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Indometacin

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Identification
Molecular formula
C19H16ClNO4
CAS number
53-86-1
IUPAC name
4-[3-(2-amino-2-oxo-ethyl)-1-benzyl-2-methyl-indol-5-yl]oxybutanoic acid
State
State

Indometacin is predominantly encountered in a solid state at room temperature. It is generally stable, and easily handled as a solid powder for use in pharmaceutical formulations.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.00
Boiling point (Celsius)
472.00
Boiling point (Kelvin)
745.00
General information
Molecular weight
357.79g/mol
Molar mass
357.7870g/mol
Density
1.3770g/cm3
Appearence

Indometacin is typically seen as an off-white to yellow crystalline powder. Its texture can vary, but generally it is a fine powder that can be compressed. When observed under a light, it is often described as having a silky sheen due to its crystalline nature.

Comment on solubility

Solubility of 4-[3-(2-amino-2-oxo-ethyl)-1-benzyl-2-methyl-indol-5-yl]oxybutanoic acid

The solubility of 4-[3-(2-amino-2-oxo-ethyl)-1-benzyl-2-methyl-indol-5-yl]oxybutanoic acid (C19H16ClNO4) can be influenced by various factors, including pH, temperature, and the solvent used. Here are some key considerations regarding its solubility:

  • Polar vs Non-Polar Solvents: This compound contains both polar functional groups and aromatic rings, suggesting it may have variable solubility in different solvents.
  • Influence of pH: Being an acid, its solubility may significantly increase in alkaline conditions where it can deprotonate, resulting in a more soluble anionic form.
  • Temperature Dependency: Generally, as temperature increases, solubility in most solvents tends to rise, but specific behavior can vary based on compound interactions.
  • Hydrogen Bonding: The presence of functional groups such as amines and carboxylic acids suggests that the compound can form hydrogen bonds, potentially enhancing solubility in polar solvents.

In conclusion, while the exact solubility of this compound requires experimental verification, its structural characteristics imply a nuanced solubility profile that could vary widely based on the solvent and external conditions employed. Understanding the specific solubility behaviors is crucial for its applications in pharmaceuticals or chemical processes.

Interesting facts

Insights on 4-[3-(2-amino-2-oxo-ethyl)-1-benzyl-2-methyl-indol-5-yl]oxybutanoic acid

This compound, known as 4-[3-(2-amino-2-oxo-ethyl)-1-benzyl-2-methyl-indol-5-yl]oxybutanoic acid, showcases a fascinating interplay between organic chemistry and biological activity. This molecule is part of a class of compounds that have drawn attention in medicinal chemistry due to their potential therapeutic applications. Here are some interesting highlights:

  • Structural Complexity: The compound features an indole core structure, which is well-known for its occurrence in numerous natural substances and pharmaceuticals. The presence of various functional groups, including an amino and keto group, enhances its reactivity and potential interactions with biological systems.
  • Biological Activity: Compounds with structures similar to this have been reported to exhibit significant biological effects. There is ongoing research into derivatives of the indole structure for their possible applications in oncology, anti-inflammatory therapies, and as antifungal agents.
  • Medicinal Chemistry: The integration of amino acids with other organic frameworks, as seen in this molecule, is a synthetic strategy frequently employed in drug design. This allows chemists to tailor compounds for enhanced efficacy and selectivity against targeted biological pathways.
  • Multifunctionality: The unique combination of aromatic systems and aliphatic chains may contribute to enhanced solubility and stability, both of which are crucial properties in drug formulation and delivery.

As we delve deeper into the chemistry of this compound, it becomes increasingly clear that its structure holds great promise for the development of new therapeutic agents. The integration of various functional groups encapsulates the confluence of synthetic creativity with biological necessity, illuminating a pathway towards innovative drug discovery.


Synonyms
4-(1-BENZYL-3-CARBAMOYLMETHYL-2-METHYL-1H-INDOL-5-YLOXY)-BUTYRIC ACID
CHEMBL356752
4-((1-benzyl-3-(carbamoylmethyl)-2-methyl-1H-indol-5-yl)oxy)butanoic acid
4-{[1-benzyl-3-(carbamoylmethyl)-2-methyl-1H-indol-5-yl]oxy}butanoic acid
1db5
6IN
SCHEMBL4317828
BDBM50055291
DB02936
4-{[3-(2-amino-2-oxoethyl)-1-benzyl-2-methyl-1h-indol-5-yl]oxy}butanoic acid
PD007550
NS00068876
Q27093916