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Psilocin

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Identification
Molecular formula
C12H16N2O
CAS number
520-53-6
IUPAC name
3-[2-(dimethylamino)ethyl]-1H-indol-4-ol
State
State

At room temperature, psilocin is typically in a solid state, appearing as a crystalline powder.

Melting point (Celsius)
173.00
Melting point (Kelvin)
446.15
Boiling point (Celsius)
183.00
Boiling point (Kelvin)
456.15
General information
Molecular weight
204.27g/mol
Molar mass
204.2720g/mol
Density
1.2000g/cm3
Appearence

Psilocin is typically found as a crystalline solid, although it is often encountered in its purified form as a white or beige powder. In impure forms, it can have a slight bluish tine, especially when exposed to air due to oxidation.

Comment on solubility

Solubility of 3-[2-(dimethylamino)ethyl]-1H-indol-4-ol (C12H16N2O)

The solubility of 3-[2-(dimethylamino)ethyl]-1H-indol-4-ol is an intriguing characteristic that can significantly influence its applications in various fields. This compound exhibits a unique solubility profile due to its molecular structure, which includes polar and non-polar regions.

Factors Influencing Solubility

Understanding the solubility of this compound involves several key factors:

  • Polarity: The presence of hydroxyl (-OH) groups increases polarity, enhancing solubility in water.
  • Hydrogen Bonding: The -OH group facilitates hydrogen bonding, which is crucial for dissolving in polar solvents.
  • Hydrophobic Interactions: The indole ring and dimethylamino group contribute to hydrophobic characteristics, potentially decreasing solubility in water but increasing solubility in organic solvents.

Solvent Compatibility

In general, the compound is expected to exhibit:

  • **High solubility in polar organic solvents** such as ethanol and methanol.
  • **Moderate solubility in water**, owing to the balance of its hydrophilic and hydrophobic components.
  • **Limited solubility in non-polar solvents**, as the less polar regions of the compound dominate in these environments.

Overall, the solubility of 3-[2-(dimethylamino)ethyl]-1H-indol-4-ol is an important aspect to consider for its use in research and application, as it dictates how the compound behaves in biological and chemical systems.

Interesting facts

Interesting Facts About 3-[2-(dimethylamino)ethyl]-1H-indol-4-ol

3-[2-(dimethylamino)ethyl]-1H-indol-4-ol is a fascinating compound with intriguing properties and potential applications. Here are some noteworthy details about this compound:

  • Indole Derivative: This compound is a derivative of indole, a bicyclic structure that is foundational in many biological systems. Indole derivatives are often found in natural products and pharmaceutical agents.
  • Bioactivity: Compounds like 3-[2-(dimethylamino)ethyl]-1H-indol-4-ol have shown potential in various biological activities, including antidepressant and anticancer properties, making them of keen interest in medicinal chemistry.
  • Neurotransmitter Interaction: The presence of the dimethylamino group suggests that the compound may interact with neurotransmitter systems, potentially acting as a modulator in the central nervous system, which is particularly appealing in neuroscience research.
  • Synthesis Opportunities: The synthetic routes to produce this compound can involve diverse organic chemistry techniques, enabling researchers to explore various modifications and investigate structure-activity relationships.
  • Research Applications: With ongoing studies in both medicinal and synthetic chemistry, this compound serves as a valuable model for understanding drug interactions, receptor binding, and the development of new therapeutic agents.

Overall, 3-[2-(dimethylamino)ethyl]-1H-indol-4-ol exemplifies the complexity of organic compounds that merge structure with function. Delving deeper into its properties could unveil exciting pathways in pharmaceutical discovery.

Synonyms
PSILOCIN
Psilocine
4-Hydroxy-N,N-dimethyltryptamine
520-53-6
Psilotsin
Psilocyn
3-[2-(Dimethylamino)ethyl]-1H-indol-4-ol
3-(2-(Dimethylamino)ethyl)indol-4-ol
N,N-Dimethyl-4-Hydroxytryptamine
4-HO-DMT
3-(2-(Dimethylamino)ethyl)-1H-indol-4-ol
CMS88KUW0G
CX-59
EINECS 208-296-5
BRN 0160503
CHEBI:8613
DTXSID5048899
PSILOCIN [MI]
PSILOCIN [MART.]
PSILOCIN [WHO-DD]
4-OH-DMT
CHEMBL65547
DTXCID5028825
5-22-12-00014 (Beilstein Handbook Reference)
INDOL-4-OL, 3-(2-(DIMETHYLAMINO)ETHYL)-
NCGC00247728-01
3-[2-(Dimethylamino)ethyl]-Indol-4-ol
PSILOCIN (MART.)
1H-Indol-4-ol, 3-[2-(dimethylamino)ethyl]-
3-[2-(dimethylamino)ethyl]-1~{H}-indol-4-ol
Psilocin (1.0 mg/mL in Methanol)
3-(2-(Dimethylamino)ethyl)-Indol-4-ol
Indol-4-ol, 3-[2-(dimethylamino)ethyl]-
UNII-CMS88KUW0G
DEA No. 7438
91Q
(3-(2-dimethylamino)ethyl)indol-4-ol
4-Hydroxy DMT-d10
Magic mushrooms (Salt/Mix)
SCHEMBL194899
Psilocin/psilocybin (Salt/Mix)
GTPL11291
SPCIYGNTAMCTRO-UHFFFAOYSA-
Psilocin, 1mg/ml in Acetonitrile
CX 59
KHC93464
Tox21_112894
BDBM50081701
MFCD00079228
AKOS022505992
EN-0002
CAS-520-53-6
NS00002925
3-[2-(Dimethylamino)ethyl]-1H-indol-4-ol #
C08312
P-7800
L000675
Q409150
Psilocin, vial of 5 mg, certified reference material
208-296-5
3-(2-Dimethylaminoethyl)-4-hydroxyindole, N,N-Dimethyl-4-hydroxytryptamine; 4-Hydroxy-N,N-dimethyltryptamine
InChI=1/C12H16N2O/c1-14(2)7-6-9-8-13-10-4-3-5-11(15)12(9)10/h3-5,8,13,15H,6-7H2,1-2H3