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GSK189254A

CAT: 0804-HY-14111-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-14111-01Size:1 mg
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Description
GSK189254A (GSK189254 free base) is a novel, potent and selective histamine H3 receptor antagonist with pKi values of 9.59-9.90 and 8.51-9.17 for human and rat H3, respectively.
CAS Number
720690-73-3
Product Name Alternative
GSK189254 (free base)
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335, H412
Target
Histamine Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Immunology/Inflammation; Neuronal Signaling
Applications
Neuroscience-Neurodegeneration
Field of Research
Neurological Disease; Endocrinology
Assay Protocol
https://www.medchemexpress.com/GSK189254A.html
Purity
98.59
Solubility
DMSO : 25 mg/mL (ultrasonic)
Smiles
O=C(NC)C(C=N1)=CC=C1OC2=CC(CC3)=C(C=C2)CCN3C4CCC4
Molecular Formula
C21H25N3O2
Molecular Weight
351.44
Precautions
H302, H315, H319, H335, H412
References & Citations
[1]Medhurst AD, et al. GSK189254, a novel H3 receptor antagonist that binds to histamine H3 receptors in Alzheimer's disease brain and improves cognitive performance in preclinical models. J Pharmacol Exp Ther. 2007 Jun;321 (3) :1032-45.|[2]Guo RX, et al. Differential effects of acute and repeat dosing with the H3 antagonist GSK189254 on the sleep-wake cycle and narcoleptic episodes in Ox-/- mice.Br J Pharmacol. 2009 May;157 (1) :104-17.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 2
Isoform
H3 Receptor

Chemical Information

Gsk-189254
CAS Number720690-73-3
PubChem CID9798547
IUPAC Name6-[(3-cyclobutyl-1,2,4,5-tetrahydro-3-benzazepin-7-yl)oxy]-N-methylpyridine-3-carboxamide
Molecular FormulaC21H25N3O2
Molecular Weight351.4
XLogP3.2
Topological Polar Surface Area54.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count26
Formal Charge0
Complexity482
SMILES
CNC(=O)C1=CN=C(C=C1)OC2=CC3=C(CCN(CC3)C4CCC4)C=C2
InChI
InChI=1S/C21H25N3O2/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)
InChIKey
WROHEWWOCPRMIA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Gsk-189254
CAS: 720690-73-3
CID: 9798547
Formula: C21H25N3O2
MW: 351.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight351.4
XLogP33.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass351.19467705
Monoisotopic Mass351.19467705
Topological Polar Surface Area54.5 Ų
Heavy Atom Count26
Formal Charge0
Complexity482
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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