Viqualine

Viqualine (INN; developmental code PK-5078) is an antidepressant and anxiolytic drug that was never marketed.^[1][2][3] It acts as a potent and selective serotonin releasing agent (SRA) and serotonin reuptake inhibitor (SRI) similarly to para-chloroamphetamine (PCA).^[3][4][5] In addition, viqualine displaces diazepam from the GABA_A receptor and produces benzodiazepine-like effects, indicating that it is also a positive allosteric modulator of the benzodiazepine site of the GABA_A receptor.^[3][6] The drug has mainly been researched as a potential treatment for alcoholism.^[7][8]

Viqualine

Identifiers
IUPAC name 4-[3-[(3R,4R)-3-Ethenylpiperidin-4-yl]propyl]-6-methoxyquinoline
CAS Number	72714-74-0 Y
PubChem CID	3050111
ChemSpider	2312222 N
UNII	1Y3A5E2L1J
ChEMBL	ChEMBL2104497 N
CompTox Dashboard (EPA)	DTXSID601024516
Chemical and physical data
Formula	C20H26N2O
Molar mass	310.441 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC1=CC2=C(C=CN=C2C=C1)CCC[C@@H]3CCNC[C@@H]3C=C
InChI InChI=1S/C20H26N2O/c1-3-15-14-21-11-9-16(15)5-4-6-17-10-12-22-20-8-7-18(23-2)13-19(17)20/h3,7-8,10,12-13,15-16,21H,1,4-6,9,11,14H2,2H3/t15-,16+/m0/s1 N Key:XFXANHWIBFMEOY-JKSUJKDBSA-N N
NY (what is this?)  (verify)

See also

• Indalpine
• Pipequaline