Pipequaline

Pipequaline (INN; development code PK-8165) is an anxiolytic drug that was never marketed.^[1] It possesses a novel chemical structure that is not closely related to other drugs of this type. The drug has a similar pharmacological profile to the benzodiazepine family of drugs, but with mainly anxiolytic properties and very little sedative, amnestic or anticonvulsant effects, and so is classified as a nonbenzodiazepine anxiolytic.^[2][3][4]

ATC code

• none

CAS Number

• 77472-98-1 ^N

PubChem CID

• 71219

ChemSpider

• 64354 ^Y

Quick facts Clinical data, ATC code ...

Pipequaline

Clinical data
ATC code	none
Identifiers
IUPAC name 2-phenyl-4-(2-piperidin-4-ylethyl)quinoline
CAS Number	77472-98-1 N
PubChem CID	71219
ChemSpider	64354 Y
UNII	J3S205V4I2
CompTox Dashboard (EPA)	DTXSID20228183
Chemical and physical data
Formula	C22H24N2
Molar mass	316.448 g·mol−1
3D model (JSmol)	Interactive image
SMILES n1c4c(c(cc1c2ccccc2)CCC3CCNCC3)cccc4
InChI InChI=1S/C22H24N2/c1-2-6-18(7-3-1)22-16-19(11-10-17-12-14-23-15-13-17)20-8-4-5-9-21(20)24-22/h1-9,16-17,23H,10-15H2 Y Key:AMEWZCMTSIONOX-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

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Pipequaline acts as a non-selective GABA_A receptor partial agonist.^[5][6][7] While its profile of anxiolytic effects without sedation would appear to have potential medical applications, pipequaline has never been developed for medical use and is currently only used in scientific research.