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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

Molecular Formula C21H25N3O2
Molecular Weight 351.4421
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.6 null [pKi]
PubMed

PubMed

TitleDatePubMed
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
11C-GSK189254: a selective radioligand for in vivo central nervous system imaging of histamine H3 receptors by PET.
2009 Dec
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
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:56:07 UTC 2023
Edited
by admin
on Sat Dec 16 07:56:07 UTC 2023
Record UNII
4AJV79N1A6
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Sat Dec 16 07:56:07 UTC 2023
PRIMARY
CAS
945493-87-8
Created by admin on Sat Dec 16 07:56:07 UTC 2023 , Edited by admin on Sat Dec 16 07:56:07 UTC 2023
PRIMARY
FDA UNII
4AJV79N1A6
Created by admin on Sat Dec 16 07:56:07 UTC 2023 , Edited by admin on Sat Dec 16 07:56:07 UTC 2023
PRIMARY
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ACTIVE MOIETY