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Details

Stereochemistry ACHIRAL
Molecular Formula C17H25N
Molecular Weight 243.3877
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENCYCLIDINE

SMILES

c1ccc(cc1)C2(CCCCC2)N3CCCCC3

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 243.3877
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illegal, hallucinogenic drug that was initially used as an anesthetic agent in the 1950s and early 1960s, but was then withdrawn in 1965 because of dissociative hallucinogenic effects that were often disturbing and sometimes severe and prolonged.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
SB-243213; a selective 5-HT2C receptor inverse agonist with improved anxiolytic profile: lack of tolerance and withdrawal anxiety.
2001 Aug
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
Effects of a novel, selective, sigma1-ligand, MS-377, on phencyclidine-induced behaviour.
2001 Jul
[Acting out and psychoactive substances: alcohol, drugs, illicit substances].
2001 Jul-Aug
Discrimination of pentobarbital doses and drug mixtures under fixed-ratio and fixed-interval reinforcement schedules.
2001 Jun
[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
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
Application of solvent microextraction to the analysis of amphetamines and phencyclidine in urine.
2001 Sep 1
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
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
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 Sat Jun 26 10:08:22 UTC 2021
Edited
by admin
on Sat Jun 26 10:08:22 UTC 2021
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
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
PHENCYCLIDINE [HSDB]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
DEA NO. 7471
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C738
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
WIKIPEDIA
PHENCYCLIDINE
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
MESH
D010622
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
PUBCHEM
6468
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
HSDB
6472
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
MERCK INDEX
M8603
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY Merck Index
EPA CompTox
77-10-1
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
LACTMED
Phencyclidine
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
INN
1058
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
DRUG BANK
DB03575
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
EVMPD
SUB09755MIG
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
CAS
77-10-1
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
ChEMBL
CHEMBL275528
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
FDA UNII
J1DOI7UV76
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
DRUG CENTRAL
2121
Created by admin on Sat Jun 26 10:08:22 UTC 2021 , Edited by admin on Sat Jun 26 10:08:22 UTC 2021
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
MAJOR
SALT/SOLVATE -> PARENT
TRANSPORTER -> INHIBITOR
TRANSPORTER -> INHIBITOR
TRANSPORTER -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY