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P2279

Psilocin

Name: Psilocin
Brand: SIGMA

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

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form

powder

Quality Level

200

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

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

storage temp.

−20°C

SMILES string

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

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

InChI key

SPCIYGNTAMCTRO-UHFFFAOYSA-N

Gene Information

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

Biochem/physiol Actions

Hallucinogen; non-selective serotonin receptor agonist.

Hallucinogen originally isolated from the mushroom, Psilocybe mexicana, 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

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

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SAR of psilocybin analogs: discovery of a selective 5-HT 2C agonist.

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

The Meixner test in the detection of alpha-amanitin and false-positive reactions caused by psilocin and 5-substituted tryptamines.

Michael Beuhler et al.

Annals of emergency medicine, 44(2), 114-120 (2004-07-28)

The Meixner test has been suggested to identify the presence of alpha-amanitin, one of the toxic compounds in Amanita mushrooms. We attempted to determine the detection limit of the Meixner test for alpha-amanitin and to determine the percentage of positive

Application of ion mobility spectrometry in cases of forensic interest.

Thomas Keller et al.

Forensic science international, 161(2-3), 130-140 (2006-07-13)

Ion mobility spectrometry (IMS) has been known as an analytical technique since the late 1960s and early 1970s. To date, it has been successfully utilized for the detection of environmental pollutants, warfare agents, explosives, herbicides, pesticides, petroleum products as well

Poly(dimethylsiloxane) electrospray devices fabricated with diamond-like carbon-poly(dimethylsiloxane) coated SU-8 masters.

K Huikko et al.

Lab on a chip, 3(2), 67-72 (2004-04-22)

This study presents coupling of a poly(dimethylsiloxane) (PDMS) micro-chip with electrospray ionization-mass spectrometry (ESI-MS). Stable electrospray is generated directly from a PDMS micro-channel without pressure assistance. Hydrophobic PDMS aids the formation of a small Taylor cone in the ESI process

The Psilocin (4-hydroxy-N,N-dimethyltryptamine) and Bufotenine (5-hydroxy-N,N-dimethyltryptamine) Case: Ensuring the Correct Isomer has Been Identified.

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

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