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Indometacin

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Identification
Molecular formula
C19H16ClNO4
CAS number
53-86-1
IUPAC name
ethyl 5-[2-(diethylamino)ethoxy]-2-methyl-1-(o-tolyl)indole-3-carboxylate
State
State

Indometacin is in a solid state at room temperature and typically appears as a powder in pharmaceutical preparations.

Melting point (Celsius)
160.00
Melting point (Kelvin)
433.15
Boiling point (Celsius)
275.00
Boiling point (Kelvin)
548.15
General information
Molecular weight
357.79g/mol
Molar mass
357.7890g/mol
Density
1.2890g/cm3
Appearence

Indometacin appears as a crystalline, white to yellowish powder. It should be handled cautiously as its fine powdered form can be easily dispersed in the air.

Comment on solubility

Solubility of Ethyl 5-[2-(diethylamino)ethoxy]-2-methyl-1-(o-tolyl)indole-3-carboxylate

The solubility of ethyl 5-[2-(diethylamino)ethoxy]-2-methyl-1-(o-tolyl)indole-3-carboxylate in various solvents provides valuable insight into its chemical behavior and potential applications:

  • Polar Solvents: Generally, compounds with polar functional groups tend to be more soluble in polar solvents, such as water or alcohols. However, due to the bulky hydrophobic aromatic structures in this compound, solubility in water may be limited.
  • Non-Polar Solvents: This compound likely exhibits increased solubility in non-polar solvents like hexane or toluene. The presence of the o-tolyl and diethylamino groups enhances its interactions with non-polar media.
  • Temperature Effects: As with many organic compounds, solubility can increase with temperature. Heating the solvent may facilitate the dissolution process, particularly for organic compounds.

It is important to consider that the solubility of this compound is influenced by:

  1. Molecular Structure: The balance of polar and non-polar characteristics in the molecular structure contributes significantly.
  2. Functional Groups: Amino and ethoxy groups enhance solubility in polar solvents, while the indole and aromatic sections promote solubility in non-polar environments.
  3. pH Levels: For compounds that can ionize, solubility may further change with different pH levels, particularly for functional groups that can gain or lose protons.

In summary, while ethyl 5-[2-(diethylamino)ethoxy]-2-methyl-1-(o-tolyl)indole-3-carboxylate exhibits variability in solubility across different solvents, understanding its unique structure allows chemists to predict its behavior in new contexts. As stated, "Like dissolves like," and recognizing the interactions at play will aid in exploring its practical applications.

Interesting facts

Interesting Facts about Ethyl 5-[2-(diethylamino)ethoxy]-2-methyl-1-(o-tolyl)indole-3-carboxylate

Ethyl 5-[2-(diethylamino)ethoxy]-2-methyl-1-(o-tolyl)indole-3-carboxylate is a compound that holds intriguing potential in the realm of organic chemistry and pharmacology. Its unique structure showcases a rich tapestry of functional groups, each contributing to its distinct properties and biological interactions.

Key Features:

  • Diverse Structure: The compound features an indole backbone, a common motif in many natural and synthetic compounds, which is known for its presence in various biological activities, ranging from alkaloids to pharmaceuticals.
  • Bioactivity: The inclusion of a diethylamino group hints at enhanced lipophilicity, potentially increasing cell membrane permeability and offering promising avenues for drug delivery applications.
  • Potential Applications: Compounds like this one have shown promise in fields such as medicinal chemistry and material science, with applications that may include developing novel therapeutics that target specific biological pathways.

As scientists continue to explore the vast potential of such compounds, they often look for ways to optimize their efficacy and reduce side effects. This particular molecule's design may inspire future research aimed at synthesizing even more effective analogs.

Quote from the Field:

As one renowned chemist once said, "Innovation in the synthesis of compounds is akin to opening new doors in the quest for biomedical advancements." This encapsulates the spirit of inquiry surrounding compounds like ethyl 5-[2-(diethylamino)ethoxy]-2-methyl-1-(o-tolyl)indole-3-carboxylate.

In summary, the exploration of ethyl 5-[2-(diethylamino)ethoxy]-2-methyl-1-(o-tolyl)indole-3-carboxylate not only reveals its interesting structural characteristics but also the vast potential it holds for future scientific breakthroughs.