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Edaravone

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Identification
Molecular formula
C10H10ClNO3
CAS number
89-25-8
IUPAC name
N-(4,6-dimethylpyridin-1-ium-2-yl)-2-hydroxy-2-phenyl-acetamide;chloride
State
State

Solid at room temperature, typically found as a crystalline powder.

Melting point (Celsius)
126.50
Melting point (Kelvin)
399.65
Boiling point (Celsius)
312.40
Boiling point (Kelvin)
585.55
General information
Molecular weight
229.28g/mol
Molar mass
229.2820g/mol
Density
1.2737g/cm3
Appearence

Edaravone chloride is a white to off-white crystalline powder. It is highly soluble in water, which makes it suitable for various pharmaceutical formulations. The compound is also stable under standard conditions.

Comment on solubility

Solubility of N-(4,6-dimethylpyridin-1-ium-2-yl)-2-hydroxy-2-phenyl-acetamide;chloride

The solubility of N-(4,6-dimethylpyridin-1-ium-2-yl)-2-hydroxy-2-phenyl-acetamide;chloride can be influenced by several factors. When discussing the solubility of this compound, we can highlight the following key aspects:

  • Polarity: The presence of the quaternary ammonium (pyridinium) structure suggests that the compound may exhibit improved solubility in polar solvents, owing to the ionic nature of the chloride ion.
  • Hydrogen Bonding: The hydroxyl (-OH) group can engage in hydrogen bonding, potentially increasing solubility in protic solvents like water.
  • Hydrophobic Groups: The phenyl moiety introduces a hydrophobic character, which may restrict solubility in highly polar solvents.

Based on its structural characteristics, it can be anticipated that the compound is likely to be soluble in:

  • Polar solvents (e.g., water, methanol)
  • Moderately polar solvents (e.g., ethanol, acetonitrile)

However, its solubility in non-polar solvents is expected to be quite limited due to the presence of polar functional groups. As always, empirical data should be consulted for precise solubility values, as various factors such as temperature and concentration can significantly affect solubility behavior.

Interesting facts

Interesting Facts about N-(4,6-dimethylpyridin-1-ium-2-yl)-2-hydroxy-2-phenyl-acetamide;chloride

N-(4,6-dimethylpyridin-1-ium-2-yl)-2-hydroxy-2-phenyl-acetamide;chloride is a fascinating compound that captures the attention of chemists for several reasons.

Chemical Properties and Applications

This compound showcases unique structural features that make it significant in various fields:

  • Cationic Nature: The presence of the 4,6-dimethylpyridin-1-ium moiety imparts cationic characteristics, which can enhance solubility in polar solvents.
  • Biological Relevance: Compounds of this nature are often explored for their potential biological activities, including antimicrobial and anticancer properties.
  • Polyfunctional Use: With both hydroxyl and amide functional groups, this compound serves as a versatile building block for synthesizing more complex chemicals.

Synthetic Approaches

The synthesis of this compound involves intricate organic reactions that highlight the beauty of chemical transformations:

  • Aromatic Substitution: The formation from phenyl-substituted acetamides illustrates the concept of electrophilic aromatic substitution.
  • Methylation: The incorporation of methyl groups at specific positions on the pyridine ring showcases strategic methylation, a common synthetic technique in organic chemistry.

A Future in Research

As a compound with potential applications in pharmaceuticals, its structure invites further investigation:

  • Drug Design: Chemists study its structure-activity relationship (SAR) to optimize its potential efficacy as a drug candidate.
  • Interactive Studies: Research is ongoing into how modifications can enhance its desirable properties while reducing toxicity.

In summary, N-(4,6-dimethylpyridin-1-ium-2-yl)-2-hydroxy-2-phenyl-acetamide;chloride is not just a chemical formula but a gateway to a deeper understanding of organic synthesis and pharmacology. As scientists continue to explore its many dimensions, it remains an exciting subject within the vast field of chemistry.

Synonyms
N-(4,6-Dimethyl-2-pyridyl)mandelamide hydrochloride
1089-20-9
MANDELAMIDE, N-(4,6-DIMETHYL-2-PYRIDYL)-, HYDROCHLORIDE