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Details

Stereochemistry ACHIRAL
Molecular Formula C21H25N3O2.ClH
Molecular Weight 387.903
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GSK-189254 HYDROCHLORIDE

SMILES

Cl.CNC(=O)C1=CC=C(OC2=CC=C3CCN(CCC3=C2)C4CCC4)N=C1

InChI

InChIKey=GRQVZNMSXFEEHD-UHFFFAOYSA-N
InChI=1S/C21H25N3O2.ClH/c1-22-21(25)17-6-8-20(23-14-17)26-19-7-5-15-9-11-24(18-3-2-4-18)12-10-16(15)13-19;/h5-8,13-14,18H,2-4,9-12H2,1H3,(H,22,25);1H

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.6 null [pKi]
PubMed

PubMed

TitleDatePubMed
Soraprazan: setting new standards in inhibition of gastric acid secretion.
2007 Jun
GSK189254, a novel H3 receptor antagonist that binds to histamine H3 receptors in Alzheimer's disease brain and improves cognitive performance in preclinical models.
2007 Jun
Novel histamine H3 receptor antagonists GSK189254 and GSK334429 are efficacious in surgically-induced and virally-induced rat models of neuropathic pain.
2008 Aug 15
Differential effects of acute and repeat dosing with the H3 antagonist GSK189254 on the sleep-wake cycle and narcoleptic episodes in Ox-/- mice.
2009 May
Characterization of histamine H3 receptors in Alzheimer's Disease brain and amyloid over-expressing TASTPM mice.
2009 May
H3 receptor antagonism enhances NCAM PSA-mediated plasticity and improves memory consolidation in odor discrimination and delayed match-to-position paradigms.
2009 Nov
Regional differential effects of the novel histamine H3 receptor antagonist 6-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-N-methyl-3-pyridinecarboxamide hydrochloride (GSK189254) on histamine release in the central nervous system of freely moving rats.
2010 Jan
When reversible ligands do not reverse, and other modelers' dilemmas.
2010 Jul
Evaluation of 11C-GSK189254 as a novel radioligand for the H3 receptor in humans using PET.
2010 Jul
Antinociceptive effects of histamine H3 receptor antagonist in the preclinical models of pain in rats and the involvement of central noradrenergic systems.
2010 Oct 1
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
Patents
Name Type Language
GSK-189254 HYDROCHLORIDE
Common Name English
3-PYRIDINECARBOXAMIDE, 6-((3-CYCLOBUTYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-7-YL)OXY)-N-METHYL-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
PUBCHEM
24768876
Created by admin on Sat Dec 16 07:56:07 GMT 2023 , Edited by admin on Sat Dec 16 07:56:07 GMT 2023
PRIMARY
CAS
945493-87-8
Created by admin on Sat Dec 16 07:56:07 GMT 2023 , Edited by admin on Sat Dec 16 07:56:07 GMT 2023
PRIMARY
FDA UNII
4AJV79N1A6
Created by admin on Sat Dec 16 07:56:07 GMT 2023 , Edited by admin on Sat Dec 16 07:56:07 GMT 2023
PRIMARY