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Tenocyclidine (hydrochloride)

Item No. 17014

Synonyms
Synonyms
  • TCP
Technical Information
Formal Name
1-[1-(2-thienyl)cyclohexyl]-piperidine, monohydrochloride
CAS Number
1867-65-8
Molecular Formula
C15H23NS • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 5 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 2 mg/mlEthanol: 2 mg/mlMethanol: 1 mg/ml
λmax
235 nm
SMILES
N1(CCCCC1)C2(C3=CC=CS3)CCCCC2.Cl
InChi Code
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
InChi Key
IIPLEZRBGQCZMF-UHFFFAOYSA-N
Regulatory Information
DEA Schedule
I
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tenocyclidine (TCP), known more formally as N-[1-(2-thienyl)cyclohexyl] piperidine, is an analog of phencyclidine (PCP) in which the phenyl substituent is replaced with a thiophene group. TCP is a potent antagonist of the NMDA receptor-gated ion channel (Kd = 9 nM).1 TCP blocks NMDA-activated excitatory postsynaptic potential in brain more potently than PCP.2 PCP and many analogs, including TCP, block the uptake and enhance the release of dopamine both in vitro and in vivo.3 TCP is regulated as a Schedule I compound in the United States. This product is intended for forensic and research applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yeh, G.C., Bonhaus, D.W., Nadler, J.V., et alN-methyl-D-aspartate receptor plasticity in kindling: Quantitative and qualitative alterations in the N-methyl-ᴅ-aspartate receptor-channel complex. Proc. Natl. Acad. Sci. USA 86(20), 8157-8160 (1989).

    2. Bartschat, D.K., and Blaustein, M.P. Phencyclidine in low doses selectively blocks a presynaptic voltage-regulated potassium channel in rat brain. Proc. Natl. Acad. Sci. USA 83(1), 189-192 (1986).

    3. Chaudieu, I., Vignon, J., Chicheportiche, M., et alRole of the aromatic group in the inhibition of phencyclidine binding and dopamine uptake by PCP analogs. Pharmacol. Biochem. Behav. 32(3), 699-705 (1989).