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Indometacin

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Identification
Molecular formula
C19H16ClNO4
CAS number
53-86-1
IUPAC name
2-[1-(4-chlorobenzoyl)-5-(dimethylamino)-2-methyl-indol-3-yl]acetic acid
State
State

At room temperature, Indometacin is a solid. It is commonly used in pharmaceutical formulations and is handled as a solid powder or capsule fill.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.15
Boiling point (Celsius)
489.20
Boiling point (Kelvin)
762.35
General information
Molecular weight
357.79g/mol
Molar mass
357.7900g/mol
Density
1.4410g/cm3
Appearence

Indometacin appears as a white or off-white crystalline powder. It is practically insoluble in water yet slightly soluble in alcohol and acetone. The compound may appear fine and homogeneous when processed for pharmacological applications.

Comment on solubility

Solubility of 2-[1-(4-chlorobenzoyl)-5-(dimethylamino)-2-methyl-indol-3-yl]acetic acid

The solubility of 2-[1-(4-chlorobenzoyl)-5-(dimethylamino)-2-methyl-indol-3-yl]acetic acid can be influenced by various factors, including temperature, pH, and the presence of other chemical species in the solvent. Here are some key points to consider:

  • Polar vs. Nonpolar Solvents: This compound may have limited solubility in water owing to its large organic structure and nonpolar characteristics. It may, however, show increased solubility in polar organic solvents.
  • Structural Influence: The presence of the dimethylamino group could enhance solubility in polar environments, as it can engage in hydrogen bonding. Conversely, the 4-chlorobenzoyl moiety may hinder overall solubility in certain solvents.
  • pH Dependence: As an acid, the solubility of this compound may significantly increase in **basic** conditions due to deprotonation, forming more soluble anionic species.
  • Temperature Effects: Generally, an increase in temperature tends to increase solubility for many organic compounds, and this may be true for 2-[1-(4-chlorobenzoyl)-5-(dimethylamino)-2-methyl-indol-3-yl]acetic acid as well.

In summary, the solubility of this compound is a complex interplay of structural features and environmental conditions. Its solubility profile should be explored under varying conditions to fully understand its behavior in different solvents.

Interesting facts

Interesting Facts about 2-[1-(4-chlorobenzoyl)-5-(dimethylamino)-2-methyl-indol-3-yl]acetic acid

2-[1-(4-chlorobenzoyl)-5-(dimethylamino)-2-methyl-indol-3-yl]acetic acid is a fascinating compound that has garnered attention in both medicinal chemistry and organic synthesis. Here are some noteworthy points about this compound:

  • Pharmacological Potential: This compound exhibits significant potential in the field of pharmaceuticals. Compounds with similar structures have been studied for their antitumor and antimicrobial properties, making it an interesting candidate for further exploration in drug development.
  • Intricate Structure: The molecular architecture of this compound is intricate, featuring an indole ring, which is a common motif in many bioactive molecules. The presence of a dimethylamino group enhances its solubility and may influence its biological activity.
  • Structural Modifications: The introduction of a 4-chlorobenzoyl moiety suggests that the compound may possess unique interaction capabilities with biological targets, and minor modifications to its structure could lead to significant changes in its efficacy.
  • Research Applications: Due to its structural resemblance to known bioactive compounds, it has been a subject of research in studies aimed at understanding the structure-activity relationship (SAR) of similar compounds.
  • Indole Derivatives: Indole and its derivatives are prevalent in nature and are known to participate in a range of biological processes, including signaling pathways and enzymatic reactions.

In summary, 2-[1-(4-chlorobenzoyl)-5-(dimethylamino)-2-methyl-indol-3-yl]acetic acid represents a bridge between organic chemistry and pharmacology, demonstrating how intricate molecular designs can lead to innovative therapeutic solutions. Its ongoing exploration could reveal much more about its potential benefits and applications in medicine.

Synonyms
1-(p-Chlorobenzoyl)-5-dimethylamino-2-methylindole acetic acid
1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-(dimethylamino)-2-methyl-
1-(4-Chlorobenzoyl)-5-dimethylamino-2-methylindole acetic acid
1-(4-chlorobenzoyl)-5-dimethylamino-2-methylindole-3-acetic acid
RefChem:907353
MK 825
23456-71-5
TFB9XX4ENR
UNII-TFB9XX4ENR
orb1739808
DTXSID10178007
MK-825
1-(P-CHLOROBENZOYL)-5-DIMETHYLAMINO-2-METHYLINDOLE-3-ACETIC ACID