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Details

Stereochemistry ACHIRAL
Molecular Formula C15H23NS.ClH
Molecular Weight 285.876
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TENOCYCLIDINE HYDROCHLORIDE

SMILES

Cl.C1CCN(CC1)C2(CCCCC2)C3=CC=CS3

InChI

InChIKey=IIPLEZRBGQCZMF-UHFFFAOYSA-N
InChI=1S/C15H23NS.ClH/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;1H

HIDE SMILES / InChI

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

Molecular Formula ClH
Molecular Weight 36.461
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

PubMed

TitleDatePubMed
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.
2010-07
Qualitative GC-MS assessment of TCP and TAMORF elimination in rats.
2010-03
Inhibition of the histone demethylase LSD1 blocks alpha-herpesvirus lytic replication and reactivation from latency.
2009-11
High specific activity tritiation of TCP and BTCP.
2009-06
Engineering and characterization of a mouse/human chimeric anti-phencyclidine monoclonal antibody.
2008-01
Tenocyclidine treatment in soman-poisoned rats--intriguing results on genotoxicity versus protection.
2008
Molecular properties of local anesthetics as predictors of affinity for nicotinic acetylcholine receptors.
2007-10
Influences of different developmental periods of taurine supplements on synaptic plasticity in hippocampal CA1 area of rats following prenatal and perinatal lead exposure.
2007-05-19
Structure-activity relationships of pentacycloundecylamines at the N-methyl-d-aspartate receptor.
2007-02-01
In vitro biological efficiency of tenocyclidine-TCP and its adamantane derivative TAMORF.
2006-12
The role of antagonism of NMDA receptor-mediated neurotransmission and inhibition of the dopamine reuptake in the neuroendocrine effects of phencyclidine.
2006-03-20
Molecular mechanisms and binding site location for the noncompetitive antagonist crystal violet on nicotinic acetylcholine receptors.
2006-02-21
Characterization of the non-competitive antagonist binding site of the NMDA receptor in dark Agouti rats.
2004-08-06
[An expert study of acute poisoning by phencyclidine derivatives].
2004-07-03
Molecular mechanisms of inhibition of nicotinic acetylcholine receptors by tricyclic antidepressants.
2003-12
Re-evaluation of phencyclidine low-affinity or "non-NMDA" binding sites.
2002-05-01
Decreased density of [3H]TCP binding following antipsychotic drug withdrawal in rats.
2002-04-19
Amphetamine inhibits the N-methyl-D-aspartate receptor-mediated responses by directly interacting with the receptor/channel complex.
2002-03
Beneficial effects of TCP on soman intoxication in guinea pigs: seizures, brain damage and learning behaviour.
2001-12
Effects of thienylphencyclidine (TCP) on seizure activity and brain damage produced by soman in guinea-pigs: ECoG correlates of neurotoxicity.
2001-02
Anticonvulsant efficacy of N-methyl-D-aspartate antagonists against convulsions induced by cocaine.
1999-05
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:27:44 GMT 2025
Edited
by admin
on Mon Mar 31 18:27:44 GMT 2025
Record UNII
425WW340S2
Record Status Validated (UNII)
Record Version
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Name Type Language
CL-421
Preferred Name English
TENOCYCLIDINE HYDROCHLORIDE
Common Name English
1-(1-(2-THIENYL)CYCLOHEXYL)PIPERIDINE HYDROCHLORIDE
Systematic Name English
PIPERIDINE, 1-(1-(2-THIENYL)CYCLOHEXYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
PIPERIDINE, 1-(1-(2-THIENYL)CYCLOHEXYL)-, HYDROCHLORIDE
Systematic Name English
NSC-40903
Code English
Code System Code Type Description
NSC
40903
Created by admin on Mon Mar 31 18:27:44 GMT 2025 , Edited by admin on Mon Mar 31 18:27:44 GMT 2025
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FDA UNII
425WW340S2
Created by admin on Mon Mar 31 18:27:44 GMT 2025 , Edited by admin on Mon Mar 31 18:27:44 GMT 2025
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DRUG BANK
DBSALT002317
Created by admin on Mon Mar 31 18:27:44 GMT 2025 , Edited by admin on Mon Mar 31 18:27:44 GMT 2025
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PUBCHEM
16640802
Created by admin on Mon Mar 31 18:27:44 GMT 2025 , Edited by admin on Mon Mar 31 18:27:44 GMT 2025
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CAS
1867-65-8
Created by admin on Mon Mar 31 18:27:44 GMT 2025 , Edited by admin on Mon Mar 31 18:27:44 GMT 2025
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EPA CompTox
DTXSID40904770
Created by admin on Mon Mar 31 18:27:44 GMT 2025 , Edited by admin on Mon Mar 31 18:27:44 GMT 2025
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PARENT -> SALT/SOLVATE
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ACTIVE MOIETY