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Bufotenin

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Identification
Molecular formula
C12H16N2O
CAS number
487-93-4
IUPAC name
3-[2-(diethylamino)ethyl]-1H-indol-5-ol
State
State
Solid at room temperature.
Melting point (Celsius)
148.00
Melting point (Kelvin)
421.15
Boiling point (Celsius)
539.20
Boiling point (Kelvin)
812.35
General information
Molecular weight
204.28g/mol
Molar mass
204.2750g/mol
Density
1.1290g/cm3
Appearence

Bufotenin appears as a crystalline solid. It is usually off-white or beige in its pure form. When impure, it may present as a brownish powder.

Comment on solubility

Solubility of 3-[2-(diethylamino)ethyl]-1H-indol-5-ol

The solubility of 3-[2-(diethylamino)ethyl]-1H-indol-5-ol is an intriguing aspect to consider, especially given its unique structural properties.

Key Points on Solubility:

  • Polar vs. Non-Polar: The compound contains both polar and non-polar functional groups, which influences its solubility characteristics in different solvents.
  • Water Solubility: It is expected to have limited water solubility due to the hydrophobic nature of the indole ring, yet the presence of the diethylamino group may enhance solubility in some aqueous environments.
  • Organic Solvents: The compound is likely to be more soluble in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO) due to their ability to solvate non-polar moieties.
  • pH Dependence: The solubility may also be influenced by the pH of the medium, as protonation of the amino group can increase solubility in acidic conditions.
  • Temperature Influence: Generally, an increase in temperature can enhance solubility, making it critical to consider temperature effects during experiments.

In summary, the solubility profile of 3-[2-(diethylamino)ethyl]-1H-indol-5-ol showcases a balance between polar and non-polar interactions. Understanding these interactions is essential for optimizing its use in various applications.

Interesting facts

Interesting Facts about 3-[2-(diethylamino)ethyl]-1H-indol-5-ol

The compound 3-[2-(diethylamino)ethyl]-1H-indol-5-ol, often referred to in the context of medicinal chemistry, is an intriguing member of the indole family. Indoles are known for their diverse biological activities, and this particular compound has drawn attention due to its potential applications in pharmacology.

Key Highlights

  • Structure & Functionality: This compound features a unique combination of an indole ring and a diethylamino functional group, which gives it a fascinating profile in terms of chemical reactivity and interaction with biological systems.
  • Biological Relevance: The indole structure serves as the backbone for many neurotransmitters and psychoactive substances, making compounds like this one essential in understanding mental health and neuropharmacology.
  • Research Potential: Studies suggest that derivatives of indole can exhibit properties such as anti-inflammatory, antidepressant, and even anticancer activities, making this compound a point of interest for ongoing research.
  • Synthesis Interest: The synthetic pathways leading to this compound can be complex but highlight important techniques and reactions used in organic chemistry, such as nucleophilic substitutions and cyclizations.

As stated by leading researchers, "Understanding the structure-activity relationship of indoles can pave the way for novel therapeutic agents." This very notion emphasizes the relevance of compounds like 3-[2-(diethylamino)ethyl]-1H-indol-5-ol in the continuous quest for new drugs and treatments for various diseases.

Overall, the captivating chemistry surrounding this indole derivative underscores the intersection of structural complexity and biological activity, marking it as a significant compound in the field of drug discovery.

Synonyms
INDOLE, 3-(2-(DIETHYLAMINO)ETHYL)-5-HYDROXY-
14009-42-8
3-[2-(diethylamino)ethyl]-1H-indol-5-ol
CHEMBL142629
5-Hydroxy diethyl tryptamine
BRN 0179161
Indole-3-ethylamine, N,N-diethyl-5-hydroxy-
4-22-00-05676 (Beilstein Handbook Reference)
SCHEMBL23069123
DTXSID80161229
BDBM50054765
3-(2-Diethylamino-ethyl)-1H-indol-5-ol