PIPEQUALINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H24N2
Molecular Weight	316.4394
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C(CC1=CC(=NC2=C1C=CC=C2)C3=CC=CC=C3)C4CCNCC4

InChI

InChIKey=AMEWZCMTSIONOX-UHFFFAOYSA-N

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

HIDE SMILES / InChI

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6095778 | https://www.ncbi.nlm.nih.gov/pubmed/6097832 | https://www.ncbi.nlm.nih.gov/pubmed/2823163

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

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Benzodiazepine receptors; peripheral & central 9 Target ID: CHEMBL2096683 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6287150 \| https://www.ncbi.nlm.nih.gov/pubmed/6095778 \| https://www.ncbi.nlm.nih.gov/pubmed/6097832 \| https://www.ncbi.nlm.nih.gov/pubmed/3031273 \| https://www.ncbi.nlm.nih.gov/pubmed/2823163	Partial Agonist 290		197.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
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	6287150
Interactions of two phenylquinolines with picrotoxin and benzodiazepines in vivo and in vitro.	1984 Jan 27	6705827
Pharmacological evidence that PK 8165 behaves as a partial agonist of brain type benzodiazepine receptors.	1984 Oct	6095778
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	6097832
Pipequaline acts as a partial agonist of benzodiazepine receptors: an electrophysiological study in the hippocampus of the rat.	1987 Sep	2823163

Patents

Sample Use Guides

In Vivo Use Guide

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 `Sat Dec 16 17:40:41 GMT 2023` Edited by `admin` on `Sat Dec 16 17:40:41 GMT 2023`
Record UNII	J3S205V4I2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PIPEQUALINE

Official Name

English

pipequaline [INN]

Common Name

English

PK-8165

Code

English

PIPEQUALINE [MART.]

Common Name

English

2-PHENYL-4-(2-(4-PIPERIDYL)-ETHYL)QUINOLINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28197