IRDABISANT HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H23N3O2.ClH
Molecular Weight	349.855
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=WJUJICMNSMPLLG-PFEQFJNWSA-N

InChI=1S/C18H23N3O2.ClH/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);1H/t14-;/m1./s1

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	C18H23N3O2
Molecular Weight	313.3941
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:16:53 GMT 2023` Edited by `admin` on `Fri Dec 15 16:16:53 GMT 2023`
Record UNII	M2U80Z023U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IRDABISANT HYDROCHLORIDE

Official Name

English

IRDABISANT HYDROCHLORIDE [USAN]

Common Name

English

3(2H)-PYRIDAZINONE, 6-(4-(3-((2R)-2-METHYL-1-PYRROLIDINYL)PROPOXY)PHENYL)-, HYDROCHLORIDE (1:1)

Systematic Name

English

CEP-26401 HYDROCHLORIDE

Code

English

Irdabisant hydrochloride [WHO-DD]

Common Name

English

6-(4-(3-((2R)-2-METHYLPYRROLIDIN-1-YL)PROPOXY)PHENYL)PYRIDAZIN-3(2H)-ONE HYDROCHLORIDE

Systematic Name

English

Code System Code Type Description

ChEMBL

CHEMBL1829335