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gacyclidine

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gacyclidine

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Gacyclidine (GK-11, OTO-313) is a psychoactive drug which acts as a dissociative via functioning as a non-competitive NMDA receptor antagonist. It is closely related to phencyclidine (PCP), and specifically, is a derivative of tenocyclidine (TCP). Gacyclidine exhibits neuroprotective effects similar to those of other NMDA receptor antagonists, with the advantage of being substantially less neurotoxic maybe due to its interaction with "non-NMDA" binding sites.

Chemical data

Formula
C16H25NS
Molecular weight
263.4 g/mol
IUPAC name
1-[(1R,2S)-2-methyl-1-thiophen-2-ylcyclohexyl]piperidine
SMILES
C[C@H]1CCCC[C@@]1(C2=CC=CS2)N3CCCCC3
InChIKey
DKFAAPPUYWQKKF-GOEBONIOSA-N
XLogP
4.4
Polar surface area
31.5 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Mass
263.171
Show 4 more facts
chemical formula
C₁₆H₂₅NS
canonical SMILES
CC1CCCCC1(C2=CC=CS2)N3CCCCC3
isomeric SMILES
C[C@H]1CCCC[C@@]1(C2=CC=CS2)N3CCCCC3
Commons category
Gacyclidine
Sources (1)

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Encyclopedic overview

8 sections
Contents
  • History
  • Chemistry
  • Uses
  • Dosage
  • Effects
  • See also
  • References
  • External links

Gacyclidine (GK-11, OTO-313) is a psychoactive drug which acts as a dissociative via functioning as a non-competitive NMDA receptor antagonist. It is closely related to phencyclidine (PCP), and specifically, is a derivative of tenocyclidine (TCP). Gacyclidine exhibits neuroprotective effects similar to those of other NMDA receptor antagonists, with the advantage of being substantially less neurotoxic maybe due to its interaction with "non-NMDA" binding sites.

== History ==

Excerpted from Wikipedia’s “gacyclidine” article, available under the CC BY-SA 4.0 licence.

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