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Etodolac

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Identification
Molecular formula
C17H21NO3
CAS number
41340-25-4
IUPAC name
ethyl 5-acetyl-3-[(dimethylamino)methyl]-1H-indole-2-carboxylate
State
State

At room temperature, etodolac is typically a solid in the form of a crystalline powder.

Melting point (Celsius)
145.00
Melting point (Kelvin)
418.00
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.00
General information
Molecular weight
287.35g/mol
Molar mass
287.3490g/mol
Density
1.3000g/cm3
Appearence

Etodolac typically appears as a white to off-white crystalline powder. It may also be found in the form of tablets for pharmaceutical purposes.

Comment on solubility

Solubility of Ethyl 5-acetyl-3-[(dimethylamino)methyl]-1H-indole-2-carboxylate

The solubility of ethyl 5-acetyl-3-[(dimethylamino)methyl]-1H-indole-2-carboxylate in various solvents is an important factor to consider when assessing its applicability in chemical research and industry. This compound contains several functional groups which influence its solubility characteristics:

  • Polar Character: The presence of a carboxylate group increases polarity, likely enhancing solubility in polar solvents such as water.
  • Non-Polar Portions: The ethyl group and indole structure may provide hydrophobic characteristics, affecting its solubility in non-polar solvents like hexane.
  • Dimethylamino Group: This moiety can interact with water through hydrogen bonding, which may enhance overall solubility in aqueous solutions.

In general, solubility can vary significantly based on factors such as temperature, pH, and the presence of competing solutes. Common observations regarding solubility include:

  • Highly soluble: Typically in polar solvents.
  • Moderately soluble: In mixed solvent systems.
  • Poorly soluble: In non-polar environments.

As a guiding principle, "like dissolves like," meaning that a compound's solubility in a particular solvent is largely dependent on the compatibility of their polarities. Thus, ethyl 5-acetyl-3-[(dimethylamino)methyl]-1H-indole-2-carboxylate could be expected to demonstrate varying levels of solubility across different solvent systems.

Interesting facts

Interesting Facts about Ethyl 5-Acetyl-3-[(Dimethylamino)methyl]-1H-Indole-2-Carboxylate

Ethyl 5-acetyl-3-[(dimethylamino)methyl]-1H-indole-2-carboxylate is a fascinating compound that connects chemical structure with a wide variety of biological applications. Here are some key facts:

  • Indole Structure: This compound contains an indole ring, a structural motif that is common in many biologically active molecules, including neurotransmitters like serotonin.

  • Dimethylamine Group: The presence of a dimethylamino group indicates its potential in medicinal chemistry, as such groups are often included in drug design to enhance bioactivity and solubility.

  • Acetyl Functionality: The acetyl group not only contributes to the compound's reactivity but also plays a significant role in biological functions. Acetylated compounds are crucial in metabolic processes.

  • Potential Applications: The unique combination of indole and dimethylamine suggests potential applications in pharmaceuticals, particularly in areas related to neurobiology.

  • Synthesis Interest: The synthetic pathways for creating this compound may involve classic organic reactions such as esterification and amination, providing rich learning opportunities for students and researchers alike.

As a point of curiosity, the indole skeleton in this compound is known for its ability to interact with serotonin receptors, which opens avenues for further exploration in neuropharmacology. A notable quote from a prominent chemist states, "The beauty of organic synthesis lies in the ability to create complexity from simplicity." This emphasizes the intriguing journey in crafting such a compound, which may have essential implications in the development of new therapeutics.

In summary, ethyl 5-acetyl-3-[(dimethylamino)methyl]-1H-indole-2-carboxylate is more than just a chemical compound; it is a potential key to unlocking new possibilities in the fields of pharmaceuticals and biochemistry.