Tenocyclidine

Drugbox
IUPAC_name = 1-(1-(2-Thienyl)cyclohexyl)piperidine



width= 120
CAS_number= 21500-98-1
ATC_prefix=
ATC_suffix=
PubChem= 62751
DrugBank=
C=15 | H=23 | N=1 | S=1
molecular_weight = 249.416 g/mol
bioavailability=
metabolism =
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pregnancy_category =
legal_status = Schedule I / Class A
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Tenocyclidine (TCP, thienyl cyclohexylpiperidine) is a dissociative anesthetic drug with stimulant and hallucinogenic effects. It is similar in effects to phencyclidine but is considerably more potent. TCP has slightly different binding properties to PCP, with more affinity for NMDA receptors [ Stirling JM, Cross AJ, Green AR. The binding of [3H] thienyl cyclohexylpiperidine ( [3H] TCP) to the NMDA-phencyclidine receptor complex. Neuropharmacology. 1989 Jan;28(1):1-7. ] but less affinity for sigma receptors [ Javitt DC, Jotkowitz A, Sircar R, Zukin SR. Non-competitive regulation of phencyclidine/sigma-receptors by the N-methyl-D-aspartate receptor antagonist D-(-)-2-amino-5-phosphonovaleric acid. Neuroscience Letters. 1987 Jul 22;78(2):193-8. ] . Because of its high affinity for the PCP binding site on the NMDA receptor, the 3H radiolabelled form of TCP is widely used in research into NMDA receptors.

TCP acts primarily as an NMDA Receptor Antagonist which blocks the activity of the NMDA Receptor, however its increased stimulant effects compared to PCP suggests it also has relatively greater activity as a dopamine reuptake inhibitor. Due to its similarity in effects to PCP, TCP was placed into the Schedule I list of illegal drugs in the 1970s, although it was only briefly abused in the 1970s and 1980s and is now little known.

ee also

*Phencyclidine
*Ketamine
*Tiletamine
*Eticyclidine
*Rolicyclidine
*Gacyclidine

References


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