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Mefloquine

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Identification
Molecular formula
C17H16F6N2O
CAS number
53230-09-0
IUPAC name
(6-methoxy-4-quinolyl)-[(2R)-5-vinylquinuclidin-2-yl]methanol
State
State

At room temperature, Mefloquine is typically in a solid state.

Melting point (Celsius)
98.00
Melting point (Kelvin)
371.15
Boiling point (Celsius)
569.20
Boiling point (Kelvin)
842.35
General information
Molecular weight
378.45g/mol
Molar mass
378.4520g/mol
Density
1.3500g/cm3
Appearence

Mefloquine typically appears as a white to off-white crystalline powder. It is practically insoluble in water but soluble in ethanol and methanol. The compound often has a bitter taste.

Comment on solubility

Solubility of (6-methoxy-4-quinolyl)-[(2R)-5-vinylquinuclidin-2-yl]methanol

The compound (6-methoxy-4-quinolyl)-[(2R)-5-vinylquinuclidin-2-yl]methanol, with the chemical formula C17H16F6N2O, exhibits noteworthy solubility characteristics that are influenced by its structural properties. Understanding the solubility can be pivotal for applications in drug formulation and chemical synthesis.

Key Points on Solubility:

  • Polarity: The presence of polar functional groups, such as the hydroxyl (–OH) and methoxy (–OCH3) groups, suggests that the compound is more likely to dissolve in polar solvents.
  • Hydrophobic Interactions: The quinoline ring structure introduces hydrophobic characteristics, which can affect solubility in aqueous environments significantly.
  • Solvent Effects: It is expected to be more soluble in organic solvents (e.g., ethanol, methanol) compared to water due to its larger non-polar surface area.

In practical scenarios, the solubility of this compound can vary greatly depending on the solvent system utilized. For instance:

  • In non-polar solvents, the solubility may be significantly higher due to the hydrophobic nature of certain moieties.
  • Conversely, in a polar solvent, solubility may decrease, highlighting a critical balance dictated by the interplay of polar and non-polar characteristics.

Understanding these solubility dynamics is essential for effective application and utilization in various chemical processes. The evaluation of solubility in different media is recommended to optimize conditions for practical applications.

Interesting facts

Interesting Facts about (6-methoxy-4-quinolyl)-[(2R)-5-vinylquinuclidin-2-yl]methanol

The compound (6-methoxy-4-quinolyl)-[(2R)-5-vinylquinuclidin-2-yl]methanol presents a fascinating interplay of structure and function. This complex molecule comprises multiple functional groups that contribute to its intriguing chemical behavior.

  • Quinoline Derivative: As a derivative of quinoline, this compound possesses interesting pharmacological properties. Quinoline itself is known for its potential as an antimalarial agent and has been exploited in various medicinal contexts.
  • Stereochemistry Matters: The (2R) configuration highlights the significance of stereochemistry in organic compounds. Stereochemistry can influence both the efficacy and safety of pharmaceutical compounds, making this aspect particularly relevant in drug design.
  • Potential Applications: While research is ongoing, compounds of this nature are often investigated for their potential as therapeutics in neuropharmacology, particularly due to their quinuclidinyl component, which is related to cholinergic functioning in the brain.
  • Vinyl Group Influence: The presence of a vinyl group can impart dynamic properties to the compound, enabling it to participate in various chemical reactions. This versatility is crucial in synthetic organic chemistry.

As scientists continue to explore compounds like this one, the challenge remains to elucidate their full biological activity and underlying mechanisms. As noted by many in the field, understanding the intricacies of structure-activity relationships could lead to breakthroughs in developing new medications.

In summary, the complex architecture of (6-methoxy-4-quinolyl)-[(2R)-5-vinylquinuclidin-2-yl]methanol not only showcases the beauty of organic chemistry but also paves the way for potential advancements in medicinal chemistry.

Synonyms
MLS006011950
SMR004703529