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1-Indole-3-(4-piperidyl)ketone

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Identification
Molecular formula
C14H16N2O
CAS number
122-91-0
IUPAC name
1H-indol-3-yl(4-piperidyl)methanone
State
State

At room temperature, 1-Indole-3-(4-piperidyl)ketone is in a solid state.

Melting point (Celsius)
144.00
Melting point (Kelvin)
417.15
Boiling point (Celsius)
331.50
Boiling point (Kelvin)
604.65
General information
Molecular weight
230.30g/mol
Molar mass
230.2960g/mol
Density
1.2210g/cm3
Appearence

1-Indole-3-(4-piperidyl)ketone is typically found as a crystalline solid. It may appear white or off-white, depending on purity and specific lot characteristics.

Comment on solubility

Solubility of 1H-indol-3-yl(4-piperidyl)methanone

The solubility of 1H-indol-3-yl(4-piperidyl)methanone can be both intriguing and complex, reflecting the compound's unique structure. This substance is known to exhibit:

  • Moderate solubility in organic solvents such as ethanol and dimethyl sulfoxide (DMSO).
  • Poor solubility in water, which can pose challenges for formulation in aqueous environments.

Factors influencing its solubility include:

  • The presence of the indole ring, which can impact hydrophobic interactions.
  • The piperidine moiety, which may enhance solubility in polar organic solvents.

When assessing solubility, it is critical to note that:

  1. Temperature can affect solubility, with higher temperatures typically enhancing solubility.
  2. pH levels are also crucial, as ionization may change based on the pH of the solution.

Understanding the solubility profile of 1H-indol-3-yl(4-piperidyl)methanone not only aids in its application in various chemical processes but also provides insights for potential medicinal uses, given its bioactive nature.

Interesting facts

Interesting Facts about 1H-indol-3-yl(4-piperidyl)methanone

The compound 1H-indol-3-yl(4-piperidyl)methanone is an intriguing structure that merges the indole and piperidine moieties, creating a unique compound with potential applications in medicinal chemistry. Here are some notable aspects of this fascinating compound:

  • Versatile Pharmacophore: The indole ring is a common feature in many biologically active compounds, including several pharmaceuticals. Its presence is often associated with antidepressant and anti-cancer activities.
  • Piperidine Integration: The 4-piperidyl group contributes to its overall pharmacological profile. Piperidine derivatives are known to exhibit a range of biological activities, making this compound a candidate for further research.
  • Potential Therapeutic Uses: Research suggests that compounds containing both indole and piperidine structures may possess anti-inflammatory, antipsychotic, and neuroprotective properties.
  • Structure-Activity Relationship (SAR): The combination of these two structural frameworks allows for the exploration of SAR, which can ultimately help chemists design more effective drugs based on observed biological activities.
  • Natural Occurrence: Indole derivatives are frequently found in numerous natural products, while piperidine is often encountered in alkaloids, further enhancing the ecological and pharmacological relevance of this compound.

In summary, 1H-indol-3-yl(4-piperidyl)methanone stands as a testament to the intricate designs of organic chemistry, where small changes in structure can lead to significant variations in biological activity. As scientists continue to explore compounds like this, we move closer to unlocking new avenues for drug development and health improvement.

Synonyms
3-Isonipecotylindole
5275-02-5
KETONE, 3-INDOLYL 4-PIPERIDYL
BRN 1576326
DTXSID70200732
5-24-03-00564 (Beilstein Handbook Reference)
DTXCID00123223
(1H-Indol-3-yl)(piperidin-4-yl)methanone
1H-indol-3-yl(piperidin-4-yl)methanone
3-(piperidine-4-carbonyl)-1H-indole
CHEMBL40480
1H-Indol-3-yl(4-piperidyl) ketone
MFCD01716468
AKOS009264761
DA-29349