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

Details

Stereochemistry ACHIRAL
Molecular Formula C17H25N.ClH
Molecular Weight 279.848
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENCYCLIDINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=BUAJNGPDPGKBGV-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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illegal, hallucinogenic drug that was initially used as an anesthetic agent in the 1950s and early 1960s, but was then withdrawn in 1965 because of dissociative hallucinogenic effects that were often disturbing and sometimes severe and prolonged.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
Circuit analysis of NMDAR hypofunction in the hippocampus, in vitro, and psychosis of schizophrenia.
2001
Long-term behavioral and neurodegenerative effects of perinatal phencyclidine administration: implications for schizophrenia.
2001
Amaurosis fugax associated with phencyclidine inhalation.
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
SB-243213; a selective 5-HT2C receptor inverse agonist with improved anxiolytic profile: lack of tolerance and withdrawal anxiety.
2001 Aug
Natural segmentation of the locomotor behavior of drug-induced rats in a photobeam cage.
2001 Aug 30
Four-choice drug discrimination in pigeons.
2001 Dec
There are disadvantages, too, for oral fluid, on-site urine testing.
2001 Dec
Combined alpha 2-adrenergic/D2 dopamine receptor blockade fails to reproduce the ability of clozapine to reverse phencyclidine-induced deficits in prepulse inhibition of startle.
2001 Dec
Behavioral and neurochemical effects of 3-OH-pip-BTCP, an active metabolite of BTCP in rats.
2001 Dec 21
The adenosine A2A agonist CGS 21680 reverses the reduction in prepulse inhibition of the acoustic startle response induced by phencyclidine, but not by apomorphine and amphetamine.
2001 Jul
The nitric oxide synthase inhibitor, L-NAME, block phencyclidine-induced disruption of prepulse inhibition in mice.
2001 Jul
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
Effects of drugs of abuse on response accuracy and bias under a delayed matching-to-sample procedure in squirrel monkeys.
2001 Jul
[Acting out and psychoactive substances: alcohol, drugs, illicit substances].
2001 Jul-Aug
Competitive and noncompetitive NMDA antagonist effects in rats trained to discriminate lever-press counts.
2001 Jul-Aug
[The delta-sleep inducing peptide and its effect on the electroencephalogram and power spectrum density in rats with metaphit-induced epilepsy].
2001 May-Jun
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
Gamma vinyl-GABA differentially modulates NMDA antagonist-induced increases in mesocortical versus mesolimbic DA transmission.
2001 Nov
Effect of clozapine, haloperidol, or M100907 on phencyclidine-activated glutamate efflux in the prefrontal cortex.
2001 Nov 15
Low concentration of DL-2-amino-5-phosphonovalerate induces epileptiform activity in guinea pig hippocampal slices.
2001 Oct
Effects of amphetamine, dexfenfluramine, diazepam, and other pharmacological and dietary manipulations on food "seeking" and "taking" behavior in non-human primates.
2001 Oct
Effects of ketamine in normal and schizophrenic volunteers.
2001 Oct
Drug contamination of US paper currency.
2001 Oct 1
NMDA receptors as targets for drug action in neuropathic pain.
2001 Oct 19
Neuroprotective and behavioral effects of the selective metabotropic glutamate mGlu(1) receptor antagonist BAY 36-7620.
2001 Oct 5
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
Expression of excitatory amino acid transporter transcripts in the thalamus of subjects with schizophrenia.
2001 Sep
Mechanism-based inactivators as probes of cytochrome P450 structure and function.
2001 Sep
Experience with urine drug testing by the Correctional Service of Canada.
2001 Sep 15
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
MS-377, a novel selective sigma(1) receptor ligand, reverses phencyclidine-induced release of dopamine and serotonin in rat brain.
2001 Sep 21
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
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 Wed Jul 05 22:40:49 UTC 2023
Edited
by admin
on Wed Jul 05 22:40:49 UTC 2023
Record UNII
V1JZQ7GDTX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHENCYCLIDINE HYDROCHLORIDE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
PHENCYCLIDINE HYDROCHLORIDE [MART.]
Common Name English
CN-25,253-2
Code English
Phencyclidine hydrochloride [WHO-DD]
Common Name English
PHENCYCLIDINE HYDROCHLORIDE CII [USP-RS]
Common Name English
CN-25253-2
Code English
1-(1-Phenylcyclohexyl)piperidine hydrochloride
Systematic Name English
PCP Hydrochloride
Common Name English
PHENCYCLIDINE HYDROCHLORIDE CII
USP-RS  
Common Name English
PHENCYCLIDINE HYDROCHLORIDE [MI]
Common Name English
PIPERIDINE, 1-(1-PHENYLCYCLOHEXYL)-, HYDROCHLORIDE
Systematic Name English
PHENCYCLIDINE HYDROCHLORIDE [USAN]
Common Name English
SERNYLAN
Brand Name English
PHENCYCLIDINE HCL
Common Name English
CI-395
Code English
NSC-40902
Code English
GP-121
Code English
Classification Tree Code System Code
DEA NO. 7471
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
NCI_THESAURUS C245
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
Code System Code Type Description
SMS_ID
100000088323
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
NCI_THESAURUS
C75101
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
ChEMBL
CHEMBL275528
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
EVMPD
SUB22879
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
PUBCHEM
13727
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
FDA UNII
V1JZQ7GDTX
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
DRUG BANK
DBSALT000824
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
CAS
956-90-1
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
EVMPD
SUB09755MIG
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
MERCK INDEX
M8603
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID70893724
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
RS_ITEM_NUM
1516003
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
NSC
40902
Created by admin on Wed Jul 05 22:40:49 UTC 2023 , Edited by admin on Wed Jul 05 22:40:49 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY