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Lercanidipine

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Identification
Molecular formula
C36H41ClN2O6S
CAS number
196470-04-1
IUPAC name
[(2R,4S,5R)-6-[2-chloro-1-[[(2S)-1-methyl-4-propyl-pyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyl-tetrahydropyran-3-yl] hexadecanoate
State
State

At room temperature, lercanidipine typically exists as a solid. It is stable under normal conditions and can be handled as a typical crystalline powder. For industrial and research purposes, it should be stored in a tightly closed container, protecting it from moisture and light to maintain its stability and efficacy.

Melting point (Celsius)
184.00
Melting point (Kelvin)
457.20
Boiling point (Celsius)
623.50
Boiling point (Kelvin)
896.70
General information
Molecular weight
612.74g/mol
Molar mass
612.7430g/mol
Density
0.7443g/cm3
Appearence

Lercanidipine is a light yellow to yellow crystalline powder. It may appear as an oily residue when not in its pure crystalline form due to its lipophilic properties. The shade of yellow can vary slightly depending on its purity and storage conditions.

Comment on solubility

Solubility Insights

The solubility of the compound [(2R,4S,5R)-6-[2-chloro-1-[[(2S)-1-methyl-4-propyl-pyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyl-tetrahydropyran-3-yl] hexadecanoate can be influenced by various factors, given its complex and large molecular structure. Generally, the solubility behavior can be analyzed through the following considerations:

  • Polarity: The presence of polar functional groups such as hydroxyl (-OH) and amino (-NH) may enhance solubility in polar solvents, such as water.
  • Hydrophobic interactions: The long hydrophobic hexadecanoate chain may lead to lower solubility in polar solvents while facilitating solubility in non-polar solvents.
  • Hydrogen bonding: The ability of the molecule to form hydrogen bonds with solvents could improve its solubility in appropriate polar environments.

As a result, it is expected that this compound might exhibit:

  1. Moderate to low solubility in water due to the competing influences of its hydrophilic and hydrophobic parts.
  2. Better solubility in organic solvents where the hydrophobic hexadecanoate moiety can interact more favorably.

In summary, when examining the solubility of this specific compound, factors such as temperature, pH, and the presence of cosolvents can significantly affect its solubility profile. An understanding of these underlying principles is vital for effective utilization in pharmaceutical applications or chemical processes.

Interesting facts

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

This complex organic compound is not just a mouthful to pronounce but also a fascinating example of the intricate architecture of modern medicinal chemistry. Here are some intriguing aspects:

  • Medicinal Applications: Compounds with similar structures have been investigated for potential applications in pharmacology, particularly in targeting specific biological pathways. Understanding their structure-activity relationships can provide insights into drug design.
  • Synthetic Chemistry: The synthesis of such compounds involves multi-step reactions that demonstrate the creativity and precision required in the field of organic synthesis. The presence of multiple chiral centers indicates the need for enantioselective synthesis techniques.
  • Biological Relevance: The incorporation of a chloro group and a pyrrolidine-derived moiety suggests interactions with biological targets, making it valuable for studies in biochemistry and therapeutic developments.
  • Chirality: The stereochemistry of the compound plays a crucial role in its biological activity. With specific configurations at several stereogenic centers, small changes in chirality can lead to significant differences in pharmacodynamics.
  • Structural Complexity: The presence of various functional groups such as hydroxyl, amino, and thioether groups adds layers of complexity to the compound. This diversity enhances its potential reactivity and interaction with other molecules.

Chemical compounds like this one illustrate the stunning possibilities within synthetic organic chemistry. As scientists continue to explore their properties and reactions, they slowly unveil the mysteries behind their effectiveness and application in modern science.