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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
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
Effects of thienylphencyclidine (TCP) on seizure activity and brain damage produced by soman in guinea-pigs: ECoG correlates of neurotoxicity.
2001 Feb
Decreased density of [3H]TCP binding following antipsychotic drug withdrawal in rats.
2002 Apr 19
Molecular mechanisms of inhibition of nicotinic acetylcholine receptors by tricyclic antidepressants.
2003 Dec
Structure-activity relationships of pentacycloundecylamines at the N-methyl-d-aspartate receptor.
2007 Feb 1
Tenocyclidine treatment in soman-poisoned rats--intriguing results on genotoxicity versus protection.
2008
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
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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