CERLAPIRDINE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H23N3O3S
Molecular Weight	409.501
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of CERLAPIRDINE

Structure Search

SMILES

CN(C)CCCOC1=CC2=C(NN=C2S(=O)(=O)C3=CC=CC4=CC=CC=C34)C=C1

InChI

InChIKey=NXQGEDVQXVTCDA-UHFFFAOYSA-N

InChI=1S/C22H23N3O3S/c1-25(2)13-6-14-28-17-11-12-20-19(15-17)22(24-23-20)29(26,27)21-10-5-8-16-7-3-4-9-18(16)21/h3-5,7-12,15H,6,13-14H2,1-2H3,(H,23,24)

HIDE SMILES / InChI

Molecular Formula	C22H23N3O3S
Molecular Weight	409.501
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/25217486 | https://www.ncbi.nlm.nih.gov/pubmed/24900216 | https://www.ncbi.nlm.nih.gov/pubmed/21330210 | https://www.ncbi.nlm.nih.gov/pubmed/22029285

Cerlapirdine is a selective and potent full antagonist of the serotonin 6 (5-HT6) receptor that has been investigated by Wyeth and Pfizer for the treatment of Alzheimer Disease.

Originator

Approval Year

PubMed

PubMed

Title	Date	PubMed
Synthesis and structure-activity relationship (SAR) of (5,7-disubstituted 3-phenylsulfonyl-pyrazolo[1,5-a]pyrimidin-2-yl)-methylamines as potent serotonin 5-HT(6) receptor (5-HT(6)R) antagonists.	2011-12-08	22029285
5-HT(6) receptor and cognition.	2011-02	21330210

Patents

Patents

Sample Use Guides

In Vivo Use Guide

5-mg/day

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:43:27 GMT 2025` Edited by `admin` on `Mon Mar 31 18:43:27 GMT 2025`
Record UNII	EK40PJ0V49
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CERLAPIRDINE

Official Name

English

cerlapirdine [INN]

Preferred Name

English

WAY-262,531

Code

English

SAM-531

Code

English

SAM-531 FREE BASE

Code

English

Cerlapirdine [WHO-DD]

Common Name

English

CERLAPIRDINE [USAN]

Common Name

English

WAY-262531

Code

English

PF-05212365

Code

English

N,N-DIMETHYL-3-((3-(1-NAPHTHYLSULFONYL)-1H-INDAZOL-5-YL)OXY)PROPAN-1-AMINE

Systematic Name

English

N,N-DIMETHYL-3-((3-((NAPHTHALEN-1-YL)SULFONYL)-1H-INDAZOL-5-YL)OXY)PROPAN-1-AMINE

Systematic Name

English

1-PROPANAMINE, N,N-DIMETHYL-3-((3-(1-NAPHTHALENYLSULFONYL)-1H-INDAZOL-5-YL)OXY)-

Systematic Name

English

Code System Code Type Description

FDA UNII

EK40PJ0V49

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

SMS_ID

100000164091

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

WIKIPEDIA

Cerlapirdine

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

INN

9553

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

NCI_THESAURUS

C169839

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

CAS

925448-93-7

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

ChEMBL

CHEMBL2103880

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

USAN

XX-143

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

EPA CompTox

DTXSID201137232

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

EVMPD

SUB178433

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

PUBCHEM

16071605

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

DRUG BANK

DB12229

Created by admin on Mon Mar 31 18:43:27 GMT 2025 , Edited by admin on Mon Mar 31 18:43:27 GMT 2025

PRIMARY

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Interaction Type:

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SALT/SOLVATE -> PARENT


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5-HYDROXYTRYPTAMINE RECEPTOR 6

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ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Tmax	PHARMACOKINETIC				ORAL ADMINISTRATION SINGLE DOSE

Biological Half-life	PHARMACOKINETIC				SINGLE DOSE ORAL ADMINISTRATION