Viqualine

Viqualine
Identifiers
	IUPAC name 4-[3-[(3R,4R)-3-Ethenylpiperidin-4-yl]propyl]-6-methoxyquinoline;
CAS Number	72714-74-0 ;
PubChem CID	3050111;
ChemSpider	2312222 ;
UNII	1Y3A5E2L1J;
ChEMBL	ChEMBL2104497 ;
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 ; Key:XFXANHWIBFMEOY-JKSUJKDBSA-N ;
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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]

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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)