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Acarbose

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Identification
Molecular formula
C25H43NO18
CAS number
56180-94-0
IUPAC name
N-[2-[3,5-dihydroxy-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-4-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide
State
State
Acarbose is a solid at room temperature and typically appears in crystalline form. It is water-soluble and used primarily for its pharmaceutical properties.
Melting point (Celsius)
156.50
Melting point (Kelvin)
429.70
Boiling point (Celsius)
583.15
Boiling point (Kelvin)
856.30
General information
Molecular weight
645.61g/mol
Molar mass
645.6050g/mol
Density
1.4500g/cm3
Appearence

Acarbose is a white to off-white powder that is soluble in water. It typically appears as a crystalline solid.

Comment on solubility

Solubility of N-[2-[3,5-dihydroxy-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-4-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide (C25H43NO18)

This compound, being a complex organic molecule with multiple hydroxyl (-OH) groups, indicates interesting solubility behavior. Generally, compounds rich in hydroxyl groups exhibit good solubility in polar solvents such as water, due to their ability to engage in hydrogen bonding. Here's what to consider:

  • Hydrophilicity: The presence of numerous hydroxyl and methoxy groups suggests that the compound is likely to be highly hydrophilic, which should enhance its solubility in water.
  • Solvent Interaction: Solubility may vary depending on the solvent system; it may show different solubility profiles in:
    • Polar solvents (e.g., water, methanol)
    • Less polar solvents (e.g., ethanol, acetone)
  • Concentration Sensitivity: The solubility might change with concentration, as the interactions between solute molecules can become significant, potentially leading to precipitation at high concentrations.

In summary, the solubility of N-[2-[3,5-dihydroxy-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-4-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide is expected to be high in polar solvents due to its multitude of hydrogen bonding capabilities. It’s always essential to perform solubility tests in a controlled environment to determine its behavior in specific conditions.

Interesting facts

Interesting Facts about N-[2-[3,5-dihydroxy-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-4-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide

N-[2-[3,5-dihydroxy-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-4-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide is a complex structure that holds significant value in various scientific fields. Here are some interesting facts about this compound:

  • Bioactivity: This compound exhibits notable bioactive properties, particularly in the realm of medicinal chemistry, showcasing potential implications for drug development.
  • Sugar Modifications: The presence of tetrahydropyran rings highlights the importance of sugar modifications in biological systems, supporting functions such as cellular signaling and metabolic processes.
  • Structural Complexity: With multiple hydroxy and methoxy groups, the compound's structure exemplifies the intricate relationships between chemistry and biological activity.
  • Synthesis Purpose: Scientists often study its synthesis to explore methods for constructing complex natural products, yielding insights into organic chemistry and synthetic pathways.
  • Analytical Techniques: The methods employed to characterize such molecules can include NMR spectroscopy and mass spectrometry, which are crucial for confirming structure and purity.

This compound serves as a valuable example of how intricate organic molecules can play critical roles in both chemistry and biology, bridging the gap between structural complexity and functional application. It underscores the ever-evolving nature of research in chemical compounds and their practical implications.

As noted by one leading chemist, "The beauty of organic synthesis lies not just in the creation of new compounds but in unlocking their potential to impact life itself."

Synonyms
93253-17-9
N-[2-[3,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
130234-67-2
Methyl 3-O-(2-acetamido-2-deoxy-b-D-glucopyranosyl)-b-D-galactopyranoside
Beta-D-glcnac-[1->3]-beta-D-gal-1->ome
N-[(2S,3R,4R,5R,6R)-2-{[(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
N-[(2S,3R,4R,5R,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-DIHYDROXY-2-(HYDROXYMETHYL)-6-METHOXYOXAN-4-YL]OXY}-4,5-DIHYDROXY-6-(HYDROXYMETHYL)OXAN-3-YL]ACETAMIDE
N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5R,6R)-3,5-DIHYDROXY-2-(HYDROXYMETHYL)-6-METHOXYOXAN-4-YL]OXY}-4,5-DIHYDROXY-6-(HYDROXYMETHYL)OXAN-3-YL]ACETAMIDE
OM05005
OM10442
OM166602
OM166603
Methyl 3-O-(N-acetyl- beta -D-glucosaminyl)- beta -D-galactopyranoside
Methyl3-O-(2-acetamido-2-deoxy-?-D-glycero-hexopyranosyl)-?-L-threo-hexopyranoside