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viqualine

Structure via PubChem · Public domain (PubChem)

EntityQ7933523· pop 7· linked from 883 articles

Viqualine (INN; developmental code PK-5078) is an antidepressant and anxiolytic drug that was never marketed. It acts as a potent and selective serotonin releasing agent (SRA) and serotonin reuptake inhibitor (SRI) similarly to para-chloroamphetamine (PCA). In addition, viqualine displaces diazepam from the GABAA receptor and produces benzodiazepine-like effects, indicating that it is also a positive allosteric modulator of the benzodiazepine site of the GABAA receptor. The drug has mainly been researched as a potential treatment for alcoholism.

Chemical data

Formula
C20H26N2O
Molecular weight
310.4 g/mol
IUPAC name
4-[3-[(3R,4R)-3-ethenylpiperidin-4-yl]propyl]-6-methoxyquinoline
SMILES
COC1=CC2=C(C=CN=C2C=C1)CCC[C@@H]3CCNC[C@@H]3C=C
InChIKey
XFXANHWIBFMEOY-JKSUJKDBSA-N
XLogP
4.4
Polar surface area
34.2 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
310.205
Show 3 more facts
chemical formula
C₂₀H₂₆N₂O
isomeric SMILES
COC1=CC2=C(C=CN=C2C=C1)CCC[C@@H]3CCNC[C@@H]3C=C
canonical SMILES
COC1=CC2=C(C=CN=C2C=C1)CCCC3CCNCC3C=C
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Viqualine (INN; developmental code PK-5078) is an antidepressant and anxiolytic drug that was never marketed. It acts as a potent and selective serotonin releasing agent (SRA) and serotonin reuptake inhibitor (SRI) similarly to para-chloroamphetamine (PCA). In addition, viqualine displaces diazepam from the GABAA receptor and produces benzodiazepine-like effects, indicating that it is also a positive allosteric modulator of the benzodiazepine site of the GABAA receptor. The drug has mainly been researched as a potential treatment for alcoholism.

== See also == Indalpine Pipequaline

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

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