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Indomethacin

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Identification
Molecular formula
C19H16ClNO4
CAS number
53-86-1
IUPAC name
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-(2-phenylethyl)acetamide
State
State

Indomethacin is in a solid state at room temperature, specifically appearing as a crystalline powder.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.15
Boiling point (Celsius)
764.70
Boiling point (Kelvin)
1 037.90
General information
Molecular weight
357.79g/mol
Molar mass
357.7890g/mol
Density
1.3740g/cm3
Appearence

Indomethacin appears as a white to yellow crystalline powder. It is practically insoluble in water, soluble in ethanol, and soluble in acetone.

Comment on solubility

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

The solubility properties of the compound 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-(2-phenylethyl)acetamide (C19H16ClNO4) can be quite intriguing and complex. Understanding its solubility gives insight into its potential applications and behavior in various environments.

Factors Influencing Solubility

Several factors play a crucial role in determining the solubility of this compound:

  • Polarity: The presence of polar functional groups can influence how well the compound interacts with polar solvents such as water.
  • Hydrophobic Interactions: The chlorobenzoyl and methoxy groups may enhance hydrophobic interactions, affecting solubility in non-polar solvents.
  • Temperature: An increase in temperature usually enhances solubility, particularly for organic compounds.

General Observations

Typically, compounds similar to 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-(2-phenylethyl)acetamide may exhibit the following solubility characteristics:

  • Relatively low solubility in water due to the large organic components.
  • Better solubility in organic solvents such as ethanol, dimethyl sulfoxide (DMSO), or acetone.
  • Potential for complexation or solubilization with surfactants or co-solvents to increase solubility.

In conclusion, the solubility of this compound is a nuanced subject that warrants further investigation to understand its full potential in application and formulation. Understanding these characteristics can aid in optimizing its use in pharmaceuticals, materials science, and other fields.

Interesting facts

Interesting Facts About 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-(2-phenylethyl)acetamide

This compound is a fascinating example of a synthetic organic molecule with potential applications in medicinal chemistry. Here are some intriguing aspects to consider:

  • Structural Complexity: The compound features a complex structure combining an indole moiety with an acetamide functional group. This complexity can be crucial in determining its biological activity.
  • Biological Relevance: Indole derivatives are well-known in pharmacology. Many indole-based compounds exhibit a variety of biological activities, including antimicrobial, anti-inflammatory, and antitumor properties.
  • Chlorine Substitution: The presence of the 4-chlorobenzoyl group may enhance the compound’s pharmacological efficacy by increasing lipophilicity and influencing binding affinity to biological targets.
  • Research Applications: Compounds like this one are often studied in the context of drug design, particularly in the search for new therapeutic agents that can interact with specific biological pathways.

As chemists, we are captivated by how slight variations in molecular structure can lead to vastly different biological activities. This compound exemplifies the importance of chemical modifications and their potential effects.

In summary, the study of 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-(2-phenylethyl)acetamide is not just an exploration of its structure, but an insightful journey into the realm of drug discovery and the exciting possibilities that lie within organic chemistry.

Synonyms
261766-32-9
N-(2-Phenylethyl)indomethacin Amide
N-(2-phenylethyl)-Indomethacin amide
LM-4108
LM 4108
1H-Indole-3-acetamide, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-N-(2-phenylethyl)-
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-N-(2-phenylethyl)acetamide
CHEMBL95311
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-(2-phenylethyl)acetamide
2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}-N-(2-phenylethyl)acetamide
indomethacin phenethylamide
N-(2-Phenylethyl)indomethacinamide
LM4108
Indomethacin derivative, 19
SCHEMBL678111
BDBM22966
DTXSID80274424
CHEBI:186335
HMS3649K21
STK226516
AKOS001757067
2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-N-phenethylacetamide
DA-55813
HY-123639
CS-0084079
NS00115889
EN300-1266060
SR-01000946582
SR-01000946582-1
Z27761860