Details
Stereochemistry | ACHIRAL |
Molecular Formula | C15H23NS |
Molecular Weight | 249.415 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C1CCN(CC1)C2(CCCCC2)C3=CC=CS3
InChI
InChIKey=JUZZEWSCNBCFRL-UHFFFAOYSA-N
InChI=1S/C15H23NS/c1-3-9-15(10-4-1,14-8-7-13-17-14)16-11-5-2-6-12-16/h7-8,13H,1-6,9-12H2
Molecular Formula | C15H23NS |
Molecular Weight | 249.415 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Tenocyclidine (TCP) is a dissociative anesthetic drug with psychostimulant and hallucinogenic effects. This drug shows a broad spectrum of pharmacological activity including antidotal effect in organophosphorus compounds poisoning, radioprotective and anticancer effects. It was studied that the antidotal potency could protect acetylcholinesterase (AChE) in the case of organophosphate poisoning. However, the controversial role of TCP in brain protection should be studied further. Tenocyclidine has a high affinity for the N-methyl-D-aspartate (NMDA) receptors. This property allows using of TCP binding (association rate) as a marker of channel opening and thereby permitting measurement of NMDA receptor activation and ligand binding under identical conditions.
Approval Year
PubMed
Title | Date | PubMed |
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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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Decreased density of [3H]TCP binding following antipsychotic drug withdrawal in rats. | 2002 Apr 19 |
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Re-evaluation of phencyclidine low-affinity or "non-NMDA" binding sites. | 2002 May 1 |
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Molecular mechanisms of inhibition of nicotinic acetylcholine receptors by tricyclic antidepressants. | 2003 Dec |
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Characterization of the non-competitive antagonist binding site of the NMDA receptor in dark Agouti rats. | 2004 Aug 6 |
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[An expert study of acute poisoning by phencyclidine derivatives]. | 2004 May-Jun |
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In vitro biological efficiency of tenocyclidine-TCP and its adamantane derivative TAMORF. | 2006 Dec |
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The role of antagonism of NMDA receptor-mediated neurotransmission and inhibition of the dopamine reuptake in the neuroendocrine effects of phencyclidine. | 2006 Mar 20 |
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Structure-activity relationships of pentacycloundecylamines at the N-methyl-d-aspartate receptor. | 2007 Feb 1 |
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Influences of different developmental periods of taurine supplements on synaptic plasticity in hippocampal CA1 area of rats following prenatal and perinatal lead exposure. | 2007 May 19 |
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Molecular properties of local anesthetics as predictors of affinity for nicotinic acetylcholine receptors. | 2007 Oct |
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Tenocyclidine treatment in soman-poisoned rats--intriguing results on genotoxicity versus protection. | 2008 |
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Engineering and characterization of a mouse/human chimeric anti-phencyclidine monoclonal antibody. | 2008 Jan |
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High specific activity tritiation of TCP and BTCP. | 2009 Jun |
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Inhibition of the histone demethylase LSD1 blocks alpha-herpesvirus lytic replication and reactivation from latency. | 2009 Nov |
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1,2-ethane bis-1-amino-4-benzamidine is active against several brain insult and seizure challenges through anti-NMDA mechanisms targeting the 3H-TCP binding site and antioxidant action. | 2010 Jul |
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Qualitative GC-MS assessment of TCP and TAMORF elimination in rats. | 2010 Mar |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:38:22 GMT 2023
by
admin
on
Fri Dec 15 15:38:22 GMT 2023
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Record UNII |
8BQ45Q6VCL
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C47796
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DEA NO. |
7470
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100000082930
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DTXSID3046168
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4898
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64610
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C012058
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SUB10896MIG
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DB01520
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C96892
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CHEMBL279676
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TENOCYCLIDINE
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7637
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8BQ45Q6VCL
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21500-98-1
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
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LABELED -> NON-LABELED |
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Related Record | Type | Details | ||
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ACTIVE MOIETY |