Basic information Safety Supplier Related

psilocybine

Basic information Safety Supplier Related

psilocybine Basic information

Product Name:
psilocybine
Synonyms:
  • 3-[2-(Dimethylamino)ethyl]-1H-indol-4-yl phosphate
  • 3-(2-Dimethylaminoethyl)-1H-indol-4-ol dihydrogen phosphate
  • [3-(2-dimethylaminoethyl)-1H-indol-4-yl] dihydrogen phosphate
  • 1H-Indol-4-ol, 3-[2-(diMethylaMino)ethyl]-, 4-(dihydrogen phosphate)
  • QVDSEJDULKLHCG-UHFFFAOYSA-N
  • Psilocybin (exempt preparation)
  • INDOL-4-OL,3-(2-DIMETHYLAMINO)ETHYL)-DIHYDROGENPHOSPHATE
  • 3-[2-(Dimethylamino)ethyl]-1H-indol-4-ol 4-Dihydrogen Phosphate Ester
CAS:
520-52-5
MF:
C12H17N2O4P
MW:
284.25
EINECS:
2082944
Product Categories:
  • Indole Derivatives
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Phosphorylating and Phosphitylating Agents
Mol File:
520-52-5.mol
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psilocybine Chemical Properties

Melting point:
220-2280C
Boiling point:
523.4±60.0 °C(Predicted)
Density 
1.409±0.06 g/cm3(Predicted)
Flash point:
2℃
storage temp. 
−20°C
solubility 
DMSO: 1 mg/mlPBS (pH 7.2): 2 mg/ml
pka
1.25±0.30(Predicted)
form 
solid
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Safety Information

RIDADR 
1544
WGK Germany 
1
RTECS 
NM3150000
HazardClass 
6.1(b)
PackingGroup 
III
Hazardous Substances Data
520-52-5(Hazardous Substances Data)
Toxicity
LD50 in mice, rats, rabbits (mg/kg): 285, 280, 12.5 i.v. (Usdin, Efron)
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psilocybine Usage And Synthesis

Description

The intentional ingestion of hallucinogenic mushrooms by Mesoamerican natives dates back centuries. Early European explorers documented the Mayan and Aztec symbolism depicting the use of mushroom during spiritual ceremonies. Albert Hofmann first synthesized lysergic acid diethylamide (LSD) from psilocybin extracted from mushrooms. During the 1960s and 1970s, researchers conducted experiments on the utility of psilocybin for psychotherapy before drug laws curbed its use. Psilocybin is described as an entheogen, a substance used to raise spiritual consciousness. Today most countries have outlawed psilocybin possession; however, widespread illicit use continues.

Chemical Properties

Crystallin Solid

Uses

The most common use of this mushroom is to induce recreational hallucinations. Some Native American groups continue to employ psilocybin-containing mushroom species in official ceremonies. The adjunctive use of psilocybin for mainstream psychotherapy has been discontinued. Hallucinogenic mushrooms are generally considered a low-harm drug of abuse.

Uses

The major of two hallucinogenic components of Teonanacatl, the sacred mushroom of Mexico, the other component being psilocin. Psychomimetic. Controlled substance (hallucinogen).

Definition

An indole derivative. An alkaloid from certain mushrooms; hallucinogenic drug.

Safety Profile

Poison by intravenous route. Moderately toxic by intraperitoneal route. Human systemic effects by ingestion and intraperitoneal routes: euphoria, hallucinations, toxic psychosis, muscle weakness, nausea or vomiting, visual field changes. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and POx.

References

[1] NICHOLS D. Improvements to the Synthesis of Psilocybin and a Facile Method for Preparing the O-Acetyl Prodrug of Psilocin[J]. Synthesis-Stuttgart, 1999, 10 1: 935-938. DOI: 10.1055/s-1999-3490
[2] GRANT C. GLATFELTER*, MICHAEL H. BAUMANN   Structure–Activity Relationships for Psilocybin, Baeocystin, Aeruginascin, and Related Analogues to Produce Pharmacological Effects in Mice[J]. ACS Pharmacology and Translational Science, 2022, 5 11: 1181-1196. DOI: 10.1021/acsptsci.2c00177
[3] NATALIE HESSELGRAVE. Harnessing psilocybin: antidepressant-like behavioral and synaptic actions of psilocybin are independent of 5-HT2R activation in mice.[J]. ACS Catalysis , 2021. DOI: 10.1073/pnas.2022489118

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