CHEBI:60805 - rolicyclidine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name rolicyclidine
Definition Pyrrolidine in which the hydrogen attached to the nitrogen is substituted by a 1-phenylcyclohex-1-yl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C16H23N
Net Charge 0
Average Mass 229.36050
Monoisotopic Mass 229.183
InChI InChI=1S/C16H23N/c1-3-9-15(10-4-1)16(11-5-2-6-12-16)17-13-7-8-14-17/h1,3-4,9-10H,2,5-8,11-14H2
SMILES C1CCC(CC1)(N1CCCC1)c1ccccc1
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): NMDA receptor antagonist
Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
Application(s): hallucinogen
Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking.
general anaesthetic
Substance that produces loss of consciousness.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing rolicyclidine (CHEBI:60805) has role general anaesthetic (CHEBI:38869)
rolicyclidine (CHEBI:60805) has role hallucinogen (CHEBI:35499)
rolicyclidine (CHEBI:60805) has role NMDA receptor antagonist (CHEBI:60643)
rolicyclidine (CHEBI:60805) is a pyrrolidines (CHEBI:38260)
rolicyclidine (CHEBI:60805) is a tertiary amine (CHEBI:32876)
INNs Sources
roliciclidina ChemIDplus
rolicyclidine ChemIDplus
rolicyclidinum ChemIDplus
Synonym Source
PCPy ChemIDplus
Manual Xref Database
DB01549 DrugBank
View more database links
Registry Numbers Types Sources
1428458 Reaxys Registry Number Reaxys
2201-39-0 CAS Registry Number ChemIDplus
Last Modified
13 December 2010
General Comment
2010-12-13 Rolicyclidine is described as a dissociative anaesthetic drug with hallucinogenic and sedative effects similar to, but slightly less potent than, phencyclidine (PCP), and with less stimulant effects. Instead it induces a sedative effect described as being somewhat similar to a barbiturate, but with additional PCP-like dissociative, anaesthetic and hallucinogenic effects. Due to its similarity in effects to PCP, it was placed on the Schedule I list of illegal drugs in the 1970s, although it was never widely abused and is now little known.