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Naftidrofuryl

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Identification
Molecular formula
C21H28N2O2
CAS number
313-62-2
IUPAC name
2-(1-naphthyl)-3-[5-[2-(1-piperidyl)ethyl]tetrahydrofuran-2-yl]propane-1-thiol
State
State

Naftidrofuryl is typically found as a solid at room temperature.

Melting point (Celsius)
99.50
Melting point (Kelvin)
372.70
Boiling point (Celsius)
476.40
Boiling point (Kelvin)
749.60
General information
Molecular weight
308.46g/mol
Molar mass
307.4510g/mol
Density
1.1750g/cm3
Appearence

Naftidrofuryl is typically a white to off-white crystalline powder.

Comment on solubility

Solubility Overview

The solubility of 2-(1-naphthyl)-3-[5-[2-(1-piperidyl)ethyl]tetrahydrofuran-2-yl]propane-1-thiol can be quite complex due to its multifaceted structure. Here are some key points to consider:

Factors Influencing Solubility

  • Polarity: Compounds with polar functional groups typically exhibit higher solubility in polar solvents. This compound contains both hydrophobic naphthyl and piperidyl groups alongside a thiol (-SH) group, which can increase solubility in a wide range of solvents.
  • Hydrogen Bonding: The presence of the thiol group may allow for hydrogen bonding, enhancing solubility in polar solvents like water.
  • Solvent Interaction: Solubility can also depend on the nature of the solvent, with non-polar solvents possibly dissolving the non-polar areas of the molecule more effectively.

Potential Solubility Characteristics

In practical terms, you might observe:

  • High solubility in organic solvents such as ethanol, dimethyl sulfoxide (DMSO), or chloroform.
  • Moderate solubility in water, typically at lower temperatures due to the hydrophobic regions of the compound.

As always, precise solubility can vary with temperature, concentration, and the presence of other solutes. It is advisable to conduct empirical solubility tests to understand the specific behavior of this compound in various environments.

Interesting facts

Interesting Facts about 2-(1-naphthyl)-3-[5-[2-(1-piperidyl)ethyl]tetrahydrofuran-2-yl]propane-1-thiol

This compound, featuring a unique and complex structure, falls into the category of thiols, which are organic compounds containing a sulfhydryl group (-SH). Thiols are often noted for their distinctive odors, and this specific compound could offer intriguing characteristics worth exploring.

Applications and Importance

  • Pharmaceutical Relevance: The presence of the piperidyl group suggests potential applications in medicinal chemistry, particularly in the synthesis of compounds with pharmacological activity.
  • Research in Organic Chemistry: This compound can serve as an important intermediate in organic synthesis reactions, especially for creating other more complex molecules.
  • Potential Role in Material Science: Compounds with thiol groups might contribute to the development of novel materials, particularly in coatings, adhesives, and polymers due to their reactivity with metals.

Chemical Behavior

Thiols are renowned for their ability to undergo various chemical transformations:

  • Oxidation: They can be oxidized to disulfides, which plays a crucial role in the stability of proteins.
  • Nucleophilicity: The sulfur atom in thiols can act as a strong nucleophile, allowing them to participate in reactions with electrophiles.

Unique Structural Features

The intricate arrangement of substituents in this compound allows it to exhibit unique properties:

  • Potential Chirality: The presence of tetrahydrofuran and piperidyl moieties suggests that the compound may exhibit chirality, possibly leading to different biological activities based on stereochemistry.
  • Aromatic Influence: The naphthalene ring adds aromatic stability, which can influence the reactivity and interaction of the molecule with biological targets.

In the realm of chemical research, compounds like 2-(1-naphthyl)-3-[5-[2-(1-piperidyl)ethyl]tetrahydrofuran-2-yl]propane-1-thiol represent intriguing pathways for exploration, potentially leading to the development of new therapeutic agents or advanced materials. As we continue to investigate their properties and interactions, these compounds could unveil a wealth of information in both academic and industrial settings.