IRDABISANT

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H23N3O2
Molecular Weight	313.3941
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@H]1CCCN1CCCOC2=CC=C(C=C2)C3=NNC(=O)C=C3

InChI

InChIKey=XUKROCVZGZNGSI-CQSZACIVSA-N

InChI=1S/C18H23N3O2/c1-14-4-2-11-21(14)12-3-13-23-16-7-5-15(6-8-16)17-9-10-18(22)20-19-17/h5-10,14H,2-4,11-13H2,1H3,(H,20,22)/t14-/m1/s1

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Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/67561238 | https://www.ncbi.nlm.nih.gov/pubmed/21634396 | https://www.ncbi.nlm.nih.gov/pubmed/27222271

IRDABISANT is a histamine H3 receptor inverse agonist with potential therapeutic utility in cognition enhancement.

CNS Activity

Originator

Approval Year

PubMed

Title	Date	PubMed
Discovery and characterization of 6-{4-[3-(R)-2-methylpyrrolidin-1-yl)propoxy]phenyl}-2H-pyridazin-3-one (CEP-26401, irdabisant): a potent, selective histamine H3 receptor inverse agonist.	2011 Jul 14	21634396
CEP-26401 (irdabisant), a potent and selective histamine H₃ receptor antagonist/inverse agonist with cognition-enhancing and wake-promoting activities.	2012 Jan	22001260

Patents

Sample Use Guides

In Vitro Use Guide

Irdabisant had high affinity for both human (Ki=2.0 nM) and rat (Ki=7.2 nM) histamine H3 receptor with greater than 1000-fold selectivity over the human histamine H1 receptor, histamine H2 receptor, and histamine H4 receptor subtypes and against an in vitro panel of 418 G-protein-coupled receptors, ion channels, transporters, and enzymes.

Name

Type

Language

IRDABISANT

Official Name

English

CEP26401

Code

English

Irdabisant [WHO-DD]

Common Name

English

CEP-26401

Code

English

IRDABISANT [USAN]

Common Name

English

irdabisant [INN]

Common Name

English

Code System Code Type Description

USAN

XX-146