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Merck
CN

P2279

Psilocin

Synonym(s):

4-Hydroxy-N,N-dimethyltryptamine

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About This Item

Empirical Formula (Hill Notation):
C12H16N2O
CAS Number:
520-53-6
Molecular Weight:
204.27
NACRES:
NA.77
PubChem Substance ID:
24898305
UNSPSC Code:
12352200
EC Number:
208-296-5
MDL number:
MFCD00079228

Key Documents

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InChI key

SPCIYGNTAMCTRO-UHFFFAOYSA-N

InChI

1S/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

SMILES string

CN(C)CCc1c[nH]c2cccc(O)c12

form

powder

drug control

USDEA Schedule I; Home Office Schedule 1; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIA (Portugal); Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet
kontrollierte Droge in Deutschland

Quality Level

200

Gene Information

human ... HTR1A(3350)
rat ... Htr2a(29595), Htr2c(25187)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

storage temp.

−20°C

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Biochem/physiol Actions

Hallucinogen originally isolated from the mushroom, Psilocybe mexicana, non-selective serotonin receptor agonist.
Hallucinogen; non-selective serotonin receptor agonist.

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品
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Certificates of Analysis (COA)

Lot/Batch Number
13170901
0000227590
0000204879
0000204879
127M4107V

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N Almaula et al.
Molecular pharmacology, 50(1), 34-42 (1996-07-01)
An important determinant of the neurobehavioral responses induced by a drug is its relative receptor selectivity. The molecular basis of ligand selectivity of hallucinogenic and nonhallucinogenic compounds of varying structural classes for the human 5-hydroxytryptamine (5-HT)2A and 5-HT2C receptors was
N Milne et al.
Metabolic engineering, 60, 25-36 (2020-04-01)
Psilocybin is a tryptamine-derived psychoactive alkaloid found mainly in the fungal genus Psilocybe, among others, and is the active ingredient in so-called "magic mushrooms". Although its notoriety originates from its psychotropic properties and popular use as a recreational drug, clinical
Tehila Mishraki-Berkowitz et al.
Journal of forensic sciences, 65(5), 1450-1457 (2020-05-07)
Psilocin (4-hydroxy-N,N-dimethyltryptamine, 4-HO-DMT) and bufotenine (5-hydroxy-N,N-dimethyltryptamine, 5-HO-DMT), which are both naturally occurring compounds, are classified as controlled substances in numerous countries due to their pharmacological activities and recreational usage. There are two other benzene ring regioisomers, 6-hydroxy-N,N-dimethyltryptamine (6-HO-DMT) and 7-hydroxy-N,N-dimethyltryptamine
Howard Sard et al.
Bioorganic & medicinal chemistry letters, 15(20), 4555-4559 (2005-08-03)
An SAR study of psilocybin and psilocin derivatives reveals that 1-methylpsilocin is a selective agonist at the h5-HT(2C) receptor. The corresponding phosphate derivative, 1-methylpsilocybin, shows efficacy in an animal model for obsessive-compulsive disorder, as does 4-fluoro-N,N-dimethyltryptamine. These results suggest a
A Koçak et al.
Forensic science international, 195(1-3), 36-41 (2009-12-09)
This paper compares the use of ATR and transflection spectroscopic techniques for the qualitative analysis of psilocin extracted from hallucinogenic mushrooms and control spiked mushrooms. Both techniques gave comparable results and agreed with prior GC/MS analysis of the actual case
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