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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-5-ol
State
State

Psilocin is a solid at room temperature. It is typically handled as a crystalline substance and must be stored properly to prevent degradation due to oxidation and light exposure.

Melting point (Celsius)
173.00
Melting point (Kelvin)
446.15
Boiling point (Celsius)
365.50
Boiling point (Kelvin)
638.65
General information
Molecular weight
204.27g/mol
Molar mass
204.2690g/mol
Density
1.2600g/cm3
Appearence

Psilocin typically appears as a white or off-white crystalline powder. It may sometimes show a bluish tint due to partial oxidation in air. In solution, especially in water, it can rapidly degrade, leading to a color change.

Comment on solubility

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

The solubility of the compound 3-[2-(dimethylamino)ethyl]-1H-indol-5-ol, often referred to as a dimethylamino derivative of indole, can be characterized by several key factors.


Factors Affecting Solubility:

  • Hydrophilicity vs. Hydrophobicity: The presence of the dimethylamino group tends to enhance solubility in polar solvents, whereas the indole structure may impart some hydrophobic characteristics.
  • pH Levels: This compound may exhibit different solubility profiles depending on the pH of the solution due to protonation of the dimethylamino group.
  • Temperature: Like many organic compounds, increased temperature can enhance solubility in various solvents.

In general, 3-[2-(dimethylamino)ethyl]-1H-indol-5-ol is expected to be soluble in a range of polar organic solvents such as methanol and ethanol, but may show limited solubility in non-polar solvents. This behavior is primarily due to the nature of its functional groups, which interact favorably with polar environments.


To summarize, solubility can be influenced by multiple factors including:

  • The specific solvent used
  • The temperature of the system
  • The pH of the solution
Understanding these factors is crucial for applications involving 3-[2-(dimethylamino)ethyl]-1H-indol-5-ol in various chemical and pharmaceutical processes.

Interesting facts

Exploring 3-[2-(dimethylamino)ethyl]-1H-indol-5-ol

3-[2-(dimethylamino)ethyl]-1H-indol-5-ol, commonly referred to in research as DMETA, is a fascinating compound belonging to the indole family, which features a broad array of applications in pharmacology and organic chemistry. Here are some compelling aspects of this intriguing compound:

  • Biological Activity: DMETA has been investigated for its potential role in medicine, particularly as a serotonin receptor modulator. This positions it as a compound of interest in the development of therapeutics for mental health conditions.
  • Structural Diversity: The presence of a dimethylamino group enhances its solubility in biological systems, making it an excellent candidate for drug formulations. Indole structures often exhibit various biological activities due to their complex ring systems.
  • Synthetic Pathways: The synthesis of DMETA showcases the elegance of organic chemistry, often involving multi-step reactions that illustrate concepts like functional group transformations and stereochemistry.
  • Research Significance: As with many indole derivatives, studying DMETA can provide insights into the mechanisms of action in *in vivo* and *in vitro* systems, which is crucial for drug development processes.

Scientists and chemistry enthusiasts alike are drawn to DMETA not only for its potential applications but also for the opportunities it presents in terms of synthesis and interaction with biological systems. As research continues to unfold, compounds like DMETA may play pivotal roles in advancing our understanding of medicinal chemistry.

In summary: 3-[2-(dimethylamino)ethyl]-1H-indol-5-ol serves as a reminder of the intricate connections between chemistry and biology, showcasing how compounds can lead to meaningful therapeutic discoveries.

Synonyms
Bufotenine
Bufotenin
487-93-4
3-[2-(Dimethylamino)ethyl]-1H-indol-5-ol
N,N-Dimethyl-5-HT
5-OH-DMT
EINECS 207-667-9
UNII-0A31347TZK
BRN 0160628
CHEBI:3210
DTXSID0048894
3-(2-(Dimethylamino)ethyl)-1H-indol-5-ol
BUFOTENINE [MI]
NSC-89593
BUFOTENINE [MART.]
3-(2-dimethylaminoethyl)-1H-indol-5-ol
DTXCID0028820
5-22-12-00026 (Beilstein Handbook Reference)
BUFOTENINE (MART.)
3-(2-(Dimethylamino)ethyl)-1H-indol-5-ol (ACD/Name 4.0)
1,5-benzoxazepin-4(5H)-one, 2,3-dihydro-8-methoxy-2,2,5,6-tetramethyl-
8-methoxy-2,2,5,6-tetramethyl-2,3-dihydro-1,5-benzoxazepin-4(5H)-one
3-(b-(Dimethylamino)ethyl)-5-hydroxyindole
3-[b-(Dimethylamino)ethyl]-5-hydroxyindole
cinobufotenine
inchi=1/c12h16n2o/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15h,5-6h2,1-2h
vttongprpxsutj-uhfffaoysa-n
N,N-Dimethylserotonin
N,N-Dimethyl-5-hydroxytryptamine
Mappin
Mappine
Dimethylserotonin
Cohoba
5-Hydroxy-N,N-dimethyltryptamine
DM5-HT
3-(2-Dimethylaminoethyl)-5-indolol
Mapine
3-[2-(Dimethylamino)ethyl]-5-indolol
3-[2-(Dimethylamino)ethyl]indol-5-ol
NSC 89593
1H-Indol-5-ol, 3-(2-(dimethylamino)ethyl)-
3-(beta-Dimethylaminoethyl)-5-hydroxyindole
3-[beta-(Dimethylamino)ethyl]-5-hydroxyindole
1H-Indol-5-ol, 3-[2-(dimethylamino)ethyl]-
3-(2-Dimethylaminoethyl)indol-5-ol
CHEMBL416526
Indol-5-ol, 3-[2-(dimethylamino)ethyl]-
0A31347TZK
NCGC00247724-01
3-(.beta.-Dimethylaminoethyl)-5-hydroxyindole
INDOL-5-OL, 3-(2-(DIMETHYLAMINO)ETHYL)-
DEA No. 7433
N, N-Dimethylserotonin
DMT,5-OH
Oprea1_475603
GTPL144
SCHEMBL518028
5-Hydroxy-N, N-dimethyltryptamine
NSC89593
Tox21_112890
BDBM50024206
PDSP1_000007
PDSP2_000007
STK368137
AKOS005445162
Bufotenine 1.0 mg/ml in Acetonitrile
WLN: T56 BMJ D2N1&1 GQ
DB01445
3-[(2-Dimethylamino)ethyl]-5-indolol
3-[2-(Dimethylamino)ethyl]-Indol-5-ol
CAS-487-93-4
{3-[(2-Dimethylamino)ethyl]-5-indolol}
DB-012579
A7355
NS00001664
3-[2-(Dimethylamino)ethyl]-1H-indol-5-ol #
C08299
Indol-5-ol, {3-[2-(dimethylamino)ethyl]-}
{3-[(beta-Dimethylamino)ethyl]-5-hydroxyindole}
1H-Indol-5-ol, {3-[2-(dimethylamino)ethyl]-}
3-[(.beta.-Dimethylamino)ethyl]-5-hydroxyindole
3-[.beta.-(Dimethylamino)ethyl]-5-hydroxyindole
L001128
Q408915
Q-102405
Bufotenine; 3-(2-Dimethylaminoethyl)indol-5-ol; 3-(beta-Dimethylaminoethyl)-5-hydroxyindole; 5-Hydroxy-N,N-dimethyltryptamine