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
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
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illegal, hallucinogenic drug that was initially used as an anesthetic agent in the 1950s and early 1960s, but was then withdrawn in 1965 because of dissociative hallucinogenic effects that were often disturbing and sometimes severe and prolonged.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.
Originator
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
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
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:31:32 GMT 2025
by
admin
on
Mon Mar 31 18:31:32 GMT 2025
|
Record UNII |
J1DOI7UV76
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Preferred Name | English | ||
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
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 | ||
---|---|---|---|---|---|
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | ||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | ||
---|---|---|---|---|
|
METABOLITE -> PARENT | |||
|
METABOLITE -> PARENT | |||
|
METABOLITE -> PARENT | |||
|
METABOLITE -> PARENT | |||
|
METABOLITE -> PARENT |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|