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Indometacin

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Identification
Molecular formula
C19H16ClNO4
CAS number
53-86-1
IUPAC name
3-[3-(dimethylamino)propyl]-1-methyl-3-phenyl-indolin-2-one
State
State

Indometacin is typically a solid at room temperature, often used in pharmaceutical formulations.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.15
Boiling point (Celsius)
302.00
Boiling point (Kelvin)
575.15
General information
Molecular weight
357.79g/mol
Molar mass
357.7890g/mol
Density
1.3700g/cm3
Appearence

Indometacin appears as a white to yellow crystalline powder. It is practically insoluble in water, but soluble in dilute alkali solutions and sparingly soluble in alcohols and chloroform.

Comment on solubility

Solubility of 3-[3-(dimethylamino)propyl]-1-methyl-3-phenyl-indolin-2-one

The solubility of 3-[3-(dimethylamino)propyl]-1-methyl-3-phenyl-indolin-2-one exhibits interesting properties that are influenced by its structural characteristics. This compound is a member of the indolin class, which generally displays variations in solubility based on functional group substitutions and molecular interactions.

Key points regarding its solubility include:

  • Polarity: The presence of both dimethylamino and phenyl groups contributes to the overall polarity of the molecule. Typically, compounds with greater polarity may exhibit higher solubility in polar solvents such as water or methanol.
  • Slope Directed Solubility: The 3-(dimethylamino)propyl chain adds a certain level of hydrophilicity, enhancing the potential for interaction with polar solvent molecules.
  • Hydrophobic Interactions: The phenyl ring contributes significant hydrophobic character, which may limit solubility in water but promote solubility in organic solvents such as ethanol and DMSO.

Overall, while precise solubility data may be limited, it can be anticipated that:

  • This compound is likely to demonstrate moderate solubility in polar organic solvents.
  • It may be less soluble in non-polar solvents due to the competing effects of both hydrophobic and hydrophilic portions within the molecule.

As a general insight, understanding the solubility profile of such compounds is crucial for applications in pharmaceuticals and materials science.

Interesting facts

Interesting Facts about 3-[3-(dimethylamino)propyl]-1-methyl-3-phenyl-indolin-2-one

This compound, belonging to the indolinone family, showcases intriguing characteristics that make it notable in the field of organic chemistry. Below are some captivating aspects:

  • Structure and Functionality: The molecular structure includes a dimethylamino group which often contributes to its basicity, enhancing its interaction with biological targets.
  • Biological Activity: Its unique configuration allows it to exhibit diverse biological activities, including potential applications in pharmaceuticals as modulators or inhibitors.
  • Applications in Research: Scientists explore this compound for its prospective role in drug discovery, particularly in designing therapeutics that target intricate biological pathways.
  • Synthetic Pathways: The synthesis of this compound often involves multi-step reactions that require careful control of reaction conditions, making it an interesting subject for students learning about synthetic chemistry.
  • Color Chemistry: Compounds of this class often show interesting coloration due to their conjugated pi systems, which can be visually stimulating in experimental settings.

As one researcher noted, "Studying the indolinone framework opens up a realm of possibilities in medicinal chemistry, revealing compounds that hold the potential for significant therapeutic advancements."

This compound is a prime example of how intricate chemical structures can lead to diverse functionalities, making it a fascinating subject for both seasoned chemists and eager students alike!