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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
Decreased density of [3H]TCP binding following antipsychotic drug withdrawal in rats.
2002 Apr 19
Characterization of the non-competitive antagonist binding site of the NMDA receptor in dark Agouti rats.
2004 Aug 6
[An expert study of acute poisoning by phencyclidine derivatives].
2004 May-Jun
Molecular mechanisms and binding site location for the noncompetitive antagonist crystal violet on nicotinic acetylcholine receptors.
2006 Feb 21
The role of antagonism of NMDA receptor-mediated neurotransmission and inhibition of the dopamine reuptake in the neuroendocrine effects of phencyclidine.
2006 Mar 20
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
Molecular properties of local anesthetics as predictors of affinity for nicotinic acetylcholine receptors.
2007 Oct
Tenocyclidine treatment in soman-poisoned rats--intriguing results on genotoxicity versus protection.
2008
Engineering and characterization of a mouse/human chimeric anti-phencyclidine monoclonal antibody.
2008 Jan
High specific activity tritiation of TCP and BTCP.
2009 Jun
Inhibition of the histone demethylase LSD1 blocks alpha-herpesvirus lytic replication and reactivation from latency.
2009 Nov
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
Qualitative GC-MS assessment of TCP and TAMORF elimination in rats.
2010 Mar
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:25:53 GMT 2023
Edited
by admin
on Fri Dec 15 16:25:53 GMT 2023
Record UNII
425WW340S2
Record Status Validated (UNII)
Record Version
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Name Type Language
TENOCYCLIDINE HYDROCHLORIDE
Common Name English
1-(1-(2-THIENYL)CYCLOHEXYL)PIPERIDINE HYDROCHLORIDE
Systematic Name English
CL-421
Code 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 Fri Dec 15 16:25:53 GMT 2023 , Edited by admin on Fri Dec 15 16:25:53 GMT 2023
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FDA UNII
425WW340S2
Created by admin on Fri Dec 15 16:25:53 GMT 2023 , Edited by admin on Fri Dec 15 16:25:53 GMT 2023
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DRUG BANK
DBSALT002317
Created by admin on Fri Dec 15 16:25:53 GMT 2023 , Edited by admin on Fri Dec 15 16:25:53 GMT 2023
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PUBCHEM
16640802
Created by admin on Fri Dec 15 16:25:53 GMT 2023 , Edited by admin on Fri Dec 15 16:25:53 GMT 2023
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CAS
1867-65-8
Created by admin on Fri Dec 15 16:25:53 GMT 2023 , Edited by admin on Fri Dec 15 16:25:53 GMT 2023
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EPA CompTox
DTXSID40904770
Created by admin on Fri Dec 15 16:25:53 GMT 2023 , Edited by admin on Fri Dec 15 16:25:53 GMT 2023
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