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Details

Stereochemistry ACHIRAL
Molecular Formula C22H24N2.ClH
Molecular Weight 352.9
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIPEQUALINE HYDROCHLORIDE

SMILES

Cl.C(CC1=C2C=CC=CC2=NC(=C1)C3=CC=CC=C3)C4CCNCC4

InChI

InChIKey=JWEMPGHGMSUJIS-UHFFFAOYSA-N
InChI=1S/C22H24N2.ClH/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;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C22H24N2
Molecular Weight 316.4394
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Pipequaline (PK-8165, 2-phenyl-4[2-(4-piperidinyl) ethyl]quinoline) is a benzodiazepine receptor partial agonist.

Originator

Curator's Comment: # Hoffmann-La Roche Inc.

Approval Year

PubMed

PubMed

TitleDatePubMed
The effect of GABA on in vitro binding of two novel non-benzodiazepines, PK 8165 and CGS 8216, to benzodiazepine receptors in the rat brain.
1982 Jul 5
Pharmacological evidence that PK 8165 behaves as a partial agonist of brain type benzodiazepine receptors.
1984 Oct
Biochemical evidence that 2-phenyl-4[(4-piperidinyl) ethyl]quinoline, a quinoline derivative with pure anticonflict properties, is a partial agonist of benzodiazepine receptors.
1984 Oct
Pipequaline acts as a partial agonist of benzodiazepine receptors: an electrophysiological study in the hippocampus of the rat.
1987 Sep
Patents

Patents

Sample Use Guides

healthy volunteers: 50 - 150 mg. administration route is not specified.
Route of Administration: Unknown
In Vitro Use Guide
In vitro studies of rat cuneate nucleus indicated that the proconvulsant actions of PK 8165 could be explained by its direct, albeit slightly different, interactions with the GABA-receptor complex. PK 8165 (100 microM) alone had no effect on responses to the GABA analogue muscimol, but enhanced the potency of picrotoxin as an antagonist of muscimol and reduced the potency of flurazepam as a potentiator of muscimol.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:50:17 GMT 2023
Edited
by admin
on Fri Dec 15 15:50:17 GMT 2023
Record UNII
Q81XB10I9Z
Record Status Validated (UNII)
Record Version
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Name Type Language
PIPEQUALINE HYDROCHLORIDE
Common Name English
QUINOLINE, 2-PHENYL-4-(2-(4-PIPERIDINYL)ETHYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
PK-8165 HYDROCHLORIDE
Code English
Code System Code Type Description
EPA CompTox
DTXSID00230168
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
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FDA UNII
Q81XB10I9Z
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
PUBCHEM
3062086
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
CAS
80221-58-5
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
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