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Acemetacin

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Identification
Molecular formula
C21H20ClN3O4
CAS number
53164-05-9
IUPAC name
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-[2-(3-pyridyl)ethyl]acetamide
State
State

Acemetacin is commonly found in solid state at room temperature.

Melting point (Celsius)
149.00
Melting point (Kelvin)
422.00
Boiling point (Celsius)
610.50
Boiling point (Kelvin)
883.50
General information
Molecular weight
401.85g/mol
Molar mass
401.8240g/mol
Density
1.3061g/cm3
Appearence

Acemetacin is typically a white to slightly yellow crystalline powder.

Comment on solubility

Solubility of 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-[2-(3-pyridyl)ethyl]acetamide

The solubility of the compound 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-[2-(3-pyridyl)ethyl]acetamide, represented by the chemical formula C21H20ClN3O4, can be analyzed through its structural features and molecular interactions.

This compound, containing elements such as chlorine and multiple aromatic rings, suggests a degree of hydrophobicity, impacting its solubility in aqueous environments. Here are key points regarding its solubility characteristics:

  • Polar Functional Groups: The presence of acetamide and methoxy groups may enhance solubility in polar solvents like methanol and ethanol.
  • Aromatic Character: The multiple aromatic systems could lead to poor solubility in water due to increased hydrophobicity.
  • Solvent Variability: Solubility may significantly vary depending on the solvent used, with higher solubility expected in solvents with similar polarities to the functional groups.
  • Temperature Effect: Increased temperature typically improves solubility for many organic compounds, suggesting that elevated temperatures may enhance its solubility in organic solvents.

In summary, while this compound may exhibit limited solubility in water, it could show better solubility in organic solvents. As noted in the field of chemistry, "like dissolves like," hence understanding the polarity of both the compound and the solvent is critical for predicting solubility profiles effectively.

Interesting facts

Interesting Facts about 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-[2-(3-pyridyl)ethyl]acetamide

This compound, with a rather complex name, belongs to a fascinating class of molecules known for their biological and pharmaceutical significance. Below are some intriguing aspects of this compound:

  • Pharmacological Potential: Compounds similar to this one have been the subject of extensive research due to their potential as therapeutic agents. They may exhibit properties such as anti-cancer, anti-inflammatory, and anti-microbial activities.
  • Structural Diversity: The presence of both indole and pyridine moieties in the structure enhances its diversity and biological activity. Indole derivatives are common in many natural products, while pyridines are often involved in drug design.
  • Chlorobenzoyl Group: The incorporation of the 4-chlorobenzoyl group suggests that this compound might act on specific biological targets, enhancing its potency. Chlorinated compounds frequently exhibit improved interaction with enzymes and receptors.
  • Synthesizing the Compound: The synthesis of such complex organic compounds often involves multi-step reactions, which could include the formation of carbon-carbon bonds, protection-deprotection steps, and optimization of reaction conditions.
  • Importance of Methoxy Group: The methoxy group not only enhances the solubility and stability of the compound but also plays a crucial role in modifying its pharmacokinetic properties, enabling better absorption in biological systems.

As a chemistry student or scientist, exploring compounds like this one can lead to groundbreaking discoveries in medicinal chemistry. "The future of medicine lies in understanding and manipulating these complex structures," as aptly quoted by many researchers in the field. Understanding these relationships could yield powerful new therapies that could impact countless lives.

In summary, the richness of this compound's structure and its potential applications in medicine make it a compelling subject of study for anyone interested in the intersection of chemistry and pharmacology.

Synonyms
CHEMBL469819
BDBM29349
Indomethacin-amide derivative, 20
2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-N-(2-(pyridin-3-yl)ethyl)acetamide)