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Naltrexone

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Identification
Molecular formula
C20H23NO4
CAS number
99740-51-3
IUPAC name
1-[(2R,5R,6S,6aR)-6-hydroxy-2-(trichloromethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
State
State

At room temperature, naltrexone exists in a solid state, usually as a white crystalline powder. This solid form ensures ease of handling and formulation into various pharmaceutical applications, including tablets and capsules.

Melting point (Celsius)
168.00
Melting point (Kelvin)
441.20
Boiling point (Celsius)
285.70
Boiling point (Kelvin)
558.90
General information
Molecular weight
377.87g/mol
Molar mass
377.8730g/mol
Density
1.4260g/cm3
Appearence

Naltrexone generally appears as a white, crystalline compound. It can come in the form of a powder that is soluble in water. The compound is stable under ordinary conditions of use and storage but should be protected from light and moisture to maintain its integrity.

Comment on solubility

Solubility of 1-[(2R,5R,6S,6aR)-6-hydroxy-2-(trichloromethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol

This intricate compound presents unique characteristics regarding its solubility. Understanding the solubility of such complex structures is crucial, as it influences their behavior in various applications. Here are some factors to consider:

  • Polar vs. Nonpolar: The presence of hydroxyl groups (–OH) makes this compound more polar, enhancing its solubility in polar solvents such as water.
  • Functional Groups: The trichloromethyl group (–CCl3) can cause fluctuations in solubility due to its electron-withdrawing nature, potentially affecting interactions with solvents.
  • Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding, increasing solubility in alcohols or other hydroxyl-containing solvents.
  • Temperature Sensitivity: Variations in temperature may lead to changes in solubility dynamics, often increasing as temperature rises.

To sum up, the solubility of this compound can be expected to exhibit favorable characteristics in polar solvents, while also demonstrating sensitivity to structural features and external conditions. Achieving the *optimal solubility* is critical when considering applications in medicinal chemistry or material science.

Interesting facts

Interesting Facts about 1-[(2R,5R,6S,6aR)-6-hydroxy-2-(trichloromethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol

This complex organic compound is notable for several reasons, primarily its unique structure and potential applications. Here are some intriguing aspects:

  • Synthetic Chemistry Marvel: The intricate arrangement of carbon, oxygen, and chlorine atoms showcases the artistry of synthetic chemistry. Its structure provides insight into the synthesis of highly functionalized molecules.
  • Biological Potential: Compounds with similar architectures have been investigated for their biological activities, including antimicrobial and antifungal properties. This raises the question of whether this compound might possess similar efficacy.
  • Mechanistic Studies: The presence of the trichloromethyl group introduces unique reactivity patterns. Chemists are often fascinated by how such substituents can influence reaction mechanisms, potentially leading to novel pathways in synthetic transformations.
  • Natural Product Analogs: Its structural resemblance to certain natural molecules suggests possibilities for developing analogs that could serve as drug candidates. This opens pathways for further research into medicinal chemistry.
  • Environmental Considerations: The incorporation of chlorine in organic compounds often raises concerns regarding environmental persistence and toxicity. Understanding how this molecule interacts with biological systems and the environment is crucial.

With its sophisticated structure and the potential for diverse applications, 1-[(2R,5R,6S,6aR)-6-hydroxy-2-(trichloromethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol embodies the complexity and excitement of modern organic chemistry.

Synonyms
a-Chloralose
1-[(2R,5R,6S,6aR)-6-hydroxy-2-(trichloromethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
SCHEMBL1650013
CHEBI:81902
AKOS026750081
C18707
D89190