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Yohimbine

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Identification
Molecular formula
C21H26N2O3
CAS number
146-48-5
IUPAC name
3-(2-piperidylmethyl)-1H-indole
State
State

At room temperature, yohimbine is typically found in solid form as a crystalline powder.

Melting point (Celsius)
231.00
Melting point (Kelvin)
504.15
Boiling point (Celsius)
275.00
Boiling point (Kelvin)
548.15
General information
Molecular weight
354.45g/mol
Molar mass
354.4510g/mol
Density
1.1300g/cm3
Appearence

Yohimbine typically appears as a white to off-white crystalline powder. It is highly soluble in organic solvents like ethanol and chloroform but has limited solubility in water.

Comment on solubility

Solubility of 3-(2-piperidylmethyl)-1H-indole

The solubility of 3-(2-piperidylmethyl)-1H-indole can significantly influence its application in various fields, including pharmaceuticals and materials science. Solubility is essential for determining how readily a substance dissolves in solvents, influencing its bioavailability and efficacy.

Factors affecting solubility:

  • Polarity: The presence of the piperidyl group may enhance the compound's polarity, affecting its interaction with polar solvents like water.
  • Hydrogen bonding: Functional groups can participate in hydrogen bonding, which may lead to increased solubility in suitable solvents.
  • Temperature: Solubility can be temperature-dependent, where increasing temperatures may increase the solubility of the compound in certain solvents.

In general, compounds similar to 3-(2-piperidylmethyl)-1H-indole often exhibit:

  • High solubility in organic solvents, such as ethanol or dimethyl sulfoxide (DMSO)
  • Limited solubility in water, due to hydrophobic characteristics inherent in indole rings

In summary, understanding the solubility profile of 3-(2-piperidylmethyl)-1H-indole is vital for its effective use, and ongoing studies could yield insights into optimizing its formulations.

Interesting facts

Interesting Facts about 3-(2-piperidylmethyl)-1H-indole

The compound 3-(2-piperidylmethyl)-1H-indole is a fascinating chemical that sits at the intersection of medicinal chemistry and organic synthesis. Known for its potential in pharmaceutical applications, this compound exhibits intriguing properties:

  • Pharmacological Potential: This indole derivative is being investigated for its possible therapeutic roles, particularly as an antagonist in certain receptor pathways, which may lead to innovative treatments for various neurological disorders.
  • Diverse Structure: The integration of a piperidine ring enhances its lipid solubility and bioavailability, making it an interesting candidate for drug development, especially in the central nervous system.
  • Indole Framework: The indole structure is known for its presence in numerous natural compounds as well as its widespread use in the synthesis of pharmaceuticals, including antidepressants and anti-cancer agents.
  • Synthetic Routes: Various synthetic routes have been explored to create this compound, showcasing techniques such as intermolecular coupling and functional group transformations, highlighting the creativity inherent in organic synthesis.

As noted by renowned chemists, "The fusion of distinct molecular fragments opens doors to novel properties and applications." This quote perfectly encapsulates the allure of 3-(2-piperidylmethyl)-1H-indole in the realm of chemical research.

Overall, the compound offers a unique combination of structural complexity and biological relevance, making it a subject of ongoing research and potential advancements in medicinal chemistry.

Synonyms
3-(2-Piperidylmethyl)indole
5275-05-8
INDOLE, 3-(2-PIPERIDYLMETHYL)-
3-[(Piperidin-2-yl)methyl]-1H-indole
3-(2-piperidinylmethyl)indole
SCHEMBL8790419
DTXSID00967200
NQAIQKCDQAOHIA-UHFFFAOYSA-N
3-(piperid-2-ylmethyl)-1H-indole
EN300-1838226