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illegal, hallucinogenic drug that was initially used as an anesthetic agent in the 1950s and early 1960s, but was then withdrawn in 1965 because of dissociative hallucinogenic effects that were often disturbing and sometimes severe and prolonged.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 |
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Anticonvulsant efficacy of N-methyl-D-aspartate antagonists against convulsions induced by cocaine. | 1999 May |
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Circuit analysis of NMDAR hypofunction in the hippocampus, in vitro, and psychosis of schizophrenia. | 2001 |
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Differential regulation of chromogranin A, chromogranin B and secretogranin II in rat brain by phencyclidine treatment. | 2001 |
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Combinations of clozapine and phencyclidine: effects on drug discrimination and behavioral inhibition in rats. | 2001 |
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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 |
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Neonatal phencyclidine treatment selectively attenuates mesolimbic dopamine function in adult rats as revealed by methamphetamine-induced behavior and c-fos mRNA expression in the brain. | 2001 Apr |
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M100907, a selective 5-HT(2A) receptor antagonist, attenuates phencyclidine-induced Fos expression in discrete regions of rat brain. | 2001 Apr 13 |
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Elucidating the role of muscarinic receptors in psychosis. | 2001 Apr 27 |
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SB-243213; a selective 5-HT2C receptor inverse agonist with improved anxiolytic profile: lack of tolerance and withdrawal anxiety. | 2001 Aug |
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Natural segmentation of the locomotor behavior of drug-induced rats in a photobeam cage. | 2001 Aug 30 |
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Four-choice drug discrimination in pigeons. | 2001 Dec |
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Effects of thienylphencyclidine (TCP) on seizure activity and brain damage produced by soman in guinea-pigs: ECoG correlates of neurotoxicity. | 2001 Feb |
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Uncompetitive antagonists of the N-methyl-D-aspartate (NMDA) receptors alter the mRNA expression of proteins associated with the NMDA receptor complex. | 2001 Feb |
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The Maternal Lifestyle Study: drug use by meconium toxicology and maternal self-report. | 2001 Feb |
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Phencyclidine-induced discriminative stimulus is mediated via phencyclidine binding sites on the N-methyl-D-aspartate receptor-ion channel complex, not via sigma(1) receptors. | 2001 Feb 15 |
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Impaired inhibition of conditioned responses produced by subchronic administration of phencyclidine to rats. | 2001 Jan |
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The effects of phencyclidine pretreatment on amphetamine-induced behavior and c-Fos expression in the rat. | 2001 Jan 12 |
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Clozapine, but not haloperidol, reverses social behavior deficit in mice during withdrawal from chronic phencyclidine treatment. | 2001 Jan 22 |
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Effects of drugs of abuse on response accuracy and bias under a delayed matching-to-sample procedure in squirrel monkeys. | 2001 Jul |
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Effects of a novel, selective, sigma1-ligand, MS-377, on phencyclidine-induced behaviour. | 2001 Jul |
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Blockade of the central generator of locomotor rhythm by noncompetitive NMDA receptor antagonists in Drosophila larvae. | 2001 Jul |
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[Acting out and psychoactive substances: alcohol, drugs, illicit substances]. | 2001 Jul-Aug |
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Competitive and noncompetitive NMDA antagonist effects in rats trained to discriminate lever-press counts. | 2001 Jul-Aug |
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Differential effects of amphetamine and phencyclidine on the expression of growth-associated protein GAP-43. | 2001 Jun |
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Detection of analytes by immunoassay using up-converting phosphor technology. | 2001 Jun 1 |
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Cannabinoid-induced alterations in brain disposition of drugs of abuse. | 2001 Jun 1 |
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Effects of competitive and non-competitive NMDA receptor antagonists on dopamine output in the shell and core subdivisions of the nucleus accumbens. | 2001 Mar |
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Increased expression of neuronal Src and tyrosine phosphorylation of NMDA receptors in rat brain after systemic treatment with MK-801. | 2001 Mar |
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Comparison of ELISAs for opiates, methamphetamine, cocaine metabolite, benzodiazepines, phencyclidine, and cannabinoids in whole blood and urine. | 2001 Mar |
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Airway effects of marijuana, cocaine, and other inhaled illicit agents. | 2001 Mar |
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Pharmacological characterization of locomotor sensitization induced by chronic phencyclidine administration. | 2001 Mar |
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Differential and region-specific activation of mitogen-activated protein kinases following chronic administration of phencyclidine in rat brain. | 2001 Mar |
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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 |
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Occupational exposure to wood, formaldehyde, and solvents and risk of nasopharyngeal carcinoma. | 2001 Nov |
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Effects of amphetamine, dexfenfluramine, diazepam, and other pharmacological and dietary manipulations on food "seeking" and "taking" behavior in non-human primates. | 2001 Oct |
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NMDA receptors as targets for drug action in neuropathic pain. | 2001 Oct 19 |
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Neuroprotective and behavioral effects of the selective metabotropic glutamate mGlu(1) receptor antagonist BAY 36-7620. | 2001 Oct 5 |
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Mechanism-based inactivators as probes of cytochrome P450 structure and function. | 2001 Sep |
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Application of solvent microextraction to the analysis of amphetamines and phencyclidine in urine. | 2001 Sep 1 |
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MS-377, a novel selective sigma(1) receptor ligand, reverses phencyclidine-induced release of dopamine and serotonin in rat brain. | 2001 Sep 21 |
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Gacyclidine: a new neuroprotective agent acting at the N-methyl-D-aspartate receptor. | 2001 Summer |
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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 |
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Glutamatergic mechanisms in schizophrenia. | 2002 |
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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
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admin
on
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Wed Jul 05 23:59:30 UTC 2023
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on
Wed Jul 05 23:59:30 UTC 2023
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Record UNII |
J1DOI7UV76
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Validated (UNII)
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NCI_THESAURUS |
C245
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DEA NO. |
7471
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C738
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PHENCYCLIDINE
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D010622
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8058
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6472
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M8603
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DTXSID6023446
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Phencyclidine
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DB03575
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SUB09755MIG
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100000085809
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77-10-1
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CHEMBL275528
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J1DOI7UV76
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