room temperature, acarbose is a solid compound. It is typically available as a crystalline powder that can be dissolved in water.

Melting point (Celsius)
146.00
Melting point (Kelvin)
419.15
Boiling point (Celsius)
225.00
Boiling point (Kelvin)
498.15
General information
Molecular weight
645.61g/mol
Molar mass
645.6080g/mol
Density
1.4500g/cm3
Appearence

Acarbose appears as a white to almost white powder. It is crystalline in nature and hygroscopic, meaning it has a tendency to absorb moisture from the air.

Comment on solubility

Solubility of (1R,5R,6R,7S,9R,11S,13S,14S)-3-amino-14-(hydroxymethyl)-8,10-dioxa-2,4-diazatetracyclo[7.3.1.17,11.01,6]tetradec-3-ene-5,9,12,13,14-pentol

The solubility of the compound (1R,5R,6R,7S,9R,11S,13S,14S)-3-amino-14-(hydroxymethyl)-8,10-dioxa-2,4-diazatetracyclo[7.3.1.17,11.01,6]tetradec-3-ene-5,9,12,13,14-pentol can be quite fascinating due to its complex structure and the presence of multiple functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of hydroxymethyl (-CH2OH) and amino (-NH2) groups generally increases solubility in polar solvents, particularly in water.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds with the solvent molecules enhances its solubility.
  • Solvent Interaction: It is likely to be soluble in the following solvents:
    • Water
    • Ethanol
    • Dimethyl sulfoxide (DMSO)
  • Limitations: Due to its higher molecular weight, solubility may be limited at very high concentrations.

In summary, this compound's intricate structure and functional groups contribute to its solubility characteristics, making it an interesting subject for further study in various solvent environments. Understanding its solubility profile is essential for applications in pharmaceuticals and materials science.

Interesting facts

Interesting Facts about (1R,5R,6R,7S,9R,11S,13S,14S)-3-amino-14-(hydroxymethyl)-8,10-dioxa-2,4-diazatetracyclo[7.3.1.17,11.01,6]tetradec-3-ene-5,9,12,13,14-pentol

This intriguing compound, commonly known for its intricate stereochemistry, belongs to a class of molecules that have captivated scientists due to their unique structural features and biological relevance. Here are some fascinating points:

  • Stereo-specific Configuration: The compound exhibits a detailed stereochemistry, denoted by its specific (R) and (S) configurations. This aspect plays a crucial role in its physiological activity, often leading to different biological outcomes based on orientation.
  • Potential Therapeutic Applications: Compounds with a similar backbone have been investigated for their potential therapeutic effects, which include antimicrobial, anticancer, and antiviral properties. The presence of amino and hydroxymethyl groups often enhances reactivity and selectivity in biological systems.
  • Complexity of Synthesis: The synthetic pathways for such complex molecular structures can be quite challenging, often involving multiple steps of functionalization and cyclization. As a result, this compound serves as an exciting topic in the field of synthetic organic chemistry.
  • Natural Occurrences: Compounds with similar structural features are frequently found in natural products, suggesting that they could play a role in various biological mechanisms. Their study can lead to the discovery of new drugs derived from nature.
  • Innovative Applications: Beyond pharmaceuticals, the unique framework of this molecule has opened doors in materials science, particularly in the development of polymers and nanomaterials that can exhibit tailored chemical properties for specific applications.

As you delve deeper into the study of this compound, it becomes clear that its complexity not only challenges the boundaries of synthesis but also inspires innovation across various scientific disciplines. Understanding such compounds not only enriches our knowledge of organic chemistry but also significantly contributes to advances in biochemistry and medicinal chemistry.

Synonyms
Q379842