U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C17H25N
Molecular Weight 243.3871
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENCYCLIDINE

SMILES

C1CCN(CC1)C2(CCCCC2)C3=CC=CC=C3

InChI

InChIKey=JTJMJGYZQZDUJJ-UHFFFAOYSA-N
InChI=1S/C17H25N/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

HIDE SMILES / InChI
Phencyclidine is an illegal, hallucinogenic drug that was initially used as an anesthetic agent in the 1950s and early 1960s, but was then withdrawn in 1965 because of dissociative hallucinogenic effects that were often disturbing and sometimes severe and prolonged. Phencyclidine is a noncompetitive NMDA (N-methyl-D-aspartate) receptor antagonist and glutamate receptor antagonist, but also interacts with other receptor sites, and may have effects with dopamine, opioid and nicotinic receptors. Phencyclidine disrupts the functioning of receptors for the neurotransmitter glutamate, which plays a major role in the perception of pain as well as in learning, memory, and emotion. It also influences the actions of the neurotransmitter dopamine, which causes the euphoria associated with drug use. Phencyclidine overdose deaths may occur after taking a large dose, though many phencyclidine related deaths result from delusions and other psychological consequences of the drug’s use. There have been reports of death due to accidental drowning, leaping from high places, and motor vehicle accidents in addition to violent episodes of self-mutilation, suicides, and homicides.

Approval Year

PubMed

PubMed

TitleDatePubMed
Relation between hippocampal gamma waves and behavioral disturbances induced by phencyclidine and methamphetamine.
2000 Jun 15
Long-term behavioral and neurodegenerative effects of perinatal phencyclidine administration: implications for schizophrenia.
2001
Amaurosis fugax associated with phencyclidine inhalation.
2001
Differential regulation of chromogranin A, chromogranin B and secretogranin II in rat brain by phencyclidine treatment.
2001
Combinations of clozapine and phencyclidine: effects on drug discrimination and behavioral inhibition in rats.
2001
Phencyclidine impairs latent learning in mice: interaction between glutamatergic systems and sigma(1) receptors.
2001 Apr
Neonatal phencyclidine treatment selectively attenuates mesolimbic dopamine function in adult rats as revealed by methamphetamine-induced behavior and c-fos mRNA expression in the brain.
2001 Apr
M100907, a selective 5-HT(2A) receptor antagonist, attenuates phencyclidine-induced Fos expression in discrete regions of rat brain.
2001 Apr 13
Elucidating the role of muscarinic receptors in psychosis.
2001 Apr 27
SB-243213; a selective 5-HT2C receptor inverse agonist with improved anxiolytic profile: lack of tolerance and withdrawal anxiety.
2001 Aug
Neurotransmitters and apoptosis in the developing brain.
2001 Aug 15
There are disadvantages, too, for oral fluid, on-site urine testing.
2001 Dec
Uncompetitive antagonists of the N-methyl-D-aspartate (NMDA) receptors alter the mRNA expression of proteins associated with the NMDA receptor complex.
2001 Feb
The Maternal Lifestyle Study: drug use by meconium toxicology and maternal self-report.
2001 Feb
A conformational intermediate between the resting and desensitized states of the nicotinic acetylcholine receptor.
2001 Feb 16
Effects of a novel, selective, sigma1-ligand, MS-377, on phencyclidine-induced behaviour.
2001 Jul
Blockade of the central generator of locomotor rhythm by noncompetitive NMDA receptor antagonists in Drosophila larvae.
2001 Jul
Discrimination of pentobarbital doses and drug mixtures under fixed-ratio and fixed-interval reinforcement schedules.
2001 Jun
Psychotogenic properties of benzodiazepine receptor inverse agonists.
2001 Jun
Advances in schizophrenia.
2001 Jun
Differential effects of amphetamine and phencyclidine on the expression of growth-associated protein GAP-43.
2001 Jun
Site-specific charge interactions of alpha-conotoxin MI with the nicotinic acetylcholine receptor.
2001 Jun 29
Structure and polymorphisms of the human metabotropic glutamate receptor type 2 gene (GRM2): analysis of association with schizophrenia.
2001 Mar
Pharmacological characterization of locomotor sensitization induced by chronic phencyclidine administration.
2001 Mar
The effects of phencyclidine pretreatment on cocaine-mediated hepatotoxicity in mice.
2001 May 1
Gamma vinyl-GABA differentially modulates NMDA antagonist-induced increases in mesocortical versus mesolimbic DA transmission.
2001 Nov
Effects of ketamine in normal and schizophrenic volunteers.
2001 Oct
Drug contamination of US paper currency.
2001 Oct 1
Neuroprotective and behavioral effects of the selective metabotropic glutamate mGlu(1) receptor antagonist BAY 36-7620.
2001 Oct 5
Differential effects of delta 9-THC on spatial reference and working memory in mice.
2001 Sep
Experience with urine drug testing by the Correctional Service of Canada.
2001 Sep 15
MS-377, a novel selective sigma(1) receptor ligand, reverses phencyclidine-induced release of dopamine and serotonin in rat brain.
2001 Sep 21
Gacyclidine: a new neuroprotective agent acting at the N-methyl-D-aspartate receptor.
2001 Summer
Comparative analysis of group II metabotropic glutamate receptor immunoreactivity in Brodmann's area 46 of the dorsolateral prefrontal cortex from patients with schizophrenia and normal subjects.
2002
Analysis of overall gene expression induced by amphetamine and phencyclidine: novel targets for the treatment of drug psychosis and schizophrenia.
2002
Glutamatergic mechanisms in schizophrenia.
2002
Substance abuse monitoring by the Correctional Service of Canada.
2002 Feb
Effect of MS-153 on the development of behavioral sensitization to stereotypy-inducing effect of phencyclidine.
2002 Feb 1
Drug discrimination under concurrent variable-ratio variable-ratio schedules.
2002 Jan
Patents

Patents

Name Type Language
J4.441E
Preferred Name English
PHENCYCLIDINE
HSDB   INN   MI   VANDF   WHO-DD  
INN  
Official Name English
phencyclidine [INN]
Common Name English
ANGEL DUST
Common Name English
PHENYLCYCLIDINE
Common Name English
PHENCYCLIDINE [MI]
Common Name English
PCP
Common Name English
Tic Tac
Common Name English
HOG
Common Name English
PHENCYCLIDINE [VANDF]
Common Name English
Phencyclidine [WHO-DD]
Common Name English
PHENCYCLINE
Common Name English
1-(1-PHENYLCYCLOHEXYL)PIPERIDINE
Systematic Name English
Angel Dust
Common Name English
PHENCYCLIDINE [HSDB]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
DEA NO. 7471
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C738
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
WIKIPEDIA
PHENCYCLIDINE
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
MESH
D010622
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
CHEBI
8058
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
PUBCHEM
6468
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
HSDB
6472
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
MERCK INDEX
m8603
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID6023446
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
LACTMED
Phencyclidine
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
INN
1058
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
DRUG BANK
DB03575
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
EVMPD
SUB09755MIG
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
SMS_ID
100000085809
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
CAS
77-10-1
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
ChEMBL
CHEMBL275528
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
FDA UNII
J1DOI7UV76
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY
DRUG CENTRAL
2121
Created by admin on Mon Mar 31 18:31:32 GMT 2025 , Edited by admin on Mon Mar 31 18:31:32 GMT 2025
PRIMARY