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Dantrolene

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Identification
Molecular formula
C14H10N4O5
CAS number
7261-97-4
IUPAC name
1-[3-(9,9-dimethylacridin-10-yl)-2-methyl-propyl]-4-piperidin-1-ium-1-yl-piperidin-1-ium-4-carboxamide;4-hydroxy-4-oxo-but-2-enoate
State
State

At room temperature, Dantrolene is in a solid state as a crystalline powder.

Melting point (Celsius)
248.00
Melting point (Kelvin)
521.15
Boiling point (Celsius)
326.00
Boiling point (Kelvin)
599.15
General information
Molecular weight
314.24g/mol
Molar mass
314.2400g/mol
Density
1.3150g/cm3
Appearence

Dantrolene typically appears as an orange to yellow crystalline powder. It may also exist in a hydrated form, appearing slightly different in texture due to the presence of water in its crystal structure.

Comment on solubility

Solubility Characteristics

The solubility of the compound 1-[3-(9,9-dimethylacridin-10-yl)-2-methyl-propyl]-4-piperidin-1-ium-1-yl-piperidin-1-ium-4-carboxamide;4-hydroxy-4-oxo-but-2-enoate can be a complex topic due to the various structural features it presents. This compound contains both organic and ionic components, which can significantly influence its solubility in different solvents.

Factors Affecting Solubility

When considering the solubility of this compound, several factors come into play:

  • Ionic Nature: The presence of piperidinium groups typically increases solubility in polar solvents due to ionic interactions.
  • Hydrophilicity vs. Hydrophobicity: The aromatic characteristics of the 9,9-dimethylacridine moiety may add hydrophobic character, affecting solubility in non-polar solvents.
  • Functional Groups: The carboxamide and hydroxyl functional groups promote hydrogen bonding, enhancing solubility in water and polar solvents.
  • Temperature: Generally, an increase in temperature can lead to an increase in solubility for many compounds, including this one.

As a result, one might expect that this compound exhibits:

  • Moderate to high solubility in polar solvents such as water and alcohols.
  • Reduced solubility in non-polar solvents like hexane or toluene.

It is important to note that the actual solubility can vary based on concentration, temperature, and the presence of other solutes. Always consider conducting empirical solubility tests for precise data."One must not overlook the intricate balance between structure and solubility."

Interesting facts

Interesting Facts about 1-[3-(9,9-dimethylacridin-10-yl)-2-methyl-propyl]-4-piperidin-1-ium-1-yl-piperidin-1-ium-4-carboxamide; 4-hydroxy-4-oxo-but-2-enoate

The intricate structure of this compound showcases the fascinating interplay between organic chemistry and medicinal applications. Here are some interesting points to consider:

  • Complex Structure: This compound contains multiple functional groups, including a piperidine moiety and an acridine core. These features contribute to its potential bioactivity, particularly in pharmaceutical chemistry.
  • Biological Relevance: Derivatives of acridine have been studied for their antimicrobial and anticancer properties, making them important components in drug discovery.
  • Charge Distribution: The presence of quaternary ammonium in the structure enhances solubility in biological systems, which is important for drug formulations aiming for effective delivery.
  • Enzyme Inhibition: Compounds like those derived from piperidine structures can inhibit key enzymes in various biochemical pathways, potentially providing therapeutic benefits in treating different diseases.
  • Versatility: The multiple pathways for functional modifications in the compound's structure allow for the design of novel derivatives, which can lead to enhanced efficacy or reduced toxicity in therapeutic applications.

This compound exemplifies the continual evolution of synthetic organic chemistry, merging complex molecular architectures with practical applications in health science. It's a testament to the creativity and ingenuity of chemists striving to develop more effective healthcare solutions.