Tilorone | Solubility of Things

Identification

Molecular formula

C₂₅H₃₃NO₇

CAS number

27591-81-1

IUPAC name

[(2S,3S,8R,9S,10S,13S,14S,16S,17R)-17-acetoxy-10,13-dimethyl-2,16-bis(1-methylpiperidin-1-ium-1-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

State

At room temperature, Tilorone is in a solid state, appearing as a crystalline solid.

Melting point (Celsius)

153.50

Melting point (Kelvin)

426.65

Boiling point (Celsius)

492.00

Boiling point (Kelvin)

765.15

General information

Molecular weight

568.82g/mol

Molar mass

568.8210g/mol

Density

1.3309g/cm³

Appearence

Tilorone is typically observed as a white or off-white crystalline powder. The crystals are often fine and can vary slightly in size and shape depending on the methods used for synthesis and purification.

Comment on solubility

Solubility of the Compound

The solubility of the compound (2S,3S,8R,9S,10S,13S,14S,16S,17R)-17-acetoxy-10,13-dimethyl-2,16-bis(1-methylpiperidin-1-ium-1-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate is influenced by a variety of factors.

Factors affecting solubility:

Polarity: The presence of acetoxy (-OCOCH₃) groups suggests that the compound may have moderate polarity, affecting its solubility in polar solvents like water.
Hydrophilic vs. Hydrophobic: The structure includes piperidinium ions that can enhance solubility in polar environments; however, the large hydrophobic tetradecahydro structure could limit solubility in water.
Temperature: As with many organic compounds, solubility may increase with temperature, which can help dissolve this compound in organic solvents.
Interactions: Ionic interactions may play a role in solubility due to the quaternary nitrogen in piperidinium, potentially making it more soluble in ionic solutions.

In summary, the solubility of this complex compound is likely to be:

Higher in organic solvents such as ethanol or DMSO than in water.
Potentially influenced by pH levels due to the presence of piperidinium ions.

While definitive solubility data may be limited, understanding these factors is crucial for predicting solubility behavior in various conditions!

Interesting facts

Interesting Facts about 17-acetoxy-10,13-dimethyl-2,16-bis(1-methylpiperidin-1-ium-1-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl Acetate

This compound, known for its complex structure, is a fascinating example of a synthetic molecule with potential applications in medicinal chemistry. One of the most striking aspects of this compound is its intricate stereochemistry. The presence of multiple stereocenters, marked by the configuration S and R, suggests that its three-dimensional arrangement could significantly influence its biological activity.

Key Features:

Unique Structural Elements: The cyclic structure of this compound, combined with the piperidine moieties, contributes to its unique chemical properties.
Biological Relevance: Compounds with similar structures are often explored for their potential effects in pharmacology, particularly as they may interact with biological receptors in significant ways.
Acetoxy Group: The acetoxy group not only adds to the molecular complexity but is also known to play a role in influencing reactivity and solubility, which can affect how the compound behaves in biological systems.

The synthesis of this compound can be quite challenging, as it requires sophisticated methodologies to ensure the correct stereochemistry and functional group placement. As a result, it presents an exciting challenge for chemists aiming to develop new drugs or therapeutic agents. In the realm of research, it underscores the significance of understanding molecular geometry and its implications on functionality. As the famous chemist Linus Pauling once said, “The best way to predict the future is to create it,” and compounds like this one exemplify the innovative paths that synthetic chemistry can take in shaping medical advancements.