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Naltrexone

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Identification
Molecular formula
C20H23NO4
CAS number
16590-41-3
IUPAC name
(2R,6S,14S)-5-(cyclopropylmethyl)-19-(1-hydroxy-1-methyl-ethyl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11,16-tetraen-11-ol
State
State

At room temperature, naltrexone is a solid. It is stable under standard conditions.

Melting point (Celsius)
169.00
Melting point (Kelvin)
442.15
Boiling point (Celsius)
314.20
Boiling point (Kelvin)
587.35
General information
Molecular weight
377.46g/mol
Molar mass
377.4550g/mol
Density
1.3355g/cm3
Appearence

Naltrexone typically appears as a white crystalline powder. It is known for its bitter taste and is generally odorless.

Comment on solubility

Solubility Characteristics of (2R,6S,14S)-5-(cyclopropylmethyl)-19-(1-hydroxy-1-methyl-ethyl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11,16-tetraen-11-ol

The solubility of complex organic compounds such as (2R,6S,14S)-5-(cyclopropylmethyl)-19-(1-hydroxy-1-methyl-ethyl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11,16-tetraen-11-ol can be influenced by a variety of factors, primarily due to its intricate structure and functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of hydrophilic groups, such as the hydroxyl (-OH) and ether (-O-) functionalities, may enhance solubility in polar solvents like water.
  • Aromaticity: The compound’s polycyclic aromatic structure could exhibit some degree of solubility in organic solvents, particularly in those that are non-polar or weakly polar.
  • Hydrogen Bonding: The ability to form hydrogen bonds is crucial. Compounds capable of engaging in hydrogen bonding typically demonstrate increased solubility in water.
  • Temperature Dependence: Solubility is often temperature-dependent; increasing temperature can lead to enhanced solubility for certain compounds.

In summary, while predicting the exact solubility of such a complex molecule can be challenging, the interplay between its hydrophilic and hydrophobic portions is essential. As with many organic compounds, “like dissolves like”; hence, the choice of solvent can dramatically influence solubility outcomes.

Interesting facts

Interesting Facts about (2R,6S,14S)-5-(Cyclopropylmethyl)-19-(1-Hydroxy-1-methyl-ethyl)-15-Methoxy-13-Oxa-5-Azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11,16-Tetraen-11-ol

This fascinating compound belongs to a class of molecules known for their complex structures and significant biological activities. Here are some compelling aspects of this compound:

  • Stereochemistry: The specific stereochemical configuration of this compound, indicated by the (2R,6S,14S) designations, highlights its unique three-dimensional shape, which can profoundly influence its biochemical interactions.
  • Natural Occurrence: Many compounds similar to this one are derived from natural sources, often exhibiting crucial roles in various biological processes, making them valuable in fields such as pharmacology and medicinal chemistry.
  • Potential Applications: The intricate structure indicates potential uses in drug design, particularly for targeting specific biological pathways. Its unique functional groups may offer selective activity, possibly leading to treatments for various conditions.
  • Research Interest: Scientists are particularly interested in the analogs of compounds with such complex frameworks. Understanding their mechanism of action can pave the way for breakthroughs in synthetic complexity in organic chemistry.
  • Mechanism of Action: While the exact mechanism for this compound is still under investigation, its synthesis and modification can offer insights into how structural changes affect biological activity.

As you delve deeper into the world of such compounds, remember the words of Sir Derek Barton: "Structure influences function." This adage resonates profoundly in the study of complex organic compounds, reminding us that the unique arrangements of atoms can lead to innovative pathways in drug development and chemical research.

In summary, this compound serves as a reminder of the brilliant intricacies of chemical structures and their potential to unlock new horizons in scientific discovery.

Synonyms
DTXSID80937800
17-(Cyclopropylmethyl)-7-(2-hydroxypropan-2-yl)-6-methoxy-4,5-epoxy-6,14-ethenomorphinan-3-ol
17065-88-2