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Bedaquiline

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Identification
Molecular formula
C32H31ClN2O2
CAS number
843663-66-1
IUPAC name
(R)-(5-ethylquinuclidin-2-yl)-(6-methoxy-4-quinolyl)methanol
State
State

Solid at room temperature.

Melting point (Celsius)
105.00
Melting point (Kelvin)
378.15
Boiling point (Celsius)
596.50
Boiling point (Kelvin)
869.65
General information
Molecular weight
555.50g/mol
Molar mass
555.4990g/mol
Density
1.2000g/cm3
Appearence

Bedaquiline appears as a white to almost white crystalline powder.

Comment on solubility

Solubility of (R)-(5-ethylquinuclidin-2-yl)-(6-methoxy-4-quinolyl)methanol

The solubility of (R)-(5-ethylquinuclidin-2-yl)-(6-methoxy-4-quinolyl)methanol is influenced by several factors, owing to its unique structural characteristics.

  • Polarity: Due to the presence of both polar functional groups and non-polar segments in the molecule, it exhibits moderate solubility in polar solvents like methanol and ethanol.
  • Hydrogen Bonding: The presence of hydroxyl (-OH) groups contributes to hydrogen bonding, enhancing solubility in protic solvents.
  • Temperature Dependence: Like many organic compounds, solubility may increase with temperature, which can promote the dissolution process.
  • pH Sensitivity: The solubility can be affected by the pH of the solution, as ionization of the hydroxyl group can facilitate solvation in alkaline conditions.

In conclusion, while (R)-(5-ethylquinuclidin-2-yl)-(6-methoxy-4-quinolyl)methanol shows moderate solubility characteristics, it is crucial to consider solvent choice and environmental conditions when attempting to dissolve this compound. Testing in varied solvent systems is recommended to optimize solubility for practical applications.

Interesting facts

Interesting Facts about (R)-(5-ethylquinuclidin-2-yl)-(6-methoxy-4-quinolyl)methanol

(R)-(5-ethylquinuclidin-2-yl)-(6-methoxy-4-quinolyl)methanol is a fascinating compound with unique structural and functional characteristics. Let’s explore some of the intriguing aspects of this compound that make it significant in the field of chemistry:

  • Stereochemistry: The compound belongs to the class of compounds known as chiral molecules, particularly due to its (R)-configuration. Stereochemistry plays a crucial role in its biological activity, influencing interactions with biological receptors.
  • Potential Therapeutic Applications: This compound has garnered attention in medicinal chemistry, especially for its possible applications in treating neurological disorders. Its structural features allow it to target specific pathways in the nervous system.
  • Quinoline Derivative: The presence of a quinoline moiety in its structure contributes to its potential for diverse pharmacological effects. Quinoline derivatives are often associated with antimicrobial, anti-inflammatory, and antitumor activities.
  • Mechanism of Action: Research indicates that compounds similar to this one may act as modulators of neurotransmitter systems, particularly impacting cholinergic pathways, which are critical for cognitive functions.
  • As noted in various studies, “the bioactivity of such quinuclidine derivatives is primarily linked to their ability to interact with muscarinic and nicotinic receptors, offering pathways for drug development.”

This compound showcases the intricate relationship between its structure and biological activity, highlighting the importance of targeted design in pharmaceuticals. By understanding these complexities, researchers can innovate and develop new therapies that leverage the unique properties of molecules like (R)-(5-ethylquinuclidin-2-yl)-(6-methoxy-4-quinolyl)methanol.

Synonyms
CHEMBL2079611
SCHEMBL109602
BDBM50407154
CS-W019883
(R)-(5-ethyl-1-azabicyclo[2.2.2]octan-2-yl)-(6-methoxyquinolin-4-yl)methanol
HY-42034