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Ethyl 1-[(5-nitro-1H-indol-3-yl)methyl]-4-phenylpiperidin-1-ium-4-carboxylate chloride

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Identification
Molecular formula
C24H27ClN3O4
CAS number
1049233-53-3
IUPAC name
ethyl 1-[(5-nitro-1H-indol-3-yl)methyl]-4-phenyl-piperidin-1-ium-4-carboxylate;chloride
State
State

At room temperature, it is typically a solid.

Melting point (Celsius)
195.00
Melting point (Kelvin)
468.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
431.89g/mol
Molar mass
431.8890g/mol
Density
1.3100g/cm3
Appearence

The compound is typically found as a crystalline solid, and may appear in colors ranging from light beige to pale yellow. The exact appearance can vary based on the degree of purity and the method of crystallization.

Comment on solubility

Solubility of Ethyl 1-[(5-nitro-1H-indol-3-yl)methyl]-4-phenyl-piperidin-1-ium-4-carboxylate; Chloride

The solubility profile of the compound ethyl 1-[(5-nitro-1H-indol-3-yl)methyl]-4-phenyl-piperidin-1-ium-4-carboxylate; chloride is influenced by several factors due to its complex structure. Understanding its solubility characteristics is crucial for applications in pharmaceuticals and chemical synthesis. Here are some key points to consider:

  • Polarity: The presence of both hydrophilic (ionic) and hydrophobic (non-polar) segments in the structure leads to variable solubility in polar and non-polar solvents.
  • Solvent Interaction: This compound is likely to exhibit better solubility in polar solvents such as water and ethanol due to its ionic character from the quaternary ammonium cation.
  • Temperature Effects: Increased temperature might enhance solubility due to increased molecular motion, promoting interactions between the solvent and solute.

In practice, one might observe that:

  • In water, the compound is expected to be soluble owing to the ionic nature of the chloride ion.
  • In organic solvents like chloroform or benzene, solubility may decrease due to poor interactions with the non-polar solvent molecules.

As such, the solubility characteristics of this compound can be summarized as: moderately soluble in polar solvents and less soluble in non-polar solvents. Understanding these solubility behaviors is vital for its application in various domains, particularly in ensuring proper formulation and dosage in drug delivery systems.

Interesting facts

Interesting Facts About Ethyl 1-[(5-Nitro-1H-Indol-3-yl)methyl]-4-phenyl-piperidin-1-ium-4-carboxylate; Chloride

This intriguing compound belongs to a class of organic compounds known for their potential biological activities, particularly in the realm of medicinal chemistry. Here are some fascinating insights:

  • Biological Relevance: The presence of the indole structure is noteworthy. Indoles are widely recognized in pharmacology and are often associated with various therapeutic effects, such as anti-inflammatory and anti-cancer properties.
  • Diverse Applications: Its complex structure suggests that it may serve multiple purposes, ranging from uses in drug development to potential applications in research related to neurobiology due to its piperidine moiety.
  • Quaternary Ammonium Compound: As a quaternary ammonium compound, this molecule may exhibit unique properties, such as enhanced solubility in water, which can facilitate its interaction with biological systems.
  • Challenges in Synthesis: The synthesis of such complex molecules often requires intricate multi-step reactions, which provides an excellent learning opportunity for chemistry students delving into organic synthesis and reaction mechanisms.
  • Potential for Modification: The structure of this compound offers numerous sites for chemical modification, opening doors for the development of analogues that might exhibit improved efficacy or reduced side effects.

As a chemistry student or scientist, discovering the underlying principles of how such compounds interact with biological targets is not only intellectually rewarding but also pivotal for advancements in medicinal chemistry. The journey from understanding its intricate structure to exploring its potential applications can be a fascinating part of research.

Synonyms
3414-73-1
Isonipecotic acid, 1-(5-nitro-3-indolylmethyl)-4-phenyl-, ethyl ester, hydrochloride
N-(5-Nitro-3-indolylmethyl)-1-phenylisonipecotic acid ethyl ester hydrochloride