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Caspofungin

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Identification
Molecular formula
C52H89ClN10O15S
CAS number
179463-17-3
IUPAC name
[(2R,4S,5R)-6-[2-chloro-1-[[(2S,4R)-1-methyl-4-propyl-pyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyl-tetrahydropyran-3-yl] hexadecanoate;hydrochloride
State
State

At room temperature, caspofungin hydrochloride is typically in a solid state as it is a powdered substance. It is stable under normal conditions and should be stored in a cool, dry place.

Melting point (Celsius)
0.00
Melting point (Kelvin)
0.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
1403.33g/mol
Molar mass
1 402.4410g/mol
Density
1.2700g/cm3
Appearence

Caspofungin hydrochloride appears as a white to off-white powder. It is hygroscopic, meaning it can absorb moisture from the air. The powder is generally free-flowing and does not have a pronounced odor.

Comment on solubility

Solubility of [(2R,4S,5R)-6-[2-chloro-1-[[(2S,4R)-1-methyl-4-propyl-pyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyl-tetrahydropyran-3-yl] hexadecanoate; hydrochloride

The solubility of this complex compound is influenced by several factors due to its specific structural characteristics. Understanding its solubility profile is essential for practical applications, particularly in pharmaceutical formulations. Key points to consider include:

  • Polarity: The presence of polar functional groups such as hydroxyl (-OH) and carbonyl (=O) can contribute to increased solubility in polar solvents, especially water.
  • Hydrochloride Salt Form: As a hydrochloride salt, this compound is likely to be more soluble in aqueous solutions compared to its free base form due to improved ionic interactions.
  • Chain Length: The hexadecanoate (a long-chain fatty acid) portion may impart hydrophobic properties, potentially decreasing solubility in polar environments.
  • Stereochemistry: The specific stereoconfiguration may also play a role in solubility, as how the molecule interacts with solvent molecules can be influenced by its 3D shape.

Overall, it is reasonable to expect that this compound would show moderate solubility in water, with enhanced solubility in organic solvents. Additionally, it may exhibit varying solubility depending on the pH of the surrounding medium, suggesting that “a thorough solubility study is warranted for accurate characterization”.

In summary, the solubility of this compound is a multi-faceted aspect driven by its molecular structure and external conditions, making it a subject of significant interest in both research and application.

Interesting facts

Interesting Facts about [(2R,4S,5R)-6-[2-chloro-1-[[(2S,4R)-1-methyl-4-propyl-pyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyl-tetrahydropyran-3-yl] hexadecanoate; hydrochloride

This intriguing compound is a member of a complex class of molecules that demonstrate the interplay of structural biology and medicinal chemistry. Here are some fascinating insights about this unique compound:

  • Complex Structure: The intricate arrangement of chiral centers in this compound highlights the importance of stereochemistry in pharmaceutical design. The specific stereoisomers can significantly influence biological activity.
  • Bioactivity: Compounds with similar frameworks are often explored for their potential as drug candidates, particularly in the fields of neurology and oncology. The unique properties of this compound may promote engagement with biological targets associated with these fields.
  • Chlorine Substituent: The presence of the chlorine atom introduces halogenation, which can enhance the lipophilicity of the molecule and influence its interactions with cellular membranes, impacting its efficacy and bioavailability.
  • Aliphatic Chain: The hexadecanoate moiety is indicative of fatty acid derivatives, which can affect lipid solubility and metabolic pathways. This might also play a role in the pharmacokinetics of the compound.
  • Natural Product Mimicry: The tetrahydropyran ring structure is commonly found in natural products, suggesting that this compound could mimic biological compounds, potentially leading to new therapeutic avenues.
  • Research Opportunities: It opens up numerous paths for synthetic chemists and pharmacologists to explore the full range of its biological properties, as such complex architectures often lead to novel mechanisms of action.

Overall, the exploration of this compound not only enriches our understanding of chemical diversity but also offers exciting prospects for the development of therapeutics aimed at complex diseases. As with many compounds in this class, further research will determine its place in the vast landscape of chemical compounds.

Synonyms
Methyl 7-chloro-6,7,8-trideoxy-2-O-hexadecanoyl-6-{[hydroxy(1-methyl-4-propylpyrrolidin-2-yl)methylidene]amino}-1-thiooctopyranoside--hydrogen chloride (1/1)
[(2R,4S,5R)-6-[2-chloro-1-[[(2S,4R)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyloxan-3-yl] hexadecanoate;hydrochloride
DTXSID30956344
34850-73-2