IVOQUALINE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H26N2O
Molecular Weight	310.4332
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of IVOQUALINE

Structure Search

SMILES

COC1=CC2=C(CCC[C@@H]3CCNC[C@H]3C=C)C=CN=C2C=C1

InChI

InChIKey=XFXANHWIBFMEOY-HZPDHXFCSA-N

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-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C20H26N2O
Molecular Weight	310.4332
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6717757

IVOQUALINE, a quinoline derivative, is a potent and selective inhibitor of the uptake of serotonin, being about 20 times as active as clomipramine.

Originator

Approval Year

PubMed

PubMed

Title	Date	PubMed
Pharmacokinetics and bioavailability of viqualine, a new antidepressant.	1985-01-01	4029218
The 5-hydroxytryptamine-releasing properties of two epimer quinoline derivatives.	1984-02	6717757
The effect of PK5078, a new serotonin uptake inhibitor, on serotonin levels and uptake in human platelets, following administration to healthy volunteers.	1983	6617721

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:32:39 GMT 2025` Edited by `admin` on `Mon Mar 31 18:32:39 GMT 2025`
Record UNII	W0K2QLU43U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IVOQUALINE

Official Name

English

ivoqualine [INN]

Preferred Name

English

6-METHOXY-4-(3-((3S,4R)-3-VINYL-4-PIPERIDYL)PROPYL)QUINOLINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265

Created by admin on Mon Mar 31 18:32:39 GMT 2025 , Edited by admin on Mon Mar 31 18:32:39 GMT 2025

Code System Code Type Description

FDA UNII

W0K2QLU43U

Created by admin on Mon Mar 31 18:32:39 GMT 2025 , Edited by admin on Mon Mar 31 18:32:39 GMT 2025

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PUBCHEM

3038482

Created by admin on Mon Mar 31 18:32:39 GMT 2025 , Edited by admin on Mon Mar 31 18:32:39 GMT 2025

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NCI_THESAURUS

C65996

Created by admin on Mon Mar 31 18:32:39 GMT 2025 , Edited by admin on Mon Mar 31 18:32:39 GMT 2025

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CAS

72714-75-1

Created by admin on Mon Mar 31 18:32:39 GMT 2025 , Edited by admin on Mon Mar 31 18:32:39 GMT 2025

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EPA CompTox

DTXSID60223016

Created by admin on Mon Mar 31 18:32:39 GMT 2025 , Edited by admin on Mon Mar 31 18:32:39 GMT 2025

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INN

5645

Created by admin on Mon Mar 31 18:32:39 GMT 2025 , Edited by admin on Mon Mar 31 18:32:39 GMT 2025

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SMS_ID

100000082864

Created by admin on Mon Mar 31 18:32:39 GMT 2025 , Edited by admin on Mon Mar 31 18:32:39 GMT 2025

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ChEMBL

CHEMBL2105086

Created by admin on Mon Mar 31 18:32:39 GMT 2025 , Edited by admin on Mon Mar 31 18:32:39 GMT 2025

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EVMPD

SUB08359MIG

Created by admin on Mon Mar 31 18:32:39 GMT 2025 , Edited by admin on Mon Mar 31 18:32:39 GMT 2025

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