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(5-acetyl-2-ethoxycarbonyl-1H-indol-3-yl)methyl-dimethyl-ammonium chloride

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Identification
Molecular formula
C19H25ClN2O3
CAS number
153544-91-9
IUPAC name
(5-acetyl-2-ethoxycarbonyl-1H-indol-3-yl)methyl-dimethyl-ammonium;chloride
State
State

At room temperature, the compound exists as a solid. It is typically stored in a dry environment to preserve its structural integrity. Exposure to air and moisture might affect its stability due to the presence of the chloride ion.

Melting point (Celsius)
112.00
Melting point (Kelvin)
385.15
Boiling point (Celsius)
221.00
Boiling point (Kelvin)
494.15
General information
Molecular weight
356.85g/mol
Molar mass
356.8450g/mol
Density
1.2500g/cm3
Appearence

The compound is typically presented as a crystalline solid. Its color can range from off-white to a faint yellow, displaying a slightly translucent characteristic when clumped together. It usually forms fine powders or small solid granules.

Comment on solubility

Solubility of (5-acetyl-2-ethoxycarbonyl-1H-indol-3-yl)methyl-dimethyl-ammonium;chloride

The compound (5-acetyl-2-ethoxycarbonyl-1H-indol-3-yl)methyl-dimethyl-ammonium;chloride exhibits notable solubility characteristics that are influenced by its ionic and molecular structure. Understanding its solubility profile is essential for applications in various fields, including pharmaceuticals and materials science.

Key Factors Influencing Solubility

  • Ionic Nature: As a quaternary ammonium salt, the presence of the chloride ion enhances the solubility of the compound in polar solvents.
  • Polarity: The molecule contains both hydrophilic (such as the ammonium and carbonyl groups) and hydrophobic (the indole moiety) regions, which play a crucial role in its solubility behavior.
  • Solvent Compatibility: It is expected to be soluble in aqueous environments and other polar solvents like methanol and ethanol, but may have limited solubility in nonpolar solvents.

Expected Solubility Behavior

In practical terms, one can anticipate that:

  • The compound should easily dissolve in water due to its ionic nature.
  • Moderate solubility is likely in alcohols, given their ability to stabilize polar interactions.
  • In contrast, nonpolar solvents may struggle to solubilize this compound effectively.

In summary, the solubility of (5-acetyl-2-ethoxycarbonyl-1H-indol-3-yl)methyl-dimethyl-ammonium;chloride showcases a blend of hydrophilic and hydrophobic characteristics, making it predominantly soluble in polar environments. This understanding aids in the optimization of its use in various applications.

Interesting facts

Interesting Facts About (5-acetyl-2-ethoxycarbonyl-1H-indol-3-yl)methyl-dimethyl-ammonium;chloride

This compound presents a fascinating example of complex organic chemistry, showcasing how substitution patterns can dramatically influence chemical properties and biological activity. Here are some noteworthy aspects:

  • Structural Diversity: The compound consists of an indole ring, a staple in medicinal chemistry, renowned for its presence in many neurotransmitters and pharmaceuticals. The functional groups attached to this ring provide various sites for potential chemical reactivity.
  • Biological Relevance: Indole derivatives have been studied for their various biological activities, including anti-inflammatory, anticancer, and antimicrobial properties. This compound's specific substitutions could enhance its efficacy in therapeutic applications.
  • Quaternary Ammonium Character: The presence of the dimethylammonium moiety ensures that the compound is cationic, which could be advantageous in drug formulation, promoting solubility and enhancing cellular uptake through interactions with the negatively charged components of cell membranes.
  • Versatile Synthesis: This compound may serve as a building block for synthesizing more complex molecules, offering routes for the development of novel drugs through well-established methods in organic synthesis.
  • Potential Pharmacological Applications: Given its structure, researchers might explore its role as a selective modulator or inhibitor in various biological pathways. Its unique combination of the indole scaffold with quaternary ammonium might yield new insights into receptor interactions.

In conclusion, (5-acetyl-2-ethoxycarbonyl-1H-indol-3-yl)methyl-dimethyl-ammonium; chloride stands at the intersection of organic synthesis and pharmacological innovation. As stated by many researchers: "Exploring the landscapes of such compounds can lead to unforeseen therapeutic pathways."

Synonyms
5-Acetyl-2-carbethoxygramine hydrochloride
Ethyl 5-acetyl-3-((dimethylamino)methyl)-2-indolecarboxylate hydrochloride
2-Indolecarboxylic acid, 5-acetyl-3-((dimethylamino)methyl)-, ethyl ester, hydrochloride
3286-24-6
(5-acetyl-2-ethoxycarbonyl-1H-indol-3-yl)methyl-dimethylazanium chloride