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illegal, hallucinogenic drug that was initially used as an anesthetic agent in the 1950s and early 1960s, but was then withdrawn in 1965 because of dissociative hallucinogenic effects that were often disturbing and sometimes severe and prolonged.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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Relation between hippocampal gamma waves and behavioral disturbances induced by phencyclidine and methamphetamine. | 2000 Jun 15 |
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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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Qualitative screening for drugs of abuse in hair using GC-MS. | 2001 Apr |
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Phencyclidine impairs latent learning in mice: interaction between glutamatergic systems and sigma(1) receptors. | 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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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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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 |
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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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A conformational intermediate between the resting and desensitized states of the nicotinic acetylcholine receptor. | 2001 Feb 16 |
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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 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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Discrimination of pentobarbital doses and drug mixtures under fixed-ratio and fixed-interval reinforcement schedules. | 2001 Jun |
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Advances in schizophrenia. | 2001 Jun |
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Detection of analytes by immunoassay using up-converting phosphor technology. | 2001 Jun 1 |
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Role of the NMDA receptor subunit in the expression of the discriminative stimulus effect induced by ketamine. | 2001 Jun 29 |
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Site-specific charge interactions of alpha-conotoxin MI with the nicotinic acetylcholine receptor. | 2001 Jun 29 |
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Structure and polymorphisms of the human metabotropic glutamate receptor type 2 gene (GRM2): analysis of association with schizophrenia. | 2001 Mar |
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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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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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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 |
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The effects of phencyclidine pretreatment on cocaine-mediated hepatotoxicity in mice. | 2001 May 1 |
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Ketamine as a street drug. | 2001 Nov |
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Gamma vinyl-GABA differentially modulates NMDA antagonist-induced increases in mesocortical versus mesolimbic DA transmission. | 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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Phencyclidine-induced dysregulation of dopamine response to amphetamine in prefrontal cortex and striatum. | 2001 Sep |
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Differential effects of delta 9-THC on spatial reference and working memory in mice. | 2001 Sep |
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Expression of excitatory amino acid transporter transcripts in the thalamus of subjects with schizophrenia. | 2001 Sep |
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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 |
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Cembranoid and long-chain alkanol sites on the nicotinic acetylcholine receptor and their allosteric interaction. | 2001 Sep 18 |
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Enhancement of immobility induced by repeated phencyclidine injection: association with c-Fos protein in the mouse brain. | 2001 Sep 28 |
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Gacyclidine: a new neuroprotective agent acting at the N-methyl-D-aspartate receptor. | 2001 Summer |
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Cocaine-induced conditioned place preference in mice: induction, extinction and reinstatement by related psychostimulants. | 2002 Jan |
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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
by
admin
on
Edited
Fri Dec 15 16:34:02 GMT 2023
by
admin
on
Fri Dec 15 16:34:02 GMT 2023
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Record UNII |
J1DOI7UV76
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Record Status |
Validated (UNII)
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NCI_THESAURUS |
C245
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DEA NO. |
7471
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Code System | Code | Type | Description | ||
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C738
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PHENCYCLIDINE
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D010622
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8058
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6468
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6472
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m8603
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DTXSID6023446
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Phencyclidine
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1058
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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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2121
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