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Valnemulin

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Identification
Molecular formula
C31H53ClN2O5S
CAS number
133868-46-9
IUPAC name
(2S,4R)-N-[2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide
State
State
Valnemulin is typically in a solid state at room temperature, often available in crystalline powder form.
Melting point (Celsius)
215.00
Melting point (Kelvin)
488.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
534.09g/mol
Molar mass
534.0920g/mol
Density
1.2800g/cm3
Appearence

Valnemulin is a white to off-white crystalline powder.

Comment on solubility

Solubility Insights

The solubility of the compound (2S,4R)-N-[2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide can be quite complex due to its structural characteristics. Several factors influence its solubility:

  • Polarity: The presence of multiple hydroxyl groups in the trihydroxy-tetrahydropyran segment may enhance solubility in polar solvents, particularly water.
  • Hydrophobic and Hydrophilic Balance: The structure includes both hydrophobic (propyl groups) and hydrophilic (carboxamide and hydroxyl groups) regions, which suggests that its solubility could vary significantly depending on the solvent used.
  • Chiral Centers: The presence of several chiral centers could also affect solubility, as different stereoisomers may exhibit different solubility behaviors.

In summary, while the compound is likely to show better solubility in polar solvents due to its hydroxyl groups, its hydrophobic portions can lead to limited solubility in non-polar solvents. Understanding the specific solvent interactions can provide more precise insights into its solubility.

Interesting facts

Interesting Facts about (2S,4R)-N-[2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide

This compound is a fascinating example of how structural complexity in pharmaceuticals can lead to enhanced biological properties. Here are some engaging details:

  • Chirality: The compound contains multiple chiral centers which greatly contribute to its biological activity. This means that different enantiomers (mirror images) of the molecule can exhibit different pharmacological effects, making chirality a crucial aspect in drug design.
  • Functional Groups: With functional groups like carboxamide and chloro, this compound can participate in a range of chemical reactions. These groups are pivotal in its interaction with biological targets, contributing to its potential as a therapeutic agent.
  • Natural Product Inspiration: The structural features suggest that it may be inspired by natural compounds, particularly those found in traditional medicine. The hydroxyl groups are often associated with increased solubility and bioactivity, enhancing its potential therapeutic effects.
  • Biological Activity: The presence of a sulfanyl group hints at activities related to antioxidant properties. Such features may play a crucial role in combatting oxidative stress in biological systems, which is linked to numerous diseases.
  • Research Potential: This compound serves as an excellent lead in medicinal chemistry for the development of new drugs. Its unique structure allows scientists to modify it systematically to improve efficacy and reduce side effects.

Overall, the intricate design of (2S,4R)-N-[2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide showcases the beauty of organic chemistry and its application in creating life-saving medications.
The ongoing study of such compounds continues to unlock mysteries in drug discovery!

Synonyms
Clindamycine [French]
Clindamycine [INN-French]
Clindamycinum [INN-Latin]
Clindamicina [INN-Spanish]
Cleocin (TN)
SCHEMBL537702
CHEMBL376185
DTXSID90928608
DB01190
PD009752
NS00008463
ST50865923
AB01018248-03
Q422273
BRD-A43673346-001-01-1
BRD-A43673346-311-07-1
13441-63-9
methyl 7-chloro-6,7,8-trideoxy-6-({[(2S,4R)-1-methyl-4-propylpyrrolidin-2-yl]carbonyl}amino)-1-thio-D-glycero-alpha-D-galacto-octopyranoside
Methyl 7-chloro-6,7,8-trideoxy-6-{[hydroxy(1-methyl-4-propylpyrrolidin-2-yl)methylidene]amino}-1-thiooctopyranoside
N-[(1R)-1-((4S,2R,3R,5R,6R)-3,4,5-trihydroxy-6-methylthio(2H-3,4,5,6-tetrahydr opyran-2-yl))-2-chloropropyl]((2S,4R)-1-methyl-4-propylpyrrolidin-2-yl)carboxa mide