CHEBI:64145 - 1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine

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ChEBI Name 1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine
ChEBI ID CHEBI:64145
Definition A tertiary amino compound that consists of cyclohexane having piperidin-1-yl and benzothiophen-2-yl groups attached at position 1. A potent dopamine re-uptake inhibitor with a behavioral profile different from that of phencyclidine (PCP) and similar to that of cocaine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C19H25NS
Net Charge 0
Average Mass 299.47400
Monoisotopic Mass 299.17077
InChI InChI=1S/C19H25NS/c1-5-11-19(12-6-1,20-13-7-2-8-14-20)18-15-16-9-3-4-10-17(16)21-18/h3-4,9-10,15H,1-2,5-8,11-14H2
InChIKey RGSVXQJPSWZXOP-UHFFFAOYSA-N
SMILES C1CCN(CC1)C1(CCCCC1)c1cc2ccccc2s1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): dopamine uptake inhibitor
A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake.
Application(s): dopamine uptake inhibitor
A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine (CHEBI:64145) has role dopamine uptake inhibitor (CHEBI:51039)
1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine (CHEBI:64145) is a 1-benzothiophenes (CHEBI:38836)
1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine (CHEBI:64145) is a piperidines (CHEBI:26151)
1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine (CHEBI:64145) is a tertiary amino compound (CHEBI:50996)
1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine (CHEBI:64145) is conjugate base of 1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidinium(1+) (CHEBI:64146)
Incoming 1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidinium(1+) (CHEBI:64146) is conjugate acid of 1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine (CHEBI:64145)
IUPAC Name
1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine
Synonyms Sources
1-(1-Benzo(b)thien-2-ylcyclohexyl)piperidine ChemIDplus
1-(1-benzo[b]thien-2-ylcyclohexyl)piperidine ChEBI
1-[1-(2-benzo[b]thienyl)cyclohexyl]piperidine ChEBI
1-Btcp ChemIDplus
benocyclidine ChEBI
BTCP ChemIDplus
GK 13 ChemIDplus
GK-13 ChemIDplus
N-(1-(2-Benzo(b)thiophenyl)cyclohexyl)piperidine ChemIDplus
N-[1-(2-benzo[b]thiophenyl)cyclohexyl]piperidine ChEBI
Manual Xrefs Databases
110266 ChemSpider
LSM-4551 LINCS
View more database links
Registry Numbers Types Sources
112726-66-6 CAS Registry Number ChemIDplus
4235947 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10942855 PubMed citation Europe PMC
1397045 PubMed citation Europe PMC
1407668 PubMed citation Europe PMC
14663207 PubMed citation Europe PMC
1681444 PubMed citation Europe PMC
2527343 PubMed citation Europe PMC
2674416 PubMed citation Europe PMC
3384005 PubMed citation Europe PMC
7805759 PubMed citation Europe PMC
8098066 PubMed citation Europe PMC
8258830 PubMed citation Europe PMC
8482495 PubMed citation Europe PMC
8817570 PubMed citation Europe PMC
Last Modified
21 September 2021