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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-methoxy-2-methyl-indol-3-yl]acetamide
State
State

Indometacin is a solid at room temperature. It is generally prepared for use in the form of tablets, capsules, or a suspension for oral administration

Melting point (Celsius)
158.00
Melting point (Kelvin)
431.15
Boiling point (Celsius)
373.15
Boiling point (Kelvin)
646.30
General information
Molecular weight
357.79g/mol
Molar mass
357.7890g/mol
Density
1.3550g/cm3
Appearence

Indometacin appears as a white or yellowish white, crystalline powder. It is practically odorless and has a bitter taste. The compound is typically stored in a well-closed container to protect it from moisture and light.

Comment on solubility

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

The solubility of 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetamide can be influenced by several factors, including its molecular structure and the nature of surrounding solvents. Understanding its solubility is crucial for practical applications, including pharmaceuticals and chemical synthesis.

Key Points About Solubility

  • Polarity: The presence of polar functional groups such as acetamide can increase solubility in polar solvents like water, although the overall structure suggests a complex interplay of polar and nonpolar characteristics.
  • Hydrogen Bonding: The amide group may lead to hydrogen bonding interactions with solvents, enhancing solubility in polar media.
  • Influencing Factors: Temperature and pH can significantly affect solubility; higher temperatures often increase solubility for many organic compounds.
  • Common Solvents: Organic compounds like DMSO or methanol may serve as effective solvents due to their ability to interact favorably with both polar and nonpolar regions of the molecule.

As stated, "solubility is not merely a property of substances but a reflection of their interactions within diverse environments." This highlights the importance of understanding how 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetamide behaves in different contexts, guiding its application in various fields.

Interesting facts

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

2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetamide is an intriguing compound that belongs to a class known as indole derivatives. This compound has piqued the interest of scientists due to its potential applications in pharmacology and medicinal chemistry.

Key Highlights:

  • Biological Activity: Indole derivatives, including this compound, are often renowned for their extensive range of biological activities, such as anti-cancer, anti-inflammatory, and anti-microbial properties.
  • Synthetic Routes: The synthesis of this compound may involve several steps, often beginning with the formation of the indole backbone, followed by functionalization that introduces the chlorobenzoyl and acetamide groups.
  • Research Applications: Ongoing studies are evaluating its effectiveness against various disease models, making it a subject of interest in drug discovery and development.
  • Structural Features: The presence of the 4-chlorobenzoyl group is significant, as chlorinated aromatic compounds often exhibit unique electronic properties that can impact the overall activity of the molecule.
  • Potential for Novel Compounds: Researchers are increasingly focusing on modifying indole structures to create new derivatives that could lead to breakthroughs in medical therapy.

In conclusion, 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetamide is not just a compound of chemical interest; it embodies the intersection of chemistry and biology, showcasing how finely tuned molecular structures can lead to significant therapeutic effects. As noted by prominent researchers, "The future of medicine lies in the nuances of structural chemistry."

Synonyms
6264-33-1
INDOLE-3-ACETAMIDE, 1-(p-CHLOROBENZOYL)-5-METHOXY-2-METHYL-
CHEMBL95921
BRN 0497338
1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetamide
Indomethacin derivative, 18
5-22-05-00242 (Beilstein Handbook Reference)
SCHEMBL2238173
BDBM22965
DTXSID60211695
YNDQHILWWBPAPR-UHFFFAOYSA-N
1-(4-chlorobenzoyl)-5-methoxy-2-methylindole-3 acetamide
2-[1-(4-Chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetamide
2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetamide