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

Molecular Formula C17H25N
Molecular Weight 243.3871
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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illegal, hallucinogenic drug that was initially used as an anesthetic agent in the 1950s and early 1960s, but was then withdrawn in 1965 because of dissociative hallucinogenic effects that were often disturbing and sometimes severe and prolonged.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
Anticonvulsant efficacy of N-methyl-D-aspartate antagonists against convulsions induced by cocaine.
1999 May
Long-term behavioral and neurodegenerative effects of perinatal phencyclidine administration: implications for schizophrenia.
2001
Differential regulation of chromogranin A, chromogranin B and secretogranin II in rat brain by phencyclidine treatment.
2001
Qualitative screening for drugs of abuse in hair using GC-MS.
2001 Apr
Elucidating the role of muscarinic receptors in psychosis.
2001 Apr 27
Effects of single and repeated phencyclidine administration on the expression of metabotropic glutamate receptor subtype mRNAs in rat brain.
2001 Aug
Continuous phencyclidine treatment induces schizophrenia-like hyperreactivity of striatal dopamine release.
2001 Aug
Four-choice drug discrimination in pigeons.
2001 Dec
Behavioral and neurochemical effects of 3-OH-pip-BTCP, an active metabolite of BTCP in rats.
2001 Dec 21
Effects of thienylphencyclidine (TCP) on seizure activity and brain damage produced by soman in guinea-pigs: ECoG correlates of neurotoxicity.
2001 Feb
Impaired inhibition of conditioned responses produced by subchronic administration of phencyclidine to rats.
2001 Jan
[Glutaminergic hypothesis of schizophrenia: clinical research studies with ketamine].
2001 Jan-Feb
Effects of phencyclidine on prepulse inhibition of acoustic startle response in the macaque.
2001 Jul
Pharmacological studies of prepulse inhibition models of sensorimotor gating deficits in schizophrenia: a decade in review.
2001 Jul
Blockade of the central generator of locomotor rhythm by noncompetitive NMDA receptor antagonists in Drosophila larvae.
2001 Jul
[Acting out and psychoactive substances: alcohol, drugs, illicit substances].
2001 Jul-Aug
Advances in schizophrenia.
2001 Jun
Role of the NMDA receptor subunit in the expression of the discriminative stimulus effect induced by ketamine.
2001 Jun 29
Site-specific charge interactions of alpha-conotoxin MI with the nicotinic acetylcholine receptor.
2001 Jun 29
Schedule control of quantal and graded dose-effect curves in a drug-drug-saline discrimination.
2001 Mar
Effects of competitive and non-competitive NMDA receptor antagonists on dopamine output in the shell and core subdivisions of the nucleus accumbens.
2001 Mar
Increased expression of neuronal Src and tyrosine phosphorylation of NMDA receptors in rat brain after systemic treatment with MK-801.
2001 Mar
Comparison of ELISAs for opiates, methamphetamine, cocaine metabolite, benzodiazepines, phencyclidine, and cannabinoids in whole blood and urine.
2001 Mar
Differential and region-specific activation of mitogen-activated protein kinases following chronic administration of phencyclidine in rat brain.
2001 Mar
Growth, development, and behavior in early childhood following prenatal cocaine exposure: a systematic review.
2001 Mar 28
Increase in number and size of kidney concretions as a result of PCP exposure in the freshwater snail Planorbarius corneus (Gastropoda, Pulmonata).
2001 Mar 9
Lack of phencyclidine-induced effects in mice with reduced neuronal nitric oxide synthase.
2001 May
Identification of single nucleotide polymorphisms (SNPs) and other sequence changes and estimation of nucleotide diversity in coding and flanking regions of the NMDAR1 receptor gene in schizophrenic patients.
2001 May
The effects of phencyclidine pretreatment on cocaine-mediated hepatotoxicity in mice.
2001 May 1
Role of nitric oxide in experimental models of psychosis in rats.
2001 Nov
Ketamine as a street drug.
2001 Nov
Occupational exposure to wood, formaldehyde, and solvents and risk of nasopharyngeal carcinoma.
2001 Nov
NMDA receptors as targets for drug action in neuropathic pain.
2001 Oct 19
Phencyclidine-induced dysregulation of dopamine response to amphetamine in prefrontal cortex and striatum.
2001 Sep
Differential effects of delta 9-THC on spatial reference and working memory in mice.
2001 Sep
MS-377, a novel selective sigma(1) receptor ligand, reverses phencyclidine-induced release of dopamine and serotonin in rat brain.
2001 Sep 21
Enhancement of immobility induced by repeated phencyclidine injection: association with c-Fos protein in the mouse brain.
2001 Sep 28
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
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
Effects of phencyclidine (PCP) and MK 801 on the EEGq in the prefrontal cortex of conscious rats; antagonism by clozapine, and antagonists of AMPA-, alpha(1)- and 5-HT(2A)-receptors.
2002 Jan
Dextromethorphan can produce false positive phencyclidine testing with HPLC.
2002 Jan
Gender differences in juvenile arrestees' drug use, self-reported dependence, and perceived need for treatment.
2002 Jan
Cocaine-induced conditioned place preference in mice: induction, extinction and reinstatement by related psychostimulants.
2002 Jan
NMDA antagonist effects on striatal dopamine release: microdialysis studies in awake monkeys.
2002 Jan
Effect of MS-153 on the development of behavioral sensitization to locomotion- and ataxia-inducing effects of phencyclidine.
2002 Mar
Amphetamine inhibits the N-methyl-D-aspartate receptor-mediated responses by directly interacting with the receptor/channel complex.
2002 Mar
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:31:32 GMT 2025
Edited
by admin
on Mon Mar 31 18:31:32 GMT 2025
Record UNII
J1DOI7UV76
Record Status Validated (UNII)
Record Version
  • Download
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
Related Record Type Details
TRANSPORTER -> INHIBITOR
TRANSPORTER -> INHIBITOR
TRANSPORTER -> INHIBITOR
METABOLIC ENZYME -> SUBSTRATE
MAJOR
SALT/SOLVATE -> PARENT
PRECURSOR->PARENT
Related Record Type Details
ACTIVE MOIETY