U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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illegal, hallucinogenic drug that was initially used as an anesthetic agent in the 1950s and early 1960s, but was then withdrawn in 1965 because of dissociative hallucinogenic effects that were often disturbing and sometimes severe and prolonged.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
Relation between hippocampal gamma waves and behavioral disturbances induced by phencyclidine and methamphetamine.
2000 Jun 15
Differential regulation of chromogranin A, chromogranin B and secretogranin II in rat brain by phencyclidine treatment.
2001
Subchronic treatment with methamphetamine and phencyclidine differentially alters the adenosine A1 and A2A receptors in the prefrontal cortex, hippocampus, and striatum of the rat.
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
Continuous phencyclidine treatment induces schizophrenia-like hyperreactivity of striatal dopamine release.
2001 Aug
Natural segmentation of the locomotor behavior of drug-induced rats in a photobeam cage.
2001 Aug 30
There are disadvantages, too, for oral fluid, on-site urine testing.
2001 Dec
Phencyclidine (PCP)-induced deficits of prepulse inhibition in monkeys.
2001 Jan 22
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
Competitive and noncompetitive NMDA antagonist effects in rats trained to discriminate lever-press counts.
2001 Jul-Aug
Discrimination of pentobarbital doses and drug mixtures under fixed-ratio and fixed-interval reinforcement schedules.
2001 Jun
Advances in schizophrenia.
2001 Jun
Differential effects of amphetamine and phencyclidine on the expression of growth-associated protein GAP-43.
2001 Jun
Cannabinoid-induced alterations in brain disposition of drugs of abuse.
2001 Jun 1
Effects of competitive and non-competitive NMDA receptor antagonists on dopamine output in the shell and core subdivisions of the nucleus accumbens.
2001 Mar
Comparison of ELISAs for opiates, methamphetamine, cocaine metabolite, benzodiazepines, phencyclidine, and cannabinoids in whole blood and urine.
2001 Mar
Airway effects of marijuana, cocaine, and other inhaled illicit agents.
2001 Mar
Growth, development, and behavior in early childhood following prenatal cocaine exposure: a systematic review.
2001 Mar 28
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
[The delta-sleep inducing peptide and its effect on the electroencephalogram and power spectrum density in rats with metaphit-induced epilepsy].
2001 May-Jun
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
Mechanism-based inactivators as probes of cytochrome P450 structure and function.
2001 Sep
Biphasic modulation of NMDA-induced responses in pyramidal cells of the medial prefrontal cortex by Y-931, a potential atypical antipsychotic drug.
2001 Sep 15
Cembranoid and long-chain alkanol sites on the nicotinic acetylcholine receptor and their allosteric interaction.
2001 Sep 18
Substance abuse monitoring by the Correctional Service of Canada.
2002 Feb
Drug discrimination under concurrent variable-ratio variable-ratio schedules.
2002 Jan
Effect of MS-153 on the development of behavioral sensitization to locomotion- and ataxia-inducing effects of phencyclidine.
2002 Mar
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:34:02 UTC 2023
Edited
by admin
on Fri Dec 15 16:34:02 UTC 2023
Record UNII
J1DOI7UV76
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
J4.441E
Code 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 Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
DEA NO. 7471
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C738
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
WIKIPEDIA
PHENCYCLIDINE
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
MESH
D010622
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
CHEBI
8058
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
PUBCHEM
6468
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
HSDB
6472
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
MERCK INDEX
m8603
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID6023446
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
LACTMED
Phencyclidine
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
INN
1058
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
DRUG BANK
DB03575
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
EVMPD
SUB09755MIG
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
SMS_ID
100000085809
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
CAS
77-10-1
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
ChEMBL
CHEMBL275528
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
FDA UNII
J1DOI7UV76
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
DRUG CENTRAL
2121
Created by admin on Fri Dec 15 16:34:02 UTC 2023 , Edited by admin on Fri Dec 15 16:34:02 UTC 2023
PRIMARY
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