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P3029

Sigma-Aldrich

Phencyclidine hydrochloride

Synonym(s):

1-(1-Phenylcyclohexyl)piperidine hydrochloride, PCP hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H25N · HCl
CAS Number:
956-90-1
Molecular Weight:
279.85
MDL number:
MFCD00058208
UNSPSC Code:
12352200
PubChem Substance ID:
329820160
NACRES:
NA.77

form

powder

Quality Level

300

drug control

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIA (Portugal)

solubility

H2O: 11.2 mg/mL
0.1 M HCl: 18.4 mg/mL
methanol: 30 mg/mL

SMILES string

Cl.C1CCN(CC1)C2(CCCCC2)c3ccccc3

InChI

1S/C17H25N.ClH/c1-4-10-16(11-5-1)17(12-6-2-7-13-17)18-14-8-3-9-15-18;/h1,4-5,10-11H,2-3,6-9,12-15H2;1H

InChI key

BUAJNGPDPGKBGV-UHFFFAOYSA-N

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Biochem/physiol Actions

σ opioid receptor agonist and psychostimulant; inhibits NMDA glutamate receptor activation by binding to an allosteric site within the ion channel.

Features and Benefits

This compound is a featured product for ADME Tox and Neuroscience research. Discover more featured ADME Tox and Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Acetylcholine Receptors (Nicotinic) and Glutamate Receptors (Ion Channel Family) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H336

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R H Porter et al.
Journal of neurochemistry, 64(2), 614-623 (1995-02-01)
Quantitative receptor autoradiography was used to examine the regional binding characteristics of a diverse group of N-methyl-D-aspartate (NMDA)-receptor channel blockers that varied in potency 10(5)-fold. Full competition curves were generated in each of six brain regions for 11 different compounds.
Sam Vesuna et al.
Nature, 586(7827), 87-94 (2020-09-18)
Advanced imaging methods now allow cell-type-specific recording of neural activity across the mammalian brain, potentially enabling the exploration of how brain-wide dynamical patterns give rise to complex behavioural states1-12. Dissociation is an altered behavioural state in which the integrity of
Xin Chen et al.
Journal of medicinal chemistry, 55(16), 7141-7153 (2012-08-01)
Functionally selective G protein-coupled receptor (GPCR) ligands, which differentially modulate canonical and noncanonical signaling, are extremely useful for elucidating key signal transduction pathways essential for both the therapeutic actions and side effects of drugs. However, few such ligands have been
Bita Moghaddam et al.
Schizophrenia bulletin, 38(5), 942-949 (2012-08-18)
Here, we describe our collaborative efforts to use N-methyl-d-aspartate (NMDA) receptor antagonists as a translational tool to advance our understanding of the pathophysiology of schizophrenia and identify potential new targets for treatment of schizophrenia. We began these efforts in the
M Ingallinesi et al.
Molecular psychiatry, 20(8), 951-958 (2014-08-27)
Gpr88, an orphan G-protein-coupled receptor, is highly and almost exclusively expressed in the medium spiny projection neurons of the striatum, and may thus participate in the control of motor functions and cognitive processing that are impaired in neuropsychiatric disorders such
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